P-NITROTOLUENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H7NO2
Molecular Weight	137.136
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZPTVNYMJQHSSEA-UHFFFAOYSA-N

InChI=1S/C7H7NO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3

HIDE SMILES / InChI

Description
Sources: http://www.panoliindia.com/Para-Nitro-Toluene.html | https://www.ncbi.nlm.nih.gov/pubmed/12118261

P-nitrotoluene is an organic compound with the formula CH3C6H4NO2. It is mainly used to prepare dyes. Intermediate for drugs namely Para Amino Benzoic Acid, Benzocaine, Procaine Hydrochloride, Thioacetazone, Folic Acid etc. used in TNT- an intermediate for explosive. p-Nitrotoluene is used to synthesize agricultural and rubber chemicals, azo and sulfur dyes, and dyes for cotton, wool, silk, leather, and paper.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine transporter 180 Target ID: CHEMBL338 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15265578	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Comparative toxicities of o-, m-, and p-nitrotoluene in 13-week feed studies in F344 rats and B6C3F1 mice.	1994 Apr	7519572
Practical synthesis of a 1beta-methylcarbapenem, J-111,225, using 4-mercapto-2-[4-(N-methylaminomethyl)phenyl]pyrrolidine as a precursor.	2001 Apr	11310678
Influence of solution composition and column aging on the reduction of nitroaromatic compounds by zero-valent iron.	2001 Aug	11482637
Rapid reductive destruction of hazardous organic compounds by nanoscale Fe0.	2001 Feb	11100787
Engineering the active site of ascorbate peroxidase.	2001 Jan	11121105
Electrochemical treatment of 2,4,6-trinitrotoluene and related compounds.	2001 Jan 15	11347617
Acute lethal toxicity of environmental pollutants to aquatic organisms.	2002 Jun	12061826
Characterization of surfactant and phospholipid vesicles for use as pseudostationary phases in electrokinetic chromatography.	2003 Dec	14679570
TNT biotransformation and detoxification by a Pseudomonas aeruginosa strain.	2003 Oct	14571948
Ion/molecule reactions performed in a miniature cylindrical ion trap mass spectrometer.	2003 Sep	14529016
p-Nitrotoluene causes hyperactivity in the rat.	2004 Aug 5	15265578
Molecular modeling of CPT-11 metabolism by carboxylesterases (CEs): use of pnb CE as a model.	2004 Feb 24	14967028
Stereoselective hydrogen abstraction by galactose oxidase.	2004 Nov 2	15504031
Separation of positional isomers by cucurbit[7]uril-mediated capillary electrophoresis.	2004 Oct	15472950
X-ray diffraction and packing analysis on vintage crystals: Wilhelm Koerner's nitrobenzene derivatives from the School of Agricultural Sciences in Milano.	2004 Oct	15367796
Tattoo pigments are cleaved by laser light-the chemical analysis in vitro provide evidence for hazardous compounds.	2004 Sep-Oct	15244509
Mineralization of dinitrotoluenes and trinitrotoluene of spent acid in toluene nitration process by Fenton oxidation.	2005 Aug	15993154
Aminocyclodextrins to facilitate the deprotonation of 4-tert-butyl-alpha-nitrotoluene.	2005 Aug 21	16186929
Unique patterns of gene expression changes in liver after treatment of mice for 2 weeks with different known carcinogens and non-carcinogens.	2005 Mar	15618236
Theory and application of dissociative electron capture in molecular identification.	2006 Apr 6	16571045
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Effects of possible endocrine disrupting chemicals on bacterial component-induced activation of NF-kappaB.	2006 Oct	17015962
Search space mapping: getting a picture of coherent laser control.	2006 Oct 12	17020246
Crystal structure of hyperthermophilic esterase EstE1 and the relationship between its dimerization and thermostability properties.	2007 Jul 12	17625021
Enhanced sorption of naphthalene and nitroaromatic compounds to bentonite by potassium and cetyltrimethylammonium cations.	2008 Oct 1	18295397
Comparative study of the trypanocidal activity of the methyl 1-nitrophenyl-1,2,3,4-9H-tetrahydro-beta-carboline-3-carboxylate derivatives and benznidazole using theoretical calculations and cyclic voltammetry.	2009 Apr	18504061
A clean method for solvent-free nitration of toluene over sulfated titania promoted by ceria catalysts.	2009 Aug 15	19201530
4-Nitro-benzyl 2-chloro-acetate.	2009 May 29	21583264
Solid-state dendrimer sensors: probing the diffusion of an explosive analogue using neutron reflectometry.	2009 Nov 3	19610640
Design of a bioreductively-activated fluorescent pH probe for tumor hypoxia imaging.	2009 Oct 1	19736018
The biosynthesis of palladium nanoparticles by antioxidants in Gardenia jasminoides Ellis: long lifetime nanocatalysts for p-nitrotoluene hydrogenation.	2009 Sep 23	19713585
p-Nitrobenzyl protection for cysteine and selenocysteine: a more stable alternative to the acetamidomethyl group.	2010	20593464
Molecular-imprinted polymer extraction combined with dispersive liquid-liquid micro-extractionfor ultra-preconcentration of mononitrotoluene.	2010 Dec	20981881
Synthesis and preliminary evaluation of peptidomimetic inhibitors of human beta-secretase.	2010 May	20153560
Phenothiazine-based oligomers as novel fluorescence probes for detecting vapor-phase nitro compounds.	2010 Oct 15	20875600

Patents

Sample Use Guides

In Vivo Use Guide

2-YEAR STUDY IN RATS: Groups of 50 male and 50 female rats were fed diets containing 0, 1,250, 2,500, or 5,000 ppm p-nitrotoluene (equivalent to average daily doses of approximately 55, 110, or 240 mg p-nitrotoluene/kg body weight to males and 60, 125, or 265 mg/kg to females) for 105 or 106 weeks. 2-YEAR STUDY IN MICE: Groups of 50 male and 50 female mice were fed diets containing 0, 1,250, 2,500, or 5,000 ppm p-nitrotoluene (equivalent to average daily doses of approximately 170, 345, or 690 mg/kg to males and 155, 315, or 660 mg/kg to females) for 105 or 106 weeks.

Route of Administration: Oral

In Vitro Use Guide

p-Nitrotoluene (3.3 to 1,000 ug/plate) was not mutagenic in Salmonella typhimurium strain TA98, TA100, TA1535, or TA1537, with or without Aroclor-induced rat or hamster liver S9.

Name

Type

Language

P-NITROTOLUENE

Common Name

English

4-NITROTOLUOL

Systematic Name

English

4-NITROPHENYLMETHANE

Systematic Name

English

1-METHYL-4-NITROBENZENE

Systematic Name

English

NSC-9579

Code

English

NITROTOLUENE, P-

Common Name

English

4-METHYLNITROBENZENE

Systematic Name

English

4-NITROTOLUENE [HSDB]

Common Name

English

P-NITROTOLUENE [MI]

Common Name

English

BENZENE, 1-METHYL-4-NITRO-

Systematic Name

English

4-NITROTOLUENE

Systematic Name

English

Code System Code Type Description

PUBCHEM

7473