methyl 5-(2-cyanoacetamido)-2-(((trifluoromethyl)sulfonyl)oxy)benzoate | 1352143-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 5-(2-cyanoacetamido)-2-(((trifluoromethyl)sulfonyl)oxy)benzoate
• CAS: 1352143-66-8
• 化学式: C₁₂H₉F₃N₂O₆S
• 分子量: 366.274
• InChiKey: HBLIHFDMAVCZBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  122.56
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 5-(2-cyanoacetamido)-2-(((trifluoromethyl)sulfonyl)oxy)benzoate 在 四(三苯基膦)钯 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 methyl 5-[(2-cyano-3-hydroxypent-2-enoyl)amino]-2-(3,4,5-trifluorophenyl)benzoate
  参考文献：
  名称：

  Biaryl analogues of teriflunomide as potent DHODH inhibitors

  摘要：

  The structure-activity relationships of a novel series of biaryl dihydroorotate dehydrogenase (DHODH) inhibitors related to teriflunomide are disclosed. These biaryl derivatives were the result of structure-based design and proved to be potent DHODH inhibitors which in addition showed good antiproliferative activities on peripheral blood mononuclear cells and good efficacies in vivo in the rat adjuvant-induced-arthritis model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.052
• 作为产物：
  描述：

  2-羟基-5-硝基苯甲酸甲酯 在 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 生成 methyl 5-(2-cyanoacetamido)-2-(((trifluoromethyl)sulfonyl)oxy)benzoate
  参考文献：
  名称：

  Biaryl analogues of teriflunomide as potent DHODH inhibitors

  摘要：

  The structure-activity relationships of a novel series of biaryl dihydroorotate dehydrogenase (DHODH) inhibitors related to teriflunomide are disclosed. These biaryl derivatives were the result of structure-based design and proved to be potent DHODH inhibitors which in addition showed good antiproliferative activities on peripheral blood mononuclear cells and good efficacies in vivo in the rat adjuvant-induced-arthritis model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.052