5-Brom-5'-O-p-tosyl-2'-deoxyuridin | 41111-60-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5-Brom-5'-O-p-tosyl-2'-deoxyuridin
• 英文别名: 5'-O-Tosyl-5-bromo-2'-deoxyuridine；5-Bromo-5'-O-p-tolylsulphonyl-2'-deoxyuridine；5-bromo-O^5'-(toluene-4-sulfonyl)-2'-deoxy-uridine；[(2R,3S,5R)-5-(5-bromo-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl 4-methylbenzenesulfonate
• CAS: 41111-60-8
• 化学式: C₁₆H₁₇BrN₂O₇S
• 分子量: 461.29
• InChiKey: BSBXWVYQWWFKHW-BFHYXJOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-bromo-3'-(4-methoxytrityl)-2'-deoxyuridine 5'-ethyl>glycyl ester> 、 5-Brom-5'-O-p-tosyl-2'-deoxyuridin 生成 5-bromo-2'-deoxyuridine 5'-ethyl>glycyl ester>
  参考文献：
  名称：

  SAARI, WALFRED S.;SCHWERING, JOHN E.;LYLE, PAULETTE A.;SMITH, STEVEN J.;E+, J. MED. CHEM., 33,(1990) N, C. 2590-2595

  摘要：

  DOI：

文献信息

• Cyclization-activated prodrugs. Basic esters of 5-bromo-2'-deoxyuridine
  作者：Walfred S. Saari、John E. Schwering、Paulette A. Lyle、Steven J. Smith、Edward L. Engelhardt

  DOI：10.1021/jm00171a038

  日期：1990.9

  Some 3'- and 5'-[[(alkylamino)ethyl]glycyl] esters of 5-bromo-2'-deoxyuridine were prepared and evaluated in vitro as progenitors of the parent alcohol. The esters proved to be relatively stable at low pH but released 5-bromo-2'-deoxyuridine cleanly at rates which were pH and structure dependent. These basic esters are examples of cyclization-activated prodrugs in which generation of active drug is not linked to enzymatic cleavage but rather results from an intramolecular cyclization-elimination reaction.
• SAARI, WALFRED S.;SCHWERING, JOHN E.;LYLE, PAULETTE A.;SMITH, STEVEN J.;E+, J. MED. CHEM., 33,(1990) N, C. 2590-2595
  作者：SAARI, WALFRED S.、SCHWERING, JOHN E.、LYLE, PAULETTE A.、SMITH, STEVEN J.、E+

  DOI：——

  日期：——