3-[3-(2-carbamoylphenylamino)phenyl]acrylic acid methyl ester | 1188890-46-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[3-(2-carbamoylphenylamino)phenyl]acrylic acid methyl ester
• 英文别名: 3-[3-(2-Carbamoylphenylamino)phenyl]acrylic acidmethyl ester；methyl (E)-3-[3-(2-carbamoylanilino)phenyl]prop-2-enoate
• CAS: 1188890-46-1
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: HUNMIQLXXMJMMT-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[3-(2-carbamoylphenylamino)phenyl]acrylic acid methyl ester 在 lithium hydroxide monohydrate 、 水 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 51.0h， 生成 3-[3-(2-carbamoylphenylamino)phenyl]acrylic acid
  参考文献：
  名称：

  Design, synthesis, enzyme inhibition, and tumor cell growth inhibition of 2-anilinobenzamide derivatives as SIRT1 inhibitors

  摘要：

  A series of 2-anilinobenzamide derivatives were designed, synthesized and evaluated for their SIRT1-inhibitory activity. Among these, compounds 3 and 5 inhibited SIRT1 activity in enzyme assays and suppressed the growth of Daudi and HCT116 cells. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.001
• 作为产物：
  描述：

  2-氨基苯甲酰胺 、 (E)-3-(3-溴苯基)丙烯酸甲酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 叔丁醇 为溶剂， 反应 18.0h， 以46%的产率得到3-[3-(2-carbamoylphenylamino)phenyl]acrylic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, enzyme inhibition, and tumor cell growth inhibition of 2-anilinobenzamide derivatives as SIRT1 inhibitors

  摘要：

  A series of 2-anilinobenzamide derivatives were designed, synthesized and evaluated for their SIRT1-inhibitory activity. Among these, compounds 3 and 5 inhibited SIRT1 activity in enzyme assays and suppressed the growth of Daudi and HCT116 cells. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.001

文献信息

• Design, synthesis, enzyme inhibition, and tumor cell growth inhibition of 2-anilinobenzamide derivatives as SIRT1 inhibitors
  作者：Takayoshi Suzuki、Keiko Imai、Erika Imai、Shinsuke Iida、Ryuzo Ueda、Hiroki Tsumoto、Hidehiko Nakagawa、Naoki Miyata

  DOI：10.1016/j.bmc.2009.07.001

  日期：2009.8

  A series of 2-anilinobenzamide derivatives were designed, synthesized and evaluated for their SIRT1-inhibitory activity. Among these, compounds 3 and 5 inhibited SIRT1 activity in enzyme assays and suppressed the growth of Daudi and HCT116 cells. (C) 2009 Elsevier Ltd. All rights reserved.