Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H7NO |
Molecular Weight | 109.1261 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
c1cc(ccc1N)O
InChI
InChIKey=PLIKAWJENQZMHA-UHFFFAOYSA-N
InChI=1S/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2
Molecular Formula | C6H7NO |
Molecular Weight | 109.1261 |
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL5101 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10692486 |
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Target ID: CHEMBL5101 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10692486 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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The degradation of paracetamol (4-hydroxyacetanilide) and other substituted acetanilides by a Penicillium species. | 1975 |
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Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine. | 2001 Apr 25 |
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Patch testing by additional series of allergens: results of further experiences. | 2001 Dec |
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Peroxidase-catalyzed co-oxidation of 3,3',5,5'-tetramethylbenzidine with 2-amino-4-nitrophenol, 4,4'-dihydroxydiphenylsulfone, and their polydisulfides in aqueous and micellar media. | 2001 Jun |
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Small volume bead assay for ovalbumin with electrochemical detection. | 2001 Mar |
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Quantitative analysis of analgoantipyretics in dosage form using planar chromatography. | 2001 Mar |
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Study of a novel cationic calix[4]arene used a selectivity modifier in capillary electrophoresis with electrochemical detection. | 2001 Mar 2 |
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Enantiospecific synthesis of the proposed structure of the antitubercular marine diterpenoid pseudopteroxazole: revision of stereochemistry. | 2001 May 16 |
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[Various mechanisms of the depriming effect of bacterial endotoxin on drug metabolism]. | 2001 Sep-Oct |
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Effects of alternative carbon sources on biological transformation of nitrophenols. | 2002 |
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An in-vitro study of the effects of various disinfectants on prosthetic and surface materials. | 2002 Apr |
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The spectrum of allergic (cross-)sensitivity in clinical patch testing with 'para amino' compounds. | 2002 Apr |
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Liver regeneration is an angiogenesis- associated phenomenon. | 2002 Dec |
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GDH biosensor based off-line capillary immunoassay for alkylphenols and their ethoxylates. | 2002 Dec |
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[Research into simultaneous spectrophotometric determination of components in cough syrup by principal component regression method]. | 2002 Jun |
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Simultaneous LC determination of paracetamol and related compounds in pharmaceutical formulations using a carbon-based column. | 2002 Mar 1 |
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PISA. The effect of paracetamol (acetaminophen) and ibuprofen on body temperature in acute stroke: protocol for a phase II double-blind randomised placebo-controlled trial [ISRCTN98608690]. | 2002 Mar 27 |
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Deviceless decoupled electrochemical detection of catecholamines in capillary electrophoresis using gold microband array electrodes. | 2002 Nov |
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Biological activity of p-methylaminophenol, an essential structural component of N-(4-hydroxyphenyl)retinamide, fenretinide. | 2002 Nov |
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Sorption and diffusion of phenols onto well-defined ordered nanoporous monolithic silicas. | 2003 Apr 1 |
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Generation of ligand conformations in continuum solvent consistent with protein active site topology: application to thrombin. | 2003 Apr 10 |
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Immobilized enzyme-linked DNA-hybridization assay with electrochemical detection for Cryptosporidium parvum hsp70 mRNA. | 2003 Aug 1 |
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Synthesis and activity of novel benzoxazole derivatives of mannopeptimycin glycopeptide antibiotics. | 2003 Aug 4 |
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Determination of 4-aminophenol impurities in multicomponent analgesic preparations by HPLC with amperometric detection. | 2003 Aug 8 |
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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 |
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Continuous biotransformation and removal of nitrophenols under denitrifying conditions. | 2003 Jul |
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Enhancement of antioxidant activity of p-alkylaminophenols by alkyl chain elongation. | 2003 Jul 31 |
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Unbiased spectrophotometric method for estimating phenol or o-cresol in unknown water samples. | 2003 Jun |
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Poly(ethyleneglycol) column for the determination of acetaminophen, phenylephrine and chlorpheniramine in pharmaceutical formulations. | 2003 Mar 5 |
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A potential biomarker of kidney damage identified by proteomics: preliminary findings. | 2003 May-Aug |
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The demonstration of an enhanced microelectrochemical transistor for measurements in neutral solution at low analyte concentration. | 2004 Aug |
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A new dynamic electrochemical transduction mechanism for interdigitated array microelectrodes. | 2004 Dec |
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Electrical detection of viral DNA using ultramicroelectrode arrays. | 2004 Feb 1 |
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Spectrophotometric determination of paracetamol with microwave assisted alkaline hydrolysis. | 2004 Jul |
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Scanning electrochemical microscopy of quinoprotein glucose dehydrogenase. | 2004 Jun 1 |
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Synthesis and biological activity of novel retinamide and retinoate derivatives. | 2004 May |
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Hapten-directed targeting to single-chain antibody receptors. | 2004 May |
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Bead-based electrochemical immunoassay for bacteriophage MS2. | 2004 May 15 |
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Reactions of arylamine and aminophenol derivatives, and riboflavin with organic radicals. | 2004 Nov |
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Microchip capillary electrophoresis with a boron-doped diamond electrochemical detector for analysis of aromatic amines. | 2004 Sep |
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Pharmacophore based synthesis of 3-chloroquinoxaline-2-carboxamides as serotonin3 (5-HT3) receptor antagonist. | 2004 Sep |
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Automated spectrophotometric assay for urine p-aminophenol by an oxidative coupling reaction. | 2004 Summer |
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Flow injection determination of p-aminophenol at trace level using inhibited luminol-dimethylsulfoxide-NaOH-EDTA chemiluminescence. | 2005 Jan-Feb |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21771276
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
Edited
Sat Jun 26 05:45:18 UTC 2021
by
admin
on
Sat Jun 26 05:45:18 UTC 2021
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Record UNII |
R7P8FRP05V
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Record Status |
Validated (UNII)
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Record Version |
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204-616-2
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403
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DB14144
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SUB169709
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M1728
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C026729
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1435279
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R7P8FRP05V
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123-30-8
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1021204
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2640
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4-AMINOPHENOL
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123-30-8
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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ACTIVE MOIETY |