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SDMA, also known as 3,4-methylenethiooxy-N-methylamphetamine (3T-MDMA) or as MY100, is a putative entactogen of the phenethylamine and amphetamine families related to 3,4-methylenedioxy-N-methylamphetamine (MDMA).[1][2] It is the analogue of MDMA in which the oxygen atom at the 3 position within the 3,4-methylenedioxy substitution has been replaced with a sulfur atom to give a 1,3-benzoxathiole rather than 1,3-benzodioxole ring system.[1][2] The drug is also the N–methyl derivative of 3,4-methylenethiooxyamphetamine (SDA; 3T-MDA).[1] SDMA is of interest for potential therapeutic use.[1]
Interactions
Pharmacology
Pharmacodynamics
Similarly to MDMA, SDMA is a serotonin–norepinephrine–dopamine releasing agent (SNDRA) and a non-selective serotonin 5-HT2 receptor agonist.[1] However, SDMA was 11-fold more potent as a serotonin releaser, 19-fold more potent as a dopamine releaser, and 2-fold more potent as a norepinephrine releaser than MDMA in HEK293 cells in vitro.[1] In addition, it was about twice as potent as a serotonin 5-HT2A receptor agonist, whereas it showed similar agonistic potency as MDMA at the serotonin 5-HT2B and 5-HT2C receptors.[1] SDMA had similar activational efficacies at the serotonin 5-HT2 receptors as MDMA.[1] Due to its greater potency as a monoamine releasing agent, SDMA may be active at lower doses or concentrations than MDMA.[1]
SDMA produced hyperlocomotion and hyperthermia in rodents with similar profiles as MDMA.[1] However, SDMA did not produce rewarding effects in the conditioned place preference (CPP) paradigm unlike MDMA.[1] Hence, SDMA might have reduced misuse potential compared to MDMA.[1] As with MDMA, SDMA did not produce the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and hence may not produce hallucinogenic effects in humans.[1] SDMA might be less cardiotoxic than MDMA due to having much greater monoamine-releasing potency but unaltered serotonin 5-HT2B receptor agonistic potency.[1]
Pharmacokinetics
The metabolism and metabolites of SDMA have been studied.[1] It showed more rapid clearance than MDMA in rodents and hence may have a shorter elimination half-life and/or duration.
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