(E)-2-(thiophen-2-ylmethylene)thiazolidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (E)-2-(thiophen-2-ylmethylene)thiazolidin-4-one
• 英文别名: (2E)-2-(thiophen-2-ylmethylidene)-1,3-thiazolidin-4-one
• 化学式: C₈H₇NOS₂
• 分子量: 197.282
• InChiKey: TXGNAPPWIVDEAT-XBXARRHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-噻吩乙腈 、 巯基乙酸 以 吡啶 为溶剂， 反应 8.0h， 以96%的产率得到(E)-2-(thiophen-2-ylmethylene)thiazolidin-4-one
  参考文献：
  名称：

  Discovery of a benzimidazole series of ADAMTS-5 (aggrecanase-2) inhibitors by scaffold hopping

  摘要：

  We describe a medicinal chemistry approach to generate a series of benzimidazoles bearing thiazolidin-4-one using scaffold hopping from thiazole 1, our previously described thiazole. Our goal was to discover a potent and permeable small-molecule ADAMTS-5 inhibitor. The results suggest that small compound 22 shows promise as a potent small-molecule ADAMTS-5 inhibitor with good permeability. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.075

文献信息

• Discovery of a benzimidazole series of ADAMTS-5 (aggrecanase-2) inhibitors by scaffold hopping
  作者：Shinya Sogame、Yoshihito Suenaga、Masakazu Atobe、Masashi Kawanishi、Eiichi Tanaka、Shiro Miyoshi

  DOI：10.1016/j.ejmech.2013.10.075

  日期：2014.1

  We describe a medicinal chemistry approach to generate a series of benzimidazoles bearing thiazolidin-4-one using scaffold hopping from thiazole 1, our previously described thiazole. Our goal was to discover a potent and permeable small-molecule ADAMTS-5 inhibitor. The results suggest that small compound 22 shows promise as a potent small-molecule ADAMTS-5 inhibitor with good permeability. (C) 2013 Elsevier Masson SAS. All rights reserved.