(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol

• ChemBase编号: 177286
• 分子式: C20H24N2O2
• 平均质量: 324.41676
• 单一同位素质量: 324.18377802
• SMILES: c1(ccc2c(c1)c(ccn2)[C@H]([C@H]1N2CC[C@@H](C1)[C@H](C2)C=C)O)OC
• Canonical SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O
• InChI: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
• InChIKey: LOUPRKONTZGTKE-WZBLMQSHSA-N

名称和登记号

名称

• IUPAC标准名: (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• IUPAC传统名: quinine
• 别名: (8α,9R)-6’-Methoxycinchonan-9-ol; (-)-Quinine; (8S,9R)-Quinine; (R)-(-)-Quinine; 6'-Methoxycinchonidine; Chinine; NSC 192949; Quinine; Quinine

登记号

• CAS号: 130-95-0
• PubChem SID: 164233196
• PubChem CID: 3034034

理论计算性质

• Acid pKa: 13.892048
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.7213722
• LogD (pH = 7.4): 0.863951
• Log P: 2.513464
• 摩尔折射率: 94.6936 cm^3
• 极化性: 38.350784 Å^3
• 极化表面积: 45.59 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; Ethyl Acetate
• 外观: Powder; White to Off-White Solid
• 熔点: 174-176°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - Q694000

Primary alkaloid of various species of Cinchona (Rubiaceae). Optical isomer of Quinidine. Antimalarial; muscle relaxant (skeletal).

参考文献

• Muhtadi, F.J., et al.: Anal. Profiles Drug Subs., 12, 547 (1983)
• Kremsner, P.G., et al.: J. Infect. Dis., 169, 467 (1983)