Beatrice, also known as 4-methyl-2,5-dimethoxy-''N''-methylamphetamine or as ''N''-methyl-DOM, MDOM, or MDO-D, is a lesser-known

psychoactive drug A psychoactive drug, psychopharmaceutical, mind-altering drug, consciousness-altering drug, psychoactive substance, or psychotropic substance is a chemical substance that alters psychological functioning by modulating central nervous system acti ...

of the

phenethylamine Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace ami ...

amphetamine Amphetamine (contracted from Alpha and beta carbon, alpha-methylphenethylamine, methylphenethylamine) is a central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, an ...

, and DOx families.Beatrice Entry in ''PiHKAL''
/ref> It is a substituted

methamphetamine Methamphetamine (contracted from ) is a potent central nervous system (CNS) stimulant that is mainly used as a recreational drug use, recreational or Performance-enhancing substance, performance-enhancing drug and less commonly as a secon ...

and a

homolog In biology, homology is similarity in anatomical structures or genes between organisms of different taxa due to shared ancestry, ''regardless'' of current functional differences. Evolutionary biology explains homologous structures as retained her ...

of 2,5-dimethoxy-4-methylamphetamine (DOM). Beatrice was first synthesized by

Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and ph ...

Use and effects

In Shulgin's book ''

PiHKAL ''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act ...

'', the minimum dosage is listed as 30mg, and the duration is listed as 6 to 10hours. Beatrice produces a vague feeling of openness and receptiveness, and causes a stimulative effect. It also causes

diarrhea Diarrhea (American English), also spelled diarrhoea or diarrhœa (British English), is the condition of having at least three loose, liquid, or watery bowel movements in a day. It often lasts for a few days and can result in dehydration d ...

Pharmacology

Beatrice shows

affinity Affinity may refer to: Commerce, finance and law * Affinity (law), kinship by marriage * Affinity analysis, a market research and business management technique * Affinity Credit Union, a Saskatchewan-based credit union * Affinity Equity Pa ...

for

serotonin receptor 5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in multiple tissues including the central and peripheral nervous systems. They mediate both ex ...

s. Its affinities (K_i) were 415nM for the 5-HT₂ receptor and 3,870nM 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.

Analogues

Analogues of Beatrice include ''N''-methyl-DOI (''N''-Me-DOI), ''N''-methyl-DOB, and IDNNA (''N'',''N''-dimethyl-DOI). ''N''-Methyl-DOI is a potent

agonist An agonist is a chemical that activates a Receptor (biochemistry), receptor to produce a biological response. Receptors are Cell (biology), cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an R ...

of the

serotonin Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and also peripheral tissues. It is involved in mood, cognition, reward, learning, ...

5-HT_2A receptor similarly to DOI, but with several-fold reduced potency and slightly reduced

efficacy Efficacy is the ability to perform a task to a satisfactory or expected degree. The word comes from the same roots as '' effectiveness'', and it has often been used synonymously, although in pharmacology a distinction is now often made betwee ...

Society and culture

Legal status

In the United States, Beatrice is a Schedule I isomer of DOET.

References

External links

BEATRICE Entry at ''PiHKAL''·info
{{Phenethylamines DOx (psychedelics) Methamphetamines Serotonin receptor modulators