4-(二甲氨基)-N-[(4-甲酰基苯基)甲基]苯甲酰胺 | 647037-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(二甲氨基)-N-[(4-甲酰基苯基)甲基]苯甲酰胺
• 英文名称: 4-Dimethylamino-N-(4-formyl-benzyl)-benzamide
• 英文别名: 4-(Dimethylamino)-N-[(4-formylphenyl)methyl]benzamide；4-(dimethylamino)-N-[(4-formylphenyl)methyl]benzamide
• CAS: 647037-95-4
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: FHIIPXGKXWTQSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(二甲氨基)-N-[(4-甲酰基苯基)甲基]苯甲酰胺 在 羟胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 2.0h， 生成 4-(dimethylamino)-N-[[4-[(E)-3-(hydroxyamino)-3-oxoprop-1-enyl]phenyl]methyl]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：

  4-胺甲基苯甲醇 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(二甲氨基)-N-[(4-甲酰基苯基)甲基]苯甲酰胺
  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

• 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.