2-(1-(6-氯-5-氟嘧啶-4-基)哌啶-4-氧基)-5-氟嘧啶-4-胺 | 1033833-27-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-(1-(6-氯-5-氟嘧啶-4-基)哌啶-4-氧基)-5-氟嘧啶-4-胺
• 英文名称: 2-(1-(6-chloro-5-fluoropyrimidin-4-yl)piperidin-4-yloxy)-5-fluoropyrimidin-4-amine
• 英文别名: 2-[1-(6-Chloro-5-fluoropyrimidin-4-yl)piperidin-4-yl]oxy-5-fluoropyrimidin-4-amine
• CAS: 1033833-27-0
• 化学式: C₁₃H₁₃ClF₂N₆O
• 分子量: 342.736
• InChiKey: AHYZZAQGGWMUEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  90
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(1-(6-氯-5-氟嘧啶-4-基)哌啶-4-氧基)-5-氟嘧啶-4-胺 、 3-氰基苯酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 3-{6-[4-(4-amino-5-fluoro-pyrimidin-2-yloxy)-piperidin-1-yl]-5-fluoro-pyrimidin-4-yloxy}-benzonitrile
  参考文献：
  名称：

  5-Fluorocytosine derivatives as inhibitors of deoxycytidine kinase

  摘要：

  A series of potent piperidine-linked cytosine derivatives were prepared as inhibitors of deoxycytidine kinase (dCK). Compound 9h was discovered to be a potent inhibitor of dCK and shows a good combination of cellular potency and pharmacokinetic parameters. Compound 9h blocks the incorporation of radiolabeled cytosine into mouse T-cells in vitro, as well as in vivo in mice following a T-cell challenge. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.09.082
• 作为产物：
  描述：

  4-[4-(4-amino-5-fluoropyrimidin-2-yl)oxypiperidin-1-yl]-5-fluoro-1H-pyrimidin-6-one 在 三氯氧磷 、 水 、 碳酸氢钠 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以83%的产率得到2-(1-(6-氯-5-氟嘧啶-4-基)哌啶-4-氧基)-5-氟嘧啶-4-胺
  参考文献：
  名称：

  O-LINKED PYRIMIDIN-4-AMINE-BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND METHODS OF THEIR USE TO TREAT CANCER

  摘要：

  O-连接的嘧啶-4-胺基化合物，包括它们的药物组合物以及它们的使用方法。本发明的特定化合物为公式I：

  公开号：

  US20080146571A1

文献信息

• 2-(PIPERIDIN-4-YL0XY)PYRIMIDIN-4-AMINE DERIVATIVES AS DEOXYCYTIDINE KINASE INHIBITORS FOR THE TREATMENT OF CANCER
  申请人：Lexicon Pharmaceuticals, Inc.

  公开号：EP2104672A2

  公开（公告）日：2009-09-30
• US8093246B2
  申请人：——

  公开号：US8093246B2

  公开（公告）日：2012-01-10
• [EN] O-LINKED PYRIMIDIN-4-AMINE-BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM AND METHODS OF THEIR USE<br/>[FR] COMPOSÉS À BASE DE PYRIMIDINE-4-AMINE À LIAISON O, COMPOSITIONS LES CONTENANT ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：LEXICON PHARMACEUTICALS INC

  公开号：WO2008076779A2

  公开（公告）日：2008-06-26

  [EN] O-linked pyrimidin-4-amine-based compounds, pharmaceutical compositions comprising them, and methods of their use are described. Particular compounds of the invention are of formula (I).
  [FR] L'invention concerne des composés à base de pyrimidine-4-amine à liaison O, des compositions pharmaceutiques les contenant et des procédés d'utilisation de ceux-ci. Des composés particuliers de l'invention sont représentés par la formule (I).
• O-LINKED PYRIMIDIN-4-AMINE-BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND METHODS OF THEIR USE TO TREAT CANCER
  申请人：Augeri David J.

  公开号：US20080146571A1

  公开（公告）日：2008-06-19

  O-linked pyrimidin-4-amine-based compounds, pharmaceutical compositions comprising them, and methods of their use are described. Particular compounds of the invention are of formula I:

  O-连接的嘧啶-4-胺基化合物，包括它们的药物组合物以及它们的使用方法。本发明的特定化合物为公式I：
• 5-Fluorocytosine derivatives as inhibitors of deoxycytidine kinase
  作者：James E. Tarver、Theodore C. Jessop、Marianne Carlsen、David J. Augeri、Qinghong Fu、Jason P. Healy、Alexander Heim-Riether、Amy Xu、Jerry A. Taylor、Min Shen、Philip E. Keyes、S. David Kimball、Xuan-Chuan Yu、Maricar Miranda、Qingyun Liu、Jonathan C. Swaffield、Amr Nouraldeen、Alan G.E. Wilson、Rick Finch、Kanchan Jhaver、Ann Marie DiGeorge Foushee、Steve Anderson、Tamas Oravecz、Kenneth G. Carson

  DOI：10.1016/j.bmcl.2009.09.082

  日期：2009.12

  A series of potent piperidine-linked cytosine derivatives were prepared as inhibitors of deoxycytidine kinase (dCK). Compound 9h was discovered to be a potent inhibitor of dCK and shows a good combination of cellular potency and pharmacokinetic parameters. Compound 9h blocks the incorporation of radiolabeled cytosine into mouse T-cells in vitro, as well as in vivo in mice following a T-cell challenge. (C) 2009 Published by Elsevier Ltd.