Discriminative stimulus properties of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ethyltryptamine optical isomers
Seoung-Soo Hong, Richard Young and Richard A. Glennon
Pharmacology Biochemistry and Behavior, 70(2-3), 311-316 (2001) (https://www.thevespiary.org/rhodium/Rhodium/pdf/alpha-ethyltryptamine.optical.isomers.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/alpha-ethyltryptamine.optical.isomers.pdf)
DOI:10.1016/S0091-3057(01)00605-0 (http://dx.doi.org/10.1016/S0091%2D3057%2801%2900605%2D0)
Abstract
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-Ethyltryptamine ((https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET) possesses central stimulant and hallucinogenic activity. Also, in tests of stimulus generalization using rats trained to discriminate the controlled substance analog (i.e., designer drug) N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) from vehicle, (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET substituted for MDMA. These previous studies employed racemic (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET. Because psychoactive phenylalkylamines with abuse potential can produce one or more of three distinct stimulus effects (i.e., amphetamine-, DOM- and/or PMMA-like effects) in animals trained to discriminate either the stimulant (+)amphetamine, the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM), or N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA) from vehicle, and because these effects can be stereoselective, the individual optical isomers of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET were examined in groups of animals trained to discriminate (+)amphetamine, DOM, PMMA and MDMA from saline vehicle. (-)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET (ED50=7.8 mg/kg), but not (+)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET (maximum of 53% drug-appropriate responding), substituted for (+)amphetamine, whereas (+)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET (ED50=2.7 mg/kg), but not (-)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET (maximum of 33% drug-appropriate responding), substituted for DOM. Both optical isomers of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET substituted for PMMA and MDMA with ED50 values of 1.6 and 1.4 mg/kg (PMMA-trained animals) and 1.3 and 2.0 mg/kg (MDMA-trained animals) for (-)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET and (+)(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET, respectively. The results of this investigation suggest that both optical isomers of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET are capable of producing an MDMA/PMMA-like effect at nearly comparable doses, and that the stimulant or amphetamine-like nature of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ET resides primarily with its (-)isomer whereas hallucinogenic or DOM-like character resides primarily with the (+)enantiomer.
Also see Medline (PMID=1722753) (http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=1722753&dopt=Abstract)
for information about the possible neurotoxicity of (https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000454353-file_lwwo.gif)-ethyltryptamine.