2-(2-(benzo[b]thiophen-3-yl)acetamido)thiophene-3-carboxamide | 1246072-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(2-(benzo[b]thiophen-3-yl)acetamido)thiophene-3-carboxamide
• 英文别名: BI-98F10；2-[[2-(1-benzothiophen-3-yl)acetyl]amino]thiophene-3-carboxamide
• CAS: 1246072-89-8
• 化学式: C₁₅H₁₂N₂O₂S₂
• 分子量: 316.404
• InChiKey: ZZKGJVRSUVIYIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  635.4±55.0 °C(Predicted)
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯并[b]噻吩-3-乙酸 、 2-胺噻吩-3-羰基胺 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31%的产率得到2-(2-(benzo[b]thiophen-3-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

• ALLOSTERIC JNK INHIBITORS
  申请人：Pellecchia Maurizio

  公开号：US20100240720A1

  公开（公告）日：2010-09-23

  The disclosure provides compounds and compositions, and methods of using these compounds and compositions, for the targeted delivery of chemotherapeutic agents.

  该披露提供了化合物和组合物，以及使用这些化合物和组合物进行靶向传递化疗药物的方法。
• [EN] ALLOSTERIC JNK INHIBITORS<br/>[FR] INHIBITEURS ALLOSTÉRIQUES DE JNK
  申请人：SANFORD BURNHAM MEDICAL RES IN

  公开号：WO2010108115A1

  公开（公告）日：2010-09-23

  The disclosure provides compounds and compositions, and methods of using these compounds and compositions, for the targeted delivery of chemotherapeutic agents.
• 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.