A7300
N-Acetylbenzoquinoneimine
Synonym(s):
N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-Acetyl-p-benzo-quinoneimine, NAPQI
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About This Item
Empirical Formula (Hill Notation):
C8H7NO2
CAS Number:
Molecular Weight:
149.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form
solid
Quality Level
storage temp.
−70°C
SMILES string
CC(=O)\N=C1\C=CC(=O)C=C1
InChI
1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3
InChI key
URNSECGXFRDEDC-UHFFFAOYSA-N
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Related Categories
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Carmen Flores-Pérez et al.
Biomedical chromatography : BMC, 25(7), 760-766 (2010-09-30)
The aim of the present study was to develop a simple, selective and reliable method to quantify acetaminophen and its toxic metabolite N-acetyl-p-benzoquinoneimine (NAPQI) for pediatric studies using 100 µL plasma samples, by reverse-phase HPLC and UV detection. The assay was
Jeffrey L Woodhead et al.
The Journal of pharmacology and experimental therapeutics, 342(2), 529-540 (2012-05-18)
N-acetylcysteine (NAC) is the treatment of choice for acetaminophen poisoning; standard 72-h oral or 21-h intravenous protocols are most frequently used. There is controversy regarding which protocol is optimal and whether the full treatment course is always necessary. It would
Hannah Simon et al.
Analytical chemistry, 84(20), 8777-8782 (2012-09-14)
During the development of new materials demonstrating biological activity, prediction and identification of reactive intermediates generated in the course of drug metabolism in the human liver is of great importance. We present a rapid and purely instrumental method for the
Xiang Ma et al.
Bioconjugate chemistry, 21(1), 46-55 (2009-12-05)
The purpose of our paper is to develop and validate a fluorescence-based mouse liver microsomal (MLM) assay in screening pharmaceutical reactive metabolites (RMs) using a glutathione (GSH)-conjugated 96-well plate. Poly(2-hydroxyethylmethacrylate) (pHEMA) polymeric membrane was coated on 96-well plates to provide
Ali Özcan et al.
Analytica chimica acta, 685(1), 9-14 (2010-12-21)
A novel approach was proposed for the simple and rapid electrochemical determination of paracetamol (PC) in the presence of uric acid in body fluids. The voltammetric determination of PC is based on the electrochemical reduction of N-acetyl-p-benzoquinoneimine formed simultaneously on
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