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Buy 2-5-Dimethoxy-3-4-methylenedioxyamphetamine (DMMDA) Cas 15183-13-8

2,5-Dimethoxy-3,4-methylenedioxyamphetamine (DMMDA or DMMDA-1) is a lesser-known psychedelic drug of the amphetamine and MDxx families related to MMDA.^[1] It was first synthesized by Alexander Shulgin in the 1960s and was described in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).^[1] Alexander Shulgin listed the dose of DMMDA in his book PiHKAL (Phenethylamines I Have Known and Loved) as 30 to 75 mg orally and the duration as 6 to 8 hours.^[1] He reported DMMDA as producing LSD-like subjective effects: images, mydriasis, ataxia, and time dilation.^[1] DMMDA is not mentioned much in literature outside PiHKAL.^[1] The mechanism behind the subjective effects of DMMDA has not been specifically established. In PiHKAL, Shulgin asserts that the subjective effects of 75 mg of DMMDA are equivalent to those of 75 to 100 μg of LSD.^[1] LSD is a well-known partial agonist of the serotonin 5-HT_2A receptor. This may suggest that DMMDA is also an agonist or partial agonist of the 5-HT_2A receptor.^{[citation needed]} DMMDA is equivalent to 12 "mescaline units" in terms of potency. DMMDA's isomer DMMDA-2 is equivalent to 5 "mescaline units" in terms of potency.^[2] Repeated administration of mescaline (3,4,5-trimethoxyphenethylamine), a somewhat similar compound to DMMDA, has shown to slowly create tolerance. This may suggest that the same applies to DMMDA.^[3]

Shulgin explains in his book that DMMDA has 6 isomers similar to TMA.^[1] DMMDA-2 is the only other isomer that has been synthesized as of yet. DMMDA-3 could be made from exalatacin (1-allyl-2,6-dimethoxy-3,4-methylenedioxybenzene). Exalatacin can be found in the essential oil of both Crowea exalata and Crowea angustifolia var. angustifolia.^[4] In other words, exalatacin is an isomer of both apiole and dillapiole, which can be used to make DMMDA and DMMDA-2 respectively. Additionally, yet another isomer of DMMDA could be made from pseudodillapiole or 4,5-dimethoxy-2,3-methylenedioxyallylbenzene.^[5] The last two isomers of DMMDA are 5,6-dimethoxy-2,3-methylenedioxy-1-α-methylphenylethylamine and 4,6-dimethoxy-2,3-methylenedioxy-1-α-methylphenylethylamine. Like all other α-methylphenylethylamine derivative compounds, DMMDA and its regioisomer have two enantiomers due to the methyl group being in the alpha position of the ethyl group in position number 1 on the benzene ring.^[6] There is no information regarding the differences in the pharmacological effects of (S)-DMMDA and (R)-DMMDA. Shulgin describes the synthesis of DMMDA from apiole in his PiHKAL.^[1] Apiole is subjected to an isomerization reaction to yield isoapiole by adding to solution of ethanolic potassium hydroxide and holding the solution at a steam bath.^[1] Isoapiole is then nitrated to 2-nitro-isoapiole or 1-(2,3-dimethoxy-3,4-methylenedioxyphenyl)-2-nitropropene by adding it to a stirred solution of acetone and pyridine at ice-bath temperatures and treating the solution with tetranitromethane. The pyridine acts as a catalyst in this reaction.^[1] 2,5-dimethoxy-3,4-methylenedioxybenzaldehyde can also be used as precursors in this step of the synthesis. The 2-nitro-isoapiole is finally reduced to freebase DMMDA by adding it to a well-stirred and refluxing suspension of diethylether and lithium aluminium hydride under an inert atmosphere.^[1] The reduction can also be achieved with pressurized hydrogen. Finally, the freebase DMMDA converted into its hydrochloride salt