1,7,7-Trimethyl-4-(4-methylphenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5- dione

• 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: 1,7,7-Trimethyl-4-(4-methylphenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5- dione
• 英文别名: 1,7,7-Trimethyl-4-(4-methylphenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione；1,7,7-trimethyl-4-(4-methylphenyl)-3,4,6,8-tetrahydroquinazoline-2,5-dione
• 化学式: C₁₈H₂₂N₂O₂
• 分子量: 298.385
• InChiKey: YSYYMWDGBANODG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 N-甲基脲 在 盐酸 作用下， 以 乙醇 为溶剂， 以20.23%的产率得到1,7,7-Trimethyl-4-(4-methylphenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5- dione
  参考文献：
  名称：

  Synthesis and in vitro calcium antagonist activity of 4-aryl-7,7-dimethyl/1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione derivatives

  摘要：

  In this study, a series of 4-aryl-7,7-dimethyl and 1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-diones (1-25) were synthesized by condensing urea or N-methylurea with 5,5-dimethyl-1,3-cyclohexanedione and appropriate aromatic aldehydes according to the Biginelli reaction. The structures of the compounds were confirmed by spectral data and elementary analysis. The calcium antagonist activity of the compounds was tested in vitro on isolated rat ileum and lamb carotid artery. Compounds 16 and 19 were the most active derivatives on isolated rat ileum compared with the standard nicardipine. On isolated aortic strips of lamb the calcium antagonist activity of compound 16 (maximum relaxant effect: 38.83+/-5.84%) was found as high as that of nicardipine (maximum relaxant effect: 35.50+/-4.16%) used as a reference drug.

  DOI：

  10.1016/s0014-827x(02)00009-5

文献信息

• Synthesis and in vitro calcium antagonist activity of 4-aryl-7,7-dimethyl/1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-dione derivatives
  作者：Mine Yarım、Selma Saraç、F.Sultan Kılıç、Kevser Erol

  DOI：10.1016/s0014-827x(02)00009-5

  日期：2003.1

  In this study, a series of 4-aryl-7,7-dimethyl and 1,7,7-trimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-diones (1-25) were synthesized by condensing urea or N-methylurea with 5,5-dimethyl-1,3-cyclohexanedione and appropriate aromatic aldehydes according to the Biginelli reaction. The structures of the compounds were confirmed by spectral data and elementary analysis. The calcium antagonist activity of the compounds was tested in vitro on isolated rat ileum and lamb carotid artery. Compounds 16 and 19 were the most active derivatives on isolated rat ileum compared with the standard nicardipine. On isolated aortic strips of lamb the calcium antagonist activity of compound 16 (maximum relaxant effect: 38.83+/-5.84%) was found as high as that of nicardipine (maximum relaxant effect: 35.50+/-4.16%) used as a reference drug.