methyl 4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoate | 1000167-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoate
• CAS: 1000167-26-9
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: FAQJQDUSWXDNGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoate 在 sodium hydroxide 、 水 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以99%的产率得到4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoic acid
  参考文献：
  名称：

  PURINONE DERIVATIVES AS HM74A AGONISTS

  摘要：

  本发明涉及嘌呤酮衍生物，其为HM74a受体激动剂。此外，还提供了本文化合物的组合物和使用方法，以及它们的药用盐，用于治疗疾病。

  公开号：

  US20080045554A1
• 作为产物：
  描述：

  甲醇 、 4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoic acid 在 硫酸 作用下， 以50%的产率得到methyl 4-(3-phenyl-1,2,4-oxadiazol-5-yl)butanoate
  参考文献：
  名称：

  The enzyme 3-hydroxykynurenine transaminase as potential target for 1,2,4-oxadiazoles with larvicide activity against the dengue vector Aedes aegypti

  摘要：

  The mosquito Aedes aegypti is the vector agent responsible for the transmission of yellow fever and dengue fever viruses to over 80 million people in tropical and subtropical regions of the world. Exhaustive efforts have lead to a vaccine candidate with only 30% effectiveness against the dengue virus and failure to protect patients against the serotype 2. Hence, vector control remains the most viable route to dengue fever control programs. We have synthesized a class of 1,2,4-oxadiazole derivatives whose most biologically active compounds exhibit potent activity against Aedes aegypti larvae (ca. of 15 ppm) and low toxicity in mammals. Exposure to these larvicides results in larvae pigmentation in a manner correlated with the LC50 measurements. Structural comparisons of the 1,2,4-oxadiazole nucleus against known inhibitors of insect enzymes allowed the identification of 3-hydroxykynurenine transaminase as a potential target for these synthetic larvicides. Molecular docking calculations indicate that 1,2,4-oxadiazole compounds can bind to 3-hydroxykynurenine transaminase with similar conformation and binding energies as its crystallographic inhibitor 4-(2-aminophenyl)-4-oxobutanoic acid. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.020

文献信息

• Purinone Derivatives as HM74A Agonists
  申请人：Zheng Changsheng

  公开号：US20120035172A1

  公开（公告）日：2012-02-09

  The present invention relates to purinone derivatives which are agonists of the HM74a receptor. Further provided are compositions and methods of using the compounds herein, and their pharmaceutically acceptable salts for the treatment of disease.

  本发明涉及嘌呤酮衍生物，其是HM74a受体的激动剂。还提供了本文化合物的组合物和使用方法，以及它们的药学上可接受的盐，用于治疗疾病。
• US7511050B2
  申请人：——

  公开号：US7511050B2

  公开（公告）日：2009-03-31
• US8039478B2
  申请人：——

  公开号：US8039478B2

  公开（公告）日：2011-10-18
• US8703783B2
  申请人：——

  公开号：US8703783B2

  公开（公告）日：2014-04-22
• [EN] PURINONE DERIVATIVES AS HM74A AGONISTS<br/>[FR] DÉRIVÉS DE PURINONE EN TANT QU'AGONISTES DU HM74A
  申请人：INCYTE CORP

  公开号：WO2007150025A2

  公开（公告）日：2007-12-27

  [EN] The present invention relates to purinone derivatives which are agonists of the HM74a receptor. Further provided are compositions and methods of using the compounds herein, and their pharmaceutically acceptable salts for the treatment of disease.
  [FR] La présente invention concerne des dérivés de purinone qui sont agonistes du récepteur HM74a. La présente invention concerne en outre des compositions et des procédés d'utilisation des composés selon l'invention, et leurs sels pharmaceutiquement acceptables pour le traitement de maladies.