2-hydroxy-N-{2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethyl}propanamide

• ChemBase编号: 177343
• 分子式: C16H21NO3
• 平均质量: 275.34284
• 单一同位素质量: 275.15214354
• SMILES: c1c2c(c3c(c1)CC[C@H]3CCNC(=O)C(C)O)CCO2
• Canonical SMILES: O=C(C(O)C)NCC[C@@H]1CCc2c1c1CCOc1cc2
• InChI: InChI=1S/C16H21NO3/c1-10(18)16(19)17-8-6-12-3-2-11-4-5-14-13(15(11)12)7-9-20-14/h4-5,10,12,18H,2-3,6-9H2,1H3,(H,17,19)/t10?,12-/m0/s1
• InChIKey: FGFNIJYHXMJYJN-KFJBMODSSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-N-{2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethyl}propanamide
• IUPAC传统名: 2-hydroxy-N-{2-[(8S)-1H,2H,6H,7H,8H-indeno[5,4-b]furan-8-yl]ethyl}propanamide
• 别名: 2-Hydroxy-N-[2-[(8S)-1,6,7,8-tetrahydro-2H-cyclopenta[e]benzofuran-8-yl]ethyl]-propanamide; Ramelteon Metabolite M-II (mixture of R and S at the hydroxy position)

登记号

• CAS号: 896736-21-3
• PubChem SID: 164233253
• PubChem CID: 46783414

理论计算性质

• Acid pKa: 13.4761305
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.6215388
• LogD (pH = 7.4): 1.6215384
• Log P: 1.6215388
• 摩尔折射率: 77.0877 cm^3
• 极化性: 29.636501 Å^3
• 极化表面积: 58.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 96-98°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - R110060

The major metabolite of Ramelteon in serum (M-II).

参考文献

• Karim, A., et al.: J. Clin. Pharmacol., 44, 1210 (2004)
• Prescott, E., et al.: Drug Metab. Rev., 36, 203 (2004)
• Kato, K., et al.: Neuropharmacology, 48, 301 (2004)
• Karim, A., et al.: J. Clin. Pharmacol., 46, 140 (2004)