Methyl-MMDA-2
Encyclopedia
N-Methyl-2-methoxy-4,5-methylenedioxyamphetamine (Methyl-MMDA-2; 6-Methoxy-MDMA) is a psychedelic
Psychedelic drug
A psychedelic substance is a psychoactive drug whose primary action is to alter cognition and perception. Psychedelics are part of a wider class of psychoactive drugs known as hallucinogens, a class that also includes related substances such as dissociatives and deliriants...

 drug
Drug
A drug, broadly speaking, is any substance that, when absorbed into the body of a living organism, alters normal bodily function. There is no single, precise definition, as there are different meanings in drug control law, government regulations, medicine, and colloquial usage.In pharmacology, a...

 of the amphetamine
Substituted amphetamine
Substituted amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions...

 class. It is the N-methylated derivative of MMDA-2, and is also an analogue of MDMA and 6-methyl-MDA
6-Methyl-MDA
6-Methyl-3,4-methylenedioxyamphetamine is an entactogen and psychedelic drug of the amphetamine class. It was first synthesized in the late 1990s by a team including David E...

.

Methyl-MMDA-2 was first synthesized
Chemical synthesis
In chemistry, chemical synthesis is purposeful execution of chemical reactions to get a product, or several products. This happens by physical and chemical manipulations usually involving one or more reactions...

 by Alexander Shulgin
Alexander Shulgin
Alexander "Sasha" Theodore Shulgin is an American pharmacologist, chemist, artist, and drug developer.Shulgin is credited with the popularization of MDMA, commonly known as ecstasy, in the late 1970s and early 1980s, especially for psychopharmaceutical use and the treatment of depression and...

 and was described in his book PiHKAL
PiHKAL
PiHKAL: A Chemical Love Story is a book by Dr. Alexander Shulgin and Ann Shulgin which was published in 1991. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics and/or empathogen-entactogens...

. He states that it is essentially inactive
Activity (chemistry)
In chemical thermodynamics, activity is a measure of the “effective concentration” of a species in a mixture, meaning that the species' chemical potential depends on the activity of a real solution in the same way that it would depend on concentration for an ideal solution.By convention, activity...

 at a dose of 70 mg, and he did not try any higher; however, Methyl-MMDA-2 is still likely to be active, perhaps in the 125-250 mg range. This reduction in hallucinogenic activity relative to MMDA-2 parallels that of MDA
3,4-Methylenedioxyamphetamine
3,4-Methylenedioxyamphetamine , also known as tenamfetamine , is a psychedelic and entactogenic drug of the phenethylamine and amphetamine chemical classes...

 and MDMA, indicating that with phenethylamine
Substituted phenethylamine
The substituted phenethylamines are chemical compounds with the 2-phenethylamine chemical structure modified at the phenyl ring, sidechain, and/or amino group. Some of them are psychoactive drugs, including stimulants, psychedelics, opioids, and entactogens, which exert their effects primarily...

s, N-methylation substantially reduces 5-HT2A receptor
5-HT2A receptor
The mammalian 5-HT2A receptor is a subtype of the 5-HT2 receptor that belongs to the serotonin receptor family and is a G protein-coupled receptor . This is the main excitatory receptor subtype among the GPCRs for serotonin , although 5-HT2A may also have an inhibitory effect on certain areas such...

 affinity.

See also

  • MMDA-2
  • MDMA
  • 6-Methyl-MDA
    6-Methyl-MDA
    6-Methyl-3,4-methylenedioxyamphetamine is an entactogen and psychedelic drug of the amphetamine class. It was first synthesized in the late 1990s by a team including David E...


External links

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