Plants - Drugs Mind - Spirit Freedom - Law Arts - Culture Library  
Erowid References Database
Battaglia G, De Souza EB. 
“Pharmacologic profile of amphetamine derivatives at various brain recognition sites: selective effects on serotonergic systems”. 
NIDA Res Monogr. 1989;94:240-58.
Ring-substituted psychoactive derivatives of amphetamine exhibited high affinities for a number of serotonin recognition sites. Derivatives of 2,5-DMA exhibited preferential high affinity at 5-HT2 serotonin receptors when compared to their relative affinities at 5-HT1 serotonin receptors. Furthermore, 2,5-DMA derivatives exhibited agonist-like binding characteristics at 5-HT2 serotonin receptors with the R(-) isomer being the more potent isomer. There were significant correlations between the in vitro affinities of 2,5-DMA derivatives at 5-HT2 serotonin receptors and their human hallucinogenic potencies as well as with their potencies in behavioral generalization studies, suggesting the importance of 5-HT2 serotonin receptors in mediating the hallucinogenic effects of the various 2,5-DMA derivatives. A pharmacological profile of the methylenedioxy-substituted amphetamine derivatives indicates that MDMA and MDA exhibited highest affinity for serotonin uptake sites, 5-HT2 serotonin, alpha 2-adrenergic and M-1 muscarinic receptors. The methylenedioxy amphetamine derivatives exhibited an inverse stereospecificity with respect to serotonin uptake sites versus postsynaptic 5-HT receptors with the S(+) isomer being more potent at the presynaptic recognition site, while the R(-) isomer was more potent at the postsynaptic recognition sites. Similar to the 2,5-DMA derivatives, MDMA and MDA exhibited agonist-like binding characteristics at 5-HT2 serotonin receptors. Unlike 2,5-DMA derivatives, MDMA and MDA demonstrated little selectivity for 5-HT2 versus 5-HT1 subtypes of receptors. The relatively weak hallucinogenic effects of the methylenedioxy-substituted amphetamine derivatives (when compared to the 2,5-DMA derivatives) may be mediated through actions at 5-HT2 serotonin receptors. In addition, the neurotoxic, psychotomimetic, analgesic, temperature regulation, and mood-altering effects of MDMA and other methylenedioxy-substituted derivatives may be mediated, in part, through their actions at other serotonin recognition sites in brain, including serotonin uptake sites and 5-HT1A serotonin receptors. Other behavioral, cardiovascular, and toxic effects of MDMA and related derivatives may be mediated by actions at other central and/or peripheral recognition sites, including muscarinic cholinergic receptors and alpha 2-adrenergic receptors, for which these compounds exhibit relatively high affinity. The precise mechanisms for the various effects of the amphetamine derivatives remain to be determined.
Comments and Responses to this Article
Submit Comment
[ Cite HTML ]