3-(2-methyl-3-(trifluoromethyl)benzyl)-2-(methylthio)-5-morpholino-[1,2,4]triazolo[1,5-a]pyrimidin-7(3H)-one | 1374306-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-methyl-3-(trifluoromethyl)benzyl)-2-(methylthio)-5-morpholino-[1,2,4]triazolo[1,5-a]pyrimidin-7(3H)-one
• 英文别名: 2-Methylsulfanyl-3-[[2-methyl-3-(trifluoromethyl)phenyl]methyl]-5-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyrimidin-7-one
• CAS: 1374306-17-8
• 化学式: C₁₉H₂₀F₃N₅O₂S
• 分子量: 439.461
• InChiKey: JGXLVHIJLDKGLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-甲基-3-(三氟甲基)苄基溴 在 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 3-(2-methyl-3-(trifluoromethyl)benzyl)-2-(methylthio)-5-morpholino-[1,2,4]triazolo[1,5-a]pyrimidin-7(3H)-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones as novel series of potent β isoform selective phosphatidylinositol 3-kinase inhibitors

  摘要：

  A series of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones with excellent enzyme inhibition, improved isoform selectivity, and excellent inhibition of downstream phosphorylation of AKT has been identified. Several compounds in the series demonstrated potent (similar to 0.100 mu M IC50) growth inhibition in a PTEN deficient cancer cell line. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.039

文献信息

• Synthesis and structure–activity relationships of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones as novel series of potent β isoform selective phosphatidylinositol 3-kinase inhibitors
  作者：Robert M. Sanchez、Karl Erhard、Mary Ann Hardwicke、Hong Lin、Jeanelle McSurdy-Freed、Ramona Plant、Kaushik Raha、Cynthia M. Rominger、Michael D. Schaber、Michael D. Spengler、Michael L. Moore、Hongyi Yu、Juan I. Luengo、Rosanna Tedesco、Ralph A. Rivero

  DOI：10.1016/j.bmcl.2012.03.039

  日期：2012.5

  A series of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones with excellent enzyme inhibition, improved isoform selectivity, and excellent inhibition of downstream phosphorylation of AKT has been identified. Several compounds in the series demonstrated potent (similar to 0.100 mu M IC50) growth inhibition in a PTEN deficient cancer cell line. (C) 2012 Elsevier Ltd. All rights reserved.