1-(3-chlorophenyl)-4-[1-(4-cyano-3-fluorobenzyl)-5-imidazolylmethyl]-2-piperazinone | 355126-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(3-chlorophenyl)-4-[1-(4-cyano-3-fluorobenzyl)-5-imidazolylmethyl]-2-piperazinone
• 英文别名: 4-[[5-[[4-(3-Chlorophenyl)-3-oxopiperazin-1-yl]methyl]imidazol-1-yl]methyl]-2-fluorobenzonitrile
• CAS: 355126-33-9
• 化学式: C₂₂H₁₉ClFN₅O
• 分子量: 423.877
• InChiKey: IYSPIUCMWMXMKF-UHFFFAOYSA-N

物化性质

• 沸点：
  692.6±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6,7,8-四氢-2-萘酚 、 1-(3-chlorophenyl)-4-[1-(4-cyano-3-fluorobenzyl)-5-imidazolylmethyl]-2-piperazinone 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-{5-[4-(3-Chloro-phenyl)-3-oxo-piperazin-1-ylmethyl]-imidazol-1-ylmethyl}-2-(5,6,7,8-tetrahydro-naphthalen-2-yloxy)-benzonitrile
  参考文献：
  名称：

  Aryloxy substituted N-arylpiperazinones as dual inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  A series of aryloxy substituted piperazinones with dual farnesyltransferase/geranylgeranyltransferase-I inhibitory activity was prepared. These compounds were found to have potent inhibitory activity in vitro and are promising agents for the inhibition of Ki-Ras signaling. (C) 2001 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00240-2
• 作为产物：
  描述：

  2-氟-4-甲基苯腈 在 lithium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 4 A molecular sieve 、 三氧化硫吡啶 、 三乙酰氧基硼氢化钠 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 二甲基亚砜 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 生成 1-(3-chlorophenyl)-4-[1-(4-cyano-3-fluorobenzyl)-5-imidazolylmethyl]-2-piperazinone
  参考文献：
  名称：

  Aryloxy substituted N-arylpiperazinones as dual inhibitors of farnesyltransferase and geranylgeranyltransferase-I

  摘要：

  A series of aryloxy substituted piperazinones with dual farnesyltransferase/geranylgeranyltransferase-I inhibitory activity was prepared. These compounds were found to have potent inhibitory activity in vitro and are promising agents for the inhibition of Ki-Ras signaling. (C) 2001 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00240-2

文献信息

• Inhibitors of prenyl-protein transferase
  申请人：——

  公开号：US20020010184A1

  公开（公告）日：2002-01-24

  The present invention comprises piperazinone-containing compounds which inhibit prenyl-protein transferases, including famesyl-protein transferase and geranylgeranyl-protein transferase type I. Such therapeutic compounds are useful in the treatment of cancer.

  该发明涉及含有哌嗪酮类化合物，可抑制前列蛋白转移酶，包括法美基蛋白转移酶和戈楞基蛋白转移酶I型。这种治疗性化合物对癌症的治疗具有用处。
• Aryloxy substituted N-arylpiperazinones as dual inhibitors of farnesyltransferase and geranylgeranyltransferase-I
  作者：Jeffrey M Bergman、Marc T Abrams、Joseph P Davide、Ian B Greenberg、Ronald G Robinson、Carolyn A Buser、Hans E Huber、Kenneth S Koblan、Nancy E Kohl、Robert B Lobell、Samuel L Graham、George D Hartman、Theresa M Williams、Christopher J Dinsmore

  DOI：10.1016/s0960-894x(01)00240-2

  日期：2001.6

  A series of aryloxy substituted piperazinones with dual farnesyltransferase/geranylgeranyltransferase-I inhibitory activity was prepared. These compounds were found to have potent inhibitory activity in vitro and are promising agents for the inhibition of Ki-Ras signaling. (C) 2001 Published by Elsevier Science Ltd. All rights reserved.