4-(4-吡啶-4-基甲基-哌嗪-1-基)-苯甲酸 | 1018611-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 4-(4-吡啶-4-基甲基-哌嗪-1-基)-苯甲酸
• 英文名称: 4-(4-Pyridin-4-ylmethyl-piperazin-1-yl)-benzoic acid
• 英文别名: 4-[4-(Pyridin-4-ylmethyl)piperazin-4-ium-1-yl]benzoate
• CAS: 1018611-69-2
• 化学式: C₁₇H₁₉N₃O₂
• 分子量: 297.357
• InChiKey: XPJNCGYANBJZCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  22
• 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：
  60.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-吡啶-4-基甲基-哌嗪-1-基)-苯甲酸 在 吡啶 4-二甲氨基吡啶 、 羟胺 、 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， 以 甲醇 为溶剂， 生成 N-[4-((E)-2-Hydroxycarbamoyl-vinyl)-benzyl]-4-(4-pyridin-4-ylmethyl-piperazin-1-yl)-benzamide
  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：

  1-(4-吡啶甲基)哌嗪 在 盐酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-吡啶-4-基甲基-哌嗪-1-基)-苯甲酸
  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

文献信息

• Inhibitors of Histone Deacetylase
  申请人：Moradei Oscar

  公开号：US20080132503A1

  公开（公告）日：2008-06-05

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  本发明涉及抑制组蛋白去乙酰化酶。本发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还提供了治疗细胞增殖性疾病和病症的组合物和方法。
• BENZAMIDE DERIVATIVES AS INHIBITORS OF HISTONE DEACETYLASE
  申请人：MethylGene Inc.

  公开号：EP2007720B1

  公开（公告）日：2013-12-25
• US8598168B2
  申请人：——

  公开号：US8598168B2

  公开（公告）日：2013-12-03
• [EN] BENZAMIDE DERIVATIVES AS INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] DÉRIVÉS DE BENZAMIDE UTILISÉS EN TANT QU'INHIBITEURS DE L'HISTONE DÉSACÉTYLASE
  申请人：METHYLGENE INC

  公开号：WO2007118137A1

  公开（公告）日：2007-10-18

  [EN] The invention relates to the inhibition of histone deacetylase. The invention provides compounds which are derivatives of benzamide and suitable in methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions .
  [FR] L'invention concerne l'inhibition de l'histone désacétylase. L'invention porte en outre sur des composés qui sont des dérivés de benzamide et sont appropriés pour être utilisés dans des procédés permettant d'inhiber l'activité enzymatique de l'histone désacétylase. L'invention concerne également des compositions et des procédés permettant de traiter des maladies et des pathologies associées à une prolifération cellulaire.
• 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.