2-(4-{3-[(biphenyl-4-carbonyl)-amino]-4-oxo-4-phenyl-butoxy}-phenoxy)-2-methyl-propionic acid | 328919-93-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-{3-[(biphenyl-4-carbonyl)-amino]-4-oxo-4-phenyl-butoxy}-phenoxy)-2-methyl-propionic acid
• 英文别名: 2-methyl-2-[4-[4-oxo-4-phenyl-3-[(4-phenylbenzoyl)amino]butoxy]phenoxy]propanoic acid
• CAS: 328919-93-3
• 化学式: C₃₃H₃₁NO₆
• 分子量: 537.612
• InChiKey: RWLRWJDPZPQCST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-{3-[(biphenyl-4-carbonyl)-amino]-4-oxo-4-phenyl-butoxy}-phenoxy)-2-methyl-propionic acid 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.33h， 生成 2-{4-[2-(2-biphenyl-4-yl-5-phenyl-oxazol-4-yl)-ethoxy]-phenoxy}-2-methyl-propionic acid
  参考文献：
  名称：

  Application of the Dakin−West Reaction for the Synthesis of Oxazole-Containing Dual PPARα/γ Agonists

  摘要：

  An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.

  DOI：

  10.1021/jo026655v
• 作为产物：
  描述：

  联苯-4-甲酰氯 在 吡啶 、 三乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.5h， 生成 2-(4-{3-[(biphenyl-4-carbonyl)-amino]-4-oxo-4-phenyl-butoxy}-phenoxy)-2-methyl-propionic acid
  参考文献：
  名称：

  Application of the Dakin−West Reaction for the Synthesis of Oxazole-Containing Dual PPARα/γ Agonists

  摘要：

  An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.

  DOI：

  10.1021/jo026655v

文献信息

• Modulators of peroxisome proliferator activated receptors
  申请人：Eli Lilly & Company

  公开号：US06417212B1

  公开（公告）日：2002-07-09

  The present invention is directed to compounds represented by Structural Formula I and pharmaceutically acceptable salts, solvates and hydrates thereof, and methods of making, methods of using and pharmaceutical compositions having compounds represented by Structural Formula I and pharmaceutically acceptable salts, solvates and hydrates thereof: In Structural Formula I, n is 2, 3, or 4; V is O or S; W is O, S, or SO2; R1 is H, a C1-C4 alkyl, phenyl or trifluoromethyl; R2 are each, independently, H, a C1-C6 alkyl, an aryl-C1-C6 alkyl, a cycloalkyl-C1-C4 alkyl, an aryl, a cycloalkyl, or together with the phenyl to which they are bound form naphthyl or 1,2,3,4-tetrahydronaphthyl; R3 are each, independently, H, a C1-C6 alkyl, an aryl-C1-C6 alkyl, a cycloalkyl-C1-C4 alkyl, an aryl, or a cycloalkyl; R4 are each, independently, H, a C1-C4 alkyl, an aryl, or benzyl; R5 are each, independently, H, a substituted or unsubstituted aryl or a heteroaryl, provided that at least one R5 is a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl; and R6 is H, a C1-C4 alkyl, or an aminoalkyl.

  本发明涉及由结构式I表示的化合物及其药学上可接受的盐、溶剂和水合物，以及制备方法、使用方法和具有由结构式I表示的化合物及其药学上可接受的盐、溶剂和水合物的药物组合物：在结构式I中，n为2、3或4；V为O或S；W为O、S或SO2；R1为H、C1-C4烷基、苯基或三氟甲基；R2分别为H、C1-C6烷基、芳基-C1-C6烷基、环烷基-C1-C4烷基、芳基、环烷基，或者与它们结合的苯基一起形成萘基或1,2,3,4-四氢萘基；R3分别为H、C1-C6烷基、芳基-C1-C6烷基、环烷基-C1-C4烷基、芳基或环烷基；R4分别为H、C1-C4烷基、芳基或苄基；R5分别为H、取代或未取代的芳基或杂环烷基，但至少有一个R5是取代或未取代的芳基或取代或未取代的杂环烷基；R6为H、C1-C4烷基或氨基烷基。
• [EN] BIARYL-OXA(THIA)ZOLE DERIVATIVES AND THEIR USE AS PPARS MODULATORS<br/>[FR] DERIVES DE BIARYL-OXA(THIA)ZOLE ET LEUR UTILISATION EN TANT QUE MODULATEURS DE PPAR
  申请人：LILLY CO ELI

  公开号：WO2001016120A1

  公开（公告）日：2001-03-08

  Compounds represented by Formula (I) wherein n is 2, 3, or 4; V is O or S; W is O, S, or SO2 and at least one R5 is a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl; are modulators of peroxisome proliferator activated receptors and are useful in the treatment of type II diabetes and of cardiovascular diseases.

  公式（I）所代表的化合物中，其中n为2、3或4；V为O或S；W为O、S或SO2，且至少有一个R5为取代或未取代的芳基或取代或未取代的杂环基；是过氧化物酶体增殖物激活受体的调节剂，并且在治疗2型糖尿病和心血管疾病方面有用。
• BIARYL-OXA(THIA)ZOLE DERIVATIVES AND THEIR USE AS PPARS MODULATORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1206457A1

  公开（公告）日：2002-05-22
• US6417212B1
  申请人：——

  公开号：US6417212B1

  公开（公告）日：2002-07-09
• US6610696B2
  申请人：——

  公开号：US6610696B2

  公开（公告）日：2003-08-26