(R)-2-(2-(3,5-dimethylphenylamino)pyrimidin-4-yl)-N-(1-hydroxypropan-2-yl)-4-methylthiazole-5-carboxamide | 1096156-21-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-2-(2-(3,5-dimethylphenylamino)pyrimidin-4-yl)-N-(1-hydroxypropan-2-yl)-4-methylthiazole-5-carboxamide
• 英文别名: 2-[2-(3,5-dimethylanilino)pyrimidin-4-yl]-N-[(2R)-1-hydroxypropan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide
• CAS: 1096156-21-6
• 化学式: C₂₀H₂₃N₅O₂S
• 分子量: 397.501
• InChiKey: PEGXADGTBNRSGV-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  D-氨基丙醇 、 2-[2-(3,5-Dimethylanilino)pyrimidin-4-yl]-4-methyl-1,3-thiazole-5-carboxylic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-2-(2-(3,5-dimethylphenylamino)pyrimidin-4-yl)-N-(1-hydroxypropan-2-yl)-4-methylthiazole-5-carboxamide
  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

文献信息

• Discovery and SAR of novel 4-thiazolyl-2-phenylaminopyrimidines as potent inhibitors of spleen tyrosine kinase (SYK)
  作者：Luc J. Farmer、Guy Bemis、Shawn D. Britt、John Cochran、Martin Connors、Edmund M. Harrington、Thomas Hoock、William Markland、Suganthini Nanthakumar、Paul Taslimi、Ernst Ter Haar、Jian Wang、Darshana Zhaveri、Francesco G. Salituro

  DOI：10.1016/j.bmcl.2008.09.106

  日期：2008.12

  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.