4-AMINO-2-NITROPHENOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H6N2O3
Molecular Weight	154.1234
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=WHODQVWERNSQEO-UHFFFAOYSA-N

InChI=1S/C6H6N2O3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H,7H2

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12806397 | https://www.ncbi.nlm.nih.gov/pubmed/20086194

4-Amino-2-nitrophenol is a brownish yellow compound used as an industrial dye intermediate and as a constituent of "semi-permanent" hair dyes under a trade name Rodol 42. 4-Amino-2-nitrophenol is formulated without an oxidizing agent. It is used in concentrations estimated at 0.1-1.0% in the "semi-permanent" hair dyes, which are applied as shampoos and remain on the hair for 20-40 minutes before they are rinsed out. Several toxicological studies suggested potential carcinogenicity and mutagenicity concerns for 4-Amino-2-nitrophenol.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Final report on the safety assessment of amino nitrophenols as used in hair dyes.	2010-01-21	20086194
LC-MS-MS analysis of 2,4-dinitrophenol and its phase I and II metabolites in a case of fatal poisoning.	2007-03-29	17389084
Separation and determination of nitrobenzenes by micellar electrokinetic chromatography and high-performance liquid chromatography.	2002-12-06	12498276

Patents

Sample Use Guides

In Vivo Use Guide

4-Amino-2-nitrophenol is used in concentrations estimated at 0.1-1.0% in the "semi-permanent" hair dyes, which are applied as shampoos and remain on the hair for 20-40 minutes before they are rinsed out.

Route of Administration: Topical

In Vitro Use Guide

Unknown

Name

Type

Language

4-AMINO-2-NITROPHENOL

Official Name

English

C.I. 76555

Preferred Name

English

NSC-56809

Code

English

CI-76555

Code

English

4-AMINO-2-NITROPHENOL [HSDB]

Common Name

English

CI 76555

Code

English

4-AMINO-2-NITROPHENOL [IARC]

Common Name

English

3-NITRO-4-HYDROXYANILINE

Systematic Name

English

1-AMINO-3-NITRO-4-HYDROXYBENZENE

Systematic Name

English

AMINO-2-NITROPHENOL, 4-

Systematic Name

English

Code System Code Type Description

HSDB

4089