(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl][6-(2H3)methoxyquinolin-4-yl]methanol

• ChemBase编号: 177279
• 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-LHHVKLHASA-N

名称和登记号

名称

• IUPAC标准名: (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl][6-(^2H₃)methoxyquinolin-4-yl]methanol
• IUPAC传统名: (S)-[(1S,2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl][6-(^2H₃)methoxyquinolin-4-yl]methanol
• 别名: (8R,9S)-Quinidine-d3; Chinidin-d3; Cin-quin-d3; Conchinin-d3; Conchinine-d3; Conquinine-d3; Kinidin-d3; Pitayin-d3; Pitayine-d3; β-Quinidine-d3; β-Quinine-d3; Quinidine-d3; (9S)-6’-Methoxycinchonan-9-ol-d3; (+)-Quinidine-d3

登记号

• PubChem SID: 164233189
• PubChem CID: 71751934

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: 38.35166 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; Methanol; Water
• 外观: Off-White to Tan Solid
• 熔点: 170-172°C

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - Q685002

A dextrorotatory stereoizomer of Quinine. Antiarrhythmic (class IA). Antimalarial.

参考文献

• Loutfy, M.A., et al.: Anal. Profiles Drug Subs., 12, 483 (1983)
• Mason, J. W., et al.: Ann. N. Y. Acad. Sci., 432, 162 (1983)