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Merck
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文件

A7300

Sigma-Aldrich

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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About This Item

经验公式（希尔记法）:
C8H7NO2
CAS号:
50700-49-7
分子量:
149.15
MDL號碼:
MFCD00078909
分類程式碼代碼:
12352100
PubChem物質ID:
57653880
NACRES:
NA.22

形狀

solid

品質等級

100

儲存溫度

−70°C

SMILES 字串

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 密鑰

URNSECGXFRDEDC-UHFFFAOYSA-N

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應用

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

其他說明

对乙酰氨基酚代谢物，可与血清蛋白发生反应。

注意

空气、湿度和光敏感

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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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
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
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
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)
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