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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 P-AMINOPHENOL

SMILES

NC1=CC=C(O)C=C1

InChI

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

HIDE SMILES / InChI

Description

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

2013
596
Targets

Targets

Primary TargetPharmacologyConditionPotency
Substrate
661
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Renal PGE2 production in the human and rat following phenacetin, acetaminophen and p-aminophenol.
2002
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
A glucose dehydrogenase biosensor as an additional signal amplification step in an enzyme-flow immunoassay.
2002 Aug
Liver regeneration is an angiogenesis- associated phenomenon.
2002 Dec
GDH biosensor based off-line capillary immunoassay for alkylphenols and their ethoxylates.
2002 Dec
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
Novel electrochemical immunosensors for seafood toxin analysis.
2002 Sep
Immobilizing a single pybox ligand onto a library of solid supports.
2003
The use of thermal lensing for the determination of pyrogens.
2003 Apr
Reversible and irreversible inhibitory activity of succinic and maleic acid derivatives on acetylcholinesterase.
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
Evolution of catabolic pathways for synthetic compounds: bacterial pathways for degradation of 2,4-dinitrotoluene and nitrobenzene.
2003 Aug
Immobilized enzyme-linked DNA-hybridization assay with electrochemical detection for Cryptosporidium parvum hsp70 mRNA.
2003 Aug 1
Determination of 4-aminophenol impurities in multicomponent analgesic preparations by HPLC with amperometric detection.
2003 Aug 8
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
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
Continuous biotransformation and removal of nitrophenols under denitrifying conditions.
2003 Jul
Unbiased spectrophotometric method for estimating phenol or o-cresol in unknown water samples.
2003 Jun
Validation of a method for quantification of ketobemidone in human plasma with liquid chromatography-tandem mass spectrometry.
2003 Jun 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
Enzyme-amplified electrochemical detection of DNA using electrocatalysis of ferrocenyl-tethered dendrimer.
2003 Nov 1
First enantiospecific total synthesis of the antitubercular marine natural product pseudopteroxazole. Revision of assigned stereochemistry.
2003 Nov 5
Oxidation-reduction potential as a control variable for the anaerobic stage during anaerobic-aerobic p-nitrophenol degradation.
2003 Nov-Dec
Kinetics of aniline oxidation with chlorine dioxide.
2004
Toxicity and human health risk of hair dyes.
2004 Apr
Poly(dimethylsiloxane) microchip capillary electrophoresis with electrochemical detection for rapid measurement of acetaminophen and its hydrolysate.
2004 Aug
The measurement of alkaline phosphatase at nanomolar concentration within 70 s using a disposable microelectrochemical transistor.
2004 Aug
The demonstration of an enhanced microelectrochemical transistor for measurements in neutral solution at low analyte concentration.
2004 Aug
Express detection of nonylphenol in water samples by fluorescence polarization immunoassay.
2004 Feb
Electrical detection of viral DNA using ultramicroelectrode arrays.
2004 Feb 1
[Kinetics and mechanism of aniline oxidation with chlorine dioxide in water].
2004 Jan
Effect of unlabeled helper probes on detection of an RNA target by bead-based sandwich hybridization.
2004 Jan
Electric chips for rapid detection and quantification of nucleic acids.
2004 Jan 15
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
Scanning electrochemical microscopy of quinoprotein glucose dehydrogenase.
2004 Jun 1
Synthesis and biological activity of novel retinamide and retinoate derivatives.
2004 May
Hapten-directed targeting to single-chain antibody receptors.
2004 May
Bead-based electrochemical immunoassay for bacteriophage MS2.
2004 May 15
Microbead-based electrochemical immunoassay with interdigitated array electrodes.
2004 May 15
Pharmacophore based synthesis of 3-chloroquinoxaline-2-carboxamides as serotonin3 (5-HT3) receptor antagonist.
2004 Sep
Flow injection determination of p-aminophenol at trace level using inhibited luminol-dimethylsulfoxide-NaOH-EDTA chemiluminescence.
2005 Jan-Feb
Patents

Patents

JP1004635A
3
JP2000026572A
2
JP2000103975A
5
JP2000248077A
2
JP2001183835A
2
JP2001192500A
2
JP2001342238A
2
JP2002088066A
2
JP2002533511A
2
JP2003128513A
2
JP2005029590A
5
JP2005082628A
2
JP2005306866A
2
JP2005527113A
3
JP2006008642A
2
JP2006028082A
2
JP2006278197A
2
JP2006321834A
2
JP2006523256A
7
JP2007084524A
2
JP2007308427A
3
JP2008214479A
2
JP2009263324A
4
JP2011529977A
2
JP2012500104A
107
JP3016599B2
2
JP4550838B2
2
JP4728230B2
4
JP4820369B2
6
JPH01174526A
2
JPH01319528A
2
JPH0211551A
2
JPH02170862A
2
JPH02188556A
2
JPH0219368A
2
JPH02232224A
2
JPH02240138A
2
JPH0269448A
2
JPH03112946A
4
JPH03127762A
4
JPH03177419A
2
JPH04108824A
2
JPH04154860A
2
JPH0496924A
2
JPH05156007A
2
JPH05170902A
3
JPH05174621A
2
JPH05221937A
2
JPH0551450A
2
JPH06219999A
2
JPH06228303A
2
US3079435 A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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.
Name Type Language
P-AMINOPHENOL
INCI   MI  
INCI  
Official Name English
4-AMINOPHENOL [USP IMPURITY]
Common Name English
4-AMINOPHENOL
HSDB   USP-RS  
Systematic Name English
P-HYDROXYPHENYLAMINE
Common Name English
PARACETAMOL IMPURITY K [EP IMPURITY]
Common Name English
4-AMINOPHENOL [USP-RS]
Common Name English
4-AMINOPHENOL [HSDB]
Common Name English
CI 76550
Common Name English
4-HYDROXYBENZENAMINE
Systematic Name English
P-HYDROXYANILINE
Common Name English
P-AMINOPHENOL [MI]
Common Name English
P-AMINOPHENOL [INCI]
Common Name English
4-HYDROXYANILINE
Systematic Name English
4-HYDROXYPHENYLAMINE
Systematic Name English
NSC-1545
Code English
PHENOL, 4-AMINO-
Systematic Name English
C.I. 76550
Common Name English
MESALAZINE IMPURITY A [EP IMPURITY]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
204-616-2
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
NSC
1545
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
PUBCHEM
403
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
DAILYMED
R7P8FRP05V
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
DRUG BANK
DB14144
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
EVMPD
SUB169709
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
RS_ITEM_NUM
1021204
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
MERCK INDEX
m1728
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY Merck Index
MESH
C026729
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
RXCUI
1435279
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY RxNorm
FDA UNII
R7P8FRP05V
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID3024499
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
HSDB
2640
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
WIKIPEDIA
4-AMINOPHENOL
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
CHEBI
17602
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
CAS
123-30-8
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
SMS_ID
100000159523
Created by admin on Fri Dec 15 16:58:58 GMT 2023 , Edited by admin on Fri Dec 15 16:58:58 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of P-AMINOPHENOL
PARENT (METABOLITE ACTIVE)
Structure of ACETAMINOPHEN
SALT/SOLVATE (PARENT)
Structure of P-AMINOPHENOL SULFATE
SALT/SOLVATE (PARENT)
Structure of P-AMINOPHENOL HYDROCHLORIDE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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