4-chloromethyl-2-phenyl-5-propyloxazole

• 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-phenyl-5-propyloxazole
• 英文别名: 4-(chloromethyl)-2-phenyl-5-propyl-1,3-oxazole
• 化学式: C₁₃H₁₄ClNO
• 分子量: 235.713
• InChiKey: KHSSKWICBKVALP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  4
• 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-phenyl-5-propyloxazole 在 盐酸 、 lithium hydroxide monohydrate 、 硫酸 、 水 、 potassium carbonate 、 溶剂黄146 、 lithium diisopropyl amide 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丁酮 为溶剂， 反应 75.25h， 生成 2-[3-[2-[2-phenyl-5-propyl-4-oxazolyl]ethyl]-1,2-benzisoxazol-6-yloxy]-2-methylpropionic acid
  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-phenyl-5-propyl-4-oxazolyl)methanol 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以99%的产率得到4-chloromethyl-2-phenyl-5-propyloxazole
  参考文献：
  名称：

  ALKANOIC ACID DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND USE THEREOF

  摘要：

  公开号：

  EP1357115B1

文献信息

• Alkanoic acid derivatives process for their production and use thereof
  申请人：——

  公开号：US20040058965A1

  公开（公告）日：2004-03-25

  An alkanoic acid derivative useful as a prophylactic or therapeutic agent of diabetes mellitus, hyperlipidemia, impaired glucose tolerance and the like can be provided by a compound represented by the formula 1 wherein R 1 is an optionally substituted 5-membered aromatic heterocyclic group; X is a bond and the like; Q is a divalent hydrocarbon group having 1 to 20 carbon atoms; Y is a bond and the like, ring A is an aromatic ring optionally further having 1 to 3 substituents; Z is —(CH 2 ) n —Z 1 — (n is an integer of 1 to 8 and Z 1 is an oxygen atom and the like) and the like; ring B is a pyridine ring optionally further having 1 to 3 substituents, and the like; U is a bond and the like; W is a divalent hydrocarbon group having 1 to 20 carbon atoms; and R 3 is —OH and the like, provided that, when ring B is a benzene ring optionally further having 1 to 3 substituents, U should be a bond, or a salt thereof.

  一种可以用作糖尿病、高脂血症、糖耐量受损等预防或治疗剂的脂肪酸衍生物可以由以下式1所表示的化合物提供，其中R1是可选取代的5-成员芳香杂环基；X是键等；Q是具有1到20个碳原子的二价碳氢基团；Y是键等；环A是一种芳香环，可选择进一步具有1到3个取代基；Z是—（CH2）n—Z1—（n是1到8的整数，Z1是氧原子等）等；环B是吡啶环，可选择进一步具有1到3个取代基等；U是键等；W是具有1到20个碳原子的二价碳氢基团；R3是—OH等；但是，当环B是苯环，可选择进一步具有1到3个取代基时，U应为键，或其盐。
• US7238716B2
  申请人：——

  公开号：US7238716B2

  公开（公告）日：2007-07-03
• ALKANOIC ACID DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1357115B1

  公开（公告）日：2009-06-17
• Biological evaluation of novel benzisoxazole derivatives as PPARδ agonists
  作者：Shogo Sakuma、Tsuyoshi Endo、Takashi Kanda、Hideki Nakamura、Satomi Yamasaki、Tomio Yamakawa

  DOI：10.1016/j.bmc.2011.03.053

  日期：2011.5

  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.