5-(2-chloro-4-methoxycarbonylmethylphenyl)-1-methyl-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester | 927178-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-chloro-4-methoxycarbonylmethylphenyl)-1-methyl-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester
• CAS: 927178-57-2
• 化学式: C₂₄H₂₅ClN₂O₄
• 分子量: 440.927
• InChiKey: ZZDBITYXIYVKAG-UHFFFAOYSA-N

物化性质

• 沸点：
  558.6±50.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.42
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(2-chloro-4-methoxycarbonylmethylphenyl)-1-methyl-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester 在 lithium hydroxide 、 氯化亚砜 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 25.0h， 生成 (3-chloro-4-{4-[2-(2,4-dichlorophenoxy)ethylcarbamoyl]-2-methyl-5-phenyl-2H-pyrazol-3-yl}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：

  重氮基乙酸叔丁酯 在 tin(ll) chloride 、 zinc(II) chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 5-(2-chloro-4-methoxycarbonylmethylphenyl)-1-methyl-3-phenyl-1H-pyrazole-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