Serotonin receptor binding affinities of tryptamine analogues.
Using a rat fundus model, the serotonin (5-HT) receptor binding affinities of 27 tryptamine analogues were determined. Factors which might affect affinity were examined, e.g., lipids solubility, as reflected by partition coefficient, and pKa. Structure-activity relationships were developed and are discussed in terms of substituents on the terminal amine, the side chain, and the indole 1 position, the 5 position, and at other positions on the indolic nucleus. If lipid solubility and metabolism can be accounted for, there appears to be a parallelism between 5-HT receptor binding affinities and the hallucinogenic (psychotomimetic) potencies of several of these compounds.
D000818:Animals; D005260:Female; D006213:Hallucinogens; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D051381:Rats; D011985:Receptors, Serotonin / Q000378:metabolism*; D012702:Serotonin Antagonists; D013270:Stomach / Q000187:drug effects / Q000294:innervation; D013329:Structure-Activity Relationship; D014363:Tryptamines / Q000378:metabolism* / Q000494:pharmacology
D006213:Hallucinogens; D011985:Receptors, Serotonin; D012702:Serotonin Antagonists; D014363:Tryptamines