4-NITRO-O-PHENYLENEDIAMINE

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 Search

SMILES

NC1=CC=C(C=C1N)[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

Molecular Formula	C6H7N3O2
Molecular Weight	153.1387
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
Oxidative Stress Mechanisms Do Not Discriminate between Genotoxic and Nongenotoxic Liver Carcinogens.	2015-08-17	26198647
4-Chloro-2-(6-nitro-1H-benzimidazol-2-yl)phenol N,N-dimethyl-form-amide solvate.	2010-10-20	21589045
N-(4-Chloro-benzyl-idene)-4-nitro-benzene-1,2-diamine.	2010-08-11	21588591
Antimutagenic and antioxidant potentials of Teucrium ramosissimum essential oil.	2010-07	20658663
Antimutagenic activities of two suspected anticarcinogenic bifunctional organoiron seleno-terephthalate derivatives.	2010-07	20462347
Newer insights into the mechanism of action of Psidium guajava L. leaves in infectious diarrhoea.	2010-06-28	20584265
2,3-Dimethyl-6-nitro-quinoxaline.	2010-06-26	21588035
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.	2010-06	20406134
(E)-1-[(2-Amino-5-nitro-phen-yl)iminio-meth-yl]naphthalen-2-olate.	2010-04-30	21579252
Validation of an in vitro screening test for predicting the tumor promoting potential of chemicals based on gene expression.	2010-04	20025956
Antioxidant, antimutagenic, and antidiabetic activities of edible leaves from Cnidoscolus chayamansa Mc. Vaugh.	2010-03	20492237
Determination of Se(IV) in natural waters by adsorptive stripping voltammetry of 5-nitropiazselenol.	2010-02-15	19864058
Modulatory role of alizarin from Rubia cordifolia L. against genotoxicity of mutagens.	2010-01	19852997
Microwave assisted, one-pot synthesis of 5-nitro- 2-aryl substituted-1H-benzimidazole libraries: screening in vitro for antimicrobial activity.	2009-10	19772484
Phytochemical, antibacterial, antiproliferative, and antioxidant potentials and DNA damage-protecting activity of Acacia salicina extracts.	2009-06	19627220
1-Methyl-6-nitro-1H-benzimidazole.	2008-03-05	21202065
Antioxidant and antimutagenic activities of Mexican oregano (Lippia graveolens Kunth).	2008-03	17965937
Evaluation of comparative and combined antimutagenic potential of vitamin C and vitamin E using histidine mutant Salmonella typhimurium strains.	2008-01	23105714
Single strand dna breaks in human lymphocytes exposed to para-phenylenediamine and its derivatives.	2008-01	18058049
Determination of genotoxic, antigenotoxic and cytotoxic potential of the extract from lichen Cetraria aculeata (Schreb.) Fr. in vitro.	2008-01	17726729
2-amino-4-nitroaniline, a known compound with unexpected properties.	2007-10-11	17867657
Accurate reproduction of 161 small-molecule complex crystal structures using the EUDOC program: expanding the use of EUDOC to supramolecular chemistry.	2007-06-13	17565384
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.	2006-12-15	17070881
Antimutagenic activity of methanolic extract of Ganoderma lucidum and its effect on hepatic damage caused by benzo[a]pyrene.	2006-09-19	16713154
Oxidative DNA damage induced by hair dye components ortho-phenylenediamines and the enhancement by superoxide dismutase.	2006-09-05	16798066
A comparative study on the antimutagenicity of atorvastatin and lovastatin against directly acting mutagens.	2006-07	16642263
Surface plasmon resonance spectroscopy and electrochemistry study of 4-nitro-1,2-phenylenediamine: a switchable redox polymer with nitro functional groups.	2006-04-11	16584277
Evaluation of the cytotoxicity, genotoxicity, mutagenicity, and antimutagenicity of propolis from Tucuman, Argentina.	2005-11-16	16277388
Antimutagenic and anti-oxidant activities of the non-steroidal anti-inflammatory drug celecoxib.	2005-10	16173952
Antimutagenicity of coriander (Coriandrum sativum) juice on the mutagenesis produced by plant metabolites of aromatic amines.	2004-11-02	15451560
A notable antimutagenicity of two nonmutagenic novel oxadiazoles in Salmonella mutagenicity assay.	2004-05	15198075
Enhancement of the morphological transformation of Syrian hamster embryo (SHE) cells by reducing incubation time of the target cells.	2004-04-14	15063130
Antimutagenicity of herbal detoxification formula Smoke Shield against environmental mutagens.	2004-03	15149152
Antimutagenic activity of spearmint.	2004	15529323
Antiperoxidative, anti-inflammatory, and antimutagenic activities of ethanol extract of the mycelium of Ganoderma lucidum occurring in South India.	2003	12616600
Separation and determination of nitrobenzenes by micellar electrokinetic chromatography and high-performance liquid chromatography.	2002-12-06	12498276
Antimutagenic effects of black tea (World Blend) and its two active polyphenols theaflavins and thearubigins in Salmonella assays.	2002-11	12410547
Antimutagenic activities of acetone and methanol fractions of Terminalia arjuna.	2002-10	12387312
A correlative study on antimutagenic and chemopreventive activity of Acacia auriculiformis A. Cunn. and Acacia nilotica (L.) Willd. Ex Del.	2002-02	11850969
Induction of light emission by luminescent bacteria treated with UV light and chemical mutagens.	2002	12177528
Anti-mutagenic activity of Phyllanthus amarus Schum & Thonn in vitro as well as in vivo.	2002	12111712
Modulatory effect of phenolic fractions of Terminalia arjuna on the mutagenicity in Ames assay.	2002	11934012
Metabolic activation of three arylamines and two organophosphorus insecticides by coriander (Coriandrum sativum) a common edible vegetable.	2001-12-15	11701221
Antimutagenicity and induction of anticarcinogenic phase II enzymes by basidiomycetes.	2001-09	11483385

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 18:18:50 GMT 2025` Edited by `admin` on `Wed Apr 02 18:18:50 GMT 2025`
Record UNII	5A9AX7Y0TT
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

4-NITRO-O-PHENYLENEDIAMINE

Official Name

English

NCI-C03941

Preferred Name

English

4-nitro-o-phenylenediamine [WHO-DD]

Common Name

English

4-NITRO-1,2-BENZENEDIAMINE

Systematic 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

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