Methyl 3-chloro-4-(3-(3-ethyl-7-propyl-6-benz-[4,5]-isoxazoloxy)propylthio)phenylacetate | 194608-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: Methyl 3-chloro-4-(3-(3-ethyl-7-propyl-6-benz-[4,5]-isoxazoloxy)propylthio)phenylacetate
• 英文别名: methyl 2-[3-chloro-4-[3-[(3-ethyl-7-propyl-1,2-benzoxazol-6-yl)oxy]propylsulfanyl]phenyl]acetate
• CAS: 194608-87-2
• 化学式: C₂₄H₂₈ClNO₄S
• 分子量: 462.01
• InChiKey: PTTUILBVYNQYPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 3-chloro-4-(3-(3-ethyl-7-propyl-6-benz-[4,5]-isoxazoloxy)propylthio)phenylacetate 在 氢氧化钾 作用下， 以 异丙醇 为溶剂， 以100%的产率得到L-165461
  参考文献：
  名称：

  Phenylacetic acid derivatives as hPPAR agonists

  摘要：

  Beginning with the weakly active lead structure 1, a new series of WAR agonists was developed. In vivo glucose and triglyceride lowering activity was obtained by homologation and oxamination to 3, then conversion to substituted benzisoxazoles 4 and 5. Further manipulation afforded benzofurans 6 and 7. Compound 7 was of comparable potency as a glucose and triglyceride lowering agent in insulin resistant rodents to BRL 49653. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00115-x
• 作为产物：
  描述：

  3-氯-4-羟基苯乙酸甲酯 在 吡啶 、 盐酸羟胺 、 sodium methylate 、 sodium acetate 、 乙酸酐 、 caesium carbonate 作用下， 以 环丁砜 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.75h， 生成 Methyl 3-chloro-4-(3-(3-ethyl-7-propyl-6-benz-[4,5]-isoxazoloxy)propylthio)phenylacetate
  参考文献：
  名称：

  Phenylacetic acid derivatives as hPPAR agonists

  摘要：

  Beginning with the weakly active lead structure 1, a new series of WAR agonists was developed. In vivo glucose and triglyceride lowering activity was obtained by homologation and oxamination to 3, then conversion to substituted benzisoxazoles 4 and 5. Further manipulation afforded benzofurans 6 and 7. Compound 7 was of comparable potency as a glucose and triglyceride lowering agent in insulin resistant rodents to BRL 49653. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00115-x

文献信息

• [EN] HETEROCYCLIC DERIVATIVES AS ANTIDIABETIC AND ANTIOBESITY AGENTS<br/>[FR] DERIVES HETEROCYCLIQUES UTILISES COMME AGENTS CONTRE LE DIABETE ET CONTRE L'OBESITE
  申请人：MERCK & CO., INC.

  公开号：WO1997028137A1

  公开（公告）日：1997-08-07

  (EN) The instant invention is concerned with acetylphenols which are useful as antiobesity and antidiabetic compounds. Compositions and methods for the use of the compounds in the treatment of diabetes and obesity and for lowering or modulating triglyceride levels and cholesterol levels or raising high density lipoprotein levels or for increasing gut motility or for treating atherosclerosis are also disclosed.(FR) L'invention concerne des acétylphénols utiles comme composés contre l'obésité et contre le diabète. Sont également décrites des compositions et des méthodes d'utilisation de ces composés destinées au traitement du diabète et de l'obésité, servant à abaisser ou à moduler les taux de triglycérides et de cholestérol ou à élever les taux de lipoprotéines haute densité ou à accélérer le transit intestinal, ou à traiter l'athérosclérose.

  该发明涉及用作抗肥胖和抗糖尿病化合物的乙酰苯酚。还公开了用于治疗糖尿病和肥胖症的化合物的组合物和使用方法，用于降低或调节甘油三酯水平和胆固醇水平或提高高密度脂蛋白水平或增加肠道运动性或治疗动脉粥样硬化。
• US06090836
  申请人：——

  公开号：——

  公开（公告）日：——
• HETEROCYCLIC DERIVATIVES AS ANTIDIABETIC AND ANTIOBESITY AGENTS
  申请人：MERCK & CO., INC.

  公开号：EP0882029A1

  公开（公告）日：1998-12-09
• US6090836A
  申请人：——

  公开号：US6090836A

  公开（公告）日：2000-07-18
• Phenylacetic acid derivatives as hPPAR agonists
  作者：Conrad Santini、Gregory D Berger、Wei Han、Ralph Mosley、Karen MacNaul、Joel Berger、Thomas Doebber、Margaret Wu、David E Moller、Richard L Tolman、Soumya P Sahoo

  DOI：10.1016/s0960-894x(03)00115-x

  日期：2003.4

  Beginning with the weakly active lead structure 1, a new series of WAR agonists was developed. In vivo glucose and triglyceride lowering activity was obtained by homologation and oxamination to 3, then conversion to substituted benzisoxazoles 4 and 5. Further manipulation afforded benzofurans 6 and 7. Compound 7 was of comparable potency as a glucose and triglyceride lowering agent in insulin resistant rodents to BRL 49653. (C) 2003 Elsevier Science Ltd. All rights reserved.