(2R,5S)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolane-2-carboxylic acid

• ChemBase编号: 172173
• 分子式: C8H9N3O4S
• 平均质量: 243.23976
• 单一同位素质量: 243.03137678
• SMILES: S1C[C@H](O[C@H]1C(=O)O)n1c(=O)nc(cc1)N
• Canonical SMILES: Nc1ccn(c(=O)n1)[C@@H]1CS[C@@H](O1)C(=O)O
• InChI: InChI=1S/C8H9N3O4S/c9-4-1-2-11(8(14)10-4)5-3-16-7(15-5)6(12)13/h1-2,5,7H,3H2,(H,12,13)(H2,9,10,14)/t5-,7+/m0/s1
• InChIKey: PIIRVEZNDVLYQA-CAHLUQPWSA-N

名称和登记号

名称

• IUPAC标准名: (2R,5S)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolane-2-carboxylic acid
• IUPAC传统名: (2R,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-1,3-oxathiolane-2-carboxylic acid
• 别名: (2R-cis)-5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic Acid; Lamivudine Acid

登记号

• CAS号: 173829-09-9
• PubChem SID: 164228083
• PubChem CID: 15462288

理论计算性质

• Acid pKa: 3.270637
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -2.985684
• LogD (pH = 7.4): -4.2070246
• Log P: -0.774833
• 摩尔折射率: 55.0319 cm^3
• 极化性: 21.34842 Å^3
• 极化表面积: 105.22 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: White Solid
• 熔点: 230-233°C

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - L172490

Lamivudine Acid is an impurity of Lamivudine (L172500). Impurity A per European Pharmacopoeia.

参考文献

• Dwyer, O., et al.: Synlett, 11, 1163 (1995)