5-bromo-2'-deoxyuridine 5'-ethyl>glycyl ester> | 130328-08-4

• 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-bromo-2'-deoxyuridine 5'-ethyl>glycyl ester>
• 英文别名: [(2R,3S,5R)-5-(5-bromo-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl 2-[2-[2-cyclohexylethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate
• CAS: 130328-08-4
• 化学式: C₃₁H₄₉BrN₄O₁₀
• 分子量: 717.655
• InChiKey: BNIAUISPEFIWSF-RBZQAINGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  46.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  169.7
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  5-bromo-2'-deoxyuridine 5'-ethyl>glycyl ester> 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 0.75h， 以75%的产率得到5-bromo-2'-deoxyuridine 5'-(N-(2-((2-cyclohexylethyl)amino)ethyl)glycyl ester) dihydrochloride
  参考文献：
  名称：

  Cyclization-activated prodrugs. Basic esters of 5-bromo-2'-deoxyuridine

  摘要：

  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.

  DOI：

  10.1021/jm00171a038
• 作为产物：
  描述：

  N-(2-cyclohexyl-ethyl)-ethylenediamine 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 25.0~80.0 ℃ 、268.9 kPa 条件下， 反应 20.25h， 生成 5-bromo-2'-deoxyuridine 5'-ethyl>glycyl ester>
  参考文献：
  名称：

  Cyclization-activated prodrugs. Basic esters of 5-bromo-2'-deoxyuridine

  摘要：

  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.

  DOI：

  10.1021/jm00171a038

文献信息

• 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：——