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

• ChemBase编号: 72661
• 分子式: C10H12N2O4
• 平均质量: 224.21328
• 单一同位素质量: 224.07970687
• SMILES: O1C(C=CC1CO)n1c(=O)[nH]c(=O)c(c1)C
• Canonical SMILES: Cc1cn(C2OC(C=C2)CO)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)
• InChIKey: XNKLLVCARDGLGL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• 别名: Zerit; Stavudine

登记号

• CAS号: 3056-17-5
• PubChem SID: 162037586
• PubChem CID: 5155

理论计算性质

• Acid pKa: 9.952853
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.23182122
• LogD (pH = 7.4): -0.23300652
• Log P: -0.2318061
• 摩尔折射率: 55.3163 cm^3
• 极化性: 21.057823 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

安全信息

• 保存条件: -20°C

药理学性质

• 作用靶点: Reverse transcriptase

产品相关信息

• 成盐信息: Free Base
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Selleck Chemicals - S1398

Research Area: Infection
Biological Activity:
Stavudine is a nucleoside analog reverse transcriptase inhibitor (NARTI) active against HIV. Stavudine is an analog of thymidine. It is phosphorylated by cellular kinases into active triphosphate. Stavudine triphosphate inhibits the HIV reverse transcriptase by competing with natural substrate, thymidine triphosphate. It also causes termination of DNA synthesis by incorporating into it. [1]

参考文献

• http://en.wikipedia.org/wiki/Stavudine