TOLUENE-2,4-DIAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H10N2
Molecular Weight	122.1677
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(N)C=C1N

InChI

InChIKey=VOZKAJLKRJDJLL-UHFFFAOYSA-N

InChI=1S/C7H10N2/c1-5-2-3-6(8)4-7(5)9/h2-4H,8-9H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Validation of a genotoxicity test based on p53R2 gene expression in human lymphoblastoid cells.	2011-09-18	21704725
New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats.	2011	22084566
High-density real-time PCR-based in vivo toxicogenomic screen to predict organ-specific toxicity.	2011	22016648
Toxicogenomics applied to in vitro carcinogenicity testing with Balb/c 3T3 cells revealed a gene signature predictive of chemical carcinogens.	2010-11	20713471
Analysis of primary aromatic amines originated from azo dyes in commercial textile products in Japan.	2010-08	20658407
Evaluation of a liver micronucleus assay in young rats (IV): a study using a double-dosing/single-sampling method by the Collaborative Study Group for the Micronucleus Test (CSGMT)/Japanese Environmental Mutagen Society (JEMS)-Mammalian Mutagenicity Study Group (MMS).	2010-04-30	20188854
Safety evaluation of food contact paper and board using chemical tests and in vitro bioassays: role of known and unknown substances.	2010-03	20087806
Integration of in vivo genotoxicity and short-term carcinogenicity assays using F344 gpt delta transgenic rats: in vivo mutagenicity of 2,4-diaminotoluene and 2,6-diaminotoluene structural isomers.	2010-03	20026473
The GSTP1 Ile105 Val polymorphism modifies the metabolism of toluene di-isocyanate.	2010-02	20032816
Validation of a liquid chromatography-mass spectrometry method for determining the migration of primary aromatic amines from cooking utensils and its application to actual samples.	2010-01	19750402
Determination of aromatic amines in food products and composite food packaging bags by capillary electrophoresis coupled with transient isotachophoretic stacking.	2009-10-23	19524248
Graphite- and soot-mediated reduction of 2,4-dinitrotoluene and hexahydro-1,3,5-trinitro-1,3,5-triazine.	2009-09-15	19806731
Current implant surface technology: an examination of their nanostructure and their influence on fibroblast alignment and biocompatibility.	2009-06-16	19606207
Is toluene diamine a sensitizer and is there cross-reactivity between toluene diamine and toluene diisocyanate?	2009-06	19332649
[Application of IR spectrum to the research on mechanism of synthesis of 2,4-toluene dicarbamate catalyzed by zinc acetate].	2009-02	19445197
Evaluation of a liver micronucleus assay with 12 chemicals using young rats (II): a study by the Collaborative Study Group for the Micronucleus Test/Japanese Environmental Mutagen Society-Mammalian Mutagenicity Study Group.	2009-01	18765420
Syrian hamster embryo (SHE) cell transformation assay with conditioned media (without X-ray irradiated feeder layer) using 2,4-diaminotoluene, 2,6-diaminotoluene and chloral hydrate.	2008-07-31	18606566
Single-step treatment of 2,4-dinitrotoluene via zero-valent metal reduction and chemical oxidation.	2008-06-30	18166266
Experimental evidence for in situ natural attenuation of 2,4- and 2,6-dinitrotoluene in marine sediment.	2008-01	17765284
[Determination and analysis of toluene diisocyanate metabolites in mice using gas chromatography-mass spectrometry].	2007-09	18051554
Biological monitoring of TDI-derived amines in polyurethane foam production.	2007-09	17728315
Removal of dinitrotoluenes from water via reduction with iron and peroxidase-catalyzed oxidative polymerization: a comparison between Arthromyces ramosus peroxidase and soybean peroxidase.	2007-04	17267016
Increasing selectivity for TNT-based explosive detection by synchronous luminescence and derivative spectroscopy with quantum yields of selected aromatic amines.	2007-01	17311719
Effects of toluene-2,4-diamine on red sea bream, Pagrus major: biochemical and histological evaluation.	2007	18382410
Differences in gene expression profiles in the liver between carcinogenic and non-carcinogenic isomers of compounds given to rats in a 28-day repeat-dose toxicity study.	2006-12-15	17070881
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Induction of LacZ mutations in Muta Mouse can distinguish carcinogenic from non-carcinogenic analogues of diaminotoluenes and nitronaphthalenes.	2006-09-19	16797226
Exposure of hairdressing apprentices to airborne hazardous substances.	2006-08-07	16893447
2,4-Toluene diisocyanate suppressed the calcium signaling of ligand gated ion channel receptors.	2006-02-15	16337724
Differences in the biotransformation of 2,4,6-trinitrotoluene (TNT) between wild and axenically grown isolates of Myriophyllum aquaticum.	2006	16924960
Different results of the Salmonella umu test between three isomers of phenylenediamine (PDA) derivatives.	2006	16707328
Risk evaluation of occupational exposure to methylene dianiline and toluene diamine in polyurethane foam.	2005-12	16408619
2,4-Diaminotoluene (2,4-DAT)-induced DNA damage, DNA repair and micronucleus formation in the human hepatoma cell line HepG2.	2005-09-15	15996806
Upper reference limits for biomarkers of exposure to aromatic diisocyanates.	2005-08	15995877
Improvement in the GC-MS method for determining urinary toluene-diamine and its application to the biological monitoring of workers exposed to toluene-diisocyanate.	2005-07	15918038
Hemoglobin adducts in workers exposed to nitrotoluenes.	2005-01	15471893
Hydrolytic stability of toluene diisocyanate and polymeric methylenediphenyl diisocyanate based polyureas under environmental conditions.	2004-02-15	14998020
2,4-Diaminotoluene.	2004	21089847
[Assessment of the emission of volatile organic compounds from polyurethane foams].	2004	15493351
Mutagenicity of nitroaromatic degradation compounds.	2003-10	14551991
Development, validation and characterization of an analytical method for the quantification of hydrolysable urinary metabolites and plasma protein adducts of 2,4- and 2,6-toluene diisocyanate, 1,5-naphthalene diisocyanate and 4,4'-methylenediphenyl diisocyanate.	2003-08-29	12944173
Toxicology of toluene diisocyanate.	2002-12	12495595
Evaluation of carcinogenic responses in the Eker rat following short-term exposure to selected nephrotoxins and carcinogens.	2002-10-10	12371664
Contact leukoderma secondary to occupational toluenediamine sulfate exposure.	2002-08	12423410
[Fast optimization of stepwise gradient conditions for ternary mobile phase in reversed-phase high performance liquid chromatography].	2002-07	12541907
2,4-Diaminotoluene.	2002	15323028
Interaction with the aromatic hydrocarbon receptor, CYP1A induction, and mutagenicity of a series of diaminotoluenes: implications for their carcinogenicity.	1996-07	8685904
Reduction and Acetylation of 2,4-Dinitrotoluene by a Pseudomonas aeruginosa Strain.	1996-07	16535348
Reproductive toxicity of 2,4-toluenediamine in the rat. 3. Effects on androgen-binding protein levels, selected seminiferous tubule characteristics, and spermatogenesis.	1988	3199457
Locus specificity of mutagenicity of 2,4-diaminotoluene in both L5178Y mouse lymphoma and AT3-2 Chinese hamster ovary cells.	1984-02	6694660

Patents

Name

Type

Language

NCI-C02302

Preferred Name

English

TOLUENE-2,4-DIAMINE

Systematic Name

English

4-METHYLBENZENE-1,3-DIAMINE

Systematic Name

English

M-TOLUENEDIAMINE

Common Name

English

TOLUENE-2,4-DIAMINE [HSDB]

Common Name

English

1,3-BENZENEDIAMINE, 4-METHYL-

Systematic Name

English

4-METHYL-1,3-BENZENEDIAMINE

Systematic Name

English

2,4-TOLUENEDIAMINE

Systematic Name

English

2,4-DIAMINOTOLUENE

Systematic Name

English

2,4-DIAMINOTOLUENE [IARC]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45178