[3,7-二氮杂双环[3.3.1]壬烷-9-酮和1,3-二氮杂金刚烷-6-酮的合成、立体化学及镇痛作用]
[Synthesis, stereochemistry and analgesic action of 3,7-diazabicyclo[3.3.1] nonan-9-ones and 1,3-diazaadamantan-6-ones].
作者信息
Samhammer A, Holzgrabe U, Haller R
出版信息
Arch Pharm (Weinheim). 1989 Sep;322(9):551-5. doi: 10.1002/ardp.19893220908.
PMID:2610588
Abstract
The 1,3-diazaadamantan-6-ones 13-18 are synthesized from the 4-piperidones 1-3. Different conditions lead to stereoisomeric structures. The 3,7-diazabicyclo[3.3.1]nonan-9-ones 8 and 9 show similar geometrical isomerisms. The configuration is determined by means of 1H-NMR and 13C-NMR spectroscopic data. Whereas the diazabicyclo[3.3.1]nonanones 7 and 12 show opioid-like effects, the diazaadamantanone 13 is a peripheral analgesic.
摘要
1,3-二氮杂金刚烷-6-酮13 - 18由4-哌啶酮1 - 3合成。不同条件导致立体异构结构。3,7-二氮杂双环[3.3.1]壬烷-9-酮8和9表现出类似的几何异构现象。其构型通过¹H-NMR和¹³C-NMR光谱数据确定。虽然二氮杂双环[3.3.1]壬烷酮7和12表现出类阿片样作用，但二氮杂金刚烷酮13是一种外周镇痛药。
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