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

• ChemBase编号: 171514
• 分子式: C9H11IN2O5
• 平均质量: 354.09851
• 单一同位素质量: 353.97126946
• SMILES: [C@H]1(C[C@@H](O[C@@H]1CO)n1cc(c(=O)[nH]c1=O)I)O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@H]1O)n1cc(I)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6-,7-/m1/s1
• InChIKey: XQFRJNBWHJMXHO-FSDSQADBSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-3H-pyrimidine-2,4-dione
• 别名: 2’-Deoxy-5-iodouridine; 5-Iodo-2'-deoxy-D-uridine; 1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil; IdU; IUdR; Dendrid; Emanil; NSC 39661; Ophthalmadine; Herpesil; Herpidu; Herplex; Stoxil; Stoxip; Synmiol; Virudox; Idoxuridine

登记号

• CAS号: 54-42-2
• PubChem SID: 164227424
• PubChem CID: 511644

理论计算性质

• Acid pKa: 8.056083
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -0.5301102
• LogD (pH = 7.4): -0.6144564
• Log P: -0.5289186
• 摩尔折射率: 64.4039 cm^3
• 极化性: 25.542524 Å^3
• 极化表面积: 99.1 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

• 外观: Crystalline Solid
• 熔点: 160°C dec.

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - I205750

Antitumor nucleoside enantiomer thymidine kinase used as potential antiviral agents.

参考文献

• Chang, C., et al.: J. Biol. Chem., 267, 22414 (1992)
• Pressacco, J., et al.: Cancer Res., 54, 3772 (1992)