Etilamfetamine (trade names Apetinil and Adiparthrol; also known as ''N''-ethylamphetamine) is a
stimulant drug of the
phenethylamine and
amphetamine chemical class Chemical classification systems attempt to classify elements or compounds according to certain chemical functional or structural properties. Whereas the structural properties are largely intrinsic, functional properties and the derived classificat ...
es. It was invented in the early 20th century and was subsequently used as an
anorectic
An anorectic or anorexic is a drug which reduces appetite, resulting in lower food consumption, leading to weight loss. By contrast, an appetite stimulant is referred to as orexigenic.
The term is (from the Greek ''ἀν-'' (an-) = "without" a ...
or
appetite suppressant
An anorectic or anorexic is a drug which reduces appetite, resulting in lower food consumption, leading to weight loss. By contrast, an appetite stimulant is referred to as orexigenic.
The term is (from the Greek ''ἀν-'' (an-) = "without" ...
in the 1950s, but was not as commonly used as other amphetamines such as
amphetamine,
methamphetamine, and
benzphetamine, and was largely discontinued once newer drugs such as
phenmetrazine
Phenmetrazine ( INN, USAN, BAN) (brand name Preludin, and many others) is a stimulant drug first synthesized in 1952 and originally used as an appetite suppressant, but withdrawn from the market in the 1980s due to widespread abuse. It was initi ...
were introduced. It most likely acts primarily as a dopamine releasing agent.
Its activity as a norepinephrine or serotonin releasing agent is not known.
Chemistry
The
molecular structure
Molecular geometry is the three-dimensional arrangement of the atoms that constitute a molecule. It includes the general shape of the molecule as well as bond lengths, bond angles, torsional angles and any other geometrical parameters that deter ...
of ethylamphetamine is
analogous
Analogy (from Greek ''analogia'', "proportion", from ''ana-'' "upon, according to" lso "against", "anew"+ ''logos'' "ratio" lso "word, speech, reckoning" is a cognitive process of transferring information or meaning from a particular subject ...
to
methamphetamine, with an
ethyl group in place of the
methyl group
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in ma ...
.
[Amphetamine is a substituted phenethylamine with a ]methyl group
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in ma ...
at RA position. It can also be considered a
substituted amphetamine, with an ethyl group on the amphetamine backbone.
[The ethyl group of ethylamphetamine is at RN position, hence the name ''N-ethylamphetamine''.][Ethylamphetamine is structurally similar to N-methylamphetamine (methamphetamine), the ethyl group being replaced in methamphetamine with a ]methyl group
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in ma ...
.
Recreational Use
Ethylamphetamine can be used as a
recreational drug and, while its prevalence is less than amphetamine's, it is still encountered as a substance taken for recreational purposes.
Ethylamphetamine produces effects similar to amphetamine and methamphetamine, though it is of weaker
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 how ...
. At equipotent dosage, ethylamphetamine is subjectively less euphorigenic.
See also
*
3-Fluoroethamphetamine
3-Fluoroethamphetamine (3-FEA) is a stimulant drug of the amphetamine class which acts as a releasing agent of the monoamine neurotransmitters norepinephrine, dopamine and serotonin.
Compared to the unsubstituted ethylamphetamine, 3-fluoroetham ...
*
Dimethylamphetamine
*
Fenfluramine
Fenfluramine, sold under the brand name Fintepla, is a serotonergic medication used for the treatment of seizures associated with Dravet syndrome and Lennox–Gastaut syndrome.https://www.accessdata.fda.gov/drugsatfda_docs/label/2022/212102s003lb ...
*
Isopropylamphetamine
*
Propylamphetamine
References
Notes
{{Phenethylamines
Substituted amphetamines
Anorectics
Norepinephrine-dopamine releasing agents