ethyl 2-({[(2Z)-2-(ethylimino)-4-oxo-1,3-thiazolidin-5-yl]acetyl}amino)-4,5-dimethylthiophene-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 2-({[(2Z)-2-(ethylimino)-4-oxo-1,3-thiazolidin-5-yl]acetyl}amino)-4,5-dimethylthiophene-3-carboxylate
• 英文别名: Ethyl 2-[[2-(2-ethylimino-4-oxo-1,3-thiazolidin-5-yl)acetyl]amino]-4,5-dimethylthiophene-3-carboxylate；ethyl 2-[[2-(2-ethylimino-4-oxo-1,3-thiazolidin-5-yl)acetyl]amino]-4,5-dimethylthiophene-3-carboxylate
• 化学式: C₁₆H₂₁N₃O₄S₂
• 分子量: 383.492
• InChiKey: MADYKSKLRVWXCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙基硫脲 、 2-(3-carboxy-acryloylamino)-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester 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 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 ethyl 2-({[(2Z)-2-(ethylimino)-4-oxo-1,3-thiazolidin-5-yl]acetyl}amino)-4,5-dimethylthiophene-3-carboxylate
  参考文献：
  名称：

  Identification of iminooxothiazolidines as secreted frizzled related protein-1 inhibitors

  摘要：

  Secreted frizzled related protein-1 (sFRP-1) inhibitors have the potential to be used for the treatment of osteoporosis or other bone related disorders, since the level of sFRP-1 affects osteoblast apoptosis and proliferation. From high throughput screening, we have identified a class of iminooxothiazolidines as sFRP-1 inhibitors. Structure-activity relationships were established for various regions of the scaffold along with the biochemical characterization of this class to probe selectivity, binding and ex vivo activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.085

文献信息

• Iminothiazolidinone derivatives as SFRP-1 antagonists
  申请人：Gopalsamy Ariamala

  公开号：US20060270720A1

  公开（公告）日：2006-11-30

  Compounds of Formula 1, or pharmaceutically acceptable salts thereof, are provided: which are inhibitors of secreted frizzled related protein-1. The compounds, and compositions containing the compounds, can be used to treat a variety of disorders, including osteoporosis.

  提供了化学式1的化合物或其药学上可接受的盐，它们是分泌的毛细胞周围蛋白-1的抑制剂。这些化合物和含有这些化合物的组合物可用于治疗各种疾病，包括骨质疏松症。
• US7563813B2
  申请人：——

  公开号：US7563813B2

  公开（公告）日：2009-07-21
• [EN] IMINOTHIAZOLIDINONE DERIVATIVES AS SFRP-1 ANTAGONISTS<br/>[FR] DERIVES D'IMINOTHIAZOLIDINONE UTILISES COMME ANTAGONISTES DE SFRP-1
  申请人：WYETH CORP

  公开号：WO2006124887A1

  公开（公告）日：2006-11-23

  [EN] Compounds of Formula 1, or pharmaceutically acceptable salts thereof, are provided: (I) which are inhibitors of secreted frizzled related protein- 1. The compounds, and compositions containing the compounds, can be used to treat a variety of disorders, including osteoporosis.
  [FR] L'invention concerne des composés de formule (I), ou des sels pharmaceutiquement acceptables desdits composés, qui sont des inhibiteurs de la protéine 1 sécrétée, apparentée à la protéine de la famille frizzled. Les composés de l'invention et des compositions contenant ces composés peuvent être utilisés pour traiter divers troubles, tels que l'ostéoporose.