Structure via PubChem · Public domain (PubChem)
N-ethylamphetamine
Sign in to saveEtilamfetamine, also known as '''N-ethylamphetamine and formerly sold under the brand names Apetinil and Adiparthrol''', is a stimulant drug of the amphetamine family. It was invented in the early 20th century 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.
Chemical data
- Formula
- C11H17N
- Molecular weight
- 163.26 g/mol
- IUPAC name
- N-ethyl-1-phenylpropan-2-amine
- SMILES
- CCNC(C)CC1=CC=CC=C1
- InChIKey
- YAGBSNMZQKEFCO-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- obesity
via ChEMBL · EBI
Wikidata facts
- Mass
- 163.136
Show 4 more facts
- Commons category
- N-Ethylamphetamine
- chemical formula
- C₁₁H₁₇N
- canonical SMILES
- CCNC(C)CC1=CC=CC=C1
- MCN code
- 2921.46.40
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
10 sectionsContents
- Pharmacology
- Pharmacodynamics
- Monoamine releasing agent
- Other actions
- Pharmacokinetics
- Chemistry
- Society and culture
- Recreational use
- Notes
- References
Etilamfetamine, also known as '''N-ethylamphetamine and formerly sold under the brand names Apetinil and Adiparthrol', is a stimulant drug of the amphetamine family. It was invented in the early 20th century 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.
== Pharmacology == === Pharmacodynamics === ==== Monoamine releasing agent ==== Ethylamphetamine is a potent dopamine releasing agent (DRA) in vitro, with an of 88.5nM. This is about 10-fold lower than the of dextroamphetamine. The values of ethylamphetamine for induction of norepinephrine and serotonin release were not reported. However, the values of its dextrorotatory enantiomer dextroethylamphetamine have been reported and were 44.1nM, 28.8nM, and 333nM for norepinephrine, dopamine, and serotonin, respectively. Hence, dextroethylamphetamine acts as a norepinephrine–dopamine releasing agent (NDRA) with weak effects on serotonin.
Excerpted from Wikipedia’s “N-ethylamphetamine” article, available under the CC BY-SA 4.0 licence.