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Details

Stereochemistry ACHIRAL
Molecular Formula C8H7NO2
Molecular Weight 149.1467
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
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 149.1467
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Selective mitochondrial glutathione depletion by ethanol enhances acetaminophen toxicity in rat liver.
2002 Aug
Reduction of toxic metabolite formation of acetaminophen.
2002 Mar 8
Transiently altered acetaminophen metabolism after liver transplantation.
2003 Jun
Mangafodipir prevents liver injury induced by acetaminophen in the mouse.
2003 Nov
NF-kappaB, macrophage migration inhibitory factor and cyclooxygenase-inhibitions as likely mechanisms behind the acetaminophen- and NSAID-prevention of the ovarian cancer.
2004
Enhancement of acetaminophen cytotoxicity in selenium-binding protein-overexpressed COS-1 cells.
2004 Aug
Enhanced acetaminophen toxicity by activation of the pregnane X receptor.
2004 Dec
A new predictor of toxicity following acetaminophen overdose based on pretreatment exposure.
2005
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
Analgesic and anti-inflammatory drug use and risk of bladder cancer: a population based case control study.
2007 Aug 10
Development and evaluation of an electrochemical method for studying reactive phase-I metabolites: correlation to in vitro drug metabolism.
2007 May
Glutamate cysteine ligase modifier subunit deficiency and gender as determinants of acetaminophen-induced hepatotoxicity in mice.
2007 Oct
Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases.
2007 Sep
Glutathione-S-transferase pi as a model protein for the characterisation of chemically reactive metabolites.
2008 Jan
Acetaminophen-induced liver damage in mice: effects of some medicinal plants on the oxidative defense system.
2008 Mar
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
The role of para-aminophenol in acetaminophen-induced methemoglobinemia in dogs and cats.
2009 Dec
Reduced acetaminophen-induced liver injury in mice by genetic disruption of IL-1 receptor antagonist.
2009 Jan
Beta-catenin activation promotes liver regeneration after acetaminophen-induced injury.
2009 Sep
Differential effect of covalent protein modification and glutathione depletion on the transcriptional response of Nrf2 and NF-kappaB.
2010 Aug 1
Fluorescence-based liver microsomal assay for screening of pharmaceutical reactive metabolites using a glutathione conjugated 96-well plate.
2010 Jan
Mechanism of protection by metallothionein against acetaminophen hepatotoxicity.
2010 Jan 15
Genetic analysis of cytoprotective functions supported by graded expression of Keap1.
2010 Jun
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:13:04 UTC 2023
Edited
by admin
on Fri Dec 15 19:13:04 UTC 2023
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 Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY Merck Index
PUBCHEM
39763
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
MESH
C028473
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
CHEBI
29132
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
WIKIPEDIA
NAPQI
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
EPA CompTox
DTXSID20198756
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
FDA UNII
G6S9BN13TI
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
CAS
50700-49-7
Created by admin on Fri Dec 15 19:13:04 UTC 2023 , Edited by admin on Fri Dec 15 19:13:04 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE TOXIC
Metabolite produced hepatic necrosis in man.
AMOUNT EXCRETED
URINE
PARENT -> METABOLITE TOXIC
Metabolite produces hepatic necrosis in man.