2,4-Dimethoxyphenethylamine
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2,4-Dimethoxyphenethylamine (2,4-DMPEA), also known as DMPEA-3, is a
drug A drug is any chemical substance other than a nutrient or an essential dietary ingredient, which, when administered to a living organism, produces a biological effect. Consumption of drugs can be via insufflation (medicine), inhalation, drug i ...
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 ...
family related to the
psychedelic drug Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluc ...
mescaline Mescaline, also known as mescalin or mezcalin, and in chemical terms 3,4,5-trimethoxyphenethylamine, is a natural product, naturally occurring psychedelic drug, psychedelic alkaloid, protoalkaloid of the substituted phenethylamine class, found ...
(3,4,5-trimethoxyphenethylamine). It is one of the
positional isomer In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature) of a compound is a compound that contains the same number and type of atoms, but with a different connectivity (i.e. arrangement of bonds) between them. The ...
s of
dimethoxyphenethylamine Dimethoxyphenethylamine may refer to: * 2,3-Dimethoxyphenethylamine (2,3-DMPEA; DMPEA-2) * 2,4-Dimethoxyphenethylamine (2,4-DMPEA; DMPEA-3) * 2,5-Dimethoxyphenethylamine (2C-H; 2,5-DMPEA; DMPEA-4) * 2,6-Dimethoxyphenethylamine (2,6-DMPEA; DMPEA ...
. The ''
in-vitro ''In vitro'' (meaning ''in glass'', or ''in the glass'') studies are performed with cells or biological molecules outside their normal biological context. Colloquially called " test-tube experiments", these studies in biology and its subdis ...
''
metabolism Metabolism (, from ''metabolē'', "change") is the set of life-sustaining chemical reactions in organisms. The three main functions of metabolism are: the conversion of the energy in food to energy available to run cellular processes; the co ...
of 2,3-DMPEA and its effects on cat behavior have been studied. The drug is known to act as a low-
potency Potency may refer to: * Potency (pharmacology), a measure of the activity of a drug in a biological system * Virility * Cell potency, a measure of the differentiation potential of stem cells * In homeopathic dilutions, potency is a measure of ho ...
partial agonist In pharmacology, partial agonists are drugs that bind to and activate a given Receptor (biochemistry), receptor, but have only partial Intrinsic activity, efficacy at the receptor relative to a full agonist. They may also be considered Ligand (bio ...
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-HT2A receptor (Ki = 202–999nM; = 832–4,034nM; = 67–83%). The effects of 2,4-DMPEA in humans have not been reported and are unknown. 2,4-DMPEA was first described in the
scientific literature Scientific literature encompasses a vast body of academic papers that spans various disciplines within the natural and social sciences. It primarily consists of academic papers that present original empirical research and theoretical ...
by at least 1964. It was included as an entry in
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 ...
's 2011 book '' The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds''. NBOMe and NBOH
derivative In mathematics, the derivative is a fundamental tool that quantifies the sensitivity to change of a function's output with respect to its input. The derivative of a function of a single variable at a chosen input value, when it exists, is t ...
s with potent serotonin 5-HT2A receptor agonism, such as 24-NBOMe and 24-NBOH, have been synthesized and studied.


See also

*
Substituted methoxyphenethylamine Methoxyphenethylamines (MPEAs), as well as methoxyamphetamines (MAs) in the case of the amphetamine (α-methylphenethylamine) homologues, are substituted phenethylamines with one or more methoxy groups. In some cases, one or more of the methoxy ...
*
Dimethoxyphenethylamine Dimethoxyphenethylamine may refer to: * 2,3-Dimethoxyphenethylamine (2,3-DMPEA; DMPEA-2) * 2,4-Dimethoxyphenethylamine (2,4-DMPEA; DMPEA-3) * 2,5-Dimethoxyphenethylamine (2C-H; 2,5-DMPEA; DMPEA-4) * 2,6-Dimethoxyphenethylamine (2,6-DMPEA; DMPEA ...
* 2,4-Dimethoxyamphetamine * Isomescaline (2,3,4-trimethoxyphenethylamine) * 2C-O (2,4,5-trimethoxyphenethylamine)


References


External links


2,4-DMPEA - Isomer Design
{{DEFAULTSORT:Dimethoxyphenethylamine, 2,4- 5-HT2A agonists Methoxyphenethylamines