3,4,5,6-tetrahydro-4-(2-propenyl)-2H-1,5-methano-1,4-benzodiazocin-9-amine | 80770-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,4,5,6-tetrahydro-4-(2-propenyl)-2H-1,5-methano-1,4-benzodiazocin-9-amine
• 英文别名: 10-Prop-2-enyl-1,10-diazatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-amine
• CAS: 80770-25-8
• 化学式: C₁₄H₁₉N₃
• 分子量: 229.325
• InChiKey: BQODMLOJIJEJTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4,5,6-tetrahydro-9-nitro-4-(2-propenyl)-2H-1,5-methano-1,4-benzodiazocine dihydrochloride 在 铁粉 、 溶剂黄146 作用下， 以 水 为溶剂， 生成 3,4,5,6-tetrahydro-4-(2-propenyl)-2H-1,5-methano-1,4-benzodiazocin-9-amine
  参考文献：
  名称：

  Synthesis and antinociceptive activity of 4-(cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine and congeners

  摘要：

  The synthesis of 1,4-benzodiazocines has been extended to include the 9-amines. The title compound, 6, was prepared from the known nor-base by N-acylation with cyclopropanecarboxylic acid anhydride, followed by nitration of the aromatic ring and sequential reduction of the resulting nitroamide. Standard in vivo bioassays for antinociceptive and opiate antagonist activities indicated that 6 is an analgesic agonist mixed narcotic antagonist whose oral to parenteral activity ratio approaches unity. Resolution of 6 established that the activity of the racemate resides in the dextrorotatory antipode. Several congeners were also prepared and tested. Their synthesis and structure-activity relationships are given in this paper.

  DOI：

  10.1021/jm00383a007