Ethylamphetamine
Encyclopedia
Ethylamphetamine also known as etilamfetamine or N-ethylamphetamine, is a stimulant
drug of the phenethylamine
and amphetamine
chemical classes. It was invented in the early 1900s and was subsequently used as an anorectic
or appetite suppressant 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
were introduced.
of ethylamphetamine is analogous to amphetamine's.Amphetamine is a substituted phenethylamine with a methyl group
at RA position. It is 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
.
Ethylamphetamine produces effects similar to amphetamine and methamphetamine, its potency
being slightly greater than amphetamine's and lesser than methamphetamine's.Ethylamphetamine's higher potency may make its risk of causing abuse
, dependence
and/or addiction greater compared to amphetamine.
Stimulant
Stimulants are psychoactive drugs which induce temporary improvements in either mental or physical function or both. Examples of these kinds of effects may include enhanced alertness, wakefulness, and locomotion, among others...
drug of the phenethylamine
Substituted phenethylamine
The substituted phenethylamines are chemical compounds with the 2-phenethylamine chemical structure modified at the phenyl ring, sidechain, and/or amino group. Some of them are psychoactive drugs, including stimulants, psychedelics, opioids, and entactogens, which exert their effects primarily...
and amphetamine
Substituted amphetamine
Substituted amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions...
chemical classes. It was invented in the early 1900s and was subsequently used as an anorectic
Anorectic
An anorectic or anorexic , also known as anorexigenic or appetite suppressant, is a dietary supplement and/or drug which reduces appetite, food consumption, and as a result, causes weight loss to occur.-List of anorectics:Numerous pharmaceutical compounds are marketed as appetite suppressants.The...
or appetite suppressant in the 1950s, but was not as commonly used as other amphetamines such as amphetamine
Amphetamine
Amphetamine or amfetamine is a psychostimulant drug of the phenethylamine class which produces increased wakefulness and focus in association with decreased fatigue and appetite.Brand names of medications that contain, or metabolize into, amphetamine include Adderall, Dexedrine, Dextrostat,...
, methamphetamine
Methamphetamine
Methamphetamine is a psychostimulant of the phenethylamine and amphetamine class of psychoactive drugs...
, and benzphetamine
Benzphetamine
Benzphetamine is an anorectic drug marketed under this brand in the USA by Pharmacia. Benzphetamine is used as a short term adjunct in management of exogenous obesity. It is closely related to amphetamine.- Pharmacology :...
, and was largely discontinued once newer drugs such as phenmetrazine
Phenmetrazine
Phenmetrazine is a stimulant drug of the morpholine chemical class that was previously used as an appetite suppressant, but has since been withdrawn from the market...
were introduced.
Chemistry
The molecular structureMolecular structure
The molecular structure of a substance is described by the combination of nuclei and electrons that comprise its constitute molecules. This includes the molecular geometry , the electronic properties of the...
of ethylamphetamine is analogous to amphetamine's.Amphetamine is a substituted phenethylamine with a methyl group
Methyl group
Methyl group is a functional group derived from methane, containing one carbon atom bonded to three hydrogen atoms —CH3. The group is often abbreviated Me. Such hydrocarbon groups occur in many organic compounds. The methyl group can be found in three forms: anion, cation and radical. The anion...
at RA position. It is a substituted amphetamine
Substituted amphetamine
Substituted amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions...
, with an ethyl group
Ethyl group
In chemistry, an ethyl group is an alkyl substituent derived from ethane . It has the formula -C2H5 and is very often abbreviated -Et.Ethylation is the formation of a compound by introduction of the ethyl functional group, C2H5....
on the amphetamine backbone.The ethyl group
Ethyl group
In chemistry, an ethyl group is an alkyl substituent derived from ethane . It has the formula -C2H5 and is very often abbreviated -Et.Ethylation is the formation of a compound by introduction of the ethyl functional group, C2H5....
of ethylamphetamine is at RN position, hence the name N-ethylamphetamine.Ethylamphetamine is structurally similar to N-methylamphetamine
Methamphetamine
Methamphetamine is a psychostimulant of the phenethylamine and amphetamine class of psychoactive drugs...
(methamphetamine), the ethyl group
Ethyl group
In chemistry, an ethyl group is an alkyl substituent derived from ethane . It has the formula -C2H5 and is very often abbreviated -Et.Ethylation is the formation of a compound by introduction of the ethyl functional group, C2H5....
being replaced in methamphetamine with a methyl group
Methyl group
Methyl group is a functional group derived from methane, containing one carbon atom bonded to three hydrogen atoms —CH3. The group is often abbreviated Me. Such hydrocarbon groups occur in many organic compounds. The methyl group can be found in three forms: anion, cation and radical. The anion...
.
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, its potency
Potency (pharmacology)
In the field of pharmacology, potency is a measure of drug activity expressed in terms of the amount required to produce an effect of given intensity. A highly potent drug evokes a larger response at low concentrations, while a drug of lower potency evokes a small response at low concentrations...
being slightly greater than amphetamine's and lesser than methamphetamine's.Ethylamphetamine's higher potency may make its risk of causing abuse
Drug abuse
Substance abuse, also known as drug abuse, refers to a maladaptive pattern of use of a substance that is not considered dependent. The term "drug abuse" does not exclude dependency, but is otherwise used in a similar manner in nonmedical contexts...
, dependence
Substance dependence
The section about substance dependence in the Diagnostic and Statistical Manual of Mental Disorders does not use the word addiction at all. It explains:...
and/or addiction greater compared to amphetamine.
See also
- 3-Fluoroethamphetamine3-Fluoroethamphetamine3-Fluoroethamphetamine is a stimulant drug which acts as a releaser of the monoamine neurotransmitters noradrenaline, dopamine and serotonin...
- DimethylamphetamineDimethylamphetamineDimethylamphetamine , also referred to as dimetamfetamine and N,N-dimethylamphetamine, is a stimulant drug of the phenethylamine and amphetamine chemical classes. Dimethylamphetamine has weaker stimulant effects than amphetamine or methamphetamine and is considerably less addictive and less...
- FenfluramineFenfluramineFenfluramine is a drug that was part of the Fen-Phen anti-obesity medication . Fenfluramine was introduced on the U.S. market in 1973. It is the racemic mixture of two enantiomers, dextrofenfluramine and levofenfluramine...
- IsopropylamphetamineIsopropylamphetamineIsopropylamphetamine is a psychostimulant of the phenethylamine and amphetamine chemical classes. It is an isomer of propylamphetamine.- See also :* Amphetamine* Ethylamphetamine* Isoprenaline* Methamphetamine* Propylamphetamine- References :...
- PropylamphetaminePropylamphetaminePropylamphetamine is a psychoactive drug and research chemical of the phenethylamine and amphetamine chemical classes which acts as a stimulant. It was first developed in the 1970s, mainly for research into the metabolism of, and as a comparison tool to other amphetamines...