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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
Research strategies for design and development of NSAIDs: clue to balance potency and toxicity of acetanilide compounds.
2001 Aug
Protective effect of stiripentol on acetaminophen-induced hepatotoxicity in rat.
2001 Feb 1
[About paracetamol again].
2001 Feb 18
[Effect of bicyclol on acetaminophen-induced hepatotoxicity: energetic metabolism and mitochondrial injury in acetaminophen-intoxicated mice].
2001 Oct
Should a lower treatment line be used when treating paracetamol poisoning in patients with chronic alcoholism?: a case for.
2002
Selective mitochondrial glutathione depletion by ethanol enhances acetaminophen toxicity in rat liver.
2002 Aug
Modulation of acetaminophen-induced hepatotoxicity by the xenobiotic receptor CAR.
2002 Oct 11
Toxicology. Protecting liver from painkiller's lethal dose.
2002 Oct 11
Transiently altered acetaminophen metabolism after liver transplantation.
2003 Jun
Influence of feeding schedule on 24-h rhythm of hepatotoxicity induced by acetaminophen in mice.
2004 Nov
The therapeutic use of acetaminophen in patients with liver disease.
2005 Mar-Apr
Role of innate immunity in acetaminophen-induced hepatotoxicity.
2006 Aug
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
Analgesic and anti-inflammatory drug use and risk of bladder cancer: a population based case control study.
2007 Aug 10
Role of CYP3A and CYP2E1 in alcohol-mediated increases in acetaminophen hepatotoxicity: comparison of wild-type and Cyp2e1(-/-) mice.
2007 Jul
Protein targets of reactive electrophiles in human liver microsomes.
2007 Jun
Development and evaluation of an electrochemical method for studying reactive phase-I metabolites: correlation to in vitro drug metabolism.
2007 May
The effect of acetaminophen (four grams a day for three consecutive days) on hepatic tests in alcoholic patients--a multicenter randomized study.
2007 May 30
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
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
Acetaminophen-induced liver damage in mice: effects of some medicinal plants on the oxidative defense system.
2008 Mar
Management of the critically poisoned patient.
2009 Jun 29
Acetaminophen dosing of humans results in blood transcriptome and metabolome changes consistent with impaired oxidative phosphorylation.
2010 Jan
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 Mon Mar 31 19:36:56 GMT 2025
Edited
by admin
on Mon Mar 31 19:36:56 GMT 2025
Record UNII
G6S9BN13TI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETIMIDOQUINONE [MI]
Preferred Name English
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
Code System Code Type Description
MERCK INDEX
m1326
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY Merck Index
PUBCHEM
39763
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
MESH
C028473
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
CHEBI
29132
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
WIKIPEDIA
NAPQI
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID20198756
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
FDA UNII
G6S9BN13TI
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
PRIMARY
CAS
50700-49-7
Created by admin on Mon Mar 31 19:36:56 GMT 2025 , Edited by admin on Mon Mar 31 19:36:56 GMT 2025
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.