U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H7N3O2
Molecular Weight 153.1387
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-NITRO-O-PHENYLENEDIAMINE

SMILES

NC1=C(N)C=C(C=C1)[N+]([O-])=O

InChI

InChIKey=RAUWPNXIALNKQM-UHFFFAOYSA-N
InChI=1S/C6H7N3O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,7-8H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Metabolic activation of three arylamines and two organophosphorus insecticides by coriander (Coriandrum sativum) a common edible vegetable.
2001 Dec 15
Antimutagenicity and induction of anticarcinogenic phase II enzymes by basidiomycetes.
2001 Sep
Anti-mutagenic activity of Phyllanthus amarus Schum & Thonn in vitro as well as in vivo.
2002
Modulatory effect of phenolic fractions of Terminalia arjuna on the mutagenicity in Ames assay.
2002
A correlative study on antimutagenic and chemopreventive activity of Acacia auriculiformis A. Cunn. and Acacia nilotica (L.) Willd. Ex Del.
2002 Feb
Antimutagenic activities of acetone and methanol fractions of Terminalia arjuna.
2002 Oct
Enhancement of the morphological transformation of Syrian hamster embryo (SHE) cells by reducing incubation time of the target cells.
2004 Apr 14
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
A comparative study on the antimutagenicity of atorvastatin and lovastatin against directly acting mutagens.
2006 Jul
Antimutagenic activity of methanolic extract of Ganoderma lucidum and its effect on hepatic damage caused by benzo[a]pyrene.
2006 Sep 19
Oxidative DNA damage induced by hair dye components ortho-phenylenediamines and the enhancement by superoxide dismutase.
2006 Sep 5
Accurate reproduction of 161 small-molecule complex crystal structures using the EUDOC program: expanding the use of EUDOC to supramolecular chemistry.
2007 Jun 13
Evaluation of comparative and combined antimutagenic potential of vitamin C and vitamin E using histidine mutant Salmonella typhimurium strains.
2008 Jan
Phytochemical, antibacterial, antiproliferative, and antioxidant potentials and DNA damage-protecting activity of Acacia salicina extracts.
2009 Jun
(E)-1-[(2-Amino-5-nitro-phen-yl)iminio-meth-yl]naphthalen-2-olate.
2010 Apr 30
N-(4-Chloro-benzyl-idene)-4-nitro-benzene-1,2-diamine.
2010 Aug 11
Antimutagenic and antioxidant potentials of Teucrium ramosissimum essential oil.
2010 Jul
Phlomis mauritanica extracts reduce the xanthine oxidase activity, scavenge the superoxide anions, and inhibit the aflatoxin B1-, sodium azide-, and 4-nitrophenyldiamine-induced mutagenicity in bacteria.
2010 Jun
2,3-Dimethyl-6-nitro-quinoxaline.
2010 Jun 26
4-Chloro-2-(6-nitro-1H-benzimidazol-2-yl)phenol N,N-dimethyl-form-amide solvate.
2010 Oct 20
Oxidative Stress Mechanisms Do Not Discriminate between Genotoxic and Nongenotoxic Liver Carcinogens.
2015 Aug 17
Patents
Name Type Language
4-NITRO-O-PHENYLENEDIAMINE
INCI   MI  
INCI  
Official Name English
4-nitro-o-phenylenediamine [WHO-DD]
Common Name English
4-NITRO-1,2-BENZENEDIAMINE
Systematic Name English
4-NITRO-O-PHENYLENEDIAMINE [INCI]
Common Name English
NSC-5378
Code English
O-PHENYLENEDIAMINE, 4-NITRO- [HSDB]
Common Name English
1,2-DIAMINO-4-NITROBENZENE
Systematic Name English
4-NITRO-1,2-DIAMINOBENZENE
Systematic Name English
NCI-C03941
Code English
1,2-DIAMINO-4-NITROBENZENE [IARC]
Common Name English
4-NITRO-O-PHENYLENEDIAMINE [MI]
Common Name English
4-NITRO-1,2-PHENYLENEDIAMINE
Systematic Name English
2-AMINO-4-NITROANILINE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID9020958
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
CAS
99-56-9
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
FDA UNII
5A9AX7Y0TT
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
NSC
5378
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
MERCK INDEX
m7980
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY Merck Index
CHEBI
67116
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
PUBCHEM
5111791
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
MESH
C012277
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
HSDB
2895
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-766-3
Created by admin on Sat Dec 16 20:07:35 GMT 2023 , Edited by admin on Sat Dec 16 20:07:35 GMT 2023
PRIMARY