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

• ChemBase编号: 163701
• 分子式: C16H20N2O4
• 平均质量: 304.341
• 单一同位素质量: 304.14230713
• SMILES: c1(ccc2c(c1)c(cn2C(=O)OCC)CCNC(=O)C)OC
• Canonical SMILES: CCOC(=O)n1cc(c2c1ccc(c2)OC)CCNC(=O)C
• InChI: InChI=1S/C16H20N2O4/c1-4-22-16(20)18-10-12(7-8-17-11(2)19)14-9-13(21-3)5-6-15(14)18/h5-6,9-10H,4,7-8H2,1-3H3,(H,17,19)
• InChIKey: BBGYDVCSRYZANP-UHFFFAOYSA-N

名称和登记号

名称

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

登记号

• CAS号: 519186-54-0
• PubChem SID: 162257836
• PubChem CID: 11403946

理论计算性质

• Acid pKa: 15.550703
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.4435208
• LogD (pH = 7.4): 1.443521
• Log P: 1.443521
• 摩尔折射率: 81.9224 cm^3
• 极化性: 32.89102 Å^3
• 极化表面积: 69.56 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: Off-White SOlid

详细说明

Toronto Research Chemicals - C179800

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)