50700-49-7

• 常用中文名：N-乙酰苯醌亚胺
• 常用英文名：N-Acetylimidoquinone
• CAS号：50700-49-7
• 分子式：C₈H₇NO₂
• 分子量：149.147
• 相关类别： 研究领域 代谢疾病
• 发布时间：2018-08-17 20:11:28
• 更新时间：2025-08-21 12:21:56
• NAPQI是对乙酰氨基酚的有毒代谢产物。NAPQI也是维生素K循环中酶的抑制剂。NAPQI通过谷胱甘肽(GSH)快速解毒,但在缺乏GSH的情况下,过量的NAPQI与蛋白质中的半胱氨酸残基反应,导致肝细胞死亡和毒性[1][2]。

名称

• 中文名: N-乙酰苯醌亚胺
• 英文名: N-acetyl-1,4-benzoquinone imine
• 英文别名: Acetimidoquinone; N-Acetyl-1,4-benzoquinone imine; N-Acetyl-p-benzoquinonimine; p-benzoquinonimine, N-acetyl-; N-(4-Oxo-2,5-cyclohexadien-1-ylidene)acetamide; N-Acetyl-P-benzoquinoneimine; N-Acetyl-4-benzoquinone Imine; N-acetyl-4-benzoquinoneimine; Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)-; N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide; NAPQI; N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide,N-Acetyl-p-benzo-quinoneimine,NAPQI

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 255.6±43.0 °C at 760 mmHg
• 熔点: 74-75ºC
• 分子式: C₈H₇NO₂
• 分子量: 149.147
• 闪点: 101.6±33.5 °C
• 精确质量: 149.047684
• PSA: 46.50000
• LogP: 0.38
• 外观性状: 黄色结晶固体
• 蒸汽压: 0.0±0.5 mmHg at 25°C
• 折射率: 1.545
• 储存条件: -20°C

生物活性

• 描述: NAPQI是对乙酰氨基酚的有毒代谢产物。NAPQI也是维生素K循环中酶的抑制剂。NAPQI通过谷胱甘肽(GSH)快速解毒,但在缺乏GSH的情况下,过量的NAPQI与蛋白质中的半胱氨酸残基反应,导致肝细胞死亡和毒性[1][2]。
• 相关类别:
  研究领域 >> 代谢疾病
• 靶点:

  Human Endogenous Metabolite

• 参考文献:

  [1]. Jiang D, et al. Organ-Specific Screening for Protein Damage Using Magnetic Bead Bioreactors and LC-MS/MS. Anal Chem. 2020 Apr 7;92(7):5337-5345.

  [2]. Thijssen HH, et al. Paracetamol (acetaminophen) warfarin interaction: NAPQI, the toxic metabolite of paracetamol, is an inhibitor of enzymes in the vitamin K cycle. Thromb Haemost. 2004 Oct;92(4):797-802.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AC6960000 CHEMICAL NAME : Acetamide, N-(4-oxo-2,5-cyclohexadien-1-ylidene)- CAS REGISTRY NUMBER : 50700-49-7 LAST UPDATED : 199612 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C8-H7-N-O2 MOLECULAR WEIGHT : 149.16 WISWESSER LINE NOTATION : L6V DYJ DUNV1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 20 mg/kg TOXIC EFFECTS : Blood - change in clotting factors REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 25,885,1982

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• RTECS号: AC6960000
• 海关编码: 2924299090

合成路线

103-90-2 ~92% 50700-49-7

文献：Bessems; Te Koppele; Van Dijk; Van Stee; Commandeur; Vermeulen Xenobiotica, 1996 , vol. 26, # 6 p. 647 - 666

99512-61-5 ~% 67-56-1 50700-49-7

文献：Novak, Michael; Pelecanou, Maria; Pollack, Lee Journal of the American Chemical Society, 1986 , vol. 108, # 1 p. 112 - 120

99512-61-5 ~% 103-90-2 3964-54-3 50700-49-7 详细

文献：Novak, Michael; Pelecanou, Maria; Pollack, Lee Journal of the American Chemical Society, 1986 , vol. 108, # 1 p. 112 - 120

63975-21-3 ~% 50700-49-7

文献：Calder, Ian C.; Hart, Sandra J.; Healey, Kevin; Ham, Kathryn N. Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 988 - 993

696-33-3 123-30-8 ~% 536-80-1 50700-49-7

文献：Verma, Krishna K.; Jain, Archana Analytical Chemistry, 1986 , vol. 58, # 4 p. 821 - 824

103-90-2 ~% 50700-49-7 98555-06-7 51288-37-0 详细

文献：Ohta; Oribe; Ide; Takitani Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 11 p. 4634 - 4637

上下游产品

上游产品  4
103-90-2 63975-21-3 696-33-3 123-30-8
下游产品  6
37398-23-5 103-90-2 3964-54-3 106-51-4
60-35-5 7403-75-0

海关

海关编码	2924299090
中文概述	2924299090. 其他环酰胺（包括环氨基甲酸酯）（包括其衍生物以及他们的盐）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 包装
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%