A7300
N-Acetylbenzoquinoneimine
Synonyme(s) :
N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-Acetyl-p-benzo-quinoneimine, NAPQI
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A propos de cet article
Formule empirique (notation de Hill) :
C8H7NO2
Numéro CAS:
Poids moléculaire :
149.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Form:
solid
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Laissez-nous vous aiderInChI
1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3
SMILES string
CC(=O)\N=C1\C=CC(=O)C=C1
InChI key
URNSECGXFRDEDC-UHFFFAOYSA-N
form
solid
storage temp.
−70°C
Quality Level
Catégories apparentées
Application
Reactant involved in:
- Redox reactions
- Hydrohalogenation
- pH dependent reactions: in acidic media it is hydrolyzed, hydroxylated in alkaline media, and dimerized at intermediate pHs
- Mediation of acetaminophen hepatotoxicity
- Studies to identify the utility of acetaminophen for treating autoimmune disorders
Other Notes
Acetaminophen metabolite that reacts with serum proteins.
Disclaimer
air, moisture and light sensitive
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Jean-Matthieu Prot et al.
Toxicology and applied pharmacology, 259(3), 270-280 (2012-01-11)
We have analyzed transcriptomic, proteomic and metabolomic profiles of hepatoma cells cultivated inside a microfluidic biochip with or without acetaminophen (APAP). Without APAP, the results show an adaptive cellular response to the microfluidic environment, leading to the induction of anti-oxidative
Gregg V Crichlow et al.
Biochemistry, 48(1), 132-139 (2008-12-19)
Macrophage migration inhibitory factor (MIF) is a secreted protein expressed in numerous cell types that counters the antiinflammatory effects of glucocorticoids and has been implicated in sepsis, cancer, and certain autoimmune diseases. Interestingly, the structure of MIF contains a catalytic
Shingo Arakawa et al.
The Journal of toxicological sciences, 37(3), 595-605 (2012-06-13)
We investigated the role of glutathione S-transferases Mu 1 (GSTM1) in acetaminophen (APAP)-induced hepatotoxicity using Gstm1-null mice. A single oral administration of APAP resulted in a marked increase in plasma alanine aminotransferase accompanied by hepatocyte necrosis 24 hr after administration
Hui Ting Chng et al.
Journal of biomolecular screening, 17(7), 974-986 (2012-05-31)
The zebrafish model has been increasingly explored as an alternative model for toxicity screening of pharmaceutical drugs. However, little is understood about the bioactivation of drug to reactive metabolite and phase I and II metabolism of chemical in zebrafish as
Amaresh Kumar Sahoo et al.
Nanoscale, 3(10), 4226-4233 (2011-09-08)
Herein, we report the generation of a composite comprised of p-hydroxyacetanilide dimer and Ag nanoparticles (NPs) by reaction of AgNO(3) and p-hydroxyacetanilide. The formation of the composite was established by UV-vis, FTIR and NMR spectroscopy, transmission electron microscopy and X-ray
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