2,6-DINITROTOLUENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6N2O4
Molecular Weight	182.1335
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C=CC=C1[N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=XTRDKALNCIHHNI-UHFFFAOYSA-N

InChI=1S/C7H6N2O4/c1-5-6(8(10)11)3-2-4-7(5)9(12)13/h2-4H,1H3

HIDE SMILES / InChI

Molecular Formula	C7H6N2O4
Molecular Weight	182.1335
Charge	0
Count

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

Description
Sources: http://nj.gov/health/eoh/rtkweb/documents/fs/0784.pdf
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3945944

2,6-Dinitrotoluene is an organic compound, a by-product of TNT production. 2,6-Dinitrotoluene is a potent hepatocarcinogen, mainly due to products of its reductive metabolism.

CNS Activity

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
The specificity of T lymphocyte responses to chemically defined antigens.	1976	58456
Dinitrotoluene structure-dependent initiation of hepatocytes in vivo.	1983 Aug	6135515
The effect of diet on 2,6-dinitrotoluene hepatocarcinogenesis.	1986 Nov	2876786
Comparison of DNA binding between the carcinogen 2,6-dinitrotoluene and its noncarcinogenic analog 2,6-diaminotoluene.	1993 Feb	7678174
Transcriptional activation of stress genes and cytotoxicity in human liver carcinoma cells (HepG2) exposed to 2,4,6-trinitrotoluene, 2,4-dinitrotoluene, and 2,6-dinitrotoluene.	2001 Jun	11409192
Development of adsorptive removal process for treatment of explosives contaminated wastewater using activated carbon.	2001 Oct 12	11566402
Percutaneous absorption of explosives and related compounds: an empirical model of bioavailability of organic nitro compounds from soil.	2002 Jul 15	12140179
Vapor phase transport of unexploded ordnance compounds through soils.	2002 Oct	12371476
Microchip capillary electrophoresis coupled with a boron-doped diamond electrode-based electrochemical detector.	2003 Feb 15	12622387
Mutagenicity of nitroaromatic degradation compounds.	2003 Oct	14551991
Trace explosives detection by photoluminescence.	2004 Feb 26	15004319
Metabolite production during transformation of 2,4,6-trinitrotoluene (TNT) by a mixed culture acclimated and maintained on crude oil-containing media.	2004 Nov	15133643
DNA damage of germ cell of rat induced by nitrotoluene chemicals.	2005	15900764
Solid phase microextraction ion mobility spectrometer interface for explosive and taggant detection.	2005 Feb	15754826
Urinary metabolites of workers exposed to nitrotoluenes.	2005 Jan-Feb	16097390
Phytotoxicity of nitroaromatic energetic compounds freshly amended or weathered and aged in sandy loam soil.	2006 Jan	16112172
Solubilization of nitrotoluenes in micellar nonionic surfactant solutions.	2007 Aug	17395241
Analysis of semi-volatile organic compounds in aqueous samples by microwave-assisted headspace solid-phase microextraction coupled with gas chromatography-electron capture detection.	2007 Jan 26	17161407
Transport mechanisms for the uptake of organic compounds by rice (Oryza sativa) roots.	2007 Jul	17240019
Effect of photochemistry on molecular detection by cavity ringdown spectroscopy: case study of an explosive-related compound.	2007 Sep 10	17846646
N-15 NMR study of the immobilization of 2,4- and 2,6-dinitrotoluene in aerobic compost.	2008 Apr 1	18504994
Experimental evidence for in situ natural attenuation of 2,4- and 2,6-dinitrotoluene in marine sediment.	2008 Jan	17765284
A structural modelling study on marine sediments toxicity.	2008 Jun 26	18728732
Substituted 2-nitrobenzyltrichloroacetate esters for photodirected oligonucleotide detritylation in solid films.	2008 Sep 21	18802634
Assessing TNT and DNT groundwater contamination by compound-specific isotope analysis and 3H-3He groundwater dating: a case study in Portugal.	2009 Oct	19740509
Dissolution and transport of 2,4-DNT and 2,6-DNT from M1 propellant in soil.	2009 Oct	19729186
Performance evaluation of a miniature ion mobility spectrometer drift cell for application in hand-held explosives detection ion mobility spectrometers.	2009 Sep	19424683
Health risk from exposure of organic pollutants through drinking water consumption in Nanjing, China.	2010 Jan	19915786
Quail Genomics: a knowledgebase for Northern bobwhite.	2010 Oct 7	20946596
Collaborative study on fifteen compounds in the rat-liver Comet assay integrated into 2- and 4-week repeat-dose studies.	2010 Sep 30	20656055
Analysis of common and specific mechanisms of liver function affected by nitrotoluene compounds.	2011 Feb 8	21346803

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:19:16 GMT 2023` Edited by `admin` on `Fri Dec 15 17:19:16 GMT 2023`
Record UNII	GG7FAV92MK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2,6-DINITROTOLUENE

Systematic Name

English

DINITROTOLUENE, 2,6-

Systematic Name

English

1-METHYL-2,6-DINITROBENZENE

Systematic Name

English

TOLUENE, 2,6-DINITRO-

Systematic Name

English

BENZENE, 2-METHYL-1,3-DINITRO-

Systematic Name

English

2,6-DINITROTOLUENE [IARC]

Common Name

English

2,6-DINITROTOLUENE [HSDB]

Common Name

English

2,6-DINITROMETHYLBENZENE

Systematic Name

English

2-METHYL-1,3-DINITROBENZENE

Systematic Name

English

Code System Code Type Description

CHEBI

957