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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

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
589
Targets

Targets

Primary TargetPharmacologyConditionPotency
Substrate
661
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Biotransformation of hydroxylaminobenzene and aminophenol by Pseudomonas putida 2NP8 cells grown in the presence of 3-nitrophenol.
2000 Jun
Isolation and characterization of a pseudomonas strain that degrades 4-acetamidophenol and 4-aminophenol.
2001
T cells ignore aniline, a prohapten, but respond to its reactive metabolites generated by phagocytes: possible implications for the pathogenesis of toxic oil syndrome.
2001 Apr
Potentiation of antitumor immunity by antibody-directed enzyme prodrug therapy.
2001 Dec 15
Study of a novel cationic calix[4]arene used a selectivity modifier in capillary electrophoresis with electrochemical detection.
2001 Mar 2
Determination of 4-aminophenol impurities in selected pharmaceutical preparations by HPLC method with amperometric detection.
2001 Sep-Oct
The spectrum of allergic (cross-)sensitivity in clinical patch testing with 'para amino' compounds.
2002 Apr
A glucose dehydrogenase biosensor as an additional signal amplification step in an enzyme-flow immunoassay.
2002 Aug
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
Determination of 4-aminophenol using the quartz crystal microbalance sensor.
2002 Mar
Anti-tumour activity and toxicity of the new prodrug 9-aminocamptothecin glucuronide (9ACG) in mice.
2002 May 20
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
Validation of a method for quantification of ketobemidone in human plasma with liquid chromatography-tandem mass spectrometry.
2003 Jun 15
Toxicity and human health risk of hair dyes.
2004 Apr
A new dynamic electrochemical transduction mechanism for interdigitated array microelectrodes.
2004 Dec
Electrical detection of viral DNA using ultramicroelectrode arrays.
2004 Feb 1
Effect of unlabeled helper probes on detection of an RNA target by bead-based sandwich hybridization.
2004 Jan
Bead-based immunoassays with microelectrode detection.
2004 Jun
Scanning electrochemical microscopy of quinoprotein glucose dehydrogenase.
2004 Jun 1
Hapten-directed targeting to single-chain antibody receptors.
2004 May
Microbead-based electrochemical immunoassay with interdigitated array electrodes.
2004 May 15
Reactions of arylamine and aminophenol derivatives, and riboflavin with organic radicals.
2004 Nov
Toxic effects of aminophenols on aquatic life using the zebrafish embryo test and the comet assay.
2004 Oct
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
4
JP2000026572A
3
JP2000103975A
6
JP2000248077A
3
JP2001183835A
3
JP2001192500A
3
JP2001342238A
3
JP2002088066A
3
JP2002533511A
3
JP2003128513A
3
JP2005029590A
6
JP2005082628A
3
JP2005306866A
3
JP2005527113A
4
JP2006008642A
3
JP2006028082A
3
JP2006278197A
3
JP2006321834A
3
JP2006523256A
8
JP2007084524A
3
JP2007308427A
4
JP2008214479A
3
JP2009263324A
5
JP2011529977A
3
JP2012500104A
108
JP3016599B2
3
JP4550838B2
3
JP4728230B2
5
JP4820369B2
7
JPH01174526A
3
JPH01319528A
3
JPH0211551A
3
JPH02170862A
3
JPH02188556A
3
JPH0219368A
3
JPH02232224A
3
JPH02240138A
3
JPH0269448A
3
JPH03112946A
5
JPH03127762A
5
JPH03177419A
3
JPH04108824A
3
JPH04154860A
3
JPH0496924A
3
JPH05156007A
3
JPH05170902A
4
JPH05174621A
3
JPH05221937A
3
JPH0551450A
3
JPH06219999A
3
JPH06228303A
3
US3079435 A
3

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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:23:46 GMT 2025
Edited
by admin
on Mon Mar 31 19:23:46 GMT 2025
Record UNII
IWL2N22RFY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
P-AMINOPHENOL HYDROCHLORIDE
HSDB  
Common Name English
P-AMINOPHENOL HCL
INCI  
INCI  
Preferred Name English
RODOL PC
Brand 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
Code System Code Type Description
HSDB
2151
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
MESH
C026729
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
PUBCHEM
5828
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
FDA UNII
IWL2N22RFY
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID6058760
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
DRUG BANK
DBSALT002745
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-122-6
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
CAS
51-78-5
Created by admin on Mon Mar 31 19:23:46 GMT 2025 , Edited by admin on Mon Mar 31 19:23:46 GMT 2025
PRIMARY
Related Record Type Details
Structure of p-Aminophenol
PARENT -> SALT/SOLVATE
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