etafedrine

Also known as (-)-etafedrine, alpha-(1-(ethylmethylamino)ethyl)benzyl alcohol, (1R,2S)-2-[ethyl(methyl)amino]-1-phenylpropan-1-ol

Etafedrine (, ), sold under the brand name Nethaprin among others and also known as '''N-ethylephedrine''', is a sympathomimetic agent used as a bronchodilator to treat asthma. It was previously commercially available as both the free base and as the hydrochloride salt from Sanofi-Aventis (now Sanofi) but is now no longer marketed.

In the Vinony graph

Within Vinony's link graph, etafedrine is referenced by 1,908 other articles, and connects out to propranolol, levonordefrin and 2C-G.

It is catalogued under topics including Abandoned drugs, Beta-Hydroxyamphetamines and Bronchodilators.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C12H19NO
Molecular weight: 193.28 g/mol
IUPAC name: (1R,2S)-2-[ethyl(methyl)amino]-1-phenylpropan-1-ol
SMILES: CCN(C)[C@@H](C)[C@@H](C1=CC=CC=C1)O
InChIKey: IRVLBORJKFZWMI-JQWIXIFHSA-N
XLogP: 2.1
Polar surface area: 23.5 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 193.147

Show 4 more facts

chemical formula: C₁₂H₁₉NO
canonical SMILES: CCN(C)C(C)C(C1=CC=CC=C1)O
isomeric SMILES: CCN(C)[C@@H](C)[C@@H](C1=CC=CC=C1)O
Commons category: Etafedrine

Sources (2)

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Encyclopedic overview

3 sections

Contents

Pharmacology
See also
References

==Pharmacology== Unlike ephedrine and tyramine, etafedrine does not induce the release of epinephrine or norepinephrine and instead acts as a selective β2-adrenergic receptor agonist, thereby mediating its bronchodilator effects.

Excerpted from Wikipedia’s “etafedrine” article, available under the CC BY-SA 4.0 licence.