Chemicals and Drugs

3,4-Methylenedioxyamphetamine

An amphetamine derivative that inhibits uptake of catecholamine neurotransmitters. It is a hallucinogen. It is less toxic than its methylated derivative but in sufficient doses may still destroy serotonergic neurons and has been used for that purpose experimentally.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An amphetamine derivative that inhibits uptake of catecholamine neurotransmitters. It is a hallucinogen. It is less toxic than its methylated derivative but in sufficient doses may still destroy serotonergic neurons and has been used for that purpose experimentally.

Chemical Identity

Chemical Information

Molecular Formula
C10H13NO2
Molecular Weight
179.22 g/mol
CAS Registry No.
4764-17-4
IUPAC Name
1-(1,3-benzodioxol-5-yl)propan-2-amine
InChIKey
NGBBVGZWCFBOGO-UHFFFAOYSA-N
SMILES
CC(CC1=CC2=C(C=C1)OCO2)N
MeSH Unique ID
D015104
Source
PubChem CID 1614

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

1 entry terms
  • 3,4 Methylenedioxyamphetamine

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(77); was see under AMPHETAMINES 1977-90

MeSH Record

Previous Indexing

  • Amphetamine (1973-1976)
  • Dioxoles (1974-1975)
  • Methyl Ethers (1973)

MeSH Hierarchy

Tree Number

AMA Style

References

  1. National Library of Medicine. 3,4-Methylenedioxyamphetamine. Medical Subject Headings (MeSH). 2026. Unique ID D015104. http://id.nlm.nih.gov/mesh/2026/D015104
  2. 3,4-Methylenedioxyamphetamine. In: Wikipedia. https://en.wikipedia.org/wiki/3,4-Methylenedioxyamphetamine
  3. 3,4-Methylenedioxyamphetamine. In: Wikidata. https://www.wikidata.org/wiki/Q223020
  4. 3,4-Methylenedioxyamphetamine. In: PubChem Compound. CID 1614. https://pubchem.ncbi.nlm.nih.gov/compound/1614