Preferred Label : 3,4-Methylenedioxymethamphetamine;
NCIt synonyms : Ecstasy; MDMA; XTC; N-Methyl-3,4-methylenedioxyamphetamine; 3 4-Methylenedioxymethamphetamine;
NCIt related terms : MIDOMAFETAMINE;
NCIt definition : A ring-substituted amphetamine derivative, structurally related to the hallucinogen
mescaline, with entactogenic, neurotoxic, and motor-stimulatory activities. 3,4-methylenedioxymethamphetamine
(MDMA) produces an acute, rapid enhancement in both the release of serotonin from
and the inhibition of serotonin reuptake by serotonergic nerve endings in the brain.
Once within the cell, MDMA depletes stores of tryptophan hydroxylase (TPH) via acute
oxidative inactivation; in turn, depleted stores of TPH leave cell terminals open
to damage from oxidative stress, possibly a source of MDMA neurotoxicity. This agent
also induces norepinephrine, dopamine, and acetylcholine release and can act directly
on a number of receptors, including alpha 2-adrenergic and 5-hydroxytryptamine (5-HT)
2A receptors. MDMA may suppress the dyskinesia associated with long-term use of L-dopamine
(L-DOPA) without affecting the efficacy of L-DOPA treatment.;
UNII : KE1SEN21RM;
InChIKey : SHXWCVYOXRDMCX-UHFFFAOYSA-N;
CAS number : 42542-10-9;
Chemical formula : C11H15NO2;
ChEBI ID : CHEBI:1391;
Origin ID : C61081;
UMLS CUI : C0115471;
Automatic exact mappings (from CISMeF team)
False automatic mappings
Semantic type(s)
UMLS correspondences (same concept)
Validated automatic mappings to NTBT
concept_is_in_subset