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
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
| 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
| Title | Date | PubMed |
|---|---|---|
| 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 |
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| 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
Edited
Mon Mar 31 19:36:56 GMT 2025
by
admin
on
Mon Mar 31 19:36:56 GMT 2025
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| Record UNII |
G6S9BN13TI
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| Record Status |
Validated (UNII)
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| Record Version |
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m1326
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39763
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C028473
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29132
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NAPQI
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DTXSID20198756
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G6S9BN13TI
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50700-49-7
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> METABOLITE TOXIC |
Metabolite produced hepatic necrosis in man.
AMOUNT EXCRETED
URINE
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PARENT -> METABOLITE TOXIC |
Metabolite produces hepatic necrosis in man.
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