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N-乙酰苯醌亚胺

N-乙酰苯醌亚胺用途

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]。

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N-乙酰苯醌亚胺名称

[ CAS 号 ]:
50700-49-7

[ 中文名 ]:
N-乙酰苯醌亚胺

[ 英文名 ]:
N-Acetylimidoquinone

[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

N-乙酰苯醌亚胺生物活性

[ 描述 ]:

[ 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.

N-乙酰苯醌亚胺物理化学性质

[ 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

N-乙酰苯醌亚胺毒性和生态

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

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N-乙酰苯醌亚胺安全信息

[ 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

N-乙酰苯醌亚胺合成路线

详细合成路线

N-乙酰苯醌亚胺上下游产品

N-乙酰苯醌亚胺上游产品

N-乙酰苯醌亚胺下游产品

N-乙酰苯醌亚胺海关

[ 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%

N-乙酰苯醌亚胺文献

Targeting mitochondria with methylene blue protects mice against acetaminophen-induced liver injury.

Hepatology 61(1) , 326-36, (2015)

Acetaminophen (APAP) overdose is a frequent cause of drug-induced liver injury and the most frequent cause of acute liver failure in the Western world. Previous studies with mouse models have revealed...

Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases.

Int. J. Clin. Pharmacol. Ther. 45(9) , 496-503, (2007)

Paracetamol (PCM) is frequently used in pediatric patients with neoplastic disease. It is metabolized mainly by conjugation, but at therapeutic concentrations, a small fraction of the drug undergoes o...

Use of a systems model of drug-induced liver injury (DILIsym®) to elucidate the mechanistic differences between acetaminophen and its less-toxic isomer, AMAP, in mice

Toxicol. Lett. 226(2) , 163-72, (2014)

Acetaminophen (APAP) has been used as a probe drug to investigate drug-induced liver injury (DILI). In mice, 3′-hydroxyacetanilide (AMAP), a less-toxic isomer of APAP, has also been studied as a negat...

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