Demethyl analogues of psychoactive methoxyphenalkylamines: synthesis and serotonin receptor affinities.
Demethyl analogues of psychoactive methoxyphenalkylamines: synthesis and serotonin receptor affinities.
复制标题
精神活性甲氧基苯烷基胺的去甲基类似物：合成和血清素受体亲和力。
DOI：
10.1021/jm00183a006
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发表时间：
1980
影响因子：
7.3
通讯作者：
Rosecrans,JA
中科院分区：
文献类型：
--
作者：
Glennon,RA;Liebowitz,SM;Leming-Doot,D;Rosecrans,JA
几种2，5-二甲氧基苯烷基胺的单-O-脱甲基化增加了它们对分离的大鼠眼底制剂的5-羟色胺受体的亲和力。在几种情况下，甲氧基苯烷基胺的脱甲基化导致产生非竞争性拮抗作用的化合物。关于1-（2，5-二甲氧基-4-甲基苯基）-2-氨基丙烷（DOM），2-甲氧基的去甲基化以与在5-甲氧基-N，N-二甲基色胺的去甲基化后观察到的相似的方式改变亲和力。使用辨别性刺激范例，对大鼠的行为研究表明，DOM的2-羟基类似物而不是5-羟基类似物产生的效应（内感受线索）与5-甲氧基-IV，IV-二甲基色胺产生的效应相似。
Mono-O-demethylation of several 2, 5-dimethoxyphenalkylamines increases their affinity forthe serotonin receptors of the isolated rat fundus preparation. In several instances, demethylation of methoxyphenalkylamines results in compounds which produce an antagonism which is not of a competitive nature. With respect to l-(2, 5-dimeth-oxy-4-methylphenyl)-2-aminopropane (DOM), demethylation of the 2-methoxy group alters affinity in a manner which parallels that observed upon demethylation of 5-methoxy-NJV-dimethyltryptamine. Using a discriminative stimulus paradigm, behavioral studies with rats reveal that the 2-hydroxy analogue, but not the 5-hydroxy analogue, of DOM produces effects (interoceptive cues) similar tothose produced by 5-methoxy-lV, lV-dimethyltryptamine.