2-oxopyrrolidine-1-carboxamide

• ChemBase编号: 179772
• 分子式: C5H8N2O2
• 平均质量: 128.12922
• 单一同位素质量: 128.05857751
• SMILES: N1(C(=O)N)C(=O)CCC1
• Canonical SMILES: NC(=O)N1CCCC1=O
• InChI: InChI=1S/C5H8N2O2/c6-5(9)7-3-1-2-4(7)8/h1-3H2,(H2,6,9)
• InChIKey: XYVMBSCIEDOIJQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-oxopyrrolidine-1-carboxamide
• IUPAC传统名: 2-oxopyrrolidine-1-carboxamide
• 别名: 1-Carbamoyl-2-pyrrolidone; 2-Oxo-1-pyrrolidinecarboxamide; Squamolone

登记号

• CAS号: 40451-67-0
• PubChem SID: 164235682
• PubChem CID: 326996

理论计算性质

• Acid pKa: 15.271453
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.92454654
• LogD (pH = 7.4): -0.92454654
• Log P: -0.92454654
• 摩尔折射率: 30.5005 cm^3
• 极化性: 11.731229 Å^3
• 极化表面积: 63.4 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Potent inhibition of mitochondrial NADH

产品相关信息

• 生物来源: Constit. of Annona squamosa and Hexalobus crispiflorus (Annonaceae). Also from Asimina triloba
• 应用领域: Cytostatic

参考文献

• Yang, T.H. et al., J. Chin. Chem. Soc. (Taipei), 1972, 19, 149; CA, 78, 16151w, (isol, uv, pmr, ms)
• Marquez, V.E. et al., J.O.C., 1980, 45, 5308, (struct, synth, ir, pmr, ms)
• Achenbach, H. et al., Annalen, 1982, 1623, (isol, cmr)
• Zhao, G.-X. et al., Phytochemistry, 1993, 33, 1065, (isol, synth)
• Sahai, M. et al., Indian J. Chem., Sect. B, 1996, 35, 510, (isol, synth, ir, pmr, cmr, ms)