Compounds > 1,2-diamino-4-nitrobenzene
Page last updated: 2024-08-01 07:06:05

1,2-diamino-4-nitrobenzene

Description

1,2-diamino-4-nitrobenzene: reagent for determination of selenium in milk with gas chromatograph [MeSH]

4-nitro-1,2-phenylenediamine : The primary amino compound that is 1,2-phenylenediamine (o-phenylenediamine) substituted at the 4- (para-) position by a nitro group. [CHeBI]

Cross-References

ID SourceID
PubMed CID5111791
CHEMBL ID433721
SCHEMBL ID78293
CHEBI ID67116
MeSH IDM0059207

Synonyms (91)

Synonym
AC-2759
(2-amino-5-nitro-phenyl)-amine
o-phenylenediamine, 4-nitro-
4-nitro-1,2-phenylenediamine
4-nopd
4-nitro-o-phenylenediamine
99-56-9
nsc5378
nci-c03941
2-amino-4-nitroaniline
c.i. 76020
nsc-5378
4-nitro-1,2-diaminobenzene
4-nitro-1,2-benzenediamine
p-nitro-o-phenylenediamine
wln: zr bz dnw
4-n-o-pda
3,4-diaminonitrobenzene
4-nop
4-no
1,2-diamino-4-nitrobenzene
4-nitrobenzene-1,2-diamine
nsc 5378
ci 76020
1,2-benzenediamine, 4-nitro-
4-nitrophenylenediamine
einecs 202-766-3
4-nitro-o-phenylene-diamine
hsdb 2895
brn 0608106
ai3-52605
4-nitro-1,2-fenylendiamin [czech]
4-nitro-para-phenylenediamine
ccris 451
4ndb
NCGC00091593-01
STK317795
inchi=1/c6h7n3o2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3h,7-8h
4-nitro-o-phenylenediamine, 98%
NCGC00091593-02
D0103
chebi:67116 ,
CHEMBL433721
AKOS000119818
BBL016368
NCGC00091593-03
C19384
tox21_302811
NCGC00256320-01
cas-99-56-9
dtxcid30958
dtxsid9020958 ,
NCGC00259862-01
tox21_202313
4-nitrobenzene-1,2-diamine;1,2-diamino-4-nitrobenzene
4-13-00-00075 (beilstein handbook reference)
4-nitro-1,2-fenylendiamin
unii-5a9ax7y0tt
nitro-o-phenylenediamine
5a9ax7y0tt ,
FT-0614201
p-nitro-o-phenylendiamine
SCHEMBL78293
4-nitrophenylene diamine
3,4-diamino-nitrobenzene
4-nitro 1,2-phenylenediamine
4-nitro-ortho-phenylenediamine
4-nitro-o-phenylene diamine
4-nitro-benzene-1,2-diamine
2-amino-5-nitroaniline
4-nitro 1,2-phenylene diamine
4-nitro-o-phenylenediamine [who-dd]
4-nitro-o-phenylenediamine [mi]
o-phenylenediamine, 4-nitro- [hsdb]
1,2-diamino-4-nitrobenzene [iarc]
4-nitro-o-phenylenediamine [inci]
W-100032
mfcd00007724
CS-W007627
F0001-2335
GS-3013
1,2-benzenediamine,4-nitro-
58833-52-6
Q5649571
CCG-325544
EN300-19619
D77683
4-nitrobenzene-1
4-nitro-1,2-diamino-benzene
2-amino-4-nitrophenylamine
Z104474480

Drug Classes (2)

ClassDescription
primary amino compoundA compound formally derived from ammonia by replacing one hydrogen atom by an organyl group.
C-nitro compoundA nitro compound having the nitro group (-NO2) attached to a carbon atom.

Protein Targets (34)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency84.4996AID1224835
acetylcholinesteraseHomo sapiens (human)Potency67.9626AID1347395; AID1347397; AID1347398; AID1347399
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency24.5322AID1224846
RAR-related orphan receptor gammaMus musculus (house mouse)Potency19.0261AID1159521; AID1159523
SMAD family member 2Homo sapiens (human)Potency21.8644AID1346924
SMAD family member 3Homo sapiens (human)Potency21.8644AID1346924
GLI family zinc finger 3Homo sapiens (human)Potency5.5785AID1259369; AID1259392
AR proteinHomo sapiens (human)Potency39.8133AID1259243; AID588515; AID588516; AID743042; AID743054
caspase 7, apoptosis-related cysteine proteaseHomo sapiens (human)Potency68.5199AID1346978
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency28.6790AID1259377; AID1259378
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency25.8809AID1224838; AID1224893
progesterone receptorHomo sapiens (human)Potency26.1529AID1346795
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency16.2110AID588532; AID588533
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency54.6084AID1159552; AID1159553; AID1159555
retinoid X nuclear receptor alphaHomo sapiens (human)Potency17.0798AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency47.9178AID1224841; AID1224848; AID1224849; AID1259401; AID1259403
farnesoid X nuclear receptorHomo sapiens (human)Potency0.0025AID588527
pregnane X nuclear receptorHomo sapiens (human)Potency22.8146AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency26.1339AID1259244; AID1259383; AID743069; AID743075; AID743077; AID743078; AID743079
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency13.8006AID743094
caspase-3Homo sapiens (human)Potency68.5199AID1346978
aryl hydrocarbon receptorHomo sapiens (human)Potency62.0041AID743085; AID743122
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency68.5199AID743083
thyroid stimulating hormone receptorHomo sapiens (human)Potency43.2137AID1224843; AID1224895; AID1259385
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency3.1786AID1159509
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency13.7955AID1159526
Histone H2A.xCricetulus griseus (Chinese hamster)Potency71.8999AID1224845; AID1224896
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency46.3490AID743065; AID743067
heat shock protein beta-1Homo sapiens (human)Potency10.9382AID743210
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency12.5475AID651741; AID720636; AID743202; AID743219
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency24.3118AID1259244
Cellular tumor antigen p53Homo sapiens (human)Potency31.1313AID651631; AID651743
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency24.3118AID1259244
Nuclear receptor ROR-gammaHomo sapiens (human)Potency42.1632AID651802

Bioassays (15)

Assay IDTitleYearJournalArticle
AID1243765Mutagenicity in Salmonella typhimurium TA98 assessed as mutagenicity index at 10 ug/plate incubated for 90 mins at 37 degC in absence of liver S9 fractions by Ames test relative to untreated control2015European journal of medicinal chemistry, Aug-28, Volume: 101ISSN: 1768-3254Leishmanicidal, antiproteolytic, and mutagenic evaluation of alkyltriazoles and alkylphosphocholines.
AID23442Partition coefficient (logP)1991Journal of medicinal chemistry, Feb, Volume: 34, Issue:2
ISSN: 0022-2623		Structure-activity relationship of mutagenic aromatic and heteroaromatic nitro compounds. Correlation with molecular orbital energies and hydrophobicity.
AID1243789Mutagenicity in Salmonella typhimurium TA97a assessed as mutagenicity index at 10 ug/plate incubated for 90 mins at 37 degC in absence of liver S9 fractions by Ames test relative to untreated control2015European journal of medicinal chemistry, Aug-28, Volume: 101ISSN: 1768-3254Leishmanicidal, antiproteolytic, and mutagenic evaluation of alkyltriazoles and alkylphosphocholines.
AID1761351Genotoxicity in Salmonella typhimurium TA1537 assessed as number of revertant by Ames spot test relative to solvent control2021European journal of medicinal chemistry, Feb-05, Volume: 211ISSN: 1768-3254
AID1243831Mutagenicity in Salmonella typhimurium TA100 assessed as mutagenicity index at 10 ug/plate incubated for 90 mins at 37 degC in presence of liver S9 fractions by Ames test relative to control2015European journal of medicinal chemistry, Aug-28, Volume: 101ISSN: 1768-3254Leishmanicidal, antiproteolytic, and mutagenic evaluation of alkyltriazoles and alkylphosphocholines.
AID1265553Mutagenicity in Salmonella typhimurium TA98 assessed as number of revertants at 10 ug/plate by Ames test (Rvb = 23 +/- 3 No_unit)2016European journal of medicinal chemistry, Jan-01, Volume: 107ISSN: 1768-3254Anticonvulsant activity, crystal structures, and preliminary safety evaluation of N-trans-cinnamoyl derivatives of selected (un)modified aminoalkanols.
AID1720784Genotoxicity in Salmonella typhimurium TA98 assessed as mutagenic index at 2.5 ug by AMES test2020Bioorganic & medicinal chemistry letters, 08-15, Volume: 30, Issue:16
ISSN: 1464-3405
AID1570687Mutagenicity in Salmonella typhimurium TA100 at 2.5 ug/plate preincubated for 20 mins followed by addition of top agar and measured after 48 hrs by Ames test2019Bioorganic & medicinal chemistry letters, 11-01, Volume: 29, Issue:21
ISSN: 1464-3405		Design, synthesis and evaluation of activity and pharmacokinetic profile of new derivatives of xanthone and piperazine in the central nervous system.
AID1720774Genotoxicity in Salmonella typhimurium TA98 assessed as number of revertant at 2.5 ug by AMES test (Rvb = 8 to 8.3 No_unit)2020Bioorganic & medicinal chemistry letters, 08-15, Volume: 30, Issue:16
ISSN: 1464-3405
AID732979Mutagenicity in Salmonella typhimurium TA98 at 20 ug/plate in absence of S9 fraction2013European journal of medicinal chemistry, Jan, Volume: 59ISSN: 1768-3254Hybrid furoxanyl N-acylhydrazone derivatives as hits for the development of neglected diseases drug candidates.
AID1243813Mutagenicity in Salmonella typhimurium TA98 assessed as mutagenicity index at 10 ug/plate incubated for 90 mins at 37 degC in absence of liver S9 fractions by Ames test relative to control2015European journal of medicinal chemistry, Aug-28, Volume: 101ISSN: 1768-3254Leishmanicidal, antiproteolytic, and mutagenic evaluation of alkyltriazoles and alkylphosphocholines.
AID1761352Genotoxicity in Salmonella typhimurium TA98 assessed as number of revertant by Ames spot test relative to solvent control2021European journal of medicinal chemistry, Feb-05, Volume: 211ISSN: 1768-3254
AID200690Mutagenic activity in an Ames test on Salmonella Typhimurium TA98; Activity is log of revertants/nmol1991Journal of medicinal chemistry, Feb, Volume: 34, Issue:2
ISSN: 0022-2623		Structure-activity relationship of mutagenic aromatic and heteroaromatic nitro compounds. Correlation with molecular orbital energies and hydrophobicity.
AID1570689Mutagenicity in Salmonella typhimurium TA102 at 2.5 ug/plate preincubated for 20 mins followed by addition of top agar and measured after 48 hrs by Ames test2019Bioorganic & medicinal chemistry letters, 11-01, Volume: 29, Issue:21
ISSN: 1464-3405		Design, synthesis and evaluation of activity and pharmacokinetic profile of new derivatives of xanthone and piperazine in the central nervous system.
AID1570688Mutagenicity in Salmonella typhimurium TA98 at 2.5 ug/plate preincubated for 20 mins followed by addition of top agar and measured after 48 hrs by Ames test2019Bioorganic & medicinal chemistry letters, 11-01, Volume: 29, Issue:21
ISSN: 1464-3405		Design, synthesis and evaluation of activity and pharmacokinetic profile of new derivatives of xanthone and piperazine in the central nervous system.

Research

Studies (52)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (9.62)18.7374
1990's13 (25.00)18.2507
2000's15 (28.85)29.6817
2010's15 (28.85)24.3611
2020's4 (7.69)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.82%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other54 (98.18%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
agmatine
0
guanidines;
primary amino compound		Escherichia coli metabolite;
mouse metabolite		00low000000
aminoethylphosphonic acid
0
phosphonic acids;
primary amino compound;
zwitterion		human metabolite;
metabolite;
mouse metabolite		00low000000
4-amino-1,2-oxazolidin-3-one
0
hydroxamic acid ester;
oxazolidines;
primary amino compound;
serine derivative		00low000000
phosphorylethanolamine
0
phosphoethanolamine;
primary amino compound		algal metabolite;
human metabolite;
mouse metabolite		00low000000
n-(3-(aminomethyl)benzyl)acetamidine
0
aralkylamine;
carboxamidine;
primary amino compound		angiogenesis inhibitor;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
geroprotector		00low000000
2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
0
imidazopyridine;
primary amino compound		carcinogenic agent;
mutagen		00low000000
2-aminoethoxydiphenyl borate
0
organoboron compound;
primary amino compound		calcium channel blocker;
IP3 receptor antagonist;
potassium channel opener		00low000000
3-methoxytyramine
0
monomethoxybenzene;
phenols;
phenylethylamine;
primary amino compound		biomarker;
human blood serum metabolite;
human urinary metabolite		00low000000
3-hydroxy-4-methoxyphenethylamine
0
monomethoxybenzene;
phenols;
phenylethylamine;
primary amino compound		human metabolite;
rat metabolite		00low000000
5-(nonyloxy)tryptamine
0
aromatic ether;
primary amino compound;
tryptamines		serotonergic agonist00low000000
5-methoxytryptamine
0
aromatic ether;
primary amino compound;
tryptamines		5-hydroxytryptamine 2A receptor agonist;
5-hydroxytryptamine 2B receptor agonist;
5-hydroxytryptamine 2C receptor agonist;
antioxidant;
cardioprotective agent;
human metabolite;
mouse metabolite;
neuroprotective agent;
radiation protective agent;
serotonergic agonist		00low000000
alendronate
0
1,1-bis(phosphonic acid);
primary amino compound		bone density conservation agent;
EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor		00low000000
amfenac
0
amino acid;
benzophenones;
oxo monocarboxylic acid;
primary amino compound;
substituted aniline		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
ampyrone
0
primary amino compound;
pyrazolone		antipyretic;
antirheumatic drug;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
marine xenobiotic metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		00low000000
2-aminothiazole
0
1,3-thiazoles;
primary amino compound		00low000000
amlodipine
0
dihydropyridine;
ethyl ester;
methyl ester;
monochlorobenzenes;
primary amino compound		antihypertensive agent;
calcium channel blocker;
vasodilator agent		00low000000
baclofen
0
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid;
monochlorobenzenes;
primary amino compound		central nervous system depressant;
GABA agonist;
muscle relaxant		00low000000
benserazide
0
carbohydrazide;
catechols;
primary alcohol;
primary amino compound		antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		00low000000
butamben
0
amino acid ester;
benzoate ester;
primary amino compound;
substituted aniline		local anaesthetic00low000000
cgs 15943
0
aromatic amine;
biaryl;
furans;
organochlorine compound;
primary amino compound;
quinazolines;
triazoloquinazoline		adenosine A1 receptor antagonist;
adenosine A2A receptor antagonist;
antineoplastic agent;
central nervous system stimulant		00low000000
cystamine
0
organic disulfide;
primary amino compound		EC 2.3.2.13 (protein-glutamine gamma-glutamyltransferase) inhibitor00low000000
fipronil
0
(trifluoromethyl)benzenes;
dichlorobenzene;
nitrile;
primary amino compound;
pyrazoles;
sulfoxide		00low000000
tele-methylhistamine
0
imidazoles;
primary amino compound		human metabolite;
mouse metabolite		00low000000
mescaline
0
methoxybenzenes;
phenethylamine alkaloid;
primary amino compound		hallucinogen00low000000
mexiletine
0
aromatic ether;
primary amino compound		anti-arrhythmia drug00low000000
monodansylcadaverine
0
aminonaphthalene;
primary amino compound;
sulfonamide;
tertiary amino compound		EC 2.3.2.13 (protein-glutamine gamma-glutamyltransferase) inhibitor;
fluorochrome;
protective agent		00low000000
entinostat
0
benzamides;
carbamate ester;
primary amino compound;
pyridines;
substituted aniline		antineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor		00low000000
muscimol
0
alkaloid;
isoxazoles;
primary amino compound		fungal metabolite;
GABA agonist;
oneirogen;
psychotropic drug		00low000000
n-(4-aminobutyl)-5-chloro-2-naphthalenesulfonamide
0
naphthalenes;
organochlorine compound;
primary amino compound;
sulfonamide		00low000000
oxidopamine
0
benzenetriol;
catecholamine;
primary amino compound		drug metabolite;
human metabolite;
neurotoxin		00low000000
o-methyltyramine
0
primary amino compound00low000000
2-aminopropanol
0
amino alcohol;
primary alcohol;
primary amino compound		00low000000
sulfaphenazole
0
primary amino compound;
pyrazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 1.14.13.67 (quinine 3-monooxygenase) inhibitor;
P450 inhibitor		00low000000
terazosin
0
furans;
piperazines;
primary amino compound;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
antineoplastic agent		00low000000
tosufloxacin
0
1,8-naphthyridine derivative;
amino acid;
aminopyrrolidine;
monocarboxylic acid;
organofluorine compound;
primary amino compound;
quinolone antibiotic;
tertiary amino compound		00low000000
tyramine
0
monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter		00low000000
tromethamine
0
primary amino compound;
triol		buffer00low000000
2-anisidine
0
monomethoxybenzene;
primary amino compound;
substituted aniline		genotoxin;
reagent		00low000000
aminacrine
0
aminoacridines;
primary amino compound		acid-base indicator;
antiinfective agent;
antiseptic drug;
fluorescent dye;
MALDI matrix material;
mutagen		00low000000
4-anisidine
0
methoxybenzenes;
primary amino compound;
substituted aniline		genotoxin;
reagent		00low000000
betazole
0
primary amino compound;
pyrazoles		diagnostic agent;
gastrointestinal drug;
histamine agonist		00low000000
phenetidine
0
aromatic ether;
primary amino compound;
substituted aniline		drug metabolite00low000000
6-aminonicotinamide
0
aminopyridine;
monocarboxylic acid amide;
primary amino compound		antimetabolite;
EC 1.1.1.44 (NADP(+)-dependent decarboxylating phosphogluconate dehydrogenase) inhibitor;
teratogenic agent		00low000000
kynuramine
0
kynurenamines;
primary amino compound		metabolite00low000000
neutral red base
0
aromatic amine;
phenazines;
primary amino compound;
tertiary amino compound		acid-base indicator;
dye;
two-colour indicator		00low000000
3-tyramine
0
primary amino compound;
tyramines		human urinary metabolite;
neurotransmitter		00low000000
2,6-diaminotoluene
0
diamine;
primary amino compound		mutagen00low000000
pyrazon
0
benzenes;
organochlorine compound;
primary amino compound;
pyridazinone		environmental contaminant;
herbicide;
xenobiotic		00low000000
2-aminothiazoline
0
1,3-thiazoles;
primary amino compound		00low000000
3-phenylpropylamine
0
benzenes;
phenylalkylamine;
primary amino compound		00low000000
4-aminobutyric acid methyl ester
0
amino acid ester;
methyl ester;
primary amino compound		00low000000
asulam
0
carbamate ester;
primary amino compound;
substituted aniline;
sulfonamide		agrochemical;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
herbicide;
xenobiotic		00low000000
galactosamine
0
D-galactosamine;
primary amino compound		toxin00low000000
didesethylflurazepam
0
1,4-benzodiazepinone;
monofluorobenzenes;
organochlorine compound;
primary amino compound		anticonvulsant;
anxiolytic drug;
drug metabolite;
GABAA receptor agonist;
sedative		00low000000
mecysteine
0
L-cysteinyl ester;
primary amino compound;
thiol		mucolytic00low000000
2,6-diaminopurine
0
2,6-diaminopurines;
primary amino compound		antineoplastic agent00low000000
st 1059
0
aromatic ether;
primary amino compound;
secondary alcohol		alpha-adrenergic agonist;
sympathomimetic agent;
vasoconstrictor agent		00low000000
3-morpholinopropylamine
0
morpholines;
primary amino compound		00low000000
oseltamivir
0
acetamides;
amino acid ester;
cyclohexenecarboxylate ester;
primary amino compound		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
environmental contaminant;
prodrug;
xenobiotic		00low000000
4-methoxybenzylamine
0
aralkylamino compound;
aromatic ether;
primary amino compound		00low000000
5-aminofluorescein
0
primary amino compound00low000000
3-methylthiopropylamine
0
organic sulfide;
primary amino compound		00low000000
4-phenylbutylamine
0
benzenes;
phenylalkylamine;
primary amino compound		00low000000
caldopentamine
0
polyazaalkane;
primary amino compound;
secondary amino compound		marine metabolite00low000000
2-amino-5-chlorophenol
0
monochlorobenzenes;
phenols;
primary amino compound		00low000000
aclonifen
0
aromatic ether;
C-nitro compound;
monochlorobenzenes;
primary amino compound;
substituted aniline		agrochemical;
carotenoid biosynthesis inhibitor;
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
gamma-glutamyltyrosine
0
dicarboxylic acid;
dipeptide;
phenols;
primary amino compound;
secondary carboxamide		human metabolite00low000000
3-aminopropylphosphonic acid
0
phosphonic acids;
primary amino compound;
zwitterion		GABAB receptor agonist00low000000
1-amino-1-phenylmethyl phosphonic acid
0
benzenes;
phosphonic acids;
primary amino compound		00low000000
fingolimod
0
aminodiol;
primary amino compound		antineoplastic agent;
CB1 receptor antagonist;
immunosuppressive agent;
prodrug;
sphingosine-1-phosphate receptor agonist		00low000000
tafenoquine
0
(trifluoromethyl)benzenes;
aminoquinoline;
aromatic ether;
primary amino compound;
secondary amino compound		00low000000
dopamine 3-o-sulfate
0
aryl sulfate;
phenols;
primary amino compound;
zwitterion		human blood serum metabolite;
human urinary metabolite		00low000000
dopamine 4-o-sulfate
0
aryl sulfate;
phenols;
primary amino compound;
zwitterion		human blood serum metabolite;
human urinary metabolite		00low000000
chrysobactin
0
catechols;
dipeptide;
monocarboxylic acid;
primary alcohol;
primary amino compound		bacterial metabolite;
siderophore		00low000000
cki 7
0
isoquinolines;
organochlorine compound;
primary amino compound;
sulfonamide		EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor00low000000
7-aminocholesterol
0
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
cholestanoid;
primary amino compound		antibacterial agent00low000000
tyramine o-sulfate
0
aryl sulfate;
primary amino compound;
zwitterion		human urinary metabolite;
human xenobiotic metabolite		00low000000
thiobenzyl benzyloxycarbonyl-l-lysinate
0
benzyl ester;
carbamate ester;
L-lysine derivative;
primary amino compound;
thiocarboxylic ester		00low000000
tipifarnib
0
imidazoles;
monochlorobenzenes;
primary amino compound;
quinolone		antineoplastic agent;
apoptosis inducer;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor		00low000000
o 129
0
primary amino compound;
pteridines		antifolate;
vibriostatic agent		00low000000
dopamine quinone
0
1,2-benzoquinones;
primary amino compound		metabolite00low000000
n(beta)-alanyldopamine
0
catechols;
primary amino compound;
secondary carboxamide		00low000000
5-hydroxykynuramine
0
hydroxykynurenamine;
primary amino compound		mouse metabolite00low000000
s-adenosyl-3-thiopropylamine
0
organic sulfide;
primary amino compound;
thioadenosine		00low000000
aspartimide
0
dicarboximide;
primary amino compound;
pyrrolidinone		Maillard reaction product00low000000
monoacetylcadaverine
0
acetamides;
N-substituted cadaverine;
primary amino compound;
secondary carboxamide		human metabolite00low000000
8-amino-8-demethylriboflavin
0
aromatic amine;
benzopteridine;
primary amino compound;
tetrol		00low000000
nsc 23766
0
aminopyrimidine;
aminoquinoline;
primary amino compound;
secondary amino compound;
tertiary amino compound		antiviral agent;
apoptosis inducer;
EC 3.6.5.2 (small monomeric GTPase) inhibitor;
muscarinic antagonist		00low000000
paromamine
0
aminoglycoside;
primary amino compound;
triamine		00low000000
phenylalaninol
0
amino alcohol;
amphetamines;
primary alcohol;
primary amino compound		00low000000
n(1)-guanyl-1,7-diaminoheptane
0
guanidines;
primary amino compound		antineoplastic agent;
EC 2.5.1.46 (deoxyhypusine synthase) inhibitor		00low000000
gs 4071
0
acetate ester;
amino acid;
cyclohexenecarboxylic acid;
primary amino compound		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
marine xenobiotic metabolite		00low000000
iFSP1
0
aromatic amine;
nitrile;
primary amino compound;
pyridobenzimidazole;
toluenes		antineoplastic agent;
ferroptosis inducer;
ferroptosis suppressor protein 1 inhibitor		00low000000
huperzine a
0
organic heterotricyclic compound;
primary amino compound;
pyridone;
sesquiterpene alkaloid		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
neuroprotective agent;
nootropic agent;
plant metabolite		00low000000
alpha-acetyllysine methyl ester
0
acetamides;
alpha-amino acid ester;
L-lysine derivative;
methyl ester;
primary amino compound		00low000000
fumonisin b1
0
diester;
fumonisin;
primary amino compound;
triol		carcinogenic agent;
metabolite		00low000000
fumonisin b2
0
diester;
diol;
fumonisin;
primary amino compound		Aspergillus metabolite;
carcinogenic agent		00low000000
dezocine
0
phenols;
primary amino compound		opioid analgesic00low000000
amrubicin
0
anthracycline antibiotic;
methyl ketone;
primary amino compound;
quinone;
tetracenes		antineoplastic agent;
prodrug;
topoisomerase II inhibitor		00low000000
2-nitro-4-phenylenediamine
0
C-nitro compound;
primary amino compound		00low000000
ro 60-0175
0
indoles;
organochlorine compound;
organofluorine compound;
primary amino compound		00low000000
pibutidine
0
aromatic ether;
cyclobutenones;
olefinic compound;
piperidines;
primary amino compound;
pyridines;
secondary amino compound		anti-ulcer drug;
H2-receptor antagonist		00low000000
fortimicin a
0
amino cyclitol glycoside;
aminoglycoside antibiotic;
diol;
monocarboxylic acid amide;
primary amino compound		antibacterial agent;
metabolite		00low000000
a 77636
0
adamantanes;
catechols;
isochromenes;
primary amino compound		antiparkinson drug;
dopamine agonist		00low000000
b 43
0
aromatic amine;
aromatic ether;
cyclopentanes;
primary amino compound;
pyrrolopyrimidine		EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
geroprotector		00low000000
nepicastat
0
1,3-dihydroimidazole-2-thiones;
organofluorine compound;
primary amino compound;
tetralins		EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor00low000000
l 779976
0
benzimidazoles;
indoles;
piperidinecarboxamide;
primary amino compound;
secondary carboxamide		neuroprotective agent;
somatostatin receptor agonist		00low000000
fty 720p
0
monoalkyl phosphate;
primary alcohol;
primary amino compound		antineoplastic agent;
immunosuppressive agent;
sphingosine-1-phosphate receptor agonist		00low000000
pateamine a
0
1,3-thiazoles;
macrodiolide;
olefinic compound;
primary amino compound;
tertiary amino compound		antineoplastic agent;
antiviral agent;
eukaryotic initiation factor 4F inhibitor;
marine metabolite		00low000000
er-086526
0
cyclic ketal;
cyclic ketone;
macrocycle;
polycyclic ether;
polyether;
primary amino compound		antineoplastic agent;
microtubule-destabilising agent		00low000000
alogliptin
0
nitrile;
piperidines;
primary amino compound;
pyrimidines		EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor;
hypoglycemic agent		00low000000
5-(5-nitrothiazol-2-ylthio)-1,3,4-thiadiazol-2-amine
0
1,3-thiazoles;
C-nitro compound;
organic sulfide;
primary amino compound;
thiadiazoles		antibacterial agent;
c-Jun N-terminal kinase inhibitor		00low000000
gsk690693
0
1,2,5-oxadiazole;
acetylenic compound;
aromatic amine;
aromatic ether;
imidazopyridine;
piperidines;
primary amino compound;
tertiary alcohol		antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor		00low000000
cathestatin b
0
dicarboxylic acid monoamide;
epoxide;
monocarboxylic acid;
phenols;
primary amino compound		antimicrobial agent;
cysteine protease inhibitor;
Penicillium metabolite		00low000000
SL-327
0
(trifluoromethyl)benzenes;
enamine;
nitrile;
organic sulfide;
primary amino compound;
substituted aniline		EC 2.7.12.2 (mitogen-activated protein kinase kinase) inhibitor;
neuroprotective agent		00low000000
lucitanib
0
aromatic ether;
cyclopropanes;
naphthalenecarboxamide;
primary amino compound;
quinolines		antineoplastic agent;
fibroblast growth factor receptor antagonist;
vascular endothelial growth factor receptor antagonist		00low000000
fumonisin b4
0
diester;
fumonisin;
primary amino compound;
secondary alcohol		Aspergillus metabolite00low000000
ML240
0
aromatic amine;
aromatic ether;
benzimidazoles;
primary amino compound;
quinazolines;
secondary amino compound		antineoplastic agent00low000000
torin 2
0
aminopyridine;
organofluorine compound;
primary amino compound;
pyridoquinoline		antineoplastic agent;
mTOR inhibitor		00low000000
crambescidin 800
0
alkaloid;
carboxylic ester;
guanidines;
monocarboxylic acid amide;
organic heteropentacyclic compound;
primary amino compound;
secondary alcohol;
spiro compound		anti-HIV-1 agent;
anti-HSV-1 agent;
antimalarial;
marine metabolite		00low000000
as 1842856
0
organofluorine compound;
primary amino compound;
quinolinemonocarboxylic acid;
quinolone;
secondary amino compound;
tertiary amino compound		anti-obesity agent;
antineoplastic agent;
apoptosis inducer;
autophagy inhibitor;
forkhead box protein O1 inhibitor;
hypoglycemic agent		00low000000
pp242
0
aromatic amine;
biaryl;
hydroxyindoles;
phenols;
primary amino compound;
pyrazolopyrimidine		antineoplastic agent;
mTOR inhibitor		00low000000
dinitrochlorobenzene
0
C-nitro compound;
monochlorobenzenes		allergen;
epitope;
sensitiser		00low000000
levoplast
0
C-nitro compound00low000000
4-nitrobenzaldehyde
0
benzaldehydes;
C-nitro compound		00low000000
parathion
0
C-nitro compound;
organic thiophosphate;
organothiophosphate insecticide		acaricide;
agrochemical;
avicide;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
mouse metabolite		00low000000
3-nitropropionic acid
0
C-nitro compoundantimycobacterial drug;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor;
mycotoxin;
neurotoxin		00low000000
aristolochic acid i
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
azathioprine
0
aryl sulfide;
C-nitro compound;
imidazoles;
thiopurine		antimetabolite;
antineoplastic agent;
carcinogenic agent;
DNA synthesis inhibitor;
hepatotoxic agent;
immunosuppressive agent;
prodrug		00low000000
bay-k-8644
0
(trifluoromethyl)benzenes;
C-nitro compound;
dihydropyridine;
methyl ester		00low000000
benefin
0
C-nitro compound;
organofluorine compound;
substituted aniline;
tertiary amino compound		agrochemical;
herbicide		00low000000
dimetridazole
0
C-nitro compound;
imidazoles		antiparasitic agent;
antiprotozoal drug		00low000000
etanidazole
0
C-nitro compound;
imidazoles;
monocarboxylic acid amide		alkylating agent;
antineoplastic agent;
prodrug;
radiosensitizing agent		00low000000
flunitrazepam
0
1,4-benzodiazepinone;
C-nitro compound;
monofluorobenzenes		anxiolytic drug;
GABAA receptor agonist;
sedative		00low000000
methyl parathion
0
C-nitro compound;
organic thiophosphate;
organothiophosphate insecticide		acaricide;
agrochemical;
antifungal agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
genotoxin		00low000000
metronidazole
0
C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic		00low000000
nicardipine
0
benzenes;
C-nitro compound;
diester;
dihydropyridine;
methyl ester;
tertiary amino compound		00low000000
niclosamide
0
benzamides;
C-nitro compound;
monochlorobenzenes;
salicylanilides;
secondary carboxamide		anthelminthic drug;
anticoronaviral agent;
antiparasitic agent;
apoptosis inducer;
molluscicide;
piscicide;
STAT3 inhibitor		00low000000
nifedipine
0
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		00low000000
nilutamide
0
(trifluoromethyl)benzenes;
C-nitro compound;
imidazolidinone		androgen antagonist;
antineoplastic agent		00low000000
nimesulide
0
aromatic ether;
C-nitro compound;
sulfonamide		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		00low000000
nimetazepam
0
1,4-benzodiazepinone;
C-nitro compound		anticonvulsant;
antispasmodic drug;
GABA modulator;
sedative		00low000000
nimodipine
0
2-methoxyethyl ester;
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
isopropyl ester		antihypertensive agent;
calcium channel blocker;
cardiovascular drug;
vasodilator agent		00low000000
nisoldipine
0
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
methyl ester		00low000000
nitrazepam
0
1,4-benzodiazepinone;
C-nitro compound		anticonvulsant;
antispasmodic drug;
drug metabolite;
GABA modulator;
sedative		00low000000
nitrendipine
0
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
ethyl ester;
methyl ester		antihypertensive agent;
calcium channel blocker;
geroprotector;
vasodilator agent		00low000000
nizatidine
0
1,3-thiazoles;
C-nitro compound;
carboxamidine;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
cholinergic drug;
H2-receptor antagonist		00low000000
n-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide
0
aromatic ether;
C-nitro compound;
sulfonamide		antineoplastic agent;
cyclooxygenase 2 inhibitor		00low000000
oxamniquine
0
aromatic primary alcohol;
C-nitro compound;
quinolines;
secondary amino compound		00low000000
4-nitrophenylacetic acid
0
C-nitro compound;
phenylacetic acids		00low000000
ronidazole
0
C-nitro compound;
carbamate ester;
imidazoles		antiparasitic agent;
antiprotozoal drug		00low000000
trifluralin
0
(trifluoromethyl)benzenes;
C-nitro compound;
substituted aniline		agrochemical;
environmental contaminant;
herbicide;
xenobiotic		00low000000
4-nitroquinoline-1-oxide
0
C-nitro compound;
quinoline N-oxide		carcinogenic agent00low000000
chloramphenicol
0
C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor		00low000000
niridazole
0
1,3-thiazoles;
C-nitro compound		00low000000
dinitrofluorobenzene
0
C-nitro compound;
organofluorine compound		agrochemical;
allergen;
chromatographic reagent;
EC 2.7.3.2 (creatine kinase) inhibitor;
protein-sequencing agent;
spectrophotometric reagent		00low000000
nifenalol
0
C-nitro compound00low000000
chloropicrin
0
C-nitro compound;
one-carbon compound;
organochlorine compound		antifungal agrochemical;
fumigant insecticide;
nematicide		00low000000
quintozene
0
aromatic fungicide;
C-nitro compound;
pentachlorobenzenes		antifungal agrochemical00low000000
musk ambrette (artificial)
0
C-nitro compound00low000000
1-chloro-2-nitrobenzene
0
C-nitro compound;
monochlorobenzenes		00low000000
picryl chloride
0
C-nitro compound;
monochlorobenzenes		allergen;
epitope;
explosive;
hapten		00low000000
picric acid
0
C-nitro compoundantiseptic drug;
explosive;
fixative		00low000000
2,4-dinitrobenzenesulfonic acid
0
arenesulfonic acid;
C-nitro compound		00low000000
2-nitro-4-methylaniline
0
C-nitro compound00low000000
3,5-dinitrobenzoic acid
0
benzoic acids;
C-nitro compound		00low000000
5-nitro-2-toluidine
0
C-nitro compound00low000000
4-chloronitrobenzene
0
C-nitro compound00low000000
4-nitrobenzyl chloride
0
benzyl chlorides;
C-nitro compound		mutagen00low000000
4-nitroacetophenone
0
acetophenones;
C-nitro compound		00low000000
tecnazene
0
aromatic fungicide;
C-nitro compound;
tetrachlorobenzene		antifungal agrochemical00low000000
4-amino-2-nitrotoluene
0
C-nitro compound00low000000
2-amino-5-nitrothiazole
0
C-nitro compound;
thiazoles		00low000000
naphthol yellow
0
C-nitro compound;
naphthalenesulfonic acid;
naphthols		histological dye00low000000
azomycin
0
C-nitro compound;
imidazoles		antitubercular agent00low000000
trinitrobenzenesulfonic acid
0
arenesulfonic acid;
C-nitro compound		epitope;
explosive;
reagent		00low000000
2-nitrobenzaldehyde
0
benzaldehydes;
C-nitro compound		00low000000
1-bromo-2,4-dinitrobenzene
0
C-nitro compound;
organobromine compound		00low000000
3,5-dinitrosalicylic acid
0
C-nitro compound;
monohydroxybenzoic acid		hapten00low000000
3,5-dinitrotoluene
0
C-nitro compound00low000000
2-methyl-5-nitroimidazole
0
C-nitro compound;
imidazoles		00low000000
5-nitro-2-furaldehyde
0
C-nitro compound;
furans		00low000000
4-nitrophenyl acetate
0
C-nitro compound;
phenyl acetates		00low000000
methylparaoxon
0
C-nitro compound00low000000
dinobuton
0
C-nitro compound00low000000
pyrrolnitrin
0
alkaloid;
C-nitro compound;
monochlorobenzenes;
pyrroles		antifungal drug;
bacterial metabolite		00low000000
dinoterb
0
C-nitro compound;
phenols		00low000000
2,4-dinitrothiocyanatobenzene
0
C-nitro compound;
thiocyanates		hapten;
tolerogen		00low000000
2,4,6-trichlorophenyl 4-nitrophenyl ether
0
aromatic ether;
C-nitro compound;
chlorobenzenes		EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
n-methylamino-2-nitro-4-n',n'-bis(2-hydroxyethyl)aminobenzene
0
C-nitro compound00low000000
4-nitroimidazole
0
C-nitro compound;
imidazoles		00low000000
2-(alpha-thenoylamino)-2-nitro-5-thiazole
0
1,3-thiazoles;
C-nitro compound		00low000000
nitroxoline
0
C-nitro compound;
monohydroxyquinoline		antifungal agent;
antiinfective agent;
antimicrobial agent;
renal agent		00low000000
nitralin
0
C-nitro compound00low000000
1,2-epoxy-3-(p-nitrophenoxy)propane
0
aromatic ether;
C-nitro compound;
epoxide		00low000000
nimorazole
0
C-nitro compound;
imidazoles		00low000000
4-chloro-7-nitrobenzofurazan
0
benzoxadiazole;
C-nitro compound;
organochlorine compound		EC 1.4.3.4 (monoamine oxidase) inhibitor;
EC 3.6.1.3 (adenosinetriphosphatase) inhibitor;
fluorescent probe;
fluorochrome		00low000000
ipronidazole
0
C-nitro compound;
imidazoles		00low000000
ornidazole
0
C-nitro compound;
imidazoles;
organochlorine compound;
secondary alcohol		antiamoebic agent;
antibacterial drug;
antiinfective agent;
antiprotozoal drug;
antitrichomonal drug;
epitope		00low000000
oryzalin
0
aromatic amine;
C-nitro compound;
sulfonamide;
tertiary amino compound		agrochemical;
antimitotic;
herbicide		00low000000
fenitrothion
0
C-nitro compound;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
insecticide		00low000000
benzonidazole
0
C-nitro compound;
imidazoles;
monocarboxylic acid amide		antiprotozoal drug00low000000
N-(3-methyl-1,1-dioxo-1,4-thiazinan-4-yl)-1-(5-nitro-2-furanyl)methanimine
0
C-nitro compound;
furans		00low000000
3-nitro-1-propanol
0
C-nitro compound00low000000
amoscanate
0
C-nitro compound;
isothiocyanate;
secondary amino compound		schistosomicide drug00low000000
profluralin
0
C-nitro compound00low000000
dinitramine
0
C-nitro compound00low000000
hc blue no. 2
0
C-nitro compound00low000000
fluchloralin
0
C-nitro compound00low000000
butralin
0
C-nitro compound00low000000
isopropalin
0
C-nitro compound00low000000
pendimethalin
0
C-nitro compound;
secondary amino compound;
substituted aniline		agrochemical;
environmental contaminant;
herbicide		00low000000
ethafluralin
0
C-nitro compound00low000000
acifluorfen
0
aromatic ether;
benzoic acids;
C-nitro compound;
monocarboxylic acid;
organochlorine compound;
organofluorine compound		agrochemical;
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
bromethalin
0
C-nitro compound00low000000
fomesafen
0
aromatic ether;
C-nitro compound;
monochlorobenzenes;
N-sulfonylcarboxamide;
organofluorine compound;
phenols		agrochemical;
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
bmy 25067
0
C-nitro compound;
organic disulfide		antineoplastic agent00low000000
2-Amino-5-(5-nitro-2-furyl)-1,3,4-thiadiazole
0
C-nitro compound;
furans		00low000000
musk xylene
0
C-nitro compoundcarcinogenic agent;
explosive;
fragrance		00low000000
4-nitrophenylalanine
0
C-nitro compound00low000000
4-nitrobenzyl bromide
0
benzyl bromides;
C-nitro compound		allergen;
sensitiser		00low000000
nitarsone
0
C-nitro compound;
organoarsonic acid		agrochemical;
antiprotozoal drug		00low000000
5'-nitro-2'-propoxyacetanilide
0
aromatic ether;
C-nitro compound		00low000000
cinitapride
0
aromatic ether;
C-nitro compound		00low000000
5-nitrouracil
0
C-nitro compound00low000000
3-nitrobenzyl alcohol
0
C-nitro compound00low000000
4-nitrobenzyl alcohol
0
benzyl alcohols;
C-nitro compound		xenobiotic metabolite00low000000
secnidazole
0
C-nitro compound;
imidazoles;
secondary alcohol		epitope00low000000
4-nitrophenyl palmitate
0
C-nitro compound;
hexadecanoate ester		00low000000
4-nitrophenyl butyrate
0
butyrate ester;
C-nitro compound		00low000000
2-nitrophenylacetic acid
0
C-nitro compound;
phenylacetic acids		00low000000
4-nitrophenyl sulfate
0
aryl sulfate;
C-nitro compound		human metabolite00low000000
4-nitrophenyl-alpha-l-fucoside
0
alpha-L-fucoside;
C-nitro compound		chromogenic compound00low000000
4-nitrophenylglucuronide
0
beta-D-glucosiduronic acid;
C-nitro compound		chromogenic compound00low000000
chloramphenicol stearate
0
C-nitro compound00low000000
4,5-dimethoxy-2-nitrobenzaldehyde
0
aromatic ether;
C-nitro compound		00low000000
4-nitrophenyl beta-d-xyloside
0
C-nitro compound;
xyloside		chromogenic compound00low000000
fluazinam
0
(trifluoromethyl)benzenes;
aminopyridine;
C-nitro compound;
chloropyridine;
monochlorobenzenes;
secondary amino compound		allergen;
antifungal agrochemical;
apoptosis inducer;
environmental contaminant;
xenobiotic		00low000000
2-nitropropanol
0
C-nitro compound00low000000
4-nitrophenyl beta-d-glucoside
0
beta-D-glucoside;
C-nitro compound		chromogenic compound00low000000
4-nitrophenyl alpha-glucoside
0
alpha-D-glucoside;
C-nitro compound;
monosaccharide derivative		chromogenic compound00low000000
bnps-skatole
0
aryl sulfide;
bromoindole;
C-nitro compound		reagent00low000000
nitrophenylgalactosides
0
beta-D-galactoside;
C-nitro compound		chromogenic compound00low000000
6-n-(2,4-dinitrophenyl)aminohexanoic acid
0
C-nitro compound00low000000
5-nitro-2-(1-piperidinyl)pyridine
0
C-nitro compound00low000000
s-(4-nitrobenzyl)glutathione
0
C-nitro compound;
organic sulfide;
S-substituted glutathione		00low000000
4-nitrophenyl-2-acetamido-2-deoxy-beta-d-glucopyranoside
0
C-nitro compound;
N-acetyl-beta-D-glucosaminide		chromogenic compound00low000000
miserotoxin
0
beta-D-glucoside;
C-nitro compound		phytotoxin00low000000
aristolochic acid ii
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
nitisinone
0
(trifluoromethyl)benzenes;
C-nitro compound;
cyclohexanones;
mesotrione		EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor00low000000
efonidipine
0
C-nitro compound;
carboxylic ester;
dihydropyridine;
tertiary amino compound		00low000000
1-(2-hydroxyethyl)-2-hydroxymethyl-5-nitroimidazole
0
C-nitro compound;
imidazoles		00low000000
pyrrolomycin a
0
antibiotic antifungal agent;
C-nitro compound;
organochlorine compound;
pyrroles		antibacterial agent;
bacterial metabolite		00low000000
2,8-dinitroimipramine
0
C-nitro compound;
dibenzoazepine;
tertiary amino compound		00low000000
7-nitrobenzoxadiazole-6-aminohexanoic acid
0
benzoxadiazole;
C-nitro compound;
epsilon-amino acid;
secondary amino compound		fluorochrome00low000000
aristolochic acid D
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
nephrotoxin;
toxin		00low000000
ag 3-5
0
C-nitro compound00low000000
thymidine 5'-4-nitrophenyl phosphate
0
aryl phosphate;
C-nitro compound;
pyrimidine 2'-deoxyribonucleoside 5'-monophosphate		00low000000
aristolochic acid c
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
mesotrione
0
aromatic ketone;
beta-triketone;
C-nitro compound;
sulfone		carotenoid biosynthesis inhibitor;
EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor;
environmental contaminant;
herbicide;
xenobiotic		00low000000
3-nitrotyrosine
0
2-nitrophenols;
C-nitro compound;
nitrotyrosine;
non-proteinogenic alpha-amino acid		00low000000
4-[4-(3-methyl-4-nitrophenoxy)butoxy]benzonitrile
0
aromatic ether;
C-nitro compound		00low000000
N-(4-nitrophenyl)-2-phenoxyacetamide
0
C-nitro compound00low000000
rubitecan
0
C-nitro compound;
delta-lactone;
pyranoindolizinoquinoline;
semisynthetic derivative;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug		00low000000
2-(3-nitrophenyl)-5-phenyl-1,3,4-oxadiazole
0
C-nitro compound00low000000
7-nitro-5-indeno[1,2-b]pyridinone
0
C-nitro compound00low000000
5-(4-nitrophenyl)-4-phenyl-2-thiazolamine
0
C-nitro compound00low000000
N1-(4H-1,2,4-triazol-4-yl)-4-nitrobenzamide
0
C-nitro compound00low000000
2-methoxy-4-[(4-methyl-1,4-diazepan-1-yl)methyl]-6-nitrophenol
0
aromatic ether;
C-nitro compound		00low000000
N-(6-methyl-2-pyridinyl)-5-nitro-2-furancarboxamide
0
C-nitro compound;
furans		00low000000
(3,5-dimethyl-1-pyrazolyl)-(2-ethyl-4-nitro-3-pyrazolyl)methanone
0
C-nitro compound00low000000
N-(4-methyl-2-pyridinyl)-5-nitro-2-furancarboxamide
0
C-nitro compound;
furans		00low000000
4,5-dimethyl-2-[4-(3-nitrophenyl)-2-thiazolyl]-1H-pyrazol-3-one
0
C-nitro compound00low000000
N-methyl-2-[[4-methyl-5-[(4-nitrophenoxy)methyl]-1,2,4-triazol-3-yl]thio]acetamide
0
aromatic ether;
C-nitro compound		00low000000
N-[2-(4-fluorophenyl)ethyl]-4-nitrobenzamide
0
C-nitro compound00low000000
N-(2-fluoro-5-nitrophenyl)-2,2-dimethylbutanamide
0
C-nitro compound00low000000
3-(2-methoxyphenyl)-6-(3-nitrophenyl)-1,4-dihydropyrimidin-2-one
0
C-nitro compound00low000000
3-ethyl-6-(4-nitrophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
0
C-nitro compound00low000000
5-hydroxy-7-(4-nitrophenyl)-1,3-benzoxathiol-2-one
0
C-nitro compound00low000000
1-(3,4-dimethoxyphenyl)-3-(2-methoxy-5-nitrophenyl)urea
0
aromatic ether;
C-nitro compound		00low000000
N-(1-ethyl-2-benzimidazolyl)-5-[(4-methyl-2-nitrophenoxy)methyl]-2-furancarboxamide
0
aromatic ether;
C-nitro compound		00low000000
2-[[cyclohexyl(oxo)methyl]amino]-4-(3-nitrophenyl)-3-thiophenecarboxylic acid ethyl ester
0
C-nitro compound00low000000
1-(3-methoxy-5-nitrophenyl)-3-(4-methylphenyl)urea
0
aromatic ether;
C-nitro compound		00low000000
N-(5-tert-butyl-3-isoxazolyl)-3-nitrobenzamide
0
C-nitro compound00low000000
2-[[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]thio]-N-(2-pyridinyl)acetamide
0
C-nitro compound00low000000
N-(2-methyl-5-nitrophenyl)-4,6-bis(1-pyrrolidinyl)-1,3,5-triazin-2-amine
0
C-nitro compound00low000000
4-methoxy-N-[5-(4-methoxyphenyl)-4-(4-nitrophenyl)-2-thiazolyl]benzamide
0
C-nitro compound00low000000
4-methyl-2-(4-nitrophenyl)-5-thiazolecarboxylic acid
0
C-nitro compound00low000000
5-carbamoyl-4-methyl-2-[[(3-nitrophenyl)-oxomethyl]amino]-3-thiophenecarboxylic acid methyl ester
0
C-nitro compound00low000000
4-(3,5-dimethyl-4-nitro-1-pyrazolyl)butanoic acid
0
C-nitro compound00low000000
1-(3-fluorophenyl)-4-(4-hydroxy-3-methoxy-5-nitrophenyl)-4H-pyridine-3,5-dicarboxylic acid diethyl ester
0
aromatic ether;
C-nitro compound		00low000000
N-[5-(4-methoxyphenyl)-4-(4-nitrophenyl)-2-thiazolyl]-4-methylbenzamide
0
C-nitro compound00low000000
1,3-dimethyl-5-[[2-[2-(4-nitrophenoxy)ethoxy]phenyl]methylidene]-1,3-diazinane-2,4,6-trione
0
aromatic ether;
C-nitro compound		00low000000
stattic
0
1-benzothiophenes;
C-nitro compound;
sulfone		antineoplastic agent;
radiosensitizing agent;
STAT3 inhibitor		00low000000
2-fluoro-N-[2,2,2-trichloro-1-[[(4-methoxy-2-nitroanilino)-sulfanylidenemethyl]amino]ethyl]acetamide
0
aromatic ether;
C-nitro compound		00low000000
2-amino-4-(4,5-dimethoxy-2-nitrophenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-1-benzopyran-3-carbonitrile
0
aromatic ether;
C-nitro compound		00low000000
2,4-dichloro-N-[2,2,2-trichloro-1-[[(4-methoxy-2-nitroanilino)-sulfanylidenemethyl]amino]ethyl]benzamide
0
aromatic ether;
C-nitro compound		00low000000
N2-tert-butyl-6-ethoxy-N4-(4-nitrophenyl)-1,3,5-triazine-2,4-diamine
0
C-nitro compound00low000000
N-[4-methyl-5-[2-(3-nitroanilino)-4-thiazolyl]-2-thiazolyl]acetamide
0
C-nitro compound00low000000
2-methyl-N-[5-(4-nitrophenyl)sulfonyl-2-thiazolyl]pentanamide
0
C-nitro compound00low000000
N-[(2-ethyl-1-piperidinyl)-sulfanylidenemethyl]-4-nitrobenzamide
0
C-nitro compound00low000000
4-[[3-methoxy-4-[(4-nitrophenyl)methoxy]phenyl]-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)methyl]-5-methyl-1,2-dihydropyrazol-3-one
0
C-nitro compound00low000000
N-(4-chloro-3-nitrophenyl)-3-phenylbutanamide
0
C-nitro compound00low000000
3-(n,n-dimethylsulfonamido)-4-methyl-nitrobenzene
0
C-nitro compound;
sulfonamide;
toluenes		bone density conservation agent;
EC 3.1.4.53 (3',5'-cyclic-AMP phosphodiesterase) inhibitor;
geroprotector		00low000000
2-[(4-chlorophenyl)sulfonyl-methylamino]-N-(4-methoxy-2-nitrophenyl)acetamide
0
aromatic ether;
C-nitro compound		00low000000
1-(2-fluorophenyl)-3-(4-methoxy-2-nitrophenyl)urea
0
aromatic ether;
C-nitro compound		00low000000
5-(2-nitrophenyl)-N-(2-thiazolyl)-2-furancarboxamide
0
C-nitro compound00low000000
ranitidine
0
C-nitro compound;
furans;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
drug allergen;
environmental contaminant;
H2-receptor antagonist;
xenobiotic		00low000000
carnidazole
0
C-nitro compound;
imidazoles		00low000000
3-chloro-N-[2,2,2-trichloro-1-[[(4-methoxy-2-nitroanilino)-sulfanylidenemethyl]amino]ethyl]benzamide
0
aromatic ether;
C-nitro compound		00low000000
N-methyl-5-nitro-N-(phenylmethyl)-2-furancarboxamide
0
C-nitro compound;
furans		00low000000
3-nitro-N'-(2,4,6-trichlorophenyl)benzohydrazide
0
C-nitro compound00low000000
2-(2,2-dimethyl-4-oxanyl)-4-(4-nitrophenyl)thiazole
0
C-nitro compound00low000000
5-methyl-N-(3-methylphenyl)-4-nitro-1H-pyrazol-3-amine
0
C-nitro compound00low000000
3-nitro-N-[(1-oxopentylhydrazo)-sulfanylidenemethyl]benzamide
0
C-nitro compound00low000000
N-[[[2-(2-methylphenoxy)-1-oxoethyl]hydrazo]-sulfanylidenemethyl]-2-nitrobenzamide
0
C-nitro compound00low000000
N-(4-fluorophenyl)-5-nitro-2-pyridinamine
0
C-nitro compound00low000000
2-(4-chlorophenoxy)-N-(5-nitro-2-thiazolyl)acetamide
0
C-nitro compound;
thiazoles		00low000000
3-methyl-4-nitro-N-(1H-1,2,4-triazol-5-yl)benzamide
0
C-nitro compound00low000000
5-nitro-2-thiophenecarboxylic acid [2-oxo-2-(1-phenylethylamino)ethyl] ester
0
C-nitro compound;
thiophenes		00low000000
2-[(5-amino-1H-1,2,4-triazol-3-yl)thio]-N-(2-bromo-4-nitrophenyl)acetamide
0
C-nitro compound00low000000
4-nitrophenylhydrazine
0
C-nitro compound;
phenylhydrazines		mutagen00low000000
4-(1-azepanyl)-6-hydrazinyl-N-(4-nitrophenyl)-1,3,5-triazin-2-amine
0
C-nitro compound00low000000
2-amino-7-methyl-4-(5-nitro-2-furanyl)-5-oxo-4H-pyrano[3,2-c]pyran-3-carbonitrile
0
C-nitro compound;
furans		00low000000
N4-(1,1-dioxo-3-thiolanyl)-5-nitropyrimidine-4,6-diamine
0
C-nitro compound00low000000
N4-(3-chlorophenyl)-N2-methyl-5-nitropyrimidine-2,4,6-triamine
0
C-nitro compound00low000000
4-nitrocatechol
0
C-nitro compound;
catechols		human xenobiotic metabolite;
lipoxygenase inhibitor		00low000000
1-(1-naphthalenyl)-3-[[2-(2-nitrophenoxy)-1-oxoethyl]amino]urea
0
aromatic ether;
C-nitro compound		00low000000
nefurthiazole
0
C-nitro compound;
furans		00low000000
N-[5-(2,3-dihydro-1,4-dioxin-5-yl)-1,3,4-oxadiazol-2-yl]-5-nitro-2-thiophenecarboxamide
0
C-nitro compound;
thiophenes		00low000000
2-[(4-aminophenyl)thio]-N-(3-nitrophenyl)acetamide
0
C-nitro compound00low000000
3-[4-(2-hydroxyethylamino)-3-nitrophenyl]-4-methyl-4,5-dihydro-1H-pyridazin-6-one
0
C-nitro compound00low000000
2-[[6-amino-2-(3-methylanilino)-5-nitro-4-pyrimidinyl]amino]ethanol
0
C-nitro compound00low000000
N4-(3-fluorophenyl)-N2-[3-(4-morpholinyl)propyl]-5-nitropyrimidine-2,4,6-triamine
0
C-nitro compound00low000000
3-nitro-N-(2-phenylethyl)-2-pyridinamine
0
C-nitro compound00low000000
2-(4-nitrophenyl)-4-thiazolecarboxylic acid ethyl ester
0
C-nitro compound00low000000
N-(4-bromophenyl)-5-methyl-4-nitro-1H-pyrazol-3-amine
0
C-nitro compound00low000000
2,4-dinitrophenylhydrazine
0
C-nitro compound;
phenylhydrazines		reagent00low000000
3-methyl-N-[[[(4-nitrophenyl)-oxomethyl]hydrazo]-sulfanylidenemethyl]butanamide
0
C-nitro compound00low000000
5-methyl-2-[[(4-nitrophenyl)-oxomethyl]hydrazo]-4-thiazolecarboxylic acid ethyl ester
0
C-nitro compound00low000000
N-(2-chlorophenyl)-4-[[(2-methoxy-4-nitroanilino)-sulfanylidenemethyl]hydrazo]-4-oxobutanamide
0
aromatic ether;
C-nitro compound		00low000000
5-nitro-2-thiophenecarboxylic acid [1-[(3,5-dichloro-2-pyridinyl)amino]-1-oxopropan-2-yl] ester
0
C-nitro compound;
thiophenes		00low000000
N-[2-[(4-methyl-1,2,5-oxadiazol-3-yl)oxy]ethyl]-4-nitroaniline
0
C-nitro compound00low000000
4-nitrocaramiphen
0
C-nitro compound00low000000
4-[(3-methyl-5-nitro-4-imidazolyl)amino]phenol
0
C-nitro compound;
imidazoles		00low000000
N-(2-methoxy-4-nitrophenyl)-2-[(1-methyl-2-imidazolyl)thio]acetamide
0
aromatic ether;
C-nitro compound		00low000000
N2-(3-methylphenyl)-6-(4-morpholinyl)-5-nitropyrimidine-2,4-diamine
0
C-nitro compound00low000000
sb 415286
0
C-nitro compound;
maleimides;
monochlorobenzenes;
phenols;
secondary amino compound;
substituted aniline		antioxidant;
apoptosis inducer;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
neuroprotective agent		00low000000
N-[3-(N-(2-chloro-1-oxoethyl)-4-nitroanilino)propyl]-2,2,2-trifluoroacetamide
0
C-nitro compound;
secondary carboxamide;
tertiary carboxamide;
trifluoroacetamide		00low000000
2-[[6-amino-2-[3-(dimethylamino)propylamino]-5-nitro-4-pyrimidinyl]amino]ethanol
0
C-nitro compound00low000000
4-(3-chlorophenyl)sulfonyl-N-cyclohexyl-N-methyl-3-nitrobenzamide
0
C-nitro compound00low000000
6-(2-methyl-1-piperidinyl)-5-nitro-4-pyrimidinamine
0
C-nitro compound00low000000
1-(5-nitro-2-thiophenyl)piperidine
0
C-nitro compound;
thiophenes		00low000000
N-[2-(2,4,6-trinitrophenyl)ethyl]aniline
0
C-nitro compound00low000000
N2-(2-furanylmethyl)-5-nitro-6-(1-pyrrolidinyl)pyrimidine-2,4-diamine
0
C-nitro compound00low000000
1-(2,5-dimethyl-1-prop-2-enyl-3-pyrrolyl)-2-[(6-methyl-2-nitro-3-pyridinyl)oxy]ethanone
0
C-nitro compound00low000000
N-(2-bromo-4-nitrophenyl)-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)thio]acetamide
0
C-nitro compound00low000000
5-nitro-2-thiophenecarboxylic acid [2-oxo-2-[(phenylmethyl)amino]ethyl] ester
0
C-nitro compound;
thiophenes		00low000000
2-(2,3-dihydroxypropylamino)-5-nitro-3-pyridinecarbonitrile
0
C-nitro compound00low000000
2-[(2-nitrophenyl)thio]-1-cyclooctanone
0
C-nitro compound00low000000
5-nitro-2-thiophenecarboxylic acid [2-oxo-2-[[oxo-[(phenylmethyl)amino]methyl]amino]ethyl] ester
0
C-nitro compound;
thiophenes		00low000000
N2-(2-furanylmethyl)-6-(3-methyl-1-piperidinyl)-5-nitropyrimidine-2,4-diamine
0
C-nitro compound00low000000
N'-(4-nitrophenyl)-9-oxo-3-bicyclo[3.3.1]nonanecarbohydrazide
0
C-nitro compound00low000000
alsterpaullone
0
C-nitro compound;
caprolactams;
organic heterotetracyclic compound		anti-HIV-1 agent;
antineoplastic agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
EC 2.7.11.26 (tau-protein kinase) inhibitor		00low000000
2-(4-fluoro-3-nitrophenyl)-4,4-dimethyl-5H-oxazole
0
C-nitro compound00low000000
N'-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-4-nitrobenzohydrazide
0
C-nitro compound00low000000
furylfuramide
0
acrylamides;
C-nitro compound;
nitrofuran antibiotic;
primary carboxamide		00low000000
cilnidipine
0
2-methoxyethyl ester;
C-nitro compound;
dihydropyridine		antihypertensive agent;
calcium channel blocker;
cardiovascular drug		00low000000
ro 61-8048
0
C-nitro compound00low000000
meptyldinocap
0
C-nitro compound;
enoate ester		00low000000
l796778
0
benzenes;
C-nitro compound;
L-lysine derivative;
L-phenylalanine derivative;
methyl ester;
oligopeptide;
secondary carboxamide;
ureas		somatostatin receptor agonist00low000000
amocarzine
0
C-nitro compound;
N-methylpiperazine;
secondary amino compound;
thioureas		antinematodal drug00low000000
nitrovin
0
C-nitro compound;
furans		00low000000
dihydroxymethylfuratrizine
0
C-nitro compound;
furans		00low000000
nifurpirinol
0
C-nitro compound;
furans		00low000000
azanidazole
0
C-nitro compound;
imidazoles		00low000000
aureothin
0
4-pyranones;
C-nitro compound;
ketene acetal;
olefinic compound;
oxolanes		antibacterial agent;
antifungal agent;
antineoplastic agent;
antiparasitic agent;
bacterial metabolite;
EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor		00low000000
nidroxyzone
0
C-nitro compound;
furans		00low000000
nifurzide
0
C-nitro compound;
thiophenes		00low000000
abt-737
0
aromatic amine;
aryl sulfide;
biphenyls;
C-nitro compound;
monochlorobenzenes;
N-arylpiperazine;
N-sulfonylcarboxamide;
secondary amino compound;
tertiary amino compound		anti-allergic agent;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
B-cell lymphoma 2 inhibitor		00low000000
[4-(2-chlorophenyl)sulfonyl-3-nitrophenyl]-[4-(phenylmethyl)-1-piperazinyl]methanone
0
C-nitro compound00low000000
2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]thio]-N-(2-nitrophenyl)acetamide
0
C-nitro compound00low000000
2',3'-o-(2,4,6-trinitrophenyl)adenosine 5'-triphosphate
0
C-nitro compound;
spiroketal		antagonist00low000000
2-(4-morpholinyl)-N'-[(2-nitrophenyl)-oxomethyl]-4-thiazolecarbohydrazide
0
C-nitro compound00low000000
N'-[(2-methyl-3-nitrophenyl)-oxomethyl]-2-(4-morpholinyl)-4-thiazolecarbohydrazide
0
C-nitro compound00low000000
ML-210
0
C-nitro compound;
diarylmethane;
isoxazoles;
monochlorobenzenes;
N-acylpiperazine;
N-alkylpiperazine;
tertiary carboxamide		antineoplastic agent;
EC 1.11.1.9 (glutathione peroxidase) inhibitor;
ferroptosis inducer;
prodrug		00low000000
abt-199
0
aromatic ether;
C-nitro compound;
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
N-sulfonylcarboxamide;
oxanes;
pyrrolopyridine		antineoplastic agent;
apoptosis inducer;
B-cell lymphoma 2 inhibitor		00low000000
chir 98014
0
aminopyrimidine;
C-nitro compound;
diaminopyridine;
dichlorobenzene;
imidazoles;
secondary amino compound		antineoplastic agent;
apoptosis inducer;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
hypoglycemic agent;
tau aggregation inhibitor;
Wnt signalling activator		00low000000
acenocoumarol
0
C-nitro compound;
hydroxycoumarin;
methyl ketone		anticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor		00low000000
8-nitroguanosine 3',5'-cyclic monophosphate
0
3',5'-cyclic purine nucleotide;
C-nitro compound		biomarker;
Brassica napus metabolite;
human metabolite;
signalling molecule		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
dinitrochlorobenzene
1
C-nitro compound;
monochlorobenzenes		allergen;
epitope;
sensitiser		1991199133.0low001000
4-nitrobenzaldehyde
1
benzaldehydes;
C-nitro compound		1991199133.0low001000
2-aminofluorene
1
2013201311.0low000010
7-nitroindazole
1
1991199133.0low001000
carbamazepine
1
dibenzoazepine;
ureas		analgesic;
anticonvulsant;
antimanic drug;
drug allergen;
EC 3.5.1.98 (histone deacetylase) inhibitor;
environmental contaminant;
glutamate transporter activator;
mitogen;
non-narcotic analgesic;
sodium channel blocker;
xenobiotic		201620168.0low000010
valproic acid
1
branched-chain fatty acid;
branched-chain saturated fatty acid		anticonvulsant;
antimanic drug;
EC 3.5.1.98 (histone deacetylase) inhibitor;
GABA agent;
neuroprotective agent;
psychotropic drug;
teratogenic agent		201620168.0low000010
isoniazid
1
carbohydrazideantitubercular agent;
drug allergen		2013201311.0low000010
metronidazole
1
C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic		1991199133.0low001000
mirtazapine
1
benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
oneirogen;
serotonergic antagonist		201920195.0low000010
nefazodone
1
aromatic ether;
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazoles		alpha-adrenergic antagonist;
analgesic;
antidepressant;
serotonergic antagonist;
serotonin uptake inhibitor		201920195.0low000010
pentamidine
1
aromatic ether;
carboxamidine;
diether		anti-inflammatory agent;
antifungal agent;
calmodulin antagonist;
chemokine receptor 5 antagonist;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
NMDA receptor antagonist;
S100 calcium-binding protein B inhibitor;
trypanocidal drug;
xenobiotic		201520159.0low000010
quetiapine
1
dibenzothiazepine;
N-alkylpiperazine;
N-arylpiperazine		adrenergic antagonist;
dopaminergic antagonist;
histamine antagonist;
second generation antipsychotic;
serotonergic antagonist		201920195.0low000010
mitomycin
2
mitomycinalkylating agent;
antineoplastic agent		201520197.0low000020
niridazole
1
1,3-thiazoles;
C-nitro compound		1991199133.0low001000
dinitrofluorobenzene
1
C-nitro compound;
organofluorine compound		agrochemical;
allergen;
chromatographic reagent;
EC 2.7.3.2 (creatine kinase) inhibitor;
protein-sequencing agent;
spectrophotometric reagent		1991199133.0low001000
1-nitronaphthalene
1
mononitronaphthaleneenvironmental contaminant;
mouse metabolite		1991199133.0low001000
1-chloro-2-nitrobenzene
1
C-nitro compound;
monochlorobenzenes		1991199133.0low001000
2,5-dichloronitrobenzene
1
1991199133.0medium001000
2-nitroanisole
1
2-nitroanisolescarcinogenic agent1991199133.0low001000
4-nitrobiphenyl
1
biphenyls1991199133.0low001000
2,4-dinitroaniline
1
nitroaniline1991199133.0low001000
nitrobenzene
1
nitroarene;
nitrobenzenes		1991199133.0low001000
1,2-dichloro-4-nitrobenzene
1
1991199133.0low001000
3-dinitrobenzene
1
dinitrobenzeneneurotoxin1991199133.0low001000
4-chloronitrobenzene
1
C-nitro compound1991199133.0low001000
4-nitroanisole
1
4-nitroanisoles1991199133.0low001000
4-nitroacetophenone
1
acetophenones;
C-nitro compound		1991199133.0low001000
1,4-dinitrobenzene
1
dinitrobenzene1991199133.0low001000
2,4-dinitroanisole
1
dinitroanisolesexplosive1991199133.0low001000
2,4,7-trinitrofluorenone
1
1991199133.0low001000
1,2-dinitrobenzene
1
dinitrobenzene1991199133.0low001000
2-nitrobenzaldehyde
1
benzaldehydes;
C-nitro compound		1991199133.0low001000
nicotinic acid hydrazide
1
2013201311.0low000010
2-nitronaphthalene
1
mononitronaphthalene1991199133.0low001000
9-nitroanthracene
1
anthracenes1991199133.0low001000
5-nitroacenaphthene
1
nitronaphthalene1991199133.0high001000
erythropoietin
1
dinitronaphthalenegenotoxin1991199133.0low001000
1,3-dinitronaphthalene
1
dinitronaphthalene1991199133.0low001000
5-nitroquinoline
1
1991199133.0low001000
2-nitrofluorene
1
nitroarenecarcinogenic agent;
mutagen		1991199133.0low001000
2,4-dichloro-1-nitrobenzene
1
1991199133.0low001000
2-anthramine
1
anthracenamine201520159.0low000010
5-nitro-2-furaldehyde
1
C-nitro compound;
furans		1991199133.0low001000
2-nitropyrene
1
pyrenes1991199133.0low001000
3-nitrofluoranthene
1
nitronaphthalene1991199133.0low001000
2-amino-7-nitrofluorene
1
1991199133.0medium001000
2-bromo-4,6-dinitroaniline
1
1991199133.0low001000
5-nitroindazole
1
1991199133.0low001000
2,7-dinitrofluorene
1
1991199133.0medium001000
1-nitropyrene
1
nitroarenecarcinogenic agent1991199133.0low001000
nsc 520594
1
1991199133.0low001000
2-hydroxy-7-nitrofluorene
1
1991199133.0medium001000
6-nitrochrysene
1
carbopolycyclic compound1991199133.0low001000
6-nitroindazole
1
1991199133.0low001000
2-nitrofluoranthene
1
1991199133.0low001000
7-nitrobenzanthracene
1
phenanthrenes1991199133.0medium001000
3,9-dinitrofluoranthene
1
nitronaphthalene1991199133.0medium001000
sodium azide
3
inorganic sodium saltantibacterial agent;
explosive;
mitochondrial respiratory-chain inhibitor;
mutagen		201520197.3low000030
2,7-dinitrofluorenone
1
1991199133.0medium001000
1,6-dinitropyrene
1
pyrenes1991199133.0low001000
1,8-dinitropyrene
1
pyrenes1991199133.0low001000
6-nitrobenzo(a)pyrene
1
ortho- and peri-fused polycyclic arene1991199133.0low001000
1-nitrobenzo(a)pyrene
1
1991199133.0low001000
3-nitrobenzo(a)pyrene
1
1991199133.0low001000
1,3-dinitropyrene
1
pyrenes1991199133.0low001000
3,7-dinitrofluoranthene
1
nitronaphthalene1991199133.0medium001000
4-nitropyrene
1
pyrenes1991199133.0low001000
3-nitroperylene
1
phenanthrenes1991199133.0high001000
1-nitro-2,4-difluorobenzene
1
1991199133.0medium001000
5-nitroisoquinoline
1
1991199133.0high001000
9-nitrophenanthrene
1
1991199133.0medium001000
5-nitro-1,10-phenanthroline
1
1991199133.0low001000
1-fluoro-2-nitrobenzene
1
1991199133.0low001000
3,4-methylenedioxybenzoic acid hydrazide
1
2013201311.0medium000010
2-nitrobenzimidazole
1
1991199133.0medium001000
e 64
1
dicarboxylic acid monoamide;
epoxy monocarboxylic acid;
guanidines;
L-leucine derivative;
zwitterion		antimalarial;
antiparasitic agent;
protease inhibitor		201520159.0low000010
2,4-dinitrophenylhydrazine
1
C-nitro compound;
phenylhydrazines		reagent1991199133.0low001000
2-nitro-4-phenylenediamine
1
C-nitro compound;
primary amino compound		1991199133.0low001000
5-Nitroisatin
1
indolesanticoronaviral agent1991199133.0low001000
2-amino-5-nitrophenol
1
3-nitrophenols1991199133.0low001000
amphotericin b
2
antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite		2013201510.0low000020
furazolidone
1
1991199133.0low001000
nitrofurazone
1
1991199133.0low001000
nitrofurantoin
1
imidazolidine-2,4-dione;
nitrofuran antibiotic;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic		antibacterial drug;
antiinfective agent;
hepatotoxic agent		1991199133.0low001000
nifurtimox
1
nitrofuran antibiotic2013201311.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
acetone
1
ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent		2002200222.0low000100
diacetyl
1
alpha-diketoneEscherichia coli metabolite;
Saccharomyces cerevisiae metabolite		2012201212.0low000010
pyruvaldehyde
1
2-oxo aldehyde;
propanals		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1997199727.0low001000
methanol
4
alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite		1993201820.2low001210
pyrazole
1
pyrazole202020204.0low000010
2-aminofluorene
9
1986200826.0low022500
3-nitropropionic acid
1
C-nitro compoundantimycobacterial drug;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor;
mycotoxin;
neurotoxin		1995199529.0low001000
ampyrone
1
primary amino compound;
pyrazolone		antipyretic;
antirheumatic drug;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
marine xenobiotic metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		1993199331.0low001000
benzo(a)pyrene
5
ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite		1990200425.8low003200
celecoxib
1
organofluorine compound;
pyrazoles;
sulfonamide;
toluenes		cyclooxygenase 2 inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2005200519.0low000100
dimethoate
1
monocarboxylic acid amide;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
xenobiotic		2001200123.0low000100
methyl parathion
1
C-nitro compound;
organic thiophosphate;
organothiophosphate insecticide		acaricide;
agrochemical;
antifungal agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
genotoxin		2001200123.0low000100
methyl methanesulfonate
1
methanesulfonate esteralkylating agent;
apoptosis inducer;
carcinogenic agent;
genotoxin;
mutagen		2014201410.0low000010
2-acetylaminofluorene
2
2-acetamidofluorenesantimitotic;
carcinogenic agent;
epitope;
mutagen		2002200520.5low000200
9,10-dimethyl-1,2-benzanthracene
2
ortho-fused polycyclic arene;
tetraphenes		carcinogenic agent2002200520.5low000200
ethyl methanesulfonate
1
methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
genotoxin;
mutagen;
teratogenic agent		1993199331.0low001000
histidine
1
amino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite		2000200024.0low001000
cumene hydroperoxide
1
peroxolenvironmental contaminant;
Mycoplasma genitalium metabolite;
oxidising agent		1993199331.0low001000
1-nitronaphthalene
1
mononitronaphthaleneenvironmental contaminant;
mouse metabolite		1995199529.0low001000
quinoxalines
1
mancude organic heterobicyclic parent;
naphthyridine;
ortho-fused heteroarene		2011201113.0low000010
2-toluidine
1
aminotoluenecarcinogenic agent1989198935.0low010000
4-chloro-1,2-diaminobenzene
2
monochlorobenzenes1989199134.0low011000
4-phenylenediamine
2
phenylenediamineallergen;
dye;
hapten;
reagent		1991199531.0low002000
3-phenylenediamine
2
phenylenediamine2001200421.5low000200
ethyl acetate
1
acetate ester;
ethyl ester;
volatile organic compound		EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor;
metabolite;
polar aprotic solvent;
Saccharomyces cerevisiae metabolite		1993199331.0low001000
catechin
1
catechinantioxidant;
plant metabolite		1996199628.0low001000
thiazoles
1
1,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		202020204.0low000010
azomycin
1
C-nitro compound;
imidazoles		antitubercular agent202020204.0low000010
2-anthramine
1
anthracenamine2014201410.0low000010
1-methyl-5-chloro-4-nitroimidazole
1
202020204.0low000010
mercury
1
elemental mercury;
zinc group element atom		neurotoxin201920195.0low000010
daunorubicin
1
aminoglycoside antibiotic;
anthracycline;
p-quinones;
tetracenequinones		antineoplastic agent;
bacterial metabolite		1999199925.0low001000
phenyl acetate
1
benzenes;
phenyl acetates		1993199331.0low001000
sodium azide
12
inorganic sodium saltantibacterial agent;
explosive;
mitochondrial respiratory-chain inhibitor;
mutagen		1989201420.4low011820
azides
1
pseudohalide anionmitochondrial respiratory-chain inhibitor1989198935.0low010000
2-amino-3,8-dimethylimidazo(4,5-f)quinoxaline
1
aromatic amine;
imidazoquinoxaline		carcinogenic agent;
genotoxin;
Maillard reaction product;
mutagen		2011201113.0low000010
acridine orange
1
aminoacridines;
aromatic amine;
tertiary amino compound		fluorochrome;
histological dye		2011201113.0low000010
piaselenole
1
2012201212.0low000010
hydroxyl radical
1
oxygen hydride;
oxygen radical;
reactive oxygen species		2011201113.0low000010
aflatoxin b1
3
aflatoxin;
aromatic ether;
aromatic ketone		carcinogenic agent;
human metabolite		1999201419.0low001110
2-amino-5-methylthiazole
1
202020204.0medium000010
thiourea
1
one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore		202320231.0low000001
1,1-diphenyl-2-picrylhydrazyl
1
2014201410.0low000010
crocin
1
201920195.0low000010
2-nitro-4-phenylenediamine
2
C-nitro compound;
primary amino compound		1997200025.5low002000
3-nitro-o-phenylenediamine
2
1997200025.5medium002000
ajoene
1
sulfoxide1996199628.0low001000
selenium
2
chalcogen;
nonmetal atom		micronutrient1976199240.0low011000
oxadiazoles
1
2004200420.0low000100
tannins
1
2000200024.0low001000
ascorbic acid
1
ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent		2004200420.0low000100
methylnitronitrosoguanidine
3
nitroso compoundalkylating agent2002201118.0low000210
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Abnormalities, Autosome0
1
1989198935.0low010000
Absence Seizure0
1
201620168.0low000010
Benign Neoplasms, Brain0
1
202320231.0low000001
Brain Neoplasms0
1
202320231.0low000001
Cell Transformation, Neoplastic0
1
2004200420.0low000100
Chromosome-Defective Micronuclei0
1
1989198935.0low010000
Condition, Preneoplastic0
1
2002200222.0low000100
Disease Models, Animal0
1
201620168.0low000010
Leucocythaemia0
1
2009200915.0low000100
Leukemia0
1
2009200915.0low000100
Neglected Diseases0
1
2013201311.0low000010
Precancerous Conditions0
1
2002200222.0low000100
Seizures0
1
201620168.0low000010

Safety/Toxicity (1)

ArticleYear
Anticonvulsant activity, crystal structures, and preliminary safety evaluation of N-trans-cinnamoyl derivatives of selected (un)modified aminoalkanols.
European journal of medicinal chemistry, , Jan-01, Volume: 107		2016