4-chloromethyl-2-(2,4-dichlorophenyl)-5-isopropyloxazole | 1005784-03-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-chloromethyl-2-(2,4-dichlorophenyl)-5-isopropyloxazole
• 英文别名: 4-(Chloromethyl)-2-(2,4-dichlorophenyl)-5-propan-2-yl-1,3-oxazole
• CAS: 1005784-03-1
• 化学式: C₁₃H₁₂Cl₃NO
• 分子量: 304.603
• InChiKey: KRCAOLKJMFXFJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  395.9±52.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloromethyl-2-(2,4-dichlorophenyl)-5-isopropyloxazole 在 盐酸 、 硫酸 、 水 、 溶剂黄146 、 lithium diisopropyl amide 、 sodium nitrite 作用下， 以 四氢呋喃 为溶剂， 反应 28.25h， 生成 3-[2-[2-(2,4-dichlorophenyl)-5-isopropyl-4-oxazolyl]ethyl]-6-hydroxy-5-methyl-1,2-benzisoxazole
  参考文献：
  名称：

  Biological evaluation of novel benzisoxazole derivatives as PPARδ agonists

  摘要：

  We discovered novel peroxisome proliferator-activated receptor delta agonists with a characteristic benzisoxazole ring. Compound 5 exhibited potent human PPAR delta transactivation activity. Furthermore, it stimulated the differentiation of oligodendrocyte precursor cells in vitro. This indicates that this potential drug may be effective for the treatment of demyelinating disorders such as multiple sclerosis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.053
• 作为产物：
  描述：

  [2-(2,4-Dichlorophenyl)-5-propan-2-yl-1,3-oxazol-4-yl]methanol 在 氯化亚砜 作用下， 以 苯 为溶剂， 以100%的产率得到4-chloromethyl-2-(2,4-dichlorophenyl)-5-isopropyloxazole
  参考文献：
  名称：

  Synthesis of a novel human PPARδ selective agonist and its stimulatory effect on oligodendrocyte differentiation

  摘要：

  We successfully synthesized a novel peroxisome proliferator-activated receptor (PPAR)delta selective agonist, namely, compound 20, with a characteristic benzisoxazole ring. Compound 20 exhibited potent human PPAR delta transactivation activity and high d selectivity. Further, it stimulated differentiation of primary oligodendrocyte precursor cells in vitro, indicating that it may be an effective drug in the treatment of demyelinating disorders such as multiple sclerosis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.030