5-fluoro-1-(tetrahydrofuran-2-yl)-3-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-fluoro-1-(tetrahydrofuran-2-yl)-3-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione
• 英文别名: Hydroxymethyl tegafur；5-fluoro-3-(hydroxymethyl)-1-(oxolan-2-yl)pyrimidine-2,4-dione
• 化学式: C₉H₁₁FN₂O₄
• 分子量: 230.196
• InChiKey: JDDDDOBTZSUOHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  替加氟	tegafur	17902-23-7	C8H9FN2O3	200.169

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	diethyl (5-fluoro-2,3-dihydro-3-(tetrahydrofuran-2-yl)-2,6-dioxopyrimidin-1(6H)-yl)methyl phosphate	——	C13H20FN2O7P	366.283

反应信息

• 作为反应物：
  描述：

  5-fluoro-1-(tetrahydrofuran-2-yl)-3-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione 、 氯磷酸二乙酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到diethyl (5-fluoro-2,3-dihydro-3-(tetrahydrofuran-2-yl)-2,6-dioxopyrimidin-1(6H)-yl)methyl phosphate
  参考文献：
  名称：

  [EN] DERIVATIVES OF CHEMOTHERAPEUTIC AGENTS WITH A FORMALDEHYDE RELEASING MOEITY
  [FR] DERIVES D'AGENTS CHIMIOTHERAPEUTIQUES ET UTILISATIONS

  摘要：

  公开号：

  WO2005120577A3
• 作为产物：
  描述：

  聚合甲醛 、 替加氟 以 水 为溶剂， 反应 0.83h， 以83.5%的产率得到5-fluoro-1-(tetrahydrofuran-2-yl)-3-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  [EN] DERIVATIVES OF CHEMOTHERAPEUTIC AGENTS WITH A FORMALDEHYDE RELEASING MOEITY
  [FR] DERIVES D'AGENTS CHIMIOTHERAPEUTIQUES ET UTILISATIONS

  摘要：

  公开号：

  WO2005120577A3

文献信息

• Derivatives Of Chemotherapeutic Agents With A Formaldehyde Releasing Moiety
  申请人：Nudelman Abraham

  公开号：US20070293517A1

  公开（公告）日：2007-12-20

  Novel conjugates of chemotherapeutic agents, which are designed so as to release formaldehyde or analogs thereof upon cleavage, processes of preparing same, pharmaceutical compositions containing same and methods utilizing same for treating medical conditions such as cancer, immune-mediated diseases, viral infections and diseases, bacterial infections and diseases, fungal infections and diseases, protozal infections and diseases and more, and particularly for treating such conditions which are characterized by drug resistance are provided.
• [EN] NOVEL DERIVATIVES OF CHEMOTHERAPEUTIC AGENTS AND USES THEREOF<br/>[FR] DERIVES D'AGENTS CHIMIOTHERAPEUTIQUES ET UTILISATIONS
  申请人：UNIV RAMOT

  公开号：WO2005120577A2

  公开（公告）日：2005-12-22

  Novel conjugates of chemotherapeutic agents, which are designed so as to release formaldehyde or analogs thereof upon cleavage, processes of preparing same, pharmaceutical compositions containing same and methods utilizing same for treating medical conditions such as cancer, immune-mediated diseases, viral infections and diseases, bacterial infections and diseases, fungal infections and diseases, protozal infections and diseases and more, and particularly for treating such conditions which are characterized by drug resistance are provided.
• [EN] DERIVATIVES OF CHEMOTHERAPEUTIC AGENTS WITH A FORMALDEHYDE RELEASING MOEITY<br/>[FR] DERIVES D'AGENTS CHIMIOTHERAPEUTIQUES ET UTILISATIONS
  申请人：UNIV RAMOT

  公开号：WO2005120577A3

  公开（公告）日：2006-08-31