(2-chloro-4-{4-[2-(2,4-dichlorophenoxy)ethylcarbamoyl]-5-phenylisoxazol-3-ylmethoxy}phenyl)acetic acid methyl ester | 927178-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-chloro-4-{4-[2-(2,4-dichlorophenoxy)ethylcarbamoyl]-5-phenylisoxazol-3-ylmethoxy}phenyl)acetic acid methyl ester
• CAS: 927178-54-9
• 化学式: C₂₈H₂₃Cl₃N₂O₆
• 分子量: 589.859
• InChiKey: MSQDPFMJHFHFGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  39.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  99.89
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2-chloro-4-{4-[2-(2,4-dichlorophenoxy)ethylcarbamoyl]-5-phenylisoxazol-3-ylmethoxy}phenyl)acetic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以18 mg的产率得到(3-Chloro-4-{4-[2-(2,4-dichloro-phenoxy)-ethylcarbamoyl]-5-phenyl-isoxazol-3-ylmethoxy}-phenyl)-acetic acid
  参考文献：
  名称：

  3,4,5-Trisubstituted isoxazoles as novel PPARδ agonists. Part 2

  摘要：

  A series of PPARdelta-selective agonists was investigated and optimized for a favorable in vivo pharmacokinetic profile. Isoxazole LCI765 (17d) was found to be a potent and selective PPARdelta agonist with good in vivo PK properties in mouse (C(max)=5.1 microM, t(1/2)=3.1 h). LCI765 regulated expression of genes involved in energy homeostasis in relevant tissues when dosed orally in C57BL6 mice. A co-crystal structure of compound LCI765 and the LBD of PPARdelta is discussed.

  DOI：

  10.1016/j.bmcl.2006.08.052
• 作为产物：
  描述：

  3-(2-chloro-4-methoxycarbonylmethyl-phenoxymethyl)-5-phenylisoxazole-4-carboxylic acid 在 氯化亚砜 、 potassium carbonate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 14.0h， 生成 (2-chloro-4-{4-[2-(2,4-dichlorophenoxy)ethylcarbamoyl]-5-phenylisoxazol-3-ylmethoxy}phenyl)acetic acid methyl ester
  参考文献：
  名称：

  3,4,5-Trisubstituted isoxazoles as novel PPARδ agonists. Part 2

  摘要：

  A series of PPARdelta-selective agonists was investigated and optimized for a favorable in vivo pharmacokinetic profile. Isoxazole LCI765 (17d) was found to be a potent and selective PPARdelta agonist with good in vivo PK properties in mouse (C(max)=5.1 microM, t(1/2)=3.1 h). LCI765 regulated expression of genes involved in energy homeostasis in relevant tissues when dosed orally in C57BL6 mice. A co-crystal structure of compound LCI765 and the LBD of PPARdelta is discussed.

  DOI：

  10.1016/j.bmcl.2006.08.052