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=C(N)C=C(N)C=C1

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

Molecular Formula	C7H10N2
Molecular Weight	122.1677
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Locus specificity of mutagenicity of 2,4-diaminotoluene in both L5178Y mouse lymphoma and AT3-2 Chinese hamster ovary cells.	1984 Feb	6694660
Reproductive toxicity of 2,4-toluenediamine in the rat. 3. Effects on androgen-binding protein levels, selected seminiferous tubule characteristics, and spermatogenesis.	1988	3199457
Interaction with the aromatic hydrocarbon receptor, CYP1A induction, and mutagenicity of a series of diaminotoluenes: implications for their carcinogenicity.	1996 Jul	8685904
Reduction and Acetylation of 2,4-Dinitrotoluene by a Pseudomonas aeruginosa Strain.	1996 Jul	16535348
Degradability of selected azo dye metabolites in activated sludge systems.	2001 Aug	11482661
Exposure to 2,4- and 2,6-toluene diisocyanate (TDI) during production of flexible foam: determination of airborne TDI and urinary 2,4- and 2,6-toluenediamine (TDA).	2001 Jul	11478630
2,4-Diaminotoluene.	2002	15323028
Identification of mammary carcinogens in rodent bioassays.	2002	11921183
Contact leukoderma secondary to occupational toluenediamine sulfate exposure.	2002 Aug	12423410
LC-MS determination of urinary toluenediamine in workers exposed to toluenediisocyanate.	2002 Aug 5	12191886
Toxicology of toluene diisocyanate.	2002 Dec	12495595
Toxicity and biodegradation of diamines.	2002 Jan	11990359
Surfactant-assisted UV-photolysis of nitroarenes.	2002 Jan	11838434
[Fast optimization of stepwise gradient conditions for ternary mobile phase in reversed-phase high performance liquid chromatography].	2002 Jul	12541907
Evaluation of carcinogenic responses in the Eker rat following short-term exposure to selected nephrotoxins and carcinogens.	2002 Sep-Oct	12371664
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 May-Aug	12944173
Mutagenicity of nitroaromatic degradation compounds.	2003 Oct	14551991
[Assessment of the emission of volatile organic compounds from polyurethane foams].	2004	15493351
Hydrolytic stability of toluene diisocyanate and polymeric methylenediphenyl diisocyanate based polyureas under environmental conditions.	2004 Feb 15	14998020
Upper reference limits for biomarkers of exposure to aromatic diisocyanates.	2005 Aug	15995877
Risk evaluation of occupational exposure to methylene dianiline and toluene diamine in polyurethane foam.	2005 Dec	16408619
Hemoglobin adducts in workers exposed to nitrotoluenes.	2005 Jan	15471893
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 Jul	15918038
2,4-Diaminotoluene (2,4-DAT)-induced DNA damage, DNA repair and micronucleus formation in the human hepatoma cell line HepG2.	2005 Sep 15	15996806
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
Exposure of hairdressing apprentices to airborne hazardous substances.	2006 Aug 7	16893447
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 Dec 15	17070881
2,4-Toluene diisocyanate suppressed the calcium signaling of ligand gated ion channel receptors.	2006 Feb 15	16337724
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Induction of LacZ mutations in Muta Mouse can distinguish carcinogenic from non-carcinogenic analogues of diaminotoluenes and nitronaphthalenes.	2006 Sep 19	16797226
Effects of toluene-2,4-diamine on red sea bream, Pagrus major: biochemical and histological evaluation.	2007	18382410
Removal of dinitrotoluenes from water via reduction with iron and peroxidase-catalyzed oxidative polymerization: a comparison between Arthromyces ramosus peroxidase and soybean peroxidase.	2007 Apr	17267016
Increasing selectivity for TNT-based explosive detection by synchronous luminescence and derivative spectroscopy with quantum yields of selected aromatic amines.	2007 Jan	17311719
[Determination and analysis of toluene diisocyanate metabolites in mice using gas chromatography-mass spectrometry].	2007 Sep	18051554
Biological monitoring of TDI-derived amines in polyurethane foam production.	2007 Sep	17728315
Experimental evidence for in situ natural attenuation of 2,4- and 2,6-dinitrotoluene in marine sediment.	2008 Jan	17765284
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 Jul 31	18606566
Single-step treatment of 2,4-dinitrotoluene via zero-valent metal reduction and chemical oxidation.	2008 Jun 30	18166266
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 Jan	18765420
Is toluene diamine a sensitizer and is there cross-reactivity between toluene diamine and toluene diisocyanate?	2009 Jun	19332649
Safety evaluation of food contact paper and board using chemical tests and in vitro bioassays: role of known and unknown substances.	2010 Mar	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 Mar	20026473
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
Validation of a genotoxicity test based on p53R2 gene expression in human lymphoblastoid cells.	2011 Sep 18	21704725

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:47:27 GMT 2023` Edited by `admin` on `Fri Dec 15 19:47:27 GMT 2023`
Record UNII	IS1AKN4HYB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

NCI-C02302

Code

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