N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide

• ChemBase编号: 91335
• 分子式: C8H7NO2
• 平均质量: 149.14668
• 单一同位素质量: 149.04767847
• SMILES: N(=C\1/C=CC(=O)C=C1)\C(=O)C
• Canonical SMILES: O=C1C=C/C(=N/C(=O)C)/C=C1
• InChI: InChI=1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3
• InChIKey: URNSECGXFRDEDC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide
• IUPAC传统名: NABQ; N-acetyl-p-benzoquinone
• 别名: N-乙酰基对苯醌亚胺; N-乙酰苯醌亚胺; N-Acetyl-1,4-benzoquinone imine; N-(4-Oxocyclohexa-2,5-dien-1-ylidene)acetamide; N-(4-Oxo-1-cyclohexa-2,5-dienylidene)acetamide; NAPQI; N-Acetyl-p-benzo-quinoneimine; N-Acetylbenzoquinoneimine; 4-(Acetylimino)-2,5-cyclohexadien-1-one; Acetimidoquinone; N-Acetyl-p-benzoquinonimine; N-Acetyl-4-benzoquinone Imine

登记号

• CAS号: 50700-49-7
• MDL号: MFCD00078909
• PubChem SID: 24891199; 162078039
• PubChem CID: 39763

理论计算性质

• Acid pKa: 19.13852
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.5732796
• LogD (pH = 7.4): 0.5732803
• Log P: 0.57328033
• 摩尔折射率: 42.4518 cm^3
• 极化性: 15.1395445 Å^3
• 极化表面积: 46.5 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ether; Ethyl Acetate,
• 外观: Pale Yellow Solid
• 熔点: 74-75°C

安全信息

• 保存条件: Amber Vial, -86?C Freezer, Under Inert Atmosphere
• 保存注意事项: Irritant/Store at -20°C
• RTECS编号: AC6960000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• Empirical Formula (Hill Notation): C8H7NO2

详细说明

Apollo Scientific Ltd - OR7000T

Toxic metabolite of acetaminophen, which reacts with serum proteins.

Sigma Aldrich - A7300

Other Notes
对乙酰氨基酚代谢物，可与血清蛋白发生反应。
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A7300.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
包装
1, 5 mg in serum btl
Application
Reactant involved in:
• Redox reactions1
• Hydrohalogenation2
• pH dependent reactions: in acidic media it is hydrolyzed, hydroxylated in alkaline media, and dimerized at intermediate pHs3
• Mediation of acetaminophen hepatotoxicity4
• Studies to identify the utility of acetaminophen for treating autoimmune disorders5

Toronto Research Chemicals - A170000

A toxic metabolite of Acetaminophen (A161220), which reacts with serum proteins.

参考文献

• Jaeschke, H., et al.: J. Pharmacol. Exp. Ther., 255, 935 (1990)
• Jaeschke, H., et al.: Toxicol. Lett., 144, 279 (1990)
• Jaeschke, H., et al.: Toxicol. Sci., 89, 31 (1990)
• Ray, S., et al.: Toxicol. Appl. Pharmacol., 106, 346 (1990)