(R)-3-Amino-1-(2-cyclopentyl-2-oxo-ethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one | 155488-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (R)-3-Amino-1-(2-cyclopentyl-2-oxo-ethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
• CAS: 155488-19-0
• 化学式: C₂₂H₂₃N₃O₂
• 分子量: 361.444
• InChiKey: DAPHSRIUSBFWBM-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  75.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  异氰酸间甲苯酯 、 (R)-3-Amino-1-(2-cyclopentyl-2-oxo-ethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 生成 N-((3R)-1-Cyclopentylcarbonylmethyl-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-N'-(3-methylphenyl)urea
  参考文献：
  名称：

  Synthesis and biological activity of 1-alkylcarbonylmethyl analogues of YM022

  摘要：

  A novel series of 1-alkylcarbonylmethyl analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared. A number of analogues retained good affinity for the gastrin/CCK-B receptor and one compound (6d) showed improved binding and enhanced selectivity for this receptor over CCK-A. A second compound (6j) gave improved in vivo inhibition of gastric acid secretion in rats. Both analogues were shown to have significantly better activity in the same model following i.d. dosing than either YM022 or L-365,260.

  DOI：

  10.1016/0960-894x(95)00556-9
• 作为产物：
  描述：

  2-溴-1-环戊基-1-酮 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 反应 1.0h， 生成 (R)-3-Amino-1-(2-cyclopentyl-2-oxo-ethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
  参考文献：
  名称：

  Synthesis and biological activity of 1-alkylcarbonylmethyl analogues of YM022

  摘要：

  A novel series of 1-alkylcarbonylmethyl analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared. A number of analogues retained good affinity for the gastrin/CCK-B receptor and one compound (6d) showed improved binding and enhanced selectivity for this receptor over CCK-A. A second compound (6j) gave improved in vivo inhibition of gastric acid secretion in rats. Both analogues were shown to have significantly better activity in the same model following i.d. dosing than either YM022 or L-365,260.

  DOI：

  10.1016/0960-894x(95)00556-9