4-chloro-N-[2-(2-phenylethylamino)-5,6,7,8-tetrahydroquinazolin-4-yl]benzenesulfonamide | 1257328-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-chloro-N-[2-(2-phenylethylamino)-5,6,7,8-tetrahydroquinazolin-4-yl]benzenesulfonamide
• CAS: 1257328-23-6
• 化学式: C₂₂H₂₃ClN₄O₂S
• 分子量: 442.969
• InChiKey: JQZCAJFXIUZWDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  92.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-chloro-N-(2-chloro-5,6,7,8-tetrahydroquinazolin-4-yl)benzenesulfonamide 、 2-苯乙胺 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 4-chloro-N-[2-(2-phenylethylamino)-5,6,7,8-tetrahydroquinazolin-4-yl]benzenesulfonamide
  参考文献：
  名称：

  5,6,7,8-Tetrahydropyrido[4,3-d]pyrimidines as novel class of potent and highly selective CaMKII inhibitors

  摘要：

  A novel series of 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidines containing substituted phenyl sulfonamide are synthesized and evaluated for their inhibitory activity against CaMKII. Substituents on the phenyl group had significant impact on CaMKII inhibition, in particular, the inhibitory activity of 8p was 25-fold higher than that of KN-93, a known CaMKII inhibitor. Michaelis-Menten analysis of a representative compound suggested that the synthesized pyrimidines are calmodulin non-competitive inhibitors. Finally, 8p exhibited more than 100-fold higher selectivity for CaMKII over five types of off-target kinases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.005

文献信息

• 5,6,7,8-Tetrahydropyrido[4,3-d]pyrimidines as novel class of potent and highly selective CaMKII inhibitors
  作者：Shigehiro Asano、Masafumi Komiya、Nobuyuki Koike、Erina Koga、Shogo Nakatani、Yoshiaki Isobe

  DOI：10.1016/j.bmcl.2010.09.005

  日期：2010.11

  A novel series of 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidines containing substituted phenyl sulfonamide are synthesized and evaluated for their inhibitory activity against CaMKII. Substituents on the phenyl group had significant impact on CaMKII inhibition, in particular, the inhibitory activity of 8p was 25-fold higher than that of KN-93, a known CaMKII inhibitor. Michaelis-Menten analysis of a representative compound suggested that the synthesized pyrimidines are calmodulin non-competitive inhibitors. Finally, 8p exhibited more than 100-fold higher selectivity for CaMKII over five types of off-target kinases. (C) 2010 Elsevier Ltd. All rights reserved.