4-methoxy-N-methylamphetamine

'''para-Methoxymethamphetamine (PMMA), also known as 4-methoxy-N-methylamphetamine (4-MMA'), is a serotonergic drug of the amphetamine family related to para''-methoxyamphetamine (PMA). It is the 4-methoxy analogue of methamphetamine.

Key facts

Drug.verifiedrevid: 449584234
Drug.drug_name: PMMA
Drug.image: PMMA structure.svg
Drug.image_class: skin-invert-image
Drug.width: 250px
Drug.image2: PMMA ball-and-stick structure.png
Drug.image_class2: bg-transparent
Drug.width2: 250px
Drug.class: Serotonin–norepinephrine releasing agent; Monoamine oxidase inhibitor
Drug.routes_of_administration: Oral
Drug.legal_BR: F2
Drug.legal_CA: Schedule I
Drug.legal_DE: Anlage I
Drug.legal_US: Schedule 1
Drug.legal_UK: Class A
Drug.metabolism: CYP2D6, [https://www.sciencedirect.com/science/article/abs/pii/S009095562405431X
Drug.metabolites: Pholedrine para-methoxyamphetamine, 4-hydroxyamphetamine, 3,4-dihydroxymethamphetamine, oxilofrine [https://www.sciencedirect.com/science/article/abs/pii/S009095562405431X
Drug.onset: ≤1 hour

via Wikipedia infobox

Chemical data

Formula: C11H17NO
Molecular weight: 179.26 g/mol
IUPAC name: 1-(4-methoxyphenyl)-N-methylpropan-2-amine

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Has part: carbon
Mass: 179.131

Show 3 more facts

canonical SMILES: CC(CC1=CC=C(C=C1)OC)NC
chemical formula: C₁₁H₁₇NO
Commons category: 4-Methoxy-N-methylamphetamine

Sources (3)

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Encyclopedic overview

17 sections

Contents

Use and effects
Pharmacology
Pharmacodynamics
Chemistry
Synthesis
Detection
Analogues
History
Society and culture
Recreational use
Deaths
Legal status
United Kingdom
United States
See also
References
External links

'''para-Methoxymethamphetamine (PMMA), also known as 4-methoxy-N-methylamphetamine (4-MMA'), is a serotonergic drug of the amphetamine family related to para-methoxyamphetamine (PMA). It is the 4-methoxy analogue of methamphetamine.

Little is known about the pharmacological properties, metabolism, and toxicity of PMMA; because of its structural similarity to PMA, which has known toxicity in humans, it is thought to have considerable potential to cause harmful side effects or death in overdose. In the early 2010s, a number of deaths in users of the drug MDMA were linked to misrepresented tablets and capsules of PMMA.

Excerpted from Wikipedia’s “4-methoxy-N-methylamphetamine” article, available under the CC BY-SA 4.0 licence.

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