ethyl 4-cyanothiazole-2-carboxylate | 124845-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-cyanothiazole-2-carboxylate
• 英文别名: ethyl 4-cyano-1,3-thiazole-2-carboxylate
• CAS: 124845-35-8
• 化学式: C₇H₆N₂O₂S
• 分子量: 182.203
• InChiKey: JHEFCZIXOBHVIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  91.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-cyanothiazole-2-carboxylate 在 sodium tetrahydroborate 、 重铬酸吡啶 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 4-cyanothiazole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as mGluR5 (metabotropic glutamate receptor 5) antagonists

  摘要：

  We described here the synthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as potential mGluR5 antagonists. We found that a series of thiazole derivatives 6 showed better inhibitory activity against mGluR5. Compounds 6bc and 6bj have been identified as potent antagonists (IC50 = 274 and 159 nM) showing excellent in vitro stability profile. Molecular docking study using the crystal structure of mGluR5 revealed that our compounds 6bc and 6bj fit the allosteric binding site of mavoglurant well. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.012
• 作为产物：
  描述：

  ethyl 4-hydroxythiazole-2-carboxylate 在 吡啶 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-双(二苯基膦)二茂铁 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 ethyl 4-cyanothiazole-2-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as mGluR5 (metabotropic glutamate receptor 5) antagonists

  摘要：

  We described here the synthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as potential mGluR5 antagonists. We found that a series of thiazole derivatives 6 showed better inhibitory activity against mGluR5. Compounds 6bc and 6bj have been identified as potent antagonists (IC50 = 274 and 159 nM) showing excellent in vitro stability profile. Molecular docking study using the crystal structure of mGluR5 revealed that our compounds 6bc and 6bj fit the allosteric binding site of mavoglurant well. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.012

文献信息

• BENZIMIDAZOLE DERIVATIVES AS MCH RECEPTOR ANTAGONISTS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US20150018363A1

  公开（公告）日：2015-01-15

  The present invention provides an aromatic ring compound having a melanin-concentrating hormone receptor antagonistic action and useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula wherein each symbol as defined in the specification, or a salt thereof.

  本发明提供了一种具有黑色素浓缩激素受体拮抗作用的芳香环化合物，可用作预防或治疗肥胖等药物。本发明涉及一种由式中定义的每个符号或其盐所表示的化合物。
• Benzimidazole derivatives as MCH receptor antagonists
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US09365540B2

  公开（公告）日：2016-06-14

  The present invention provides an aromatic ring compound having a melanin-concentrating hormone receptor antagonistic action and useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula wherein each symbol as defined in the specification, or a salt thereof.

  本发明提供了一种具有黑色素浓缩激素受体拮抗作用的芳香环化合物，可用作预防或治疗肥胖等疾病的药剂。本发明涉及一种由式中定义的每个符号或其盐表示的化合物。
• CARBOXYALKYLDIPEPTIDES, THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：SCHERING CORPORATION

  公开号：EP0195817A1

  公开（公告）日：1986-10-01
• US4826816A
  申请人：——

  公开号：US4826816A

  公开（公告）日：1989-05-02
• US4885293A
  申请人：——

  公开号：US4885293A

  公开（公告）日：1989-12-05