6-(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)pyridine-3-carboxylic acid

• ChemBase编号: 166162
• 分子式: C18H16N2O5S
• 平均质量: 372.39504
• 单一同位素质量: 372.07799262
• SMILES: n1cc(ccc1CCOc1ccc(cc1)CC1C(=O)NC(=O)S1)C(=O)O
• Canonical SMILES: O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCc1ccc(cn1)C(=O)O
• InChI: InChI=1S/C18H16N2O5S/c21-16-15(26-18(24)20-16)9-11-1-5-14(6-2-11)25-8-7-13-4-3-12(10-19-13)17(22)23/h1-6,10,15H,7-9H2,(H,22,23)(H,20,21,24)
• InChIKey: SLOBZACXYXBLIT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)pyridine-3-carboxylic acid
• IUPAC传统名: 6-(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)pyridine-3-carboxylic acid
• 别名: 6-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-3-pyridinecarboxylic Acid; 5-Desethyl 5-Carboxy Pioglitazone

登记号

• CAS号: 186751-40-6
• PubChem SID: 162260295
• PubChem CID: 45038858

理论计算性质

• Acid pKa: 1.9513911
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.51592845
• LogD (pH = 7.4): -1.7248821
• Log P: 0.9402652
• 摩尔折射率: 95.0048 cm^3
• 极化性: 36.7299 Å^3
• 极化表面积: 105.59 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: Off-White to Light Yellow Solid
• 熔点: 109-114°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - D288870

A metabolite of Pioglitazone (P471000). Antidiabetic.

参考文献

• Krieter, P., et al.: Drug Metab. Dispos., 22, 625 (1994)
• Tanis, S., et al.: J. Med. Chem., 39, 5053 (1994)
• Chilcott, J., et al.: Clin. Ther., 23, 1792 (1994)