7-Chloro-1-[(2,3-dichlorophenyl)methyl]-2,3-dimethylimidazo[1,2-a]pyrimidin-5-one | 1366126-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]嘧啶
• 英文名称: 7-Chloro-1-[(2,3-dichlorophenyl)methyl]-2,3-dimethylimidazo[1,2-a]pyrimidin-5-one
• CAS: 1366126-86-4
• 化学式: C₁₅H₁₂Cl₃N₃O
• 分子量: 356.639
• InChiKey: WABVYCXBYVICQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吗啉 、 7-Chloro-1-[(2,3-dichlorophenyl)methyl]-2,3-dimethylimidazo[1,2-a]pyrimidin-5-one 生成 1-[(2,3-Dichlorophenyl)methyl]-2,3-dimethyl-7-morpholin-4-ylimidazo[1,2-a]pyrimidin-5-one
  参考文献：
  名称：

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

  摘要：

  A series of PI3K-beta selective inhibitors, imidazo[1,2-a]-pyrimidin-5(1H)-ones, has been rationally designed based on the docking model of the more potent R enantiomer of TGX-221, identified by a chiral separation, in a PI3K-beta homology model. Synthesis and SAR of this novel chemotype are described. Several compounds in the series demonstrated potent growth inhibition in a PTEN-deficient breast cancer cell line MDA-MB-468 under anchorage independent conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.092
• 作为产物：
  描述：

  4,5-二甲基-2-氨基-1H-咪唑 在 sodium ethanolate 、 potassium carbonate 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-Chloro-1-[(2,3-dichlorophenyl)methyl]-2,3-dimethylimidazo[1,2-a]pyrimidin-5-one
  参考文献：
  名称：

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

  摘要：

  A series of PI3K-beta selective inhibitors, imidazo[1,2-a]-pyrimidin-5(1H)-ones, has been rationally designed based on the docking model of the more potent R enantiomer of TGX-221, identified by a chiral separation, in a PI3K-beta homology model. Synthesis and SAR of this novel chemotype are described. Several compounds in the series demonstrated potent growth inhibition in a PTEN-deficient breast cancer cell line MDA-MB-468 under anchorage independent conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.092