5,5-dimethyl-2-[(2-phenoxyacetamido)methyl]-1,3-thiazolidine-4-carboxylic acid

• ChemBase编号: 176395
• 分子式: C15H20N2O4S
• 平均质量: 324.3953
• 单一同位素质量: 324.11437813
• SMILES: C1(SC(NC1C(=O)O)CNC(=O)COc1ccccc1)(C)C
• Canonical SMILES: O=C(COc1ccccc1)NCC1NC(C(S1)(C)C)C(=O)O
• InChI: InChI=1S/C15H20N2O4S/c1-15(2)13(14(19)20)17-12(22-15)8-16-11(18)9-21-10-6-4-3-5-7-10/h3-7,12-13,17H,8-9H2,1-2H3,(H,16,18)(H,19,20)
• InChIKey: NABJOXIJXQOSPN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5,5-dimethyl-2-[(2-phenoxyacetamido)methyl]-1,3-thiazolidine-4-carboxylic acid
• IUPAC传统名: 5,5-dimethyl-2-[(2-phenoxyacetamido)methyl]-1,3-thiazolidine-4-carboxylic acid
• 别名: 5,5-Dimethyl-2-[[(2-phenoxyacetyl)amino]methyl]-4-thiazolidinecarboxylic Acid; Penilloic Acid V; Phenoxymethylpenilloic Acid (Mixture of Diastereomers)

登记号

• CAS号: 4847-29-4
• PubChem SID: 164232305
• PubChem CID: 4188041

理论计算性质

• Acid pKa: 2.8038218
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -1.1468276
• LogD (pH = 7.4): -1.6614703
• Log P: -1.1378448
• 摩尔折射率: 83.0159 cm^3
• 极化性: 33.20496 Å^3
• 极化表面积: 87.66 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: Methanol; Water
• 外观: White Solid
• 熔点: 146-148°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - P298250

A degradation product of Penicillins. A reversible competitive inhibitor of Penicillinase, β-Lactamase 1.

参考文献

• Kiener, P.A., et al.: Biochem. J., 169, 197 (1978)
• Hilder, E., et al.: Electrophoresis, 23, 414 (1978)
• Pajchel, G., et al.: J. Pharm. Biomed. Anal., 32, 59 (1978)