2-amino-3-chloro-1,4-naphthoquinone profile

2-amino-3-chloro-1,4-naphthoquinone: has antineoplastic activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	17748
CHEMBL ID	156959
CHEBI ID	81849
SCHEMBL ID	119489
MeSH ID	M0396159

Synonym
smr001565137
2-amino-3-chloro-[1,4]naphthoquinone
BB 0218018
nsc-3910
o 6k-quinone
2-amino-3-chloronaphthoquinone
06k-quinone
2-amino-3-chloro-1,4-naphthoquinone
2-chloro-3-amino-1,4-naphthoquinone
wln: l66 bv evj cz dg
nsc3910
1, 2-amino-3-chloro-
06k ,
acnq
2797-51-5
06k-50w
NCI60_014211
mls002701536 ,
butanedioic acid,4-dihydro-1,4-dioxo- 2-naphthalenyl)amino]1,2-dioxo]ethyl]-3-oxo-, dimethyl ester
nsc-642009
brn 2094762
mogeton g
nsc 3910
einecs 220-529-2
mogeton granule
quinoclamine [iso]
nsc 642009
quinoclamin
1,4-naphthoquinone, 2-amino-3-chloro-
2-amino-3-chloro-naphthalene-1,4-dione
nsc642009
quinoclamine
mogeton
1,4-naphthalenedione, 2-amino-3-chloro-
rti1218-1-1
STK260051
2-amino-3-chloronaphthalene-1,4-dione
A1288
oblnwsclaysjjr-uhfffaoysa-
inchi=1/c10h6clno2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4h,12h2
dndi1416924
CHEMBL156959
chebi:81849 ,
AKOS000108631
C18584
unii-jn6nk7k14f
jn6nk7k14f ,
2-azanyl-3-chloranyl-naphthalene-1,4-dione
A819269
FT-0611049
SCHEMBL119489
2-amino-3-chloro-1,4-naphthalenedione
quinoclamine [mi]
2-amino-3-chloro-1,4-dihydro-1,4-dioxonaphthalene
2-amino-3-chloro-1,4-dihydro-1,4-dioxo-naphthalene
Z57178974
3-chloro-2-amino-1,4-naphthoquinone
W-107083
2-amino-3-chloro-1,4-dihydronaphthalene-1,4-dione
DS-0569
DTXSID1041390
mfcd00001680
quinoclamine, pestanal(r), analytical standard
quinoclamine 100 microg/ml in acetone
BCP21702
quinoclamine pound>>quinoclamin
SY047011
Q2123248
E78086
HY-121632
CS-0082921
CAA79751
EN300-29644

Excerpt	Relevance	Reference
" In fat tissues, the key genes Lep, Nmb and Nmbr were altered in high dosed offspring, and were differentially expressed between sexes."	( Effects on metabolic parameters in young rats born with low birth weight after exposure to a mixture of pesticides. Axelstad, M; Christiansen, S; Hass, U; Mandrup, K; Ramhøj, L; Svingen, T; Vinggaard, AM, 2018)	0.48

Class	Description
1,4-naphthoquinones	A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, JmjC domain-containing histone demethylation protein 3A	Homo sapiens (human)	Potency	89.1251	0.6310	35.7641	100.0000	AID504339
glp-1 receptor, partial	Homo sapiens (human)	Potency	28.1838	0.0184	6.8060	14.1254	AID624417
thioredoxin reductase	Rattus norvegicus (Norway rat)	Potency	12.5893	0.1000	20.8793	79.4328	AID588453
USP1 protein, partial	Homo sapiens (human)	Potency	25.1189	0.0316	37.5844	354.8130	AID743255
TDP1 protein	Homo sapiens (human)	Potency	4.8922	0.0008	11.3822	44.6684	AID686978; AID686979
Smad3	Homo sapiens (human)	Potency	1.9953	0.0052	7.8098	29.0929	AID588855
67.9K protein	Vaccinia virus	Potency	8.5398	0.0001	8.4406	100.0000	AID720579; AID720580
IDH1	Homo sapiens (human)	Potency	16.3601	0.0052	10.8652	35.4813	AID686970
nuclear factor erythroid 2-related factor 2 isoform 2	Homo sapiens (human)	Potency	16.3601	0.0041	9.9848	25.9290	AID504444
flap endonuclease 1	Homo sapiens (human)	Potency	79.4328	0.1337	25.4129	89.1251	AID588795
geminin	Homo sapiens (human)	Potency	11.0824	0.0046	11.3741	33.4983	AID624296; AID624297
Vpr	Human immunodeficiency virus 1	Potency	25.1189	1.5849	19.6264	63.0957	AID651644
Glycoprotein hormones alpha chain	Homo sapiens (human)	Potency	1.5849	4.4668	8.3448	10.0000	AID624291
Guanine nucleotide-binding protein G	Homo sapiens (human)	Potency	1.9953	1.9953	25.5327	50.1187	AID624287
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell population proliferation	Glycoprotein hormones alpha chain	Homo sapiens (human)
hormone-mediated signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
regulation of signaling receptor activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of steroid biosynthetic process	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell migration	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid gland development	Glycoprotein hormones alpha chain	Homo sapiens (human)
luteinizing hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid hormone generation	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of inflammatory response to antigenic stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
renal water homeostasis	Guanine nucleotide-binding protein G	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Guanine nucleotide-binding protein G	Homo sapiens (human)
regulation of insulin secretion	Guanine nucleotide-binding protein G	Homo sapiens (human)
cellular response to glucagon stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
protein binding	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
G protein activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
adenylate cyclase activator activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
Golgi lumen	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
pituitary gonadotropin complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
plasma membrane	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (47)

Assay ID	Title	Year	Journal	Article
AID1405324	Ratio of MBC99.9 to MIC for Escherichia coli INCQS 00033 ATCC 25922	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405309	Antimicrobial activity against Staphylococcus aureus INCQS 00015 ATCC 25923 after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405320	Bactericidal activity against Escherichia coli INCQS 00033 ATCC 25922 incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analysis	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405313	Antimicrobial activity against Pseudomonas aeruginosa INCQS 00099 ATCC 27853 after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405299	Antimicrobial activity against Enterococcus faecalis INCQS 00234 ATCC 29212 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405316	Bactericidal activity against Staphylococcus aureus INCQS 00015 ATCC 25923 incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analysis	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405325	Ratio of MBC99.9 to MIC for Pseudomonas aeruginosa INCQS 00099 ATCC 27853	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID23482	Partition coefficient (logP)	1983	Journal of medicinal chemistry, Apr, Volume: 26, Issue:4	Substituted 1,4-naphthoquinones vs. the ascitic sarcoma 180 of mice.
AID1405312	Antimicrobial activity against Escherichia coli INCQS 00033 ATCC 25922 after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405328	Antimicrobial activity against Staphylococcus epidermidis INCQS 00016 ATCC 12228 at 256 ug/ml after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405319	Bactericidal activity against methicillin-resistant Staphylococcus aureus BMB9393 incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analysis	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405300	Antimicrobial activity against Staphylococcus aureus INCQS 00015 ATCC 25923 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405305	Antimicrobial activity against Proteus mirabilis INCQS 00095 ATCC 15290 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405314	Antimicrobial activity against methicillin-resistant Staphylococcus aureus BMB9393 after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405302	Antimicrobial activity against Staphylococcus simulans INCQS 00254 ATCC 27851 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405301	Antimicrobial activity against Staphylococcus epidermidis INCQS 00016 ATCC 12228 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID39233	Effective dose that would give a 25% increase in the survival time against the ascitic sarcoma 180 in mice	1983	Journal of medicinal chemistry, Apr, Volume: 26, Issue:4	Substituted 1,4-naphthoquinones vs. the ascitic sarcoma 180 of mice.
AID1405318	Bactericidal activity against Staphylococcus simulans INCQS 00254 ATCC 27851 incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analysis	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405303	Antimicrobial activity against methicillin-resistant Staphylococcus aureus BMB9393 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405307	Antimicrobial activity against Pseudomonas aeruginosa INCQS 00099 ATCC 27853 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405304	Antimicrobial activity against Escherichia coli INCQS 00033 ATCC 25922 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405323	Ratio of MBC99.9 to MIC for methicillin-resistant Staphylococcus aureus BMB9393	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405311	Antimicrobial activity against Staphylococcus simulans INCQS 00254 ATCC 27851 after 24 hrs by microdilution assay	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID19426	HPLC capacity factor (logK)	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID1700554	Suppression of rotenone-induced ATP depletion in human HepG2 cells assessed as rescue of ATP level at 5 uM incubated for 2 hrs by Celltiter-Glo assay relative to control	2020	Journal of medicinal chemistry, 11-25, Volume: 63, Issue:22	Discovery of Novel 2-Aniline-1,4-naphthoquinones as Potential New Drug Treatment for Leber's Hereditary Optic Neuropathy (LHON).
AID19832	Partition coefficient (logP)	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID1405306	Antimicrobial activity against Klebsiella pneumoniae INCQS 00083 ATCC 4352 assessed as zone of inhibition at 5 mg/ml after 18 to 24 hrs by disc diffusion method	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405322	Ratio of MBC99.9 to MIC for Staphylococcus simulans INCQS 00254 ATCC 27851	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405336	Bactericidal activity against Staphylococcus epidermidis INCQS 00016 ATCC 12228 at 256 ug/ml incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analy	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID117487	Maximum survival by an optimum dose at 20 mg/kg in treated to that of untreated mice	1983	Journal of medicinal chemistry, Apr, Volume: 26, Issue:4	Substituted 1,4-naphthoquinones vs. the ascitic sarcoma 180 of mice.
AID117228	Tested for acute toxicity which is the single dose given intraperitoneally that will kill one-half of the mice within 5 days	1983	Journal of medicinal chemistry, Apr, Volume: 26, Issue:4	Substituted 1,4-naphthoquinones vs. the ascitic sarcoma 180 of mice.
AID1405308	Ratio of MBC99.9 to MIC for Staphylococcus aureus INCQS 00015 ATCC 25923	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405321	Bactericidal activity against Pseudomonas aeruginosa INCQS 00099 ATCC 27853 incubated for 24 hrs followed by transfer of microbial suspension to agar plates and measured after 24 hrs post transfer by resazurin dye-based colorimetric analysis	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID1405326	Hemolytic activity against human erythrocytes assessed as hemolysis at 200 ug/ml after 3 hrs by spectrophotometric analysis relative to control	2018	European journal of medicinal chemistry, Aug-05, Volume: 156	Synthesis and antimicrobial evaluation of amino sugar-based naphthoquinones and isoquinoline-5,8-diones and their halogenated compounds.
AID19838	Partition coefficient (logP)	1996	Journal of medicinal chemistry, Feb-02, Volume: 39, Issue:3	In vivo activity and hydrophobicity of cytostatic aziridinyl quinones.
AID21140	Solubility in water was determined	1983	Journal of medicinal chemistry, Apr, Volume: 26, Issue:4	Substituted 1,4-naphthoquinones vs. the ascitic sarcoma 180 of mice.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (7.14)	18.7374
1990's	3 (21.43)	18.2507
2000's	3 (21.43)	29.6817
2010's	5 (35.71)	24.3611
2020's	2 (14.29)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	14 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
carbamates [no description available]	2.17	1	amino-acid anion
carbazilquinone Carbazilquinone: An alkylating agent structurally similar to MITOMYCIN and found to be effective in the treatment of leukemia and various other neoplasms in mice. It causes leukemia and thrombocytopenia in almost all human patients.	1.99	1	organic molecular entity
chloroquine Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.	2	1	aminoquinoline; organochlorine compound; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; autophagy inhibitor; dermatologic drug
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	2.17	1	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
idebenone [no description available]	2.25	1	1,4-benzoquinones; primary alcohol	antioxidant; ferroptosis inhibitor
vitamin k 3 Vitamin K 3: A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.	2.38	2	1,4-naphthoquinones; vitamin K	angiogenesis inhibitor; antineoplastic agent; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; human urinary metabolite; nutraceutical
quinone benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).	1.99	1	1,4-benzoquinones	cofactor; human xenobiotic metabolite; mouse metabolite
thiram Thiram: A dithiocarbamate chemical, used commercially in the rubber processing industry and as a fungicide. In vivo studies indicate that it inactivates the enzyme GLUTATHIONE REDUCTASE. It has mutagenic activity and may induce chromosomal aberrations.. thiram : An organic disulfide that results from the formal oxidative dimerisation of N,N-dimethyldithiocarbamic acid. It is widely used as a fungicidal seed treatment.	2.17	1	organic disulfide	antibacterial drug; antifungal agrochemical; antiseptic drug
triaziquone Triaziquone: Alkylating antineoplastic agent used mainly for ovarian tumors. It is toxic to skin, gastrointestinal tract, bone marrow and kidneys.. triaziquone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which three of the ring hydrogens are replaced by aziridin-1-yl groups.	1.99	1	1,4-benzoquinones; aziridines	alkylating agent; antineoplastic agent
lawsone lawsone: a molluscacide from leaves of Lawsonia inermis L. topical sunscreening agent; structure; powdered leaves of Lawsonia inermis(Lythraceae) used as brown hair dye. lawsone : 1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.	1.96	1
2-methyl-4-chlorophenoxyacetic acid 2-Methyl-4-chlorophenoxyacetic Acid: A powerful herbicide used as a selective weed killer.. (4-chloro-2-methylphenoxy)acetic acid : A chlorophenoxyacetic acid that is (4-chlorophenoxy)acetic acid substituted by a methyl group at position 2.	2.17	1	chlorophenoxyacetic acid; monochlorobenzenes	environmental contaminant; phenoxy herbicide; synthetic auxin
2-methyl-4-chlorophenoxy gamma-butyric acid 2-methyl-4-chlorophenoxy gamma-butyric acid: RN given refers to parent cpd; structure. 2-methyl-4-chlorophenoxybutyric acid : A monocarboxylic acid that is butyric acid substituted by a 2-methyl-4-chlorophenoxy group at position 4.	2.17	1	aromatic ether; monocarboxylic acid; monochlorobenzenes	environmental contaminant; phenoxy herbicide; xenobiotic
dichlone dichlone: structure	1.96	1
1,4-naphthoquinone naphthoquinone : A polycyclic aromatic ketone metabolite of naphthalene.. 1,4-naphthoquinone : The parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties.	2.38	2	1,4-naphthoquinones
2,5-dimethyl-4-benzoquinone [no description available]	1.99	1
ziram Ziram: An industrial fungicide with low mammalian toxicity, although it does possess an irritant capacity for skin and mucous membranes.. ziram : A dithiocarbamate salt that is the zinc salt of dimethyldithiocarbamic acid. It is a broad-spectrum fungicide and bird and animal repellent that is also used to accelerate the vulcanisation of rubber.	2.17	1	dithiocarbamate salt; zinc molecular entity	antifungal agrochemical; apoptosis inducer
nitroblue tetrazolium Nitroblue Tetrazolium: Colorless to yellow dye that is reducible to blue or black formazan crystals by certain cells; formerly used to distinguish between nonbacterial and bacterial diseases, the latter causing neutrophils to reduce the dye; used to confirm diagnosis of chronic granulomatous disease.	2.39	2	organic cation
2-methyl-1,4-benzoquinone cresoquinone: no further information available 6/2003	1.99	1
2-chloro-1,4-naphthoquinone 2-chloro-1,4-naphthoquinone: Vitamin K dependent carboxylase antagonist	1.99	1	1,4-naphthoquinones; organochlorine compound
vancomycin Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.	2.17	1	glycopeptide	antibacterial drug; antimicrobial agent; bacterial metabolite
2-methoxy-1,4-naphthoquinone 2-methoxy-1,4-naphthoquinone: isolated from Swertia calycina; structure in first source. 2-methoxy-1,4-naphthoquinone : A naphthoquinone that is naphthalene-1,4-dione substituted by a methoxy group at position 2. It has been isolated from the roots of Rubia yunnanensis.	1.96	1	1,4-naphthoquinones; enol ether	antimicrobial agent; metabolite; plant metabolite
pirimicarb pirimicarb: structure. pirimicarb : An aminopyrimidine that is N,N,4,5-tetramethylpyrimidin-2-amine substituted by a (dimethylcarbamoyl)oxy group at position 4.	2.17	1	aminopyrimidine; carbamate ester; tertiary amino compound	agrochemical; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; environmental contaminant; insecticide; xenobiotic
diaziquone diaziquone: RN given refers to parent cpd. diaziquone : A 1,4-benzoquinone that is substituted at positions 2 and 5 have been replaced by aziridin-1-yl groups and at positions 3 and 6 by (ethoxycarbonyl)amino groups.	1.99	1	1,4-benzoquinones; aziridines; carbamate ester; enamine	alkylating agent; antineoplastic agent
cyromazine cyromazine: RN given refers to parent cpd	2.17	1	triamino-1,3,5-triazine	mouse metabolite; triazine insecticide
methyl bensulfuron methyl bensulfuron: RN given refers to parent cpds. bensulfuron-methyl : The methyl ester of bensulfuron. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice. It is not licensed for use within the UK.	2.06	1	aromatic ether; methyl ester; N-sulfonylurea; pyrimidines	agrochemical; EC 2.2.1.6 (acetolactate synthase) inhibitor; herbicide
duroquinone tetramethyl-1,4-benzoquinone: structure in first source. duroquinone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which all four hydrogens are substituted by methyl groups.	1.99	1	1,4-benzoquinones
2,6-dimethyl-1,4-benzoquinone [no description available]	1.99	1
2-acetylamino-3-chloro-1,4-naphthoquinone 2-acetylamino-3-chloro-1,4-naphthoquinone: structure in first source	1.96	1
2-bromo-1,4-naphthoquinone 2-bromo-1,4-naphthoquinone: structure in first source	1.99	1
pretilachlor [no description available]	2.06	1	anilide
nsc 30705 NSC 30705: RN given refers to parent cpd; structure given in first source	1.99	1
ethylenimine quinone 2,5-bis(aziridin-1-yl)-1,4-benzoquinone : A member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 5 are replaced by aziridin-1-yl groups.	1.99	1	1,4-benzoquinones; aziridines	alkylating agent; mutagen
nsc 224070 NSC 224070: structure given in first source. 2,5-bis(2-hydroxyethylamino)-3,6-diaziridinylbenzoquinone : A member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2 and 5 have been replaced by aziridin-1-yl groups while the hydrogens at positions 3 and 6 have been replaced by (2-hydroxyethyl)amino groups.	1.99	1	1,4-benzoquinones; aziridines; enamine; primary alcohol; secondary amino compound	alkylating agent; antineoplastic agent
n-ethoxycarbonyl-7-oxostaurosporine N-ethoxycarbonyl-7-oxostaurosporine: structure given in first source	1.99	1
h 89 N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide: structure given in first source. N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A member of the class of isoquinolines that is the sulfonamide obtained by formal condensation of the sulfo group of isoquinoline-5-sulfonic acid with the primary amino group of N(1)-[3-(4-bromophenyl)prop-2-en-1-yl]ethane-1,2-diamine. It is a protein kinase A inhibitor.. (E)-N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide in which the double bond adopts a trans-configuration.	1.99	1	N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
2-methylamino-1,4-naphthoquinone 2-methylamino-1,4-naphthoquinone: structure in first source	1.99	1
naphthoquinones Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.	3.28	6
calcitriol dihydroxy-vitamin D3: as a major in vitro metabolite of 1alpha,25-dihydroxyvitamin D3, produced in primary cultures of neonatal human keratinocytes	1.99	1	D3 vitamins; hydroxycalciol; triol	antineoplastic agent; antipsoriatic; bone density conservation agent; calcium channel agonist; calcium channel modulator; hormone; human metabolite; immunomodulator; metabolite; mouse metabolite; nutraceutical
staurosporine staurosporinium : Conjugate acid of staurosporine.	1.99	1	ammonium ion derivative

Condition	Relationship Strength	Studies
Sarcoma 180 An experimental sarcoma of mice.	1.96	1
Leukemia L 1210 [description not available]	1.99	1
B16 Melanoma [description not available]	1.99	1
Innate Inflammatory Response [description not available]	2.05	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.05	1
Bacterial Disease [description not available]	2.17	1
Extravascular Hemolysis [description not available]	2.17	1
Bacterial Infections Infections by bacteria, general or unspecified.	2.17	1
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.17	1
Hereditary Optic Neuroretinopathy [description not available]	2.25	1
Optic Atrophy, Hereditary, Leber A maternally linked genetic disorder that presents in mid-life as acute or subacute central vision loss leading to central scotoma and blindness. The disease has been associated with missense mutations in the mtDNA, in genes for Complex I, III, and IV polypeptides, that can act autonomously or in association with each other to cause the disease. (from Online Mendelian Inheritance in Man, http://www.ncbi.nlm.nih.gov/Omim/, MIM#535000 (April 17, 2001))	2.25	1
Fetal Growth Restriction [description not available]	2.17	1
Delayed Effects, Prenatal Exposure [description not available]	2.17	1
Diabetes Mellitus A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.	2.17	1
Fetal Growth Retardation Failure of a FETUS to attain expected GROWTH.	2.17	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	2.17	1
Infections, Plasmodium [description not available]	2	1
Malaria A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.	2	1

2-amino-3-chloro-1,4-naphthoquinone

Description

Cross-References

Synonyms (73)

Research Excerpts

Dosage Studied

Drug Classes (1)

Protein Targets (14)

Potency Measurements

Biological Processes (18)

Molecular Functions (5)

Ceullar Components (6)

Bioassays (47)

Research

Studies (14)

Market Indicators

Research Demand Index: 19.77

Study Types

2-amino-3-chloro-1,4-naphthoquinone

Description

Cross-References

Synonyms (73)

Research Excerpts

Dosage Studied

Drug Classes (1)

Protein Targets (14)

Potency Measurements

Biological Processes (18)

Molecular Functions (5)

Ceullar Components (6)

Bioassays (47)

Research

Studies (14)

Market Indicators

Research Demand Index: 19.77

Study Types

Related Drugs (39)

Related Conditions (18)