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

Molecular Formula	C7H7NO2
Molecular Weight	137.136
Charge	0
Count

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

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
Engineering the active site of ascorbate peroxidase.	2001 Jan	11121105
Electrochemical treatment of 2,4,6-trinitrotoluene and related compounds.	2001 Jan 15	11347617
Toxicology and carcinogenesis studies of p-nitrotoluene (CAS no. 99-99-0) in F344/N rats and B6C3F(1) mice (feed studies).	2002 May	12118261
A molecular mechanism of enantiorecognition of tertiary alcohols by carboxylesterases.	2003 Jun 6	12794858
Qualitative analysis of trace constituents by ion mobility increment spectrometer.	2003 Nov 4	18969196
TNT biotransformation and detoxification by a Pseudomonas aeruginosa strain.	2003 Oct	14571948
Molecular modeling of CPT-11 metabolism by carboxylesterases (CEs): use of pnb CE as a model.	2004 Feb 24	14967028
Heterologous gene expression in Thermus thermophilus: beta-galactosidase, dibenzothiophene monooxygenase, PNB carboxy esterase, 2-aminobiphenyl-2,3-diol dioxygenase, and chloramphenicol acetyl transferase.	2004 May	15138843
Separation of positional isomers by cucurbit[7]uril-mediated capillary electrophoresis.	2004 Oct	15472950
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
Biodegradation of phenol and phenol-related compounds by psychrophilic and cold-tolerant alpine yeasts.	2005 May	15823324
Banana lectin is unique in its recognition of the reducing unit of 3-O-beta-glucosyl/mannosyl disaccharides: a calorimetric study.	2005 Oct	15888634
Biomarkers of exposure, effect, and susceptibility in workers exposed to nitrotoluenes.	2006 Mar	16537716
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
Tautomerism in novel oxocorrologens.	2007	17948332
Decomposition of dinitrotoluene isomers and 2,4,6-trinitrotoluene in spent acid from toluene nitration process by ozonation and photo-ozonation.	2007 Aug 17	17257749
Synthesis and evaluation of prodrugs for anti-angiogenic pyrrolylmethylidenyl oxindoles.	2007 Mar 15	17254788
Evaluation of the 'side door' in carboxylesterase-mediated catalysis and inhibition.	2008 Feb	18163883
Fluorescence quenching of CdSe quantum dots by nitroaromatic explosives and their relative compounds.	2008 Jul	17870656
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
4-Nitro-benzyl 2-bromo-acetate.	2009 Jun 6	21582813
1-(2-Methyl-5-nitro-phenyl)guanidinium picrate.	2009 Oct 17	21578381
p-Nitrobenzyl protection for cysteine and selenocysteine: a more stable alternative to the acetamidomethyl group.	2010	20593464
Naphthyl methacrylate-based monolithic column for RP-CEC via hydrophobic and pi interactions.	2010 Mar	20148404
Synthesis and preliminary evaluation of peptidomimetic inhibitors of human beta-secretase.	2010 May	20153560

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:33:10 GMT 2023` Edited by `admin` on `Fri Dec 15 18:33:10 GMT 2023`
Record UNII	E88IMG14EX
Record Status	`Validated (UNII)`
Record Version

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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