1-[(2R,4R,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 165941
• 分子式: C10H13FN2O4
• 平均质量: 244.2196232
• 单一同位素质量: 244.08593513
• SMILES: [C@H]1(C[C@@H](O[C@@H]1CO)n1c(=O)[nH]c(=O)c(c1)C)F
• Canonical SMILES: OC[C@H]1O[C@H](C[C@H]1F)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7-,8-/m1/s1
• InChIKey: UXCAQJAQSWSNPQ-BWZBUEFSSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,4R,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 1-[(2R,4R,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• 别名: 1-(3'-Deoxy-3'-fluoro-β-D-pentofuranosyl)thymine; 3'-Fluoro-3'-deoxythymidine; 3'-Fluorodeoxythymidine; 3'-Fluorothymidine; Alovudine; CL 184824; FLT; MIV 310; NSC 140025; 3'-Deoxy-3'-fluoro Thymidine

登记号

• CAS号: 25526-93-6
• PubChem SID: 162260074
• PubChem CID: 42104317

理论计算性质

• Acid pKa: 9.710306
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.22798827
• LogD (pH = 7.4): -0.23005797
• Log P: -0.22796181
• 摩尔折射率: 53.7199 cm^3
• 极化性: 21.151886 Å^3
• 极化表面积: 78.87 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; Methanol
• 外观: White Solid
• 熔点: 167-168°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D235475

An antiviral agent.

参考文献

• Hoffman, B., et al.: J. Med. Chem., 43, 4151 (2000)
• Narayanan, R., et al.: Bioorg. Med. Chem., 13, 3017 (2000)
• Abraham, M., et al.: J. Pharm. Sci., 95, 2091 (2000)