Etafedrine

Etafedrine (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name), 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.^[2][3][4] 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.^{[citation needed]}

Etafedrine

Clinical data
Trade names	Menetyl; Nethaprin; Novedrin
Other names	Ethylephedrine; N-Ethylephedrine
ATC code	None
Legal status
Legal status	AU: S2 (Pharmacy medicine) BR: Class D1 (Drug precursors)[1] Withdrawn from market
Identifiers
IUPAC name (1R,2S)-2-[Ethyl(methyl)amino]-1-phenyl-1-propanol
CAS Number	48141-64-6 Y
PubChem CID	10734
DrugBank	DB11587
ChemSpider	85308 Y
UNII	2Y6VQU63E8
ChEBI	CHEBI:134847
ChEMBL	ChEMBL2110926
CompTox Dashboard (EPA)	DTXSID201016521
ECHA InfoCard	100.051.218
Chemical and physical data
Formula	C12H19NO
Molar mass	193.290 g·mol−1
3D model (JSmol)	Interactive image
SMILES O[C@H](c1ccccc1)[C@@H](N(CC)C)C
InChI InChI=1S/C12H19NO/c1-4-13(3)10(2)12(14)11-8-6-5-7-9-11/h5-10,12,14H,4H2,1-3H3/t10-,12-/m0/s1 N Key:IRVLBORJKFZWMI-JQWIXIFHSA-N N
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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.^[4][5]

See also

• Cinnamedrine
• Methylephedrine