9H-fluoren-9-ylmethyl 4-[5-(oxan-2-yloxycarbamoyl)pyrimidin-2-yl]piperazine-1-carboxylate | 875138-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9H-fluoren-9-ylmethyl 4-[5-(oxan-2-yloxycarbamoyl)pyrimidin-2-yl]piperazine-1-carboxylate
• CAS: 875138-64-0
• 化学式: C₂₉H₃₁N₅O₅
• 分子量: 529.596
• InChiKey: YNLQYSQKALYIEL-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl 4-[5-(oxan-2-yloxycarbamoyl)pyrimidin-2-yl]piperazine-1-carboxylate 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到N-(oxan-2-yloxy)-2-piperazin-1-ylpyrimidine-5-carboxamide
  参考文献：
  名称：

  [EN] SUBSTITUTED PROPENYL PIPERAZINE DERIVATIVES AS NOVEL INHIBITORS OF HISTONE DEACETYLASE
  [FR] DERIVES DE PIPERAZINE DE PROPENYLE SUBSTITUEE COMME NOUVEAUX INHIBITEURS DE L'HISTONE DEACETYLASE

  摘要：

  公开号：

  WO2006010749A3
• 作为产物：
  描述：

  O-(四氢-2H-吡喃-2-基)羟基胺 、 2-(4-{[(9H-fluoren-9-yl)methoxy]carbonyl}piperazin-1-yl)pyrimidine-5-carboxylicacid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 以68%的产率得到9H-fluoren-9-ylmethyl 4-[5-(oxan-2-yloxycarbamoyl)pyrimidin-2-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED PROPENYL PIPERAZINE DERIVATIVES AS NOVEL INHIBITORS OF HISTONE DEACETYLASE
  [FR] DERIVES DE PIPERAZINE DE PROPENYLE SUBSTITUEE COMME NOUVEAUX INHIBITEURS DE L'HISTONE DEACETYLASE

  摘要：

  公开号：

  WO2006010749A3

文献信息

• WO2007/48767
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2007/82880
  申请人：——

  公开号：——

  公开（公告）日：——
• Identification of a series of substituted 2-piperazinyl-5-pyrimidylhydroxamic acids as potent histone deacetylase inhibitors
  作者：Patrick Angibaud、Kristof Van Emelen、Laurence Decrane、Sven van Brandt、Peter ten Holte、Isabelle Pilatte、Bruno Roux、Virginie Poncelet、David Speybrouck、Laurence Queguiner、Sandrine Gaurrand、Ann Mariën、Wim Floren、Lut Janssen、Marc Verdonck、Jacky van Dun、Jacky van Gompel、Ron Gilissen、Claire Mackie、Marc Du Jardin、Jozef Peeters、Marc Noppe、Luc Van Hijfte、Eddy Freyne、Martin Page、Michel Janicot、Janine Arts

  DOI：10.1016/j.bmcl.2009.10.118

  日期：2010.1

  Pursuing our efforts in designing 5-pyrimidylhydroxamic acid anti-cancer agents, we have identified a new series of potent histone deacetylase (HDAC) inhibitors. These compounds exhibit enzymatic HDAC inhibiting properties with IC50 values in the nanomolar range and inhibit tumor cell proliferation at similar levels. Good solubility, moderate bioavailability, and promising in vivo activity in xenograft model made this series of compounds interesting starting points to design new potent HDAC inhibitors. (c) 2009 Elsevier Ltd. All rights reserved.
• SUBSTITUTED PROPENYL PIPERAZINE DERIVATIVES AS NOVEL INHIBITORS OF HISTONE DEACETYLASE
  申请人：Van Brandt Anna Sven Franciscus

  公开号：US20070135424A1

  公开（公告）日：2007-06-14

  This invention comprises the novel compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 and X have defined meanings, having histone deacetylase inhibiting enzymatic activity; their preparation, compositions containing them and their use as a medicine.
• Squaric Acid Derivatives as Inhibitors of Histone Deacetylase
  申请人：Van Emelen Kristof

  公开号：US20080255140A1

  公开（公告）日：2008-10-16

  This invention comprises the novel compounds of formula (I) wherein R 1 , R 2 and X have defined meanings, having histone deacetylase inhibiting enzymatic activity; their preparation, compositions containing them and their use as a medicine.