U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C6H7NO
Molecular Weight 109.1259
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-Aminophenol

SMILES

NC1=C(O)C=CC=C1

InChI

InChIKey=CDAWCLOXVUBKRW-UHFFFAOYSA-N
InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2

HIDE SMILES / InChI

Molecular Formula C6H7NO
Molecular Weight 109.1259
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Abstracts of the Fourth International Symposium on Molecular Insect Science. May 28-June 2, 2002. Tucson, Arizona, USA.
2002
Synthesis of some new thiazole derivatives of pharmaceutical interest.
2003 Nov
Nitrosation, nitration, and autoxidation of the selective estrogen receptor modulator raloxifene by nitric oxide, peroxynitrite, and reactive nitrogen/oxygen species.
2003 Oct
Unexpected reaction pathways in the reaction of alkoxyalkynylchromium(0) carbenes with aromatic dinucleophiles.
2003 Oct 17
Acidogenic pretreatment of wastewaters containing 2-nitrophenol.
2004
Final report on the safety assessment of 6-Amino-m-Cresol, 6-Amino-o-Cresol, 4-Amino-m-Cresol, 5-Amino-4-Chloro-o-Cresol, 5-Amino-6-Chloro-o-Cresol, and 4-Chloro-2-Aminophenol.
2004
Kinetics and mechanism of the ferroxime(II)-catalysed biomimetic oxidation of 2-aminophenol by dioxygen. A functional phenoxazinone synthase model.
2004 Apr 7
Crystallization and initial X-ray analysis of phenoxazinone synthase from Streptomyces antibioticus.
2004 Aug
A novel coupled enzyme assay reveals an enzyme responsible for the deamination of a chemically unstable intermediate in the metabolic pathway of 4-amino-3-hydroxybenzoic acid in Bordetella sp. strain 10d.
2004 Aug
Substrate binding to vanadate-dependent bromoperoxidase from Ascophyllum nodosum: a vanadium K-edge XAS approach.
2004 Aug 21
[Extraction catalytic spectrophotometric determination of trace chromium by synergetic catalytic effect].
2004 Dec
Study on the enhancement of catalytic activity for hemoglobin by quinhydrone in poly(o-aminophenol) film.
2004 Dec
Four-color hole burning spectra of phenol/ammonia 1:3 and 1:4 clusters.
2004 Feb 15
The structure of the phenol-nitrogen cluster: a joint experimental and ab initio study.
2004 Feb 8
An amperometric glucose biosensor based on poly(o-aminophenol) and Prussian blue films at platinum electrode.
2004 Jan 1
Silica sol-gel amperometric immunosensor for Schistosoma japonicum antibody assay.
2004 Mar
Phenoxazine compounds produced by the reactions with bovine hemoglobin show antimicrobial activity against non-tuberculosis mycobacteria.
2004 May
Tetradentate bis(o-iminobenzosemiquinonate(1-)) pi radical ligands and their o-aminophenolate(1-) derivatives in complexes of nickel(II), palladium(II), and copper(II).
2004 May 3
1,3-Bis[2-(2-hydroxybenzylideneamino)phenoxy]propane.
2004 Nov
Racemic 3,5-dichloro-2-[[(1-phenylethyl)imino]methyl]phenol.
2004 Nov
Torsional barriers in aromatic molecular clusters as probe of the electronic properties of the chromophore.
2004 Nov 12
Dinuclear and mononuclear manganese(IV)-radical complexes and their catalytic catecholase activity.
2004 Nov 21
Toxic effects of aminophenols on aquatic life using the zebrafish embryo test and the comet assay.
2004 Oct
An amperometric glucose biosensor based on glucose oxidase immobilized in electropolymerized poly(o-aminophenol) and carbon nanotubes composite film on a gold electrode.
2005 Apr
Tetramanganese(II) cluster with centered trigonal topology: structure and magnetic properties.
2005 Feb 7
A novel 2-aminophenol 1,6-dioxygenase involved in the degradation of p-chloronitrobenzene by Comamonas strain CNB-1: purification, properties, genetic cloning and expression in Escherichia coli.
2005 Jan
Hydrogen atom vs electron transfer in catecholase-mimetic oxidations by superoxometal complexes. Deuterium kinetic isotope effects.
2005 Jan 21
Differentiation and apoptosis in human malignant melanoma G-361 cells induced by 2-aminophenoxazine-3-one.
2005 Jul
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Structure-activity relationship studies of benzoxazinones and related compounds. Phytotoxicity on Echinochloa crus-galli (L.) P. Beauv.
2005 Jun 1
Inhibition of peroxidase-catalyzed oxidation of 3,3 ,5,5 -tetramethylbenzidine by aminophenols.
2005 Mar
An amperometric hydrogen peroxide sensor based on immobilization of hemoglobin in poly(o-aminophenol) film at iron-cobalt hexacyanoferrate-modified gold electrode.
2005 Mar 15
Constitutive synthesis of enzymes involved in 2-aminophenol metabolism and inducible synthesis of enzymes involved in benzoate, p-hydroxybenzoate, and protocatechuate metabolism in Pseudomonas sp. strain AP-3.
2005 May
2-amino-phenoxazine-3-one attenuates glucose-induced augmentation of embryonic form of myosin heavy chain, endothelin-1 and plasminogen activator inhibitor-1 in human umbilical vein endothelial cells.
2005 May
Structural characterization of four members of the electron-transfer series [PdII(L)2)2]n (L = o-Iminophenolate derivative; n = 2-, 1-, 0, 1+, 2+). ligand mixed valency in the monocation and monoanion with S = (1)/(2) ground states.
2005 May 16
Complex formation between aliphatic amines and chromogenic calix[4]arene derivatives studied by FT-IR spectroscopy.
2005 Nov
Structure of phenoxazinone synthase from Streptomyces antibioticus reveals a new type 2 copper center.
2006 Apr 11
Franck-Condon simulations of clusters: phenol-nitrogen.
2006 Apr 13
Isolation and characterization of Pseudomonas sp. strain ONBA-17 degrading o-nitriobenzaldehyde.
2006 Dec
Solvation and proton transfer in polar molecule nanoclusters.
2006 Dec 21
QSAR models for Daphnia magna toxicity prediction of benzoxazinone allelochemicals and their transformation products.
2006 Feb 22
Excited state hydrogen transfer in fluorophenol.ammonia clusters studied by two-color REMPI spectroscopy.
2006 Jan 7
Synthesis, structure, and characterization of molybdenum(VI) imido complexes with N-salicylidene-2-aminophenol.
2006 Jul 10
Patterns of metabolites produced from the fluoroquinolone enrofloxacin by basidiomycetes indigenous to agricultural sites.
2006 Jun
Synthesis and biological evaluation of copper (II) complexes of sterically hindered o-aminophenol derivatives as antimicrobial agents.
2006 Oct 15
Degradation of phenolic compounds with hydrogen peroxide catalyzed by enzyme from Serratia marcescens AB 90027.
2006 Sep
Molecular and electronic structure of square planar complexes [PdII(tbpy)(L N,O IP)]0, [PdII(tbpy)(LN,O ISQ)](PF6), and [PdII(tbpy)(L N,O IBQ)](PF6)(BF4).2CH2Cl2: an o-iminophenolato based ligand centered, three-membered redox series.
2007 Jan 21
Glucose biosensor based on immobilization of glucose oxidase in poly(o-aminophenol) film on polypyrrole-Pt nanocomposite modified glassy carbon electrode.
2007 Jun 15
Ozonation of aniline promoted by activated carbon.
2007 Mar
Selective sensing of Fe3+ based on fluorescence quenching by 2,6-bis(benzoxazolyl)pyridine with beta-cyclodextrin in neutral aqueous solution.
2007 Mar
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:49:00 GMT 2025
Edited
by admin
on Mon Mar 31 18:49:00 GMT 2025
Record UNII
23RH73DZ65
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-Aminophenol
HSDB  
Systematic Name English
o-Aminophenol
INCI   MI  
INCI  
Preferred Name English
2-AMINOPHENOL [HSDB]
Common Name English
O-AMINOPHENOL [MI]
Common Name English
CI 76520
Code English
CI-76520
Code English
2-AMINOPHENOL [USP IMPURITY]
Common Name English
AMINOPHENOL, O-
Systematic Name English
O-HYDROXYANILINE
Common Name English
MESALAZINE IMPURITY C [EP IMPURITY]
Common Name English
NSC-1534
Code English
O-HYDROXYPHENYLAMINE
Common Name English
Code System Code Type Description
DRUG BANK
DB01726
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID8024498
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
CHEBI
18112
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
CAS
95-55-6
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
PUBCHEM
5801
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
HSDB
4246
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-431-1
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
WIKIPEDIA
2-AMINOPHENOL
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
FDA UNII
23RH73DZ65
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
RXCUI
1740241
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
DAILYMED
23RH73DZ65
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
NSC
1534
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
MERCK INDEX
m1727
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY Merck Index
MESH
C027667
Created by admin on Mon Mar 31 18:49:00 GMT 2025 , Edited by admin on Mon Mar 31 18:49:00 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
USP