5-{2-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]ethyl}-6-chloro-2,3-dihydro-1H-indole-2,3-dione

• ChemBase编号: 176117
• 分子式: C21H19ClN4O2S
• 平均质量: 426.91916
• 单一同位素质量: 426.09172455
• SMILES: c1c2c(cc(c1Cl)CCN1CCN(CC1)c1nsc3c1cccc3)C(=O)C(=O)N2
• Canonical SMILES: O=C1Nc2c(C1=O)cc(c(c2)Cl)CCN1CCN(CC1)c1nsc2c1cccc2
• InChI: InChI=1S/C21H19ClN4O2S/c22-16-12-17-15(19(27)21(28)23-17)11-13(16)5-6-25-7-9-26(10-8-25)20-14-3-1-2-4-18(14)29-24-20/h1-4,11-12H,5-10H2,(H,23,27,28)
• InChIKey: VWHQRPYTDLERQO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-{2-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]ethyl}-6-chloro-2,3-dihydro-1H-indole-2,3-dione
• IUPAC传统名: 5-{2-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]ethyl}-6-chloro-1H-indole-2,3-dione
• 别名: 5-[2-[4-(1,2-Benzisothiazol-3-yl)piperazin-1-yl]ethyl]-6-chloro-1H-indole-2,3-dione; Ziprasidone Impurity B; 3-Oxo Ziprasidone(Ziprasidone Impurity B)

登记号

• CAS号: 1159977-56-6
• PubChem SID: 164232027
• PubChem CID: 46782656

理论计算性质

• Acid pKa: 8.901757
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 4.0506554
• LogD (pH = 7.4): 4.7938075
• Log P: 4.83354
• 摩尔折射率: 117.6149 cm^3
• 极化性: 44.196575 Å^3
• 极化表面积: 65.54 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - O870475

3-Oxo Ziprasidone is an impurity of the antipsychotic drug Ziprasidone. Ziprasidone impurity B.

参考文献

• Harrison, T., et al.: CNS Drugs, 20, 1027 (2006)
• Greenberg, W., et al.: CNS Drug Rev., 13, 137 (2006)
• Farina, C., et al.: J. Pharm. Biomed. Anal., 46, 471 (2006)