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Structural formula
Structure of 4-methoxyamphetamine
Structural formula without stereochemistry
Surname 4-methoxyamphetamine
other names
  • ( RS ) -4-methoxyamphetamine
  • 1- (4-methoxyphenyl) propan-2-amine
Molecular formula C 10 H 15 NO
External identifiers / databases
CAS number
EC number 200-577-0
ECHA InfoCard 100,000,525
PubChem 31721
ChemSpider 29417
DrugBank DB01472
Wikidata Q230005
Molar mass 165.2 g mol −1
Physical state


Melting point

208-209 ° C

safety instructions
GHS labeling of hazardous substances


06 - Toxic or very toxic


H and P phrases H: 301
P: 301 + 310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-methoxyamphetamine (4-MA for short; also para- methoxyamphetamine, PMA ) is a psychotropic substance which, due to its structure, belongs to the phenol ether group and to the substituted amphetamines . It appears as part of ecstasy tablets .


In PIHKAL the preparation is about from 4-methoxybenzaldehyde and nitroethane accessible Nitropropenderivat by reduction with lithium aluminum hydride described.

Pharmacological properties

PMA has a very amphetamine- like and slightly empathogenic effect. PMA acts as a releaser and reuptake inhibitor of monoamine neurotransmitters. The effective dosage is in the range from 10 to 30 mg, the duration of action is less than three hours.


The effect of PMA is very late, its effect is not as strong as that of MDMA . This easily tempts the consumer to overdose. PMA physically leads to an increase in pulse, blood pressure, body temperature and nystagmus . Overdosing can lead to vomiting, muscle cramps, breathing problems and, in the worst case, to organ failure, which can lead to coma or death. Body temperature can rise to over 40 ° C. Numerous deaths due to PMA overdose have occurred since the 1970s. Even today there are repeated deaths related to PMA.

Legal status in Germany

In the Federal Republic of Germany, PMA is a non-marketable narcotic due to its listing in Appendix I BtMG . Handling without permission is generally a criminal offense. Further information can be found in the main article Narcotics Law in Germany .

See also

Individual evidence

  1. a b PIHKAL # 97
  2. a b Data sheet (±) -p-Methoxyamphetamine hydrochloride from Sigma-Aldrich , accessed on May 12, 2011 ( PDF ).
  3. ^ Six deaths caused by fake ecstasy tablets in west of Scotland. BBC News, July 5, 2013, accessed July 6, 2013 .

Web links