(R)-7-hydroxy-5-(3-methoxyphenethyl)-2-phenyl-5,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-4-one | 1443018-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-7-hydroxy-5-(3-methoxyphenethyl)-2-phenyl-5,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-4-one
• 英文别名: (7R)-7-hydroxy-5-[2-(3-methoxyphenyl)ethyl]-2-phenyl-7,8-dihydro-6H-pyrazolo[1,5-a][1,4]diazepin-4-one
• CAS: 1443018-84-5
• 化学式: C₂₂H₂₃N₃O₃
• 分子量: 377.443
• InChiKey: NOBNFUVKDYNEIN-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  67.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 3-甲氧基苯乙胺 以64%的产率得到(R)-7-hydroxy-5-(3-methoxyphenethyl)-2-phenyl-5,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-4-one
  参考文献：
  名称：

  Novel chiral ferrocenylpyrazolo[1,5-a][1,4]diazepin-4-one derivatives – Synthesis, characterization and inhibition against lung cancer cells

  摘要：

  A series of novel 2-ferrocenyl-7-hydroxy-5-phenethyl-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepin-4-one derivatives with optical activity (2) was synthesized in the microwave-assisted condition and characterized by means of IR, H-1 NMR and mass spectroscopy, and furthermore confirmed by X-ray analysis of a representative compound (R)-2a. Preliminary biological evaluation showed that some compounds could suppress the growth of A549, H322 and H1299 lung cancer cells. Among the tested compounds, 2b-d were more effective and might perform their action through cell cycle arrest for A549 cell. Whereas these compounds inhibited growth of H1299 and H322 cells by inducing apoptosis. The anti-tumor activities of these compounds were related to the nature of substituents in benzene moiety. In addition, the results indicated also that compounds 2b-d possessed notable cytotoxicity and selectivity for A549 vs H1299 and H322 lung cancer cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.016