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Details

Stereochemistry ACHIRAL
Molecular Formula C8H7NO2
Molecular Weight 149.147
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ACETIMIDOQUINONE

SMILES

CC(=O)N=C1C=CC(=O)C=C1

InChI

InChIKey=URNSECGXFRDEDC-UHFFFAOYSA-N
InChI=1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3

HIDE SMILES / InChI

Molecular Formula C8H7NO2
Molecular Weight 149.147
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Naphthoquinone-Induced cataract in mice: possible involvement of Ca2+ release and calpain activation.
2001 Aug
Research strategies for design and development of NSAIDs: clue to balance potency and toxicity of acetanilide compounds.
2001 Aug
[About paracetamol again].
2001 Feb 18
Detoxification of reactive oxygen species by a nonpeptidyl mimic of superoxide dismutase cures acetaminophen-induced acute liver failure in the mouse.
2001 May
Acetaminophen poisoning: an update for the intensivist.
2002 Apr
Reduction of toxic metabolite formation of acetaminophen.
2002 Mar 8
Modulation of acetaminophen-induced hepatotoxicity by the xenobiotic receptor CAR.
2002 Oct 11
[Paracetamol: therapeutic action, pathogenesis and treatment of acute poisonings complicated by severe liver damage].
2003
Enhancement of acetaminophen cytotoxicity in selenium-binding protein-overexpressed COS-1 cells.
2004 Aug
Intravenous paracetamol (propacetamol) pharmacokinetics in term and preterm neonates.
2004 May
Drug interactions with paracetamol.
2005 Jan-Feb
The therapeutic use of acetaminophen in patients with liver disease.
2005 Mar-Apr
An experimental design for the controlled modulation of intracellular GSH levels in cultured hepatocytes.
2006 Aug 15
Double null of selenium-glutathione peroxidase-1 and copper, zinc-superoxide dismutase enhances resistance of mouse primary hepatocytes to acetaminophen toxicity.
2006 May
Multicommuted flow system employing pinch solenoid valves and micro-pumps. Spectrophotometric determination of paracetamol in pharmaceutical formulations.
2006 Oct 11
Abstracts of papers presented at the 2007 pittsburgh conference.
2007
Liquid chromatography/tandem mass spectrometry detection of covalent binding of acetaminophen to human serum albumin.
2007 Aug
Are we getting enough sulfur in our diet?
2007 Nov 6
Mitochondrial protein thiol modifications in acetaminophen hepatotoxicity: effect on HMG-CoA synthase.
2008 Apr 1
Prevention of acetaminophen (APAP)-induced hepatotoxicity by leflunomide via inhibition of APAP biotransformation to N-acetyl-p-benzoquinone imine.
2008 Aug 28
Interspecies differences in acetaminophen sensitivity of human, rat, and mouse primary hepatocytes.
2008 Jun
Reduced exposure of imatinib after coadministration with acetaminophen in mice.
2009 Aug
Pharmacokinetics of acetaminophen-protein adducts in adults with acetaminophen overdose and acute liver failure.
2009 Aug
Metabolism of acetaminophen (paracetamol) in plants--two independent pathways result in the formation of a glutathione and a glucose conjugate.
2009 Mar
The protective effects of garlic extract against acetaminophen-induced oxidative stress and glutathione depletion.
2009 May 15
Fluorescence-based liver microsomal assay for screening of pharmaceutical reactive metabolites using a glutathione conjugated 96-well plate.
2010 Jan
Enzyme immobilized magnetic nanoparticles for in-line capillary electrophoresis and drug biotransformation studies: application to paracetamol.
2010 Jul
Use of pharmaco-metabonomics for early prediction of acetaminophen-induced hepatotoxicity in humans.
2010 Jul
Susceptibility to acetaminophen (APAP) toxicity unexpectedly is decreased during acute viral hepatitis in mice.
2010 May 1
Zebrafish teratogenicity test with metabolic activation (mDarT): effects of phase I activation of acetaminophen on zebrafish Danio rerio embryos.
2010 Sep 10
Substance Class Chemical
Created
by admin
on Sat Jun 26 02:12:55 UTC 2021
Edited
by admin
on Sat Jun 26 02:12:55 UTC 2021
Record UNII
G6S9BN13TI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETIMIDOQUINONE
MI  
Common Name English
N-ACETYL-P-BENZOQUINONIMINE
Common Name English
NAPQI
Common Name English
ACETAMIDE, N-(4-OXO-2,5-CYCLOHEXADIEN-1-YLIDENE)-
Systematic Name English
N-ACETYL-P-BENZOQUINONE IMINE
Common Name English
N-ACETYL-P-QUINONEIMINE
Common Name English
N-ACETYL-4-BENZOQUINONEIMINE
Systematic Name English
ACETIMIDOQUINONE [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
M1326
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY Merck Index
PUBCHEM
39763
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
MESH
C028473
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
WIKIPEDIA
NAPQI
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
EPA CompTox
50700-49-7
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
FDA UNII
G6S9BN13TI
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
CAS
50700-49-7
Created by admin on Sat Jun 26 02:12:55 UTC 2021 , Edited by admin on Sat Jun 26 02:12:55 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE TOXIC
PARENT -> METABOLITE TOXIC
Metabolite produces hepatic necrosis in man.