3-(2-chloro-4-methoxycarbonylmethyl-phenoxymethyl)-5-phenylisoxazole-4-carboxylic acid tert-butyl ester | 927178-35-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-chloro-4-methoxycarbonylmethyl-phenoxymethyl)-5-phenylisoxazole-4-carboxylic acid tert-butyl ester
• CAS: 927178-35-6
• 化学式: C₂₄H₂₄ClNO₆
• 分子量: 457.911
• InChiKey: NAVIBQBKACUABR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.86
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(2-chloro-4-methoxycarbonylmethyl-phenoxymethyl)-5-phenylisoxazole-4-carboxylic acid tert-butyl ester 在 氯化亚砜 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 9.0h， 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
• 作为产物：
  描述：

  3-甲基-5-苯基-4-异恶唑羰酰氯 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 caesium carbonate 作用下， 以 四氯化碳 、 二氯甲烷 、 乙腈 为溶剂， 反应 26.0h， 生成 3-(2-chloro-4-methoxycarbonylmethyl-phenoxymethyl)-5-phenylisoxazole-4-carboxylic acid tert-butyl 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