2-(2-(benzo[d][1,3]dioxol-5-yl)acetamido)thiophene-3-carboxamide | 922557-14-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(2-(benzo[d][1,3]dioxol-5-yl)acetamido)thiophene-3-carboxamide
• 英文别名: BI-98G4；2-[[2-(1,3-benzodioxol-5-yl)acetyl]amino]thiophene-3-carboxamide
• CAS: 922557-14-0
• 化学式: C₁₄H₁₂N₂O₄S
• 分子量: 304.326
• InChiKey: DNTZWULJNGOBHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-胺噻吩-3-羰基胺 、 胡椒乙酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以38%的产率得到2-(2-(benzo[d][1,3]dioxol-5-yl)acetamido)thiophene-3-carboxamide
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship studies of thiophene-3-carboxamide derivatives as dual inhibitors of the c-Jun N-terminal kinase

  摘要：

  We report comprehensive structure-activity relationship studies on a novel series of c-Jun N-terminal kinase (JNK) inhibitors. Intriguingly, the compounds have a dual inhibitory activity by functioning as both ATP and JIP mimetics, possibly by binding to both the ATP binding site and to the docking site of the kinase. Several of such novel compounds display potent JNK inhibitory profiles both in vitro and in cell. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.017

文献信息

• Design, synthesis, and structure–activity relationship studies of thiophene-3-carboxamide derivatives as dual inhibitors of the c-Jun N-terminal kinase
  作者：Surya K. De、Elisa Barile、Vida Chen、John L. Stebbins、Jason F. Cellitti、Thomas Machleidt、Coby B. Carlson、Li Yang、Russell Dahl、Maurizio Pellecchia

  DOI：10.1016/j.bmc.2011.03.017

  日期：2011.4

  We report comprehensive structure-activity relationship studies on a novel series of c-Jun N-terminal kinase (JNK) inhibitors. Intriguingly, the compounds have a dual inhibitory activity by functioning as both ATP and JIP mimetics, possibly by binding to both the ATP binding site and to the docking site of the kinase. Several of such novel compounds display potent JNK inhibitory profiles both in vitro and in cell. (C) 2011 Elsevier Ltd. All rights reserved.