(2S)-3-{4-[2-(5-methyl-2-phenyl-1, 3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester | 870194-07-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S)-3-{4-[2-(5-methyl-2-phenyl-1, 3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester
• 英文别名: (2S)-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester；methyl (2S)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-piperazin-1-ylpropanoate
• CAS: 870194-07-3
• 化学式: C₂₆H₃₁N₃O₄
• 分子量: 449.55
• InChiKey: BZSSPJDTGTVAAJ-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  76.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S)-3-{4-[2-(5-methyl-2-phenyl-1, 3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester 、 2-氟苯磺酰氯 在 三乙胺 作用下， 生成
  参考文献：
  名称：

  (S)-3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-(piperazin-1-yl)propanoic acid compounds: Synthesis and biological evaluation of dual PPARα/γ agonists

  摘要：

  A series of novel, potent PPAR alpha/gamma dual agonists were synthesized and appraised. The most potent analogue, compound 2b demonstrated EC50 value of 0.012 +/- 0.002 and 0.032 +/- 0.01 mu M, respectively, for hPPAR alpha and hPPAR gamma in transactivation assay. Additionally, compound 2b demonstrated good glucose and lipid lowering effect in genetic diabetic (db/db) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.071
• 作为产物：
  描述：

  双(2-溴乙基)胺氢溴酸盐 、 (S)-amino-3-<4-<2-(5-methyl-2-phenyloxazol-4-yl)ethoxy>phenyl>propionic acid methyl ester 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 (2S)-3-{4-[2-(5-methyl-2-phenyl-1, 3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester
  参考文献：
  名称：

  Substitued A-Piperazingly Phenylpropionic Acid Derivatives As Hppar Alpha And/Or Hppar Gamma Agonists

  摘要：

  本发明涉及一种式I的化合物，其为消旋体、光学活性异构体或其药学上可接受的盐或溶剂，以及包含该化合物的药物组合物，式I中各种基团的定义与权利要求中所定义的相同。本发明还涉及一种制备式I化合物的方法，以及利用所述化合物制备用于治疗高血糖、血脂异常、II型糖尿病包括相关糖尿病性血脂异常的药物的用途。

  公开号：

  US20070259883A1

文献信息

• US7544687B2
  申请人：——

  公开号：US7544687B2

  公开（公告）日：2009-06-09
• Substitued A-Piperazingly Phenylpropionic Acid Derivatives As Hppar Alpha And/Or Hppar Gamma Agonists
  申请人：Li Song

  公开号：US20070259883A1

  公开（公告）日：2007-11-08

  The present invention relates to a compound of formula I, racemates, optically active isomers, or pharmaceutically acceptable salts or solvates thereof, and a pharmaceutical composition comprising the compound, the various radicals in the formula I are the same as defined in the claims. The present invention also relates to a process for preparing the compound of formula I and use of said compound in the preparation of a medicament for the treatment of hyperglycemia, dyslipidemia, type II diabetes mellitus including associated diabetic dyslipidemia

  本发明涉及一种式I的化合物，其为消旋体、光学活性异构体或其药学上可接受的盐或溶剂，以及包含该化合物的药物组合物，式I中各种基团的定义与权利要求中所定义的相同。本发明还涉及一种制备式I化合物的方法，以及利用所述化合物制备用于治疗高血糖、血脂异常、II型糖尿病包括相关糖尿病性血脂异常的药物的用途。
• (S)-3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-(piperazin-1-yl)propanoic acid compounds: Synthesis and biological evaluation of dual PPARα/γ agonists
  作者：Xinbo Zhou、Wei Chen、Cheng Xu、Shiyong Fan、Yunde Xie、Wu Zhong、Lili Wang、Song Li

  DOI：10.1016/j.bmcl.2010.02.071

  日期：2010.4

  A series of novel, potent PPAR alpha/gamma dual agonists were synthesized and appraised. The most potent analogue, compound 2b demonstrated EC50 value of 0.012 +/- 0.002 and 0.032 +/- 0.01 mu M, respectively, for hPPAR alpha and hPPAR gamma in transactivation assay. Additionally, compound 2b demonstrated good glucose and lipid lowering effect in genetic diabetic (db/db) mice. (C) 2010 Elsevier Ltd. All rights reserved.