Cannon J G, Moe S T, Long J P
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City 52246.
Chirality. 1991;3(1):19-23. doi: 10.1002/chir.530030105.
The two enantiomers of the title compound have been prepared by different synthetic routes. Both bind strongly to 5-HT1A receptors from rat forebrain membrane tissue. However, in a guinea pig ileum preparation, the (R)-enantiomer exhibits properties consistent with its being an agonist, whereas the (S)-enantiomer shows no agonist effect, but it blocks the actions of the (R)-enantiomer and of 8-hydroxy-2-di-n-propylaminotetralin (8-OH-DPAT), a 5-HT1A agonist. These data are presented as a rare example of enantiomers which demonstrate opposite pharmacological effects at the same receptor.
该标题化合物的两种对映体已通过不同的合成路线制备。它们都与大鼠前脑膜组织中的5-HT1A受体强烈结合。然而，在豚鼠回肠制剂中，（R）-对映体表现出与其作为激动剂相符的性质，而（S）-对映体没有激动剂作用，但它能阻断（R）-对映体和5-HT1A激动剂8-羟基-2-二正丙基氨基四氢萘（8-OH-DPAT）的作用。这些数据作为对映体在同一受体上表现出相反药理作用的罕见例子呈现。
