4-[(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]quinolin-6-ol

• ChemBase编号: 166465
• 分子式: C19H22N2O2
• 平均质量: 310.39018
• 单一同位素质量: 310.16812795
• SMILES: c1(ccc2c(c1)c(ccn2)[C@@H]([C@@H]1N2CCC(C1)[C@H](C2)C=C)O)O
• Canonical SMILES: C=C[C@H]1CN2CCC1C[C@@H]2[C@H](c1ccnc2c1cc(O)cc2)O
• InChI: InChI=1S/C19H22N2O2/c1-2-12-11-21-8-6-13(12)9-18(21)19(23)15-5-7-20-17-4-3-14(22)10-16(15)17/h2-5,7,10,12-13,18-19,22-23H,1,6,8-9,11H2/t12-,13?,18+,19-/m0/s1
• InChIKey: VJFMSYZSFUWQPZ-USOYXDPFSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]quinolin-6-ol
• IUPAC传统名: 4-[(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](hydroxy)methyl]quinolin-6-ol
• 别名: (9S)-9-Diol Cinchonan-6’; 6’-Hydroxycinchonine; Cupreidine; O-Demethylquinidine; O-Desmethyl Quinidine

登记号

• CAS号: 70877-75-7
• PubChem SID: 162260598
• PubChem CID: 45038896

理论计算性质

• Acid pKa: 9.756925
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.86843485
• LogD (pH = 7.4): 0.71408486
• Log P: 1.958033
• 摩尔折射率: 90.2113 cm^3
• 极化性: 36.43055 Å^3
• 极化表面积: 56.59 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Pale Yellow Solid
• 熔点: 149-152°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - D292140

A metabolite of Quinidine.

参考文献

• Small, D.L., et al.: J. Chem. Med., 22, 1014 (1979)
• Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1979)
• Rakhir, A., et al.: J. Pharmacokinet. Biopharm., 12, 1 (1979)
• Christie, D.J., et al.: J. Lab. Clin. Med., 112, 92 (1979)