[2-chloro-4-(4-chlorocarbonyl-5-phenylisoxazol-3-ylmethoxy)phenyl]acetic acid methyl ester | 927178-36-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [2-chloro-4-(4-chlorocarbonyl-5-phenylisoxazol-3-ylmethoxy)phenyl]acetic acid methyl ester
• CAS: 927178-36-7
• 化学式: C₂₀H₁₅Cl₂NO₅
• 分子量: 420.249
• InChiKey: SQBDPLJDIHBUEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  78.63
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [2-chloro-4-(4-chlorocarbonyl-5-phenylisoxazol-3-ylmethoxy)phenyl]acetic acid methyl ester 在 lithium hydroxide 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (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 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 [2-chloro-4-(4-chlorocarbonyl-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