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Details

Stereochemistry ACHIRAL
Molecular Formula C6H7NO.ClH
Molecular Weight 145.587
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-AMINOPHENOL HYDROCHLORIDE

SMILES

Cl.NC1=CC=C(O)C=C1

InChI

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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

p-Aminophenol is an active metabolite of paracetamol. p-Aminophenol is conjugated with arachidonic acid by fatty acid amide hydrolase to form AM404. AM404 exerts effect through cannabinoid receptors. p- Aminophenol is a nephrotoxic metabolite of paracetamol and phenacetin. It causes acute renal proximal tubular necrosis after administration to rats. p-Aminophenol may cause skin sensitization, dermatitis. p-Aminophenol is a synthetic dye used in hair coloring.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The degradation of paracetamol (4-hydroxyacetanilide) and other substituted acetanilides by a Penicillium species.
1975
Biotransformation of hydroxylaminobenzene and aminophenol by Pseudomonas putida 2NP8 cells grown in the presence of 3-nitrophenol.
2000 Jun
Metabonomics: evaluation of nuclear magnetic resonance (NMR) and pattern recognition technology for rapid in vivo screening of liver and kidney toxicants.
2000 Oct
Isolation and characterization of a pseudomonas strain that degrades 4-acetamidophenol and 4-aminophenol.
2001
p-Aminophenol-induced liver toxicity: tentative evidence of a role for acetaminophen.
2001
Metabolism of (R)- and (S)-3-(phenylamino)propane-1,2-diol in C57BL/6- and A/J-strain mice. Identification of new metabolites with potential toxicological significance to the toxic oil syndrome.
2001 Aug
Patch testing by additional series of allergens: results of further experiences.
2001 Dec
Potentiation of antitumor immunity by antibody-directed enzyme prodrug therapy.
2001 Dec 15
Quantitative analysis of analgoantipyretics in dosage form using planar chromatography.
2001 Mar
Study of a novel cationic calix[4]arene used a selectivity modifier in capillary electrophoresis with electrochemical detection.
2001 Mar 2
Effects of alternative carbon sources on biological transformation of nitrophenols.
2002
Synthesis and beta 1-, beta 2-adrenergic receptor binding studies of 4-acylamino-substituted phenoxypropanolamine and 5-acylamino-substituted naphthyloxypropanolamine derivatives.
2002
An in-vitro study of the effects of various disinfectants on prosthetic and surface materials.
2002 Apr
Liver regeneration is an angiogenesis- associated phenomenon.
2002 Dec
Cytokinin oxidase/cytokinin dehydrogenase assay: optimized procedures and applications.
2002 Jul 1
NMR and Bayesian regularized neural network regression for impurity determination of 4-aminophenol.
2002 Jul 1
[Research into simultaneous spectrophotometric determination of components in cough syrup by principal component regression method].
2002 Jun
Anti-tumour activity and toxicity of the new prodrug 9-aminocamptothecin glucuronide (9ACG) in mice.
2002 May 20
Deviceless decoupled electrochemical detection of catecholamines in capillary electrophoresis using gold microband array electrodes.
2002 Nov
Biological activity of p-methylaminophenol, an essential structural component of N-(4-hydroxyphenyl)retinamide, fenretinide.
2002 Nov
Rapid and quantitative determination of metabolites from multiple cytochrome P450 probe substrates by gradient liquid chromatography-electrospray ionization-ion trap mass spectrometry.
2002 Nov 25
Immobilizing a single pybox ligand onto a library of solid supports.
2003
The use of thermal lensing for the determination of pyrogens.
2003 Apr
Sorption and diffusion of phenols onto well-defined ordered nanoporous monolithic silicas.
2003 Apr 1
Generation of ligand conformations in continuum solvent consistent with protein active site topology: application to thrombin.
2003 Apr 10
Metalloantimalarials: targeting of P. falciparum strains with novel iron(III) and gallium(III) complexes of an amine phenol ligand.
2003 Apr 7
Toxicological detection of the new designer drug 1-(4-methoxyphenyl)piperazine and its metabolites in urine and differentiation from an intake of structurally related medicaments using gas chromatography-mass spectrometry.
2003 Dec 25
Synthesis of 11C-amides using [11C]carbon monoxide and in situ activated amines by palladium-mediated carboxaminations.
2003 Feb 7
A capillary-based amperometric flow immunoassay for 2,4,6-trichlorophenol.
2003 Jan
Synthesis, characterization, and molecular structure of a gallium(III) complex of an amine-phenol ligand with activity against chloroquine-sensitive Plasmodium falciparum strains.
2003 Jan 15
Dlf complexes with uniform coordination geometry: structural and magnetic properties of an LnNi2 core supported by a heptadentate amine phenol ligand.
2003 Mar 10
Poly(ethyleneglycol) column for the determination of acetaminophen, phenylephrine and chlorpheniramine in pharmaceutical formulations.
2003 Mar 5
A potential biomarker of kidney damage identified by proteomics: preliminary findings.
2003 May-Aug
Spectrophotometric determination of paracetamol with microwave assisted alkaline hydrolysis.
2004 Jul
Hair dye contact allergy: quantitative exposure assessment of selected products and clinical cases.
2004 Jun
Bead-based immunoassays with microelectrode detection.
2004 Jun
Toxic effects of aminophenols on aquatic life using the zebrafish embryo test and the comet assay.
2004 Oct
Microchip capillary electrophoresis with a boron-doped diamond electrochemical detector for analysis of aromatic amines.
2004 Sep
Pharmacophore based synthesis of 3-chloroquinoxaline-2-carboxamides as serotonin3 (5-HT3) receptor antagonist.
2004 Sep
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Concentrations of p-aminophenol from 1 to 100 μg/ml produced significant (p < 0.05) loss of mouse cortical neuron viability at 24 hr compared to the controls.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:52:50 GMT 2023
Edited
by admin
on Fri Dec 15 18:52:50 GMT 2023
Record UNII
IWL2N22RFY
Record Status Validated (UNII)
Record Version
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Name Type Language
P-AMINOPHENOL HYDROCHLORIDE
HSDB  
Common Name English
RODOL PC
Brand Name English
P-AMINOPHENOL HCL [INCI]
Common Name English
PHENOL, 4-AMINO-, HYDROCHLORIDE
Systematic Name English
4-AMINOPHENOL HYDROCHLORIDE
Systematic Name English
4-HYDROXYANILINIUM CHLORIDE
Systematic Name English
FOURRINE 83
Brand Name English
P-HYDROXYANILINE HYDROCHLORIDE
Common Name English
PHENOL, 4-AMINO-, HYDROCHLORIDE (1:1)
Systematic Name English
P-AMINOPHENOL HYDROCHLORIDE [HSDB]
Common Name English
P-AMINOPHENOL HCL
INCI  
INCI  
Official Name English
Code System Code Type Description
HSDB
2151
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
MESH
C026729
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
PUBCHEM
5828
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
FDA UNII
IWL2N22RFY
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID6058760
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
DRUG BANK
DBSALT002745
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-122-6
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
CAS
51-78-5
Created by admin on Fri Dec 15 18:52:50 GMT 2023 , Edited by admin on Fri Dec 15 18:52:50 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE