A7300
N-乙酰苯醌亚胺
别名:
N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide, N-乙酰基 -对- 苯并醌亚胺, NAPQI
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关于此项目
经验公式（希尔记法）:
C8H7NO2
化学文摘社编号:
分子量:
149.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Form:
solid
InChI
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
Application
反应物涉及：
- 氧化还原反应
- 氢卤化
- pH 依赖性反应：在酸性介质中，它被水解，在碱性介质中发生羟基化，并在中性 pH 下发生二聚化
- 对乙酰氨基酚肝毒性的调解
- 研究确定对乙酰氨基酚治疗自身免疫性疾病的效用
Other Notes
对乙酰氨基酚代谢物，可与血清蛋白发生反应。
Disclaimer
空气、湿度和光敏感
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Johannes S Hoos et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 859(2), 147-156 (2007-10-05)
A generic method for the detection of covalent adducts to the cysteine-34 residue of human serum albumin (HSA) has been developed, based on an on-line combination of immunoaffinity chromatography for selective sample pre-treatment, solution phase digestion, liquid chromatography and tandem
Cross-linking of protein molecules by the reactive metabolite of acetaminophen, N-acetyl-p-benzoquinone imine, and related quinoid compounds.
A J Streeter et al.
Advances in experimental medicine and biology, 197, 727-737 (1986-01-01)
Angela S Burke et al.
Chemical research in toxicology, 23(7), 1286-1292 (2010-06-29)
Acetaminophen (APAP) toxicity in primary mouse hepatocytes occurs in two phases. The initial phase (0-2 h) occurs with metabolism to N-acetyl-p-benzoquinoneimine which depletes glutathione, and covalently binds to proteins, but little toxicity is observed. Subsequent washing of hepatocytes to remove
Laura P James et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(8), 1779-1784 (2009-05-15)
Acetaminophen (APAP)-induced liver toxicity occurs with formation of APAP-protein adducts. These adducts are formed by hepatic metabolism of APAP to N-acetyl-p-benzoquinone imine, which covalently binds to hepatic proteins as 3-(cystein-S-yl)-APAP adducts. Adducts are released into blood during hepatocyte lysis. We
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
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