(6aR^*,10aR^*,11R^*)-11-<(chlorohexanoyl)amino>-6,6a,7,8,9,10,10a,11-octahydrodibenzothiepin | 130933-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: (6aR^*,10aR^*,11R^*)-11-<(chlorohexanoyl)amino>-6,6a,7,8,9,10,10a,11-octahydrodibenzothiepin
• CAS: 130933-45-8
• 化学式: C₂₀H₂₈ClNOS
• 分子量: 365.967
• InChiKey: BJEGZELCJZSOKG-GUXCAODWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-苯基哌嗪 、 (6aR^*,10aR^*,11R^*)-11-<(chlorohexanoyl)amino>-6,6a,7,8,9,10,10a,11-octahydrodibenzothiepin 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成
  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
• 作为产物：
  描述：

  6-氯己酰氯 、 trans(6a-H,10a-H)-cis(10a-H,11-H)-11-amino-6,6a,7,8,9,10,10a,11-octahydrodibenzothiepine 以 甲苯 为溶剂， 反应 6.0h， 以80%的产率得到(6aR^*,10aR^*,11R^*)-11-<(chlorohexanoyl)amino>-6,6a,7,8,9,10,10a,11-octahydrodibenzothiepin
  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