Etafedrine

Etafedrine (INN) or ethylephedrine is a long-acting bronchodilator and has the brand name Nethaprin. 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.

Etafedrine
Clinical data
ATC code
  • none
Legal status
Legal status
  • AU: S2 (Pharmacy medicine)
  • Withdrawn from market
Identifiers
IUPAC name
  • (1R,2S)-2-[Ethyl(methyl)amino]-1-phenyl-1-propanol
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.051.218
Chemical and physical data
FormulaC12H19NO
Molar mass193.290 g·mol−1
3D model (JSmol)
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
 NY (what is this?)  (verify)

Pharmacology

Unlike ephedrine and tyramine, etafedrine does not induce the release of epinephrine or norepinephrine and instead acts as a selective β2 adrenoreceptor agonist, thereby mediating its bronchodilator effects.[1]

See also

References
  1. Lindmar R, Löffelholz K, Stieh-Koch U (1985). "On the mechanism of bronchodilatation by etafedrine". Arzneimittel-Forschung. 35 (3): 602–4. PMID 4039586.
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