Glennon R A, Liebowitz S M, Leming-Doot D, Rosecrans J A
J Med Chem. 1980 Sep;23(9):990-4. doi: 10.1021/jm00183a006.
Mono-O-demethylation of several 2,5-dimethoxyphenalkylamines increases their affinity for the 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 1-(2,5-dimethoxy-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-N,N-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 to those produced by 5-methoxy-N,N-dimethyltryptamine.
几种2,5-二甲氧基苯烷基胺的单-O-去甲基化作用增强了它们对离体大鼠胃底制剂中5-羟色胺受体的亲和力。在某些情况下，甲氧基苯烷基胺的去甲基化会产生一些化合物，这些化合物会产生非竞争性的拮抗作用。就1-(2,5-二甲氧基-4-甲基苯基)-2-氨基丙烷（DOM）而言，2-甲氧基的去甲基化以一种与5-甲氧基-N,N-二甲基色胺去甲基化时观察到的方式相似的方式改变亲和力。使用辨别性刺激范式，对大鼠进行的行为研究表明，DOM的2-羟基类似物而非5-羟基类似物会产生与5-甲氧基-N,N-二甲基色胺产生的效应（内感受性线索）相似的效应。
