(3S)-1-[4,4-bis(3-methylthiophen-2-yl)-3-oxobutyl]piperidine-3-carboxylic acid; 4-methylbenzene-1-sulfonic acid

• ChemBase编号: 172124
• 分子式: C27H33NO6S3
• 平均质量: 563.74902
• 单一同位素质量: 563.14700078
• SMILES: C(C(=O)CCN1C[C@H](CCC1)C(=O)O)(c1c(ccs1)C)c1c(ccs1)C.c1cc(ccc1C)S(=O)(=O)O
• Canonical SMILES: O=C(C(c1sccc1C)c1sccc1C)CCN1CCC[C@@H](C1)C(=O)O.Cc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C20H25NO3S2.C7H8O3S/c1-13-6-10-25-18(13)17(19-14(2)7-11-26-19)16(22)5-9-21-8-3-4-15(12-21)20(23)24;1-6-2-4-7(5-3-6)11(8,9)10/h6-7,10-11,15,17H,3-5,8-9,12H2,1-2H3,(H,23,24);2-5H,1H3,(H,8,9,10)/t15-;/m0./s1
• InChIKey: PXDIWSZORHMNBU-RSAXXLAASA-N

名称和登记号

名称

• IUPAC标准名: (3S)-1-[4,4-bis(3-methylthiophen-2-yl)-3-oxobutyl]piperidine-3-carboxylic acid; 4-methylbenzene-1-sulfonic acid
• IUPAC传统名: (3S)-1-[4,4-bis(3-methylthiophen-2-yl)-3-oxobutyl]piperidine-3-carboxylic acid; toluenesulfonic acid
• 别名: (R)-1-[4,4-Bis(3-methyl-2-thienyl)-3-oxobutyl]-3-piperidinecarboxylic Acid 4-Methylbenzenesulfonate; Ketotiagabine Tosylate; Tiagabine Impurity 2; Oxotiagabine Tosylate; Keto Tiagabine Tosylate

登记号

• CAS号: 161014-56-8
• PubChem SID: 164228034
• PubChem CID: 71749701

理论计算性质

• Acid pKa: 3.9980218
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.1169772
• LogD (pH = 7.4): 2.095068
• Log P: 2.123709
• 摩尔折射率: 105.8047 cm^3
• 极化性: 40.565353 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - K315050

Keto Tiagabine Tosylate is an impurity of the GABA uptake inhibitor Tiagabine (T436400).

参考文献

• Callen, G. et al.: Heterocycles, 39, 293 (1994)