(3S)-1-{4,4-bis[3-(2H3)methylthiophen-2-yl]but-3-en-1-yl}piperidine-3-carboxylic acid hydrochloride

• ChemBase编号: 178616
• 分子式: C20H26ClNO2S2
• 平均质量: 412.00894
• 单一同位素质量: 411.10934876
• SMILES: C(=C\CCN1C[C@H](CCC1)C(=O)O)(/c1c(ccs1)C)\c1c(ccs1)C.Cl
• Canonical SMILES: OC(=O)[C@H]1CCCN(C1)CC/C=C(/c1sccc1C)\c1sccc1C.Cl
• InChI: InChI=1S/C20H25NO2S2.ClH/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23;/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23);1H/t16-;/m0./s1
• InChIKey: YUKARLAABCGMCN-NTISSMGPSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-1-{4,4-bis[3-(^2H₃)methylthiophen-2-yl]but-3-en-1-yl}piperidine-3-carboxylic acid hydrochloride
• IUPAC传统名: (3S)-1-{4,4-bis[3-(^2H₃)methylthiophen-2-yl]but-3-en-1-yl}piperidine-3-carboxylic acid hydrochloride
• 别名: (3R)-1-[4,4-Bis(3-(methyl-d3)-2-thienyl)-3-butenyl]-3-piperidinecarboxylic Acid Hydrochloride; Gabitril-d6; Tiagabine-methyl-d6 Hydrochloride

登记号

• PubChem SID: 164234526
• PubChem CID: 71752556

理论计算性质

• Acid pKa: 4.1433096
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.5883915
• LogD (pH = 7.4): 2.59872
• Log P: 2.6014485
• 摩尔折射率: 115.3171 cm^3
• 极化性: 40.464695 Å^3
• 极化表面积: 40.54 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: DMSO; Methanol
• 外观: Off-White Solid
• 熔点: 108-110°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - T436403

A deuterated GABA uptake inhibitor. Anticonvulsant.

参考文献

• Andersen, K.E., et al.: J. Med. Chem., 36, 1716 (1993)
• Fangold, C.L., et al.: Exp. Neurology, 126, 225 (1993)
• Bauer, J., et al.: J. Epilepsy, 8, 83 (1993)