Compounds > dinitramine
Page last updated: 2024-12-06

dinitramine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

dinitramine: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID34468
CHEMBL ID1223066
CHEBI ID81959
SCHEMBL ID66368
MeSH IDM0042513

Synonyms (60)

Synonym
CHEMBL1223066
chebi:81959 ,
dinitramine [ansi:bsi:iso]
n3,n3-diethyl-2,4-dinitro-6-(trifluoromethyl)-1,3-benzenediamine
cobex (herbicide)
1,3-benzenediamine, n3,n3-diethyl-2,4-dinitro-6-(trifluoromethyl)-
n3,n3-diethyl-2,4-dinitro-6-trifluoromethyl-m-phenylenediamine
3-diethylamino-2,4-dinitro-6-trifluoromethylaniline
hsdb 6617
ai3-62693
epa pesticide chemical code 102301
n(3),n(3)-diethyl-2,4-dinitro-6-trifluoromethyl-m-phenylenediamine
n1,n1-diethyl-2,6-dinitro-4-(trifluoromethyl)-1,3-benzenediamine
n4,n4-diethyl-alpha,alpha,alpha-trifluoro-3,5-dinitrotoluene-2,4-diamine
caswell no. 335c
cobex
brn 2822138
1,3-benzenediamine, n(sup 3),n(sup 3)-diethyl-2,4-dinitro-6-(trifluoromethyl)-
n1,n1-diethyl-2,6-dinitro-4-trifluoromethyl-m-phenylenediamine
usb-3584
dinitramine
n(sup 3),n(sup 3)-diethyl-2,4-dinitro-6-(trifluoromethyl)-1,3-benzenediamine
n,n-diethyl-alpha,alpha,alpha-trifluoro-3,5-dinitrotoluene-2,4-diamine [iso]
toluene-2,4-diamine, n(sup 4),n(sup 4)-diethyl-3,5-dinitro-alpha,alpha,alpha-trifluoro-
n(sup 4),n(sup 4)-diethyl-alpha,alpha,alpha-trifluoro-3,5-dinitrotoluene-2,4-diamine
cobeko
cobexo
einecs 249-419-2
toluene-2,4-diamine, n(sup 4),n(sup 4)-diethyl-alpha,alpha,alpha-trifluoro-3,5-dinitro-
n3,n3-diethyl-2,4-dinitro-6-(trifluoromethyl)benzene-1,3-diamine
n,n-diethyl-2,6-dinitro-4-(trifluoromethyl)benzene-1,3-diamine
3-n,3-n-diethyl-2,4-dinitro-6-(trifluoromethyl)benzene-1,3-diamine
usb 3584
29091-05-2
C18785
tox21_302221
cas-29091-05-2
NCGC00255511-01
dtxsid9040265 ,
dtxcid7020265
unii-xhq6d15979
1,3-benzenediamine, n1,n1-diethyl-2,6-dinitro-4-(trifluoromethyl)-
n,n-diethyl-alpha,alpha,alpha-trifluoro-3,5-dinitrotoluene-2,4-diamine
xhq6d15979 ,
FT-0630545
AKOS015888327
n(sup 1),n(sup 1)-diethyl-2,6-dinitro-4-trifluoromethyl-m-phenylenediamine
dinitramine [iso]
kobex
dinitramine [hsdb]
SCHEMBL66368
W-107007
toluene-2,4-diamine, n4,n4-diethyl-.alpha.,.alpha.,.alpha.-trifluoro-3,5-dinitro-
n3,n3-diethyl-2,4-dinitro-6-(trifluoromethyl)-1,3-phenylenediamine
toluene-2,4-diamine, n4,n4-diethyl-3,5-dinitro-.alpha.,.alpha.,.alpha.-trifluoro-
n4,n4-diethyl-.alpha.,.alpha.,.alpha.-trifluoro-3,5-dinitrotoluene, 2,4-diamine
dinitramine, pestanal(r), analytical standard
cobex;n3,n3-diethyl-2,4-dinitro-6-(trifluoromethyl)-1,3-benzenediamine
n1,n1-diethyl-2,6-dinitro-4-(trifluoromethyl)benzene-1,3-diamine
Q27155666

Research Excerpts

Overview

Dinitramine is a dinitroaniline herbicide that is particularly toxic to aquatic organisms.

ExcerptReferenceRelevance
"Dinitramine is a dinitroaniline herbicide that is particularly toxic to aquatic organisms."( Dinitramine induces implantation failure by cell cycle arrest and mitochondrial dysfunction in porcine trophectoderm and luminal epithelial cells.
An, G; Lim, W; Park, J; Song, G, 2022)		2.89

Effects

ExcerptReferenceRelevance
"Dinitramine has an amine group at the meta position not present in any of the other dinitroanilines tested here that is predicted to form hydrogen bonds with residues Arg2 and Gln133 according to docking data."( Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
Gu, F; Li, C; Ma, C; Morrissette, N; Ochoa, R; Sept, D; Tran, J; Werbovetz, K, 2010)		1.08
"Dinitramine has an amine group at the meta position not present in any of the other dinitroanilines tested here that is predicted to form hydrogen bonds with residues Arg2 and Gln133 according to docking data."( Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
Gu, F; Li, C; Ma, C; Morrissette, N; Ochoa, R; Sept, D; Tran, J; Werbovetz, K, 2010)		1.08
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
C-nitro compoundA nitro compound having the nitro group (-NO2) attached to a carbon atom.
[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 Targets (20)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency27.30600.006038.004119,952.5996AID1159521; AID1159523
GLI family zinc finger 3Homo sapiens (human)Potency15.68920.000714.592883.7951AID1259369; AID1259392
AR proteinHomo sapiens (human)Potency42.65190.000221.22318,912.5098AID1259243; AID1259247; AID743035; AID743054; AID743063
caspase 7, apoptosis-related cysteine proteaseHomo sapiens (human)Potency68.58960.013326.981070.7614AID1346978
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency27.46010.001022.650876.6163AID1224838; AID1224839; AID1224893
progesterone receptorHomo sapiens (human)Potency27.30600.000417.946075.1148AID1346795
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency44.33530.003041.611522,387.1992AID1159552; AID1159553; AID1159555
retinoid X nuclear receptor alphaHomo sapiens (human)Potency1.44930.000817.505159.3239AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency23.10010.001530.607315,848.9004AID1224848; AID1224849; AID1259403
pregnane X nuclear receptorHomo sapiens (human)Potency6.85900.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency47.64130.000229.305416,493.5996AID1259244; AID1259248; AID743069; AID743075; AID743078; AID743091
caspase-3Homo sapiens (human)Potency68.58960.013326.981070.7614AID1346978
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency34.37620.001723.839378.1014AID743083
thyroid stimulating hormone receptorHomo sapiens (human)Potency13.68540.001628.015177.1139AID1224843; AID1224895
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency61.644819.739145.978464.9432AID1159509
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency46.30370.057821.109761.2679AID1159526; AID1159528
Histone H2A.xCricetulus griseus (Chinese hamster)Potency113.00400.039147.5451146.8240AID1224845
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency61.13060.000323.4451159.6830AID743067
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency34.37620.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency34.37620.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID522810Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin L136F mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522812Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235T mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522818Induction of parasite shape change Toxoplasma gondii RH infected in HFF cells at 0.25 uM by phase contrast microscopy2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522815Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243C mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522808Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin F24H mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522816Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243S mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522809Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin H28Q mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522813Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235V mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522811Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235L mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522807Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin S6I mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522806Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin V4L mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID502117Antimicrobial activity against Toxoplasma gondii infected in HFF after 8 days by plaque assay2010Bioorganic & medicinal chemistry letters, Sep-01, Volume: 20, Issue:17
Synthesis and evaluation of oryzalin analogs against Toxoplasma gondii.
AID522805Antimicrobial activity against Toxoplasma gondii RH infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522814Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin T239I mutation infected in HFF cells by plaque assay2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
AID522817Induction of parasite microtubule disruption Toxoplasma gondii RH infected in HFF cells by antitubulin antibody staining2010Antimicrobial agents and chemotherapy, Apr, Volume: 54, Issue:4
Dinitroaniline activity in Toxoplasma gondii expressing wild-type or mutant alpha-tubulin.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (30.77)18.7374
1990's1 (7.69)18.2507
2000's2 (15.38)29.6817
2010's2 (15.38)24.3611
2020's4 (30.77)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.07

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index26.07 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index5.30 (4.65)
Search Engine Demand Index22.84 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dinitrochlorobenzene
Dinitrochlorobenzene: A skin irritant that may cause dermatitis of both primary and allergic types. Contact sensitization with DNCB has been used as a measure of cellular immunity. DNCB is also used as a reagent for the detection and determination of pyridine compounds.. 1-chloro-2,4-dinitrobenzene : A C-nitro compound that is chlorobenzene carrying a nitro substituent at each of the 2- and 4-positions.		2.2510C-nitro compound;
monochlorobenzenes		allergen;
epitope;
sensitiser
formic acid
formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.		2.0110monocarboxylic acidantibacterial agent;
astringent;
metabolite;
protic solvent;
solvent
methane
Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).		2.4220alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
formaldehyde
paraform: polymerized formaldehyde; RN given refers to parent cpd; used in root canal therapy		2.0110aldehyde;
one-carbon compound		allergen;
carcinogenic agent;
disinfectant;
EC 3.5.1.4 (amidase) inhibitor;
environmental contaminant;
Escherichia coli metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
nitrites
Nitrites: Salts of nitrous acid or compounds containing the group NO2-. The inorganic nitrites of the type MNO2 (where M=metal) are all insoluble, except the alkali nitrites. The organic nitrites may be isomeric, but not identical with the corresponding nitro compounds. (Grant & Hackh's Chemical Dictionary, 5th ed)		2.0110monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		human metabolite
nitrous oxide
Nitrous Oxide: Nitrogen oxide (N2O). A colorless, odorless gas that is used as an anesthetic and analgesic. High concentrations cause a narcotic effect and may replace oxygen, causing death by asphyxia. It is also used as a food aerosol in the preparation of whipping cream.. dinitrogen oxide : A nitrogen oxide consisting of linear unsymmetrical molecules with formula N2O. While it is the most used gaseous anaesthetic in the world, its major commercial use, due to its solubility under pressure in vegetable fats combined with its non-toxicity in low concentrations, is as an aerosol spray propellant and aerating agent for canisters of 'whipped' cream.		2.0110gas molecular entity;
nitrogen oxide		analgesic;
bacterial metabolite;
food packaging gas;
food propellant;
general anaesthetic;
greenhouse gas;
inhalation anaesthetic;
NMDA receptor antagonist;
raising agent;
refrigerant;
vasodilator agent
benefin
benefin: structure. benfluralin : A tertiany amino compound that is 2,6-dinitro-4-(trifluoromethyl)aniline in which the hydrogens attached to the aniline nitrogen have been replaced by one ethyl and one butyl group. It is used as a pre-emergence herbicide used for the control of grass and other weeds in a range of food and non-food crops.		2.0510C-nitro compound;
organofluorine compound;
substituted aniline;
tertiary amino compound		agrochemical;
herbicide
triallate
Triallate: A pre-emergence, selective herbicide for the control of wild oats in various crops.		6.9610tertiary amine
trifluralin
Trifluralin: A microtubule-disrupting pre-emergence herbicide.. trifluralin : A substituted aniline that is N,N-dipropylaniline substituted by a nitro groups at positions 2 and 6 and a trifluoromethyl group at position 4. It is an agrochemical used as a pre-emergence herbicide.		3.0850(trifluoromethyl)benzenes;
C-nitro compound;
substituted aniline		agrochemical;
environmental contaminant;
herbicide;
xenobiotic
cyclonite
cyclonite: explosive & convulsant; structure. 1,3,5-trinitro-1,3,5-triazinane : An N-nitro compound that is 1,3,5-triazinane in which all three of the hydrogens attached to the nitrogens have been replaced by nitro groups. It is widely used in both industrial and military explosives.		2.01101,3,5-triazinanes;
N-nitro compound		explosive
3,5-dinitro-4-chloro-alpha,alpha,alpha-trifluorotoluene
3,5-dinitro-4-chloro-alpha,alpha,alpha-trifluorotoluene: affects mitochondria isolated from rat liver; RN given refers to unlabeled cpd		2.2510
octogen
octogen: an explosive compound, contaminant in waste water; structure given in third source. octogen : A tetrazocane that is 1,3,5,7-tetrazocane in which the hydrogen atom attached to each of the nitrogens is replaced by a nitro group.		2.0110N-nitro compound;
tetrazocane		explosive
nitralin
nitralin: structure		2.0510C-nitro compound
oryzalin
oryzalin: a dinitroaniline; preemergence herbicide; structure. oryzalin : A sulfonamide that is benzenesulfonamide substituted at positions 3 and 5 by nitro groups and at position 4 by a dipropylamino group.		2.4620aromatic amine;
C-nitro compound;
sulfonamide;
tertiary amino compound		agrochemical;
antimitotic;
herbicide
profluralin
[no description available]		2.0510C-nitro compound
fluchloralin
fluchloralin: structure		2.0510C-nitro compound
butralin
butralin: structure		2.0510C-nitro compound
isopropalin
isopropalin: structure		2.0510C-nitro compound
pendimethalin
pendimethalin : A member of the class of substituted anilines that is N-(pentan-3-yl)aniline bearing two additional nitro substituents at positions 2 and 6 as well as two methyl substituents at positions 3 and 4. A herbicide used to control most annual grasses and many annual broad-leaved weeds.		2.0510C-nitro compound;
secondary amino compound;
substituted aniline		agrochemical;
environmental contaminant;
herbicide
ethafluralin
[no description available]		2.0510C-nitro compound
amiprophos methyl
amiprophos methyl: structure		2.0510
carbene
carbene: electrically neutral species H2C: and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons; carbene is the name of the parent hydride :CH2 ; hence, the name dichlorocarbene for :CCl2. However, names for acyclic and cyclic hydrocarbons containing one or more divalent carbon atoms are derived from the name of the corresponding all-4-hydrocarbon using the suffix -ylidene; methylene carbene also available. carbene : The electrically neutral species H2C(2.) and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons, which may be spin-paired (singlet state) or spin-non-paired (triplet state).		2.4220carbene;
methanediyl
n1-phenyl-3,5-dinitro-n4,n4-di-n-propylsulfanilamide
N1-phenyl-3,5-dinitro-N4,N4-di-n-propylsulfanilamide: a potent, selective antimitotic agent against kinetoplastid parasites; structure in first source		2.4620
nad
NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.		2.0110organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
cardiovascular agents
Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.		1.9310
allopurinol
Allopurinol: A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.. allopurinol : A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.		2.0110nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger
ConditionIndicatedRelationship StrengthStudiesTrials
Cardiac Toxicity
[description not available]		02.3110
Cardiotoxicity
Damage to the HEART or its function secondary to exposure to toxic substances such as drugs used in CHEMOTHERAPY; IMMUNOTHERAPY; or RADIATION.		07.3110
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.4110
Mastitis, Bovine
INFLAMMATION of the UDDER in cows.		02.2510