N-((4aR,5R,11aR)-7-Chloro-1,2,3,4,4a,5,11,11a-octahydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-4-[4-(4-fluoro-phenyl)-piperazin-1-yl]-butyramide | 130953-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-((4aR,5R,11aR)-7-Chloro-1,2,3,4,4a,5,11,11a-octahydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-4-[4-(4-fluoro-phenyl)-piperazin-1-yl]-butyramide
• 英文别名: N-[(6aR,10aR,11R)-2-chloro-6,6a,7,8,9,10,10a,11-octahydrobenzo[c][1]benzothiepin-11-yl]-4-[4-(4-fluorophenyl)piperazin-1-yl]butanamide
• CAS: 130953-92-3
• 化学式: C₂₈H₃₅ClFN₃OS
• 分子量: 516.123
• InChiKey: NSITXENFFTWYLM-MUXSNRJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 4-<4-(4-fluorophenyl)-1-piperazinyl>butyrate 在 sodium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-((4aR,5R,11aR)-7-Chloro-1,2,3,4,4a,5,11,11a-octahydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-4-[4-(4-fluoro-phenyl)-piperazin-1-yl]-butyramide
  参考文献：
  名称：

  A new class of calcium antagonists. Synthesis and biological activity of 11-[(.omega.-aminoalkanoyl)amino]-6,6a,7,8,9,10,10a,11-octahydrodibenzo[b,e]thiepin derivatives

  摘要：

  A series of 11-[(omega-aminoalkanoyl)amino]-6,6a,7,8,9,10,10a,11?? -octahydrodibenzo[b,e]thiepin derivatives were prepared and found to be a structurally new class of calcium antagonists. The structure-activity relationship studies indicated that the optimum was (6aR*, 10aR*, 11R*)-11-[[4-[4-(4-fluorophenyl)-1-piperazinyl]butyryl]amino]-6,6a7,8,9,10,10a,11-octahydrodibenzo[b,e]thiepin (31, pA2 8.16), which was superior to diltiazem (pA2 7.42) in calcium antagonistic activity. Compound 31 showed antihypertensive activity in anesthetized rats, without a significant effect on the heart rate. It had also antianginal effects in vasopressin-induced ST-depression and methacholine-induced ST-elevation testings in rats. These potencies of 31 were essentially equal to those of diltiazem.

  DOI：

  10.1021/jm00106a019