Paramethoxymethamphetamine

Drugbox
IUPAC_name = 1-(4-methoxyphenyl)-N-methyl-propan-2-amine



width = 250
CAS_number= 3398-68-3
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PubChem= 90766
smiles = C1=CC(=CC=C1CC(C)NC)OC
DrugBank=
C=11 | H=17 | O=1 | N=1
molecular_weight = 179.259 g/mol
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Para-methoxy-methamphetamine, also called 4-methoxymethamphetamine, Methyl-MA or PMMA, is a stimulant drug related to PMA and methamphetamine.

PMMA reputedly produces similar effects to PMA, but is apparently slightly more similar to MDMA in effects [Glennon RA, Young R, Dukat M, Cheng Y. Initial characterization of PMMA as a discriminative stimulus. Pharmacology Biochemistry and Behavior. 1997 May-Jun;57(1-2):151-8. ] [ Rangisetty JB, Bondarev ML, Chang-Fong J, Young R, Glennon RA. PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA. Pharmacology Biochemistry and Behavior. 2001 May-Jun;69(1-2):261-7. ] and has slightly less tendency to produce severe hyperthermia, at least at low doses. At higher doses however the side effects and danger of death are just as severe as those of PMA itself, [ Johansen SS, Hansen AC, Muller IB, Lundemose JB, Franzmann MB. Three fatal cases of PMA and PMMA poisoning in Denmark. Journal of Analytical Toxicology. 2003 May-Jun;27(4):253-6. ] and PMMA should be considered a dangerous drug similar to its parent compound.

PMMA is a lesser-known psychedelic drug. It is the 4-methoxy analog of methamphetamine (crystal meth). PMMA was probably first synthesized by Alexander Shulgin. In his book "PiHKAL (Phenethylamines i Have Known And Loved)", the minimum dosage is listed as 100mg, and the duration unknown. Shulgin reported that Methyl-MA produces an increase in blood pressure and in heart rate, but causes no psychoactive effects, however user reports following the subsequent appearance of this drug on the illicit market as an analogue of "Ecstasy" (MDMA) suggest that PMMA does produce some empathogenic effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of PMMA, and given the known toxicity of the related compound PMA it is likely to have considerable potential to cause harmful side effects or overdose which can be fatal. [ Becker J, Neis P, Rohrich J, Zorntlein S. A fatal paramethoxymethamphetamine intoxication. Legal Medicine (Tokyo). 2003 Mar;5 Suppl 1:S138-41. ]

See also

* Phenethylamine
* PMA
* Psychedelics, dissociatives and deliriants
* Methoxyphedrine

References

External links

* [http://www.erowid.org/library/books_online/pihkal/pihkal130.shtml Methyl-MA entry in PiHKAL]

Categorization


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