ethyl 2-acetyl-4-methylthiazole-5-carboxylate | 1096156-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-acetyl-4-methylthiazole-5-carboxylate
• 英文别名: Ethyl 2-acetyl-4-methyl-1,3-thiazole-5-carboxylate
• CAS: 1096156-23-8
• 化学式: C₉H₁₁NO₃S
• 分子量: 213.257
• InChiKey: RLKVKWWRBVMOFN-UHFFFAOYSA-N

物化性质

• 沸点：
  318.9±34.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Bredereck 试剂 、 ethyl 2-acetyl-4-methylthiazole-5-carboxylate 以74%的产率得到ethyl 2-(3-(dimethylamino)acryloyl)-4-methylthiazole-5-carboxylate
  参考文献：
  名称：

  Discovery and SAR of novel 4-thiazolyl-2-phenylaminopyrimidines as potent inhibitors of spleen tyrosine kinase (SYK)

  摘要：

  A series of SYK inhibitors based on the phenylamino pyrimidine thiazole lead 4 were prepared and evaluated for biological activity. Lead optimization provided compounds with nanomolar K(i)'s against SYK and potent inhibition in mast cell degranulation assays.

  DOI：

  10.1016/j.bmcl.2008.09.106
• 作为产物：
  描述：

  4-甲基噻唑-5-甲酸乙酯 、 N-甲氧基-N-甲基乙酰胺 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以61%的产率得到ethyl 2-acetyl-4-methylthiazole-5-carboxylate
  参考文献：
  名称：

  Discovery and SAR of novel 4-thiazolyl-2-phenylaminopyrimidines as potent inhibitors of spleen tyrosine kinase (SYK)

  摘要：

  A series of SYK inhibitors based on the phenylamino pyrimidine thiazole lead 4 were prepared and evaluated for biological activity. Lead optimization provided compounds with nanomolar K(i)'s against SYK and potent inhibition in mast cell degranulation assays.

  DOI：

  10.1016/j.bmcl.2008.09.106