Beatrice, also known as 4-methyl-2,5-dimethoxy-N-methylamphetamine or as N-methyl-DOM, MDOM, or MDO-D, is a psychoactive drug of the phenethylamine, amphetamine, and DOx families. It is a substituted methamphetamine and a homologue of 2,5-dimethoxy-4-methylamphetamine (DOM).
Contents
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists Beatrice's dose as above 30 mg orally and its duration as 6 to 10 hours. At tested doses of 20 to 30 mg orally, the effects of Beatrice have been reported to include openness, eroticism, responsivity, stimulant-like effects, physical effects, muscle tremors, restlessness, sleeping difficulties, diarrhea, and no appetite loss. No clear hallucinogenic effects were described. It is on the order of 10-fold less potent as a psychoactive drug than DOM and is further less potent in terms of hallucinogenic effects. Shulgin hypothesized that Beatrice might produce psychedelic effects at a dose of 75 mg orally, but did not feel comfortable exploring this level. The drug is one of Shulgin's "ten classic ladies", a series of methylated DOM derivatives.
Pharmacology
Pharmacodynamics
Beatrice shows affinity for serotonin receptors. Its affinities (Ki) were 415 nM for the 5-HT2 receptor and 3,870 nM for the 5-HT1 receptor. The affinity of Beatrice for the serotonin 5-HT2 receptor was about 4-fold lower than that of DOM. Functional activities were not reported.
Beatrice fully substituted for DOM in rodent drug discrimination tests, albeit with approximately 9-fold lower potency in comparison.
Chemistry
Synthesis
The chemical synthesis of Beatrice has been described.
Analogues
Analogues of Beatrice include N-methyl-DOET, N-methyl-DOI, N-methyl-DOB, IDNNA (N,N-dimethyl-DOI), N-methyl-TMA-2, and methyl-TMA (N-methyl-TMA), among others. N-Methyl-DOI is a potent agonist of the serotonin 5-HT2A receptor similarly to DOI, but with several-fold reduced potency and slightly reduced efficacy.
History
Beatrice was first described in the scientific literature by Beng T. Ho and colleagues in 1970. Subsequently, it was described in greater detail by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).
Society and culture
Legal status
Beatrice is a controlled substance in Canada under phenethylamine blanket-ban language.
In the United States, Beatrice is a Schedule I isomer of DOET.