Methyl 2-[4-(hydroxyiminomethyl)-2-methylphenoxy]acetate | 870195-27-0

• 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: Methyl 2-[4-(hydroxyiminomethyl)-2-methylphenoxy]acetate
• 英文别名: methyl 2-[4-(hydroxyiminomethyl)-2-methylphenoxy]acetate
• CAS: 870195-27-0
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: XTCCHHXBIZOIPY-UHFFFAOYSA-N

物化性质

• 沸点：
  338.6±37.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-[4-(hydroxyiminomethyl)-2-methylphenoxy]acetate 在 盐酸 、 N-氯代丁二酰亚胺 、 双(三甲基硅烷基)氨基钾 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (4-{4-[2-(2,4-dichloro-phenoxy)-ethyl-carbamoyl]-5-phenyl-isoxazol-3-yl}-2-methyl-phenoxy)-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：

  2-(4-羟基-2-甲基苯氧基)乙酸 在 镍 四(三苯基膦)钯 、 甲酸 、 硫酸 、 盐酸羟胺 、 sodium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 Methyl 2-[4-(hydroxyiminomethyl)-2-methylphenoxy]acetate
  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

文献信息

• 3,4,5-Trisubstituted isoxazoles as novel PPARδ agonists. Part 2
  作者：Robert Epple、Mihai Azimioara、Ross Russo、Yongping Xie、Xing Wang、Christopher Cow、John Wityak、Don Karanewsky、Badry Bursulaya、Andreas Kreusch、Tove Tuntland、Andrea Gerken、Maya Iskandar、Enrique Saez、H. Martin Seidel、Shin-Shay Tian

  DOI：10.1016/j.bmcl.2006.08.052

  日期：2006.11

  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.