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

• ChemBase编号: 162819
• 分子式: C9H11BrN2O5
• 平均质量: 307.09804
• 单一同位素质量: 305.98513346
• SMILES: [C@H]1(C[C@@H](O[C@@H]1CO)n1c(=O)[nH]c(=O)c(c1)Br)O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@H]1O)n1cc(Br)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11BrN2O5/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: WOVKYSAHUYNSMH-FSDSQADBSA-N

名称和登记号

名称

• IUPAC标准名: 5-bromo-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 5-bromo-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• 别名: 2'-Deoxy-5-bromorouridine; (+)-5-Bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; Bromodeoxyuridine; Broxuridine; NSC 38297; 5-Bromo-2'-deoxyuridine

登记号

• CAS号: 59-14-3
• PubChem SID: 162256954
• PubChem CID: 7195999

理论计算性质

• Acid pKa: 8.040324
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -0.690346
• LogD (pH = 7.4): -0.77750033
• Log P: -0.68911046
• 摩尔折射率: 58.6642 cm^3
• 极化性: 23.204786 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

• 溶解度: Water
• 外观: Off-White Fine Needles
• 熔点: 187-189°C

安全信息

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

详细说明

Toronto Research Chemicals - B683250

A Thymidine analogue used as a mutagen in genetic research. Selectively incorporated into cellular DNA during S-phase.

参考文献

• Boccadoro, M., et al.: Tumor, 72, 135 (1986)
• Fivan, A. L.: Flow Cytometry, First Principles, New York, (1986)