(E)-2-((5,6-dimethyl-1H-benzo[d]imidazol-2-yl)methylene)-5-propylthiazolidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (E)-2-((5,6-dimethyl-1H-benzo[d]imidazol-2-yl)methylene)-5-propylthiazolidin-4-one
• 英文别名: (2E)-2-[(5,6-dimethyl-1H-benzimidazol-2-yl)methylidene]-5-propyl-1,3-thiazolidin-4-one
• 化学式: C₁₆H₁₉N₃OS
• 分子量: 301.412
• InChiKey: YENONNCDSAGRHZ-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (5,6-二甲基-1H-苯并咪唑-2-基)乙腈 在 二硫代磷酸二乙酯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (E)-2-((5,6-dimethyl-1H-benzo[d]imidazol-2-yl)methylene)-5-propylthiazolidin-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.