2-(环丁基甲基)-8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇 | 26685-58-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 2-(环丁基甲基)-8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇
• 英文名称: 2-cyclobutylmethyl-8-(1,2-dimethyl-heptyl)-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol
• 英文别名: 5H-(1)Benzopyrano(4,3-c)pyridine, 1,2,3,4-tetrahydro-2-(cyclobutylmethyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-；2-(cyclobutylmethyl)-5,5-dimethyl-8-(3-methyloctan-2-yl)-3,4-dihydro-1H-chromeno[4,3-c]pyridin-10-ol
• CAS: 26685-58-5
• 化学式: C₂₈H₄₃NO₂
• 分子量: 425.655
• InChiKey: PTPPLPQQZXLCHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine 在 palladium on activated charcoal 氢气 、 sodium carbonate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 2-(环丁基甲基)-8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇
  参考文献：
  名称：

  Drugs derived from cannabinoids. 1. Nitrogen analogs, benzopyranopyridines and benzopyranopyrroles

  摘要：

  Various nitrogen analogs of delta6a,10a-tetrahydrocannabinol were synthesized by a general procedure described in an earlier communication. Minimum effective doses (MED50's) and lethal doses (LD50's) were determined by a modified Irwin mouse screen after iv administration of compounds in PEG 200. The most potent compounds were the propargyl (5t), allyl (5m), and chloroallyl (5o-q) derivatives. Overt behavioral effects (CNS depression, static ataxia, and hypersensitivity) of 5t and Roger Adams' carbocyclic analog (III) were found to be similar in the mouse, cat, dog, and monkey. Dichloroisoproterenol prevented and reversed many of the depressant effects of both III and 5t but had no effect on the ataxia produced by these compounds. In antinociceptive tests, 5t was active in the phenylquinone and Eddy hot-plate tests but was inactive in the tail-flick test.

  DOI：

  10.1021/jm00226a001