ethyl 6-acetyl-3-(2-acetamidoethyl)-5-methoxy-1H-indole-1-carboxylate

• ChemBase编号: 159190
• 分子式: C18H22N2O5
• 平均质量: 346.37768
• 单一同位素质量: 346.15287181
• SMILES: c1(c(cc2c(c1)c(cn2C(=O)OCC)CCNC(=O)C)C(=O)C)OC
• Canonical SMILES: CCOC(=O)n1cc(c2c1cc(C(=O)C)c(c2)OC)CCNC(=O)C
• InChI: InChI=1S/C18H22N2O5/c1-5-25-18(23)20-10-13(6-7-19-12(3)22)15-9-17(24-4)14(11(2)21)8-16(15)20/h8-10H,5-7H2,1-4H3,(H,19,22)
• InChIKey: LDCAAXMIAGUBJA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 6-acetyl-3-(2-acetamidoethyl)-5-methoxy-1H-indole-1-carboxylate
• IUPAC传统名: ethyl 6-acetyl-3-(2-acetamidoethyl)-5-methoxyindole-1-carboxylate
• 别名: 6-Acetyl-3-[2-(acetylamino)ethyl]-5-methoxy-H-indole-1-carboxylic Acid Ethyl Ester; 6-Acetyl-N-caboxylate Melatonin Ethyl Ester

登记号

• CAS号: 188397-05-9
• PubChem SID: 162253325
• PubChem CID: 11772361

理论计算性质

• Acid pKa: 15.078019
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.0011684
• LogD (pH = 7.4): 1.0011685
• Log P: 1.0011685
• 摩尔折射率: 92.3252 cm^3
• 极化性: 36.642216 Å^3
• 极化表面积: 86.63 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: Yellow Solid

详细说明

Toronto Research Chemicals - A171960

Used in the preparation of 6-hydroxymelatonin (H944625), a human metabolite of melatonin (M215000).

参考文献

• Karam, O. et al.: Tetrahedron Lett. 44, 1511 (2003)