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Version: 16.11d (Release date: 2016-11-28)
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3,4-Methylenedioxymethamphetamine (Code C61081)

Terms & Properties Synonym Details Relationships Mapping View All  
Terms & Properties

Preferred Name: 3,4-Methylenedioxymethamphetamine

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.

Label: 3,4-Methylenedioxymethamphetamine

NCI Thesaurus Code: C61081 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C0115471  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
3,4-Methylenedioxymethamphetamine
Ecstasy
MDMA
N-Methyl-3,4-methylenedioxyamphetamine
XTC

External Source Codes: 
CAS Registry Number 42542-10-9 (see NLM ChemIDplus info)
FDA UNII Code KE1SEN21RM
ChEBI ID CHEBI:1391 (see ChEBI info)
PDQ Closed Trial Search ID 475676
PDQ Open Trial Search ID 475676 (check for NCI PDQ open clinical trial info)
UMLS CUI C0115471

Other Properties:
Name Value (qualifiers indented underneath)
Chemical_Formula C11H15NO2
code C61081
Contributing_Source FDA
Legacy_Concept_Name _3_4-Methylenedioxymethamphetamine
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: No  

URL: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&code=C61081

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