(R)-2-methyl-4-[6-(2,2,2-trifluoroacetylamino)-pyridin-3-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester | 1256963-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (R)-2-methyl-4-[6-(2,2,2-trifluoroacetylamino)-pyridin-3-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2R)-2-methyl-4-[[6-[(2,2,2-trifluoroacetyl)amino]pyridin-3-yl]methyl]piperazine-1-carboxylate
• CAS: 1256963-22-0
• 化学式: C₁₈H₂₅F₃N₄O₃
• 分子量: 402.417
• InChiKey: JXDIJPCYWRBVDW-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-2-methyl-4-[6-(2,2,2-trifluoroacetylamino)-pyridin-3-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester 在 氨 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.25h， 生成 tert-butyl (R)-4-((6-(4-(5-chloro-3-isopropyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)pyrimidin-2-ylamino)pyridin-3-yl)methyl)-2-methylpiperazine-1-carboxylate
  参考文献：
  名称：

  4-(Pyrazol-4-yl)-pyrimidines as Selective Inhibitors of Cyclin-Dependent Kinase 4/6

  摘要：

  Identification and structure-guided optimization of a series of 4-(pyrazol-4-yl)-pyrimidines as selective CDK 4/6 inhibitors is reported herein. Several potency and selectivity determinants were established based on the X-ray crystallographic analysis of representative compounds bound to monomeric CDK 6. Significant selectivity for CDK4/6 over CDK 1 and CDK2 was demonstrated with several compounds in both enzymatic and cellular assays.

  DOI：

  10.1021/jm100571n
• 作为产物：
  描述：

  2,2,2-trifluoro-N-(5-methylpyridin-2-yl)acetamide 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 三乙胺 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 (R)-2-methyl-4-[6-(2,2,2-trifluoroacetylamino)-pyridin-3-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  4-(Pyrazol-4-yl)-pyrimidines as Selective Inhibitors of Cyclin-Dependent Kinase 4/6

  摘要：

  Identification and structure-guided optimization of a series of 4-(pyrazol-4-yl)-pyrimidines as selective CDK 4/6 inhibitors is reported herein. Several potency and selectivity determinants were established based on the X-ray crystallographic analysis of representative compounds bound to monomeric CDK 6. Significant selectivity for CDK4/6 over CDK 1 and CDK2 was demonstrated with several compounds in both enzymatic and cellular assays.

  DOI：

  10.1021/jm100571n

文献信息

• 4-(Pyrazol-4-yl)-pyrimidines as Selective Inhibitors of Cyclin-Dependent Kinase 4/6
  作者：Young Shin Cho、Maria Borland、Christopher Brain、Christine H.-T. Chen、Hong Cheng、Rajiv Chopra、Kristy Chung、James Groarke、Guo He、Ying Hou、Sunkyu Kim、Steven Kovats、Yipin Lu、Marc O’Reilly、Junqing Shen、Troy Smith、Gary Trakshel、Markus Vögtle、Mei Xu、Ming Xu、Moo Je Sung

  DOI：10.1021/jm100571n

  日期：2010.11.25

  Identification and structure-guided optimization of a series of 4-(pyrazol-4-yl)-pyrimidines as selective CDK 4/6 inhibitors is reported herein. Several potency and selectivity determinants were established based on the X-ray crystallographic analysis of representative compounds bound to monomeric CDK 6. Significant selectivity for CDK4/6 over CDK 1 and CDK2 was demonstrated with several compounds in both enzymatic and cellular assays.