4-(4-pyridin-3-ylmethylpiperazin-1-yl)benzonitrile | 617691-08-4

• 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: 4-(4-pyridin-3-ylmethylpiperazin-1-yl)benzonitrile
• 英文别名: 4-[4-(pyridin-3-ylmethyl)piperazin-1-yl]benzonitrile
• CAS: 617691-08-4
• 化学式: C₁₇H₁₈N₄
• 分子量: 278.357
• InChiKey: XXRQQMLMIYTZIW-UHFFFAOYSA-N

物化性质

• 沸点：
  474.9±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-pyridin-3-ylmethylpiperazin-1-yl)benzonitrile 在 吡啶 盐酸 、 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 3-(4-{[4-(4-pyridin-3-ylmethylpiperazin-1-yl)benzoylamino]methyl}phenyl)acrylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3-(4-Substituted-phenyl)-N-hydroxy-2-propenamides, a New Class of Histone Deacetylase Inhibitors

  摘要：

  Inhibitors of histone deacetylases (HDACs) have been shown to induce differentiation and/or apoptosis of human tumor cells. Novel 3-(4-substituted-phenyl)-N-hydroxy-2-propenamides have been prepared as a new class of HDAC inhibitors and evaluated for their antiproliferative activity and HDAC inhibitory activity. Incorporation of a 1,4-phenylene carboxamide linker, shown by 5, and a 4-(dimethylamino)phenyl or 4-(pyrrolidin-1-yl)phenyl group as a cap substructure generated highly potent hydroxamic acid-based HDAC inhibitors 5a and 5b.

  DOI：

  10.1021/jm030377q
• 作为产物：
  描述：

  对氟苯腈 、 1-[(3-吡啶)甲基]哌嗪 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以38%的产率得到4-(4-pyridin-3-ylmethylpiperazin-1-yl)benzonitrile
  参考文献：
  名称：

  [EN] alpha,beta-UNSATURATED HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS
  [FR] DERIVES D'ACIDE HYDROXAMIQUE DOLLAR G(A), DOLLAR G(B)-INSATURES ET LEUR UTILISATION COMME INHIBITEURS DE L'HISTONE DESACETYLASE

  摘要：

  揭示了抑制组蛋白去乙酰化酶的药剂。更具体地，本发明涉及新型羟基胺基酸衍生物或其药用盐，用作抗癌剂或其他治疗剂，基于它们对组蛋白去乙酰化酶的抑制活性。

  公开号：

  WO2003087066A1

文献信息

• [EN] alpha,beta-UNSATURATED HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS<br/>[FR] DERIVES D'ACIDE HYDROXAMIQUE DOLLAR G(A), DOLLAR G(B)-INSATURES ET LEUR UTILISATION COMME INHIBITEURS DE L'HISTONE DESACETYLASE
  申请人：SK CHEMICALS CO LTD

  公开号：WO2003087066A1

  公开（公告）日：2003-10-23

  Disclosed are agents that inhibit histone deacetylase. More specifically, the present invention relates to novel hydroxamic acid derivatives or pharmaceutically acceptable salts thereof for anticancer agents or other therapeutic agents based on their histone deacetylase inhibitory activity.

  揭示了抑制组蛋白去乙酰化酶的药剂。更具体地，本发明涉及新型羟基胺基酸衍生物或其药用盐，用作抗癌剂或其他治疗剂，基于它们对组蛋白去乙酰化酶的抑制活性。
• Alpha, beta-unsaturated hydroxamic acid derivatives and their use as histone deacetylase inhibitors
  申请人：Kim Dae-Kee

  公开号：US20050124679A1

  公开（公告）日：2005-06-09

  Disclosed are agents that inhibit histone deacetylase. More specifically, the present invention relates to novel hydroxamic acid derivatives or pharmaceutically acceptable salts thereof for anticancer agents or other therapeutic agents based on their histone deacetylase inhibitory activity.

  本发明揭示了一种抑制组蛋白去乙酰化酶的药剂。更具体地说，本发明涉及一种新型的羟酰胺衍生物或其药学上可接受的盐，用作抗癌剂或其他治疗剂，基于它们的组蛋白去乙酰化酶抑制活性。
• α,β-unsaturated hydroxamic acid derivatives and their use as histone deacetylase inhibitors
  申请人：SK Chemicals Co., Ltd.

  公开号：US07495022B2

  公开（公告）日：2009-02-24

  Disclosed are agents that inhibit histone deacetylase. More specifically, the present invention relates to novel hydroxamic acid derivatives or pharmaceutically acceptable salts thereof for anticancer agents or other therapeutic agents based on their histone deacetylase inhibitory activity.

  本发明涉及抑制组蛋白去乙酰化酶的药剂。更具体地，本发明涉及新型羟基酰胺衍生物或其药学上可接受的盐，作为基于其组蛋白去乙酰化酶抑制活性的抗癌剂或其他治疗剂。
• US7495022B2
  申请人：——

  公开号：US7495022B2

  公开（公告）日：2009-02-24
• Synthesis and Biological Evaluation of 3-(4-Substituted-phenyl)-<i>N</i>-hydroxy-2-propenamides, a New Class of Histone Deacetylase Inhibitors
  作者：Dae-Kee Kim、Ju Young Lee、Jae-Sun Kim、Je-Ho Ryu、Jin-Young Choi、Jun Won Lee、Guang-Jin Im、Tae-Kon Kim、Jung Woo Seo、Hyun-Ju Park、Jakyung Yoo、Jung-Hyun Park、Tae-You Kim、Yung-Jue Bang

  DOI：10.1021/jm030377q

  日期：2003.12.1

  Inhibitors of histone deacetylases (HDACs) have been shown to induce differentiation and/or apoptosis of human tumor cells. Novel 3-(4-substituted-phenyl)-N-hydroxy-2-propenamides have been prepared as a new class of HDAC inhibitors and evaluated for their antiproliferative activity and HDAC inhibitory activity. Incorporation of a 1,4-phenylene carboxamide linker, shown by 5, and a 4-(dimethylamino)phenyl or 4-(pyrrolidin-1-yl)phenyl group as a cap substructure generated highly potent hydroxamic acid-based HDAC inhibitors 5a and 5b.