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Methyl-DMA, also known as 2,5-dimethoxy-N-methylamphetamine or as N-methyl-2,5-DMA, is a psychoactive drug of the phenethylamine, amphetamine, and DOx families.[1] It is the N–methyl derivative of 2,5-dimethoxyamphetamine (2,5-DMA; DOH).[1]

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists methyl-DMA’s dose as above 250 mg orally and its duration as unknown.[1] The drug produced slight paresthesia and no other effects at tested doses of up to 250 mg orally.[1] Other mixed and inconsistent anecdotal reports have also been described, with effects including nothing at all, threshold effects, “complete and thorough experiences”, real awareness [of effects], tingling in genitalia, strange presence in the spine, and increased body temperature and blood pressure.[1] These effects were said to persist for many hours.[1] No clear hallucinogenic effects were described.[1]

Methyl-DMA shows affinity for serotonin receptors in the rat stomach fundus strip (A2 = 316 nM).[1] Its affinity in this assay was about 2-fold lower than that of 2,5-DMA and about 4-fold lower than that of DOM.[1]

The chemical synthesis of methyl-DMA has been described.[1] Analogues of methyl-DMA include Beatrice (N-methyl-DOM), methyl-TMA-2 (N-methyl-TMA-2), methyl-TMA (N-methyl-TMA), and para-methoxyamphetamine (PMMA; methyl-MA), among others.[1] N-Methylation of psychedelic phenethylamines is well-known to greatly reduce or abolish their hallucinogenic activity.[1]

Methyl-DMA was studied at Edgewood Arsenal under the code name EA‐1322 in the early 1950s.[2] It was first described in the scientific literature by Richard Glennon and colleagues by 1978.[3] Subsequently, the drug was described in greater detail by Shulgin in PiHKAL in 1991.[1] Methyl-DMA has reportedly been encountered as a novel designer drug.[4] It is a controlled substance in Canada under phenethylamine blanket-ban language.[5]

See also

References

  1. ^ a b c d e f g h i j k l m n o Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. Methyl-DMA entryL
  2. ^ a b Passie T, Benzenhöfer U (January 2018). “MDA, MDMA, and other “mescaline-like” substances in the US military’s search for a truth drug (1940s to 1960s)”. Drug Test Anal. 10 (1): 72–80. doi:10.1002/dta.2292. PMID 28851034. In November 1952, the Army Chemical Corps delivered the following substances to the NYSPI for human tests: MDPEA, MDA, MDE, DMA and 2,5‐dimethoxy‐N‐methylamphetamine (DMMA) (Table 1).29 (p. 2) None of these had been previously tested in humans. Animal testing was grossly deficient. “The five … compounds were tested only on mice, for less than one month and only to determine the LD (lethal dose) 50.” 29 (p.3) Nevertheless, “within a month of receiving the drugs, NYSPI experimenters began injecting them into patients.” 31 quoted in ref. 2 (p. 500) (Table 2), without their informed consent.
  3. ^ Glennon RA, Liebowitz SM, Mack EC (August 1978). “Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues”. J Med Chem. 21 (8): 822–825. doi:10.1021/jm00206a022. PMID 278843.
  4. ^ King LA (2014). “New phenethylamines in Europe”. Drug Test Anal. 6 (7–8): 808–818. doi:10.1002/dta.1570. PMID 24574327.
  5. ^ “Controlled Drugs and Substances Act”. Department of Justice Canada. Retrieved 19 January 2026.