(4R)-3-[(2S)-5-oxopyrrolidine-2-carbonyl]-1,3-thiazolidine-4-carboxylic acid

• ChemBase编号: 119547
• 分子式: C9H12N2O4S
• 平均质量: 244.26758
• 单一同位素质量: 244.05177787
• SMILES: N1(C(=O)[C@H]2NC(=O)CC2)[C@H](C(=O)O)CSC1
• Canonical SMILES: O=C1CC[C@H](N1)C(=O)N1CSC[C@H]1C(=O)O
• InChI: InChI=1S/C9H12N2O4S/c12-7-2-1-5(10-7)8(13)11-4-16-3-6(11)9(14)15/h5-6H,1-4H2,(H,10,12)(H,14,15)/t5-,6-/m0/s1
• InChIKey: UUTKICFRNVKFRG-WDSKDSINSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-3-[(2S)-5-oxopyrrolidine-2-carbonyl]-1,3-thiazolidine-4-carboxylic acid
• IUPAC传统名: pidotimod; (4R)-3-[(2S)-5-oxopyrrolidine-2-carbonyl]-1,3-thiazolidine-4-carboxylic acid
• 别名: Pidotimod; (R)-3-((S)-5-oxopyrrolidine-2-carbonyl)thiazolidine-4-carboxylic acid; Polimod; Pidotimod; Axil; Onaka; Pigitil

登记号

• CAS号: 121808-62-6
• PubChem SID: 162108072
• PubChem CID: 65944

理论计算性质

• Acid pKa: 3.5657098
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -3.221541
• LogD (pH = 7.4): -4.647885
• Log P: -1.2931193
• 摩尔折射率: 55.8341 cm^3
• 极化性: 22.043678 Å^3
• 极化表面积: 86.71 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

药理学性质

• 作用靶点: Others
• 生物活性机理: Activator of T-lymphocyctes and stimulator of granulocytes and macrophages

产品相关信息

• 纯度: 95+%
• 成盐信息: Free Base
• 简要说明: Isomers
• 应用领域: Immunomodulator; Used for treatment of recurrent respiratory infections

参考文献

• Eur. Pat., 1988, Poli Ind Chim, 276 752; CA, 109, 190876e, (synth, pharmacol)
• Coppi, G. et al., J. Chromatogr., 1991, 563, 385, (hplc)
• Migliorati, G. et al., Immunopharmacol. Immunotoxicol., 1992, 14, 737, (pharmacol)
• Pugliese, A. et al., Int. J. Immunother., 1992, 8, 212
• Dal Bo, L. et al., Boll. Chim. Farm., 1993, 132, 126, (hplc)
• Arzneim.-Forsch., 1994, 44, 1399, (numerous papers)
• Chiarenza, A. et al., Pharmacol. Toxicol., 1994, 74, 262, (pharmacol)
• Ayala, D.J. et al., Acta Cryst. C, 1995, 51, 473, (cryst struct)