4-chloromethyl-5-methyl-2-(5-methylthiophen-2-yl)oxazol | 866641-11-4

• 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-5-methyl-2-(5-methylthiophen-2-yl)oxazol
• 英文别名: 4-Chloromethyl-5-methyl-2-(5-methylthiophen-2-yl)oxazole；4-(Chloromethyl)-5-methyl-2-(5-methylthiophen-2-yl)-1,3-oxazole
• CAS: 866641-11-4
• 化学式: C₁₀H₁₀ClNOS
• 分子量: 227.714
• InChiKey: GAOZSZITOVWWLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  54.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloromethyl-5-methyl-2-(5-methylthiophen-2-yl)oxazol 在 硫酸 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 <5-methyl-2-(5-methyl-2-thienyl)oxazo-4-yl>acetic acid methyl ester
  参考文献：
  名称：

  Revisiting glitazars: Thiophene substituted oxazole containing α-ethoxy phenylpropanoic acid derivatives as highly potent PPARα/γ dual agonists devoid of adverse effects in rodents

  摘要：

  In an effort to develop safe and efficacious compounds for the treatment of metabolic disorders, novel thiophene substituted oxazole containing alpha-alkoxy-phenylpropanoic acid derivatives are designed as highly potent PPAR alpha/gamma dual agonists. These compounds were found to be efficacious at picomolar concentrations. Lead compound 18d has emerged as very potent PPAR alpha/gamma dual agonist demonstrating potent antidiabetic and lipid lowering activity at a very low dose and did not exhibit any significant signs of toxicity in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.020
• 作为产物：
  描述：

  4,5-Dimethyl-2-(5-methylthiophen-2-yl)-3-oxido-1,3-oxazol-3-ium 在 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 4-chloromethyl-5-methyl-2-(5-methylthiophen-2-yl)oxazol
  参考文献：
  名称：

  Revisiting glitazars: Thiophene substituted oxazole containing α-ethoxy phenylpropanoic acid derivatives as highly potent PPARα/γ dual agonists devoid of adverse effects in rodents

  摘要：

  In an effort to develop safe and efficacious compounds for the treatment of metabolic disorders, novel thiophene substituted oxazole containing alpha-alkoxy-phenylpropanoic acid derivatives are designed as highly potent PPAR alpha/gamma dual agonists. These compounds were found to be efficacious at picomolar concentrations. Lead compound 18d has emerged as very potent PPAR alpha/gamma dual agonist demonstrating potent antidiabetic and lipid lowering activity at a very low dose and did not exhibit any significant signs of toxicity in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.020

文献信息

• Phenoxyacetic Acid Derivatives and Drug Comprising The Same
  申请人：Kagechika Katsuji

  公开号：US20070208021A1

  公开（公告）日：2007-09-06

  Novel compounds having excellent PPAR α/γ agonist effects and having desirable properties for medicaments are provided. Peroxisome proliferator-activated receptor α/γ agonists of the general formula (I): (wherein Q is an optionally-substituted benzene or pyridine ring; R 1 and R 2 each are an optionally-substituted phenyl group or 5- or 6-membered aromatic heterocyclic group; X Y, and Z are independently C, O, S or N; R 3 to R 9 each are a hydrogen atom, a lower alkyl group, etc.; n is an integer of 0 to 3).

  提供了具有出色的PPAR α/γ激动剂效果和适合于药物的理想特性的新型化合物。一般式(I)的过氧化物增殖物激活受体α/γ激动剂如下：（其中Q是可选取代苯环或吡啶环；R1和R2分别是可选取代苯基或5-或6-成员芳香杂环基；X、Y和Z独立地是C、O、S或N；R3到R9每个是氢原子、低级烷基等；n是0到3的整数）。
• PHENOXYACETIC ACID DERIVATIVE AND MEDICINE CONTAINING THE SAME
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1731513A1

  公开（公告）日：2006-12-13

  Novel compounds having excellent PPAR α/γ agonist effects and having desirable properties for medicaments are provided. Peroxisome proliferator-activated receptor α/γ agonists of the general formula (I): (wherein Q is an optionally-substituted benzene or pyridine ring; R1 and R2 each are an optionally-substituted phenyl group or 5- or 6-membered aromatic heterocyclic group; X Y, and Z are independently C, O, S or N; R3 to R9 each are a hydrogen atom, a lower alkyl group, etc.; n is an integer of 0 to 3).

  本研究提供了具有极佳 PPAR α/γ 激动剂效果和理想药用特性的新型化合物。 通式 (I) 的过氧化物酶体增殖激活受体 α/γ 激动剂： (其中Q是任选取代的苯环或吡啶环；R1和R2各自是任选取代的苯基或5或6元芳香杂环基团；X Y和Z独立地是C、O、S或N；R3至R9各自是氢原子、低级烷基等；n是0至3的整数）。
• EP1731513
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2007/37010
  申请人：——

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  公开（公告）日：——