Oxyfedrine

Oxyfedrine

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	C01DX03 (WHO)
Identifiers
IUPAC name (RS)-3-[(2-Hydroxy-1-methyl-2-phenylethyl)amino]-1-(3-methoxyphenyl)propan-1-one
JSmol)	Interactive image
SMILES C[C@@H]([C@@H](c1ccccc1)O)NCCC(=O)c2cccc(c2)OC
InChI InChI=1S/C19H23NO3/c1-14(19(22)15-7-4-3-5-8-15)20-12-11-18(21)16-9-6-10-17(13-16)23-2/h3-10,13-14,19-20,22H,11-12H2,1-2H3/t14-,19-/m0/s1 Key:GDYUVHBMFVMBAF-LIRRHRJNSA-N
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Oxyfedrine is a

. The latter property (positive chronotropic and inotropic effects) is particularly important, because other vasodilators used in angina may be counter productive causing coronary steal phenomenon.

Synergistic effects with antibiotics have been suggested.^[1]

Synthesis

Mannich condensation of PPA [14838-15-4] (1) with formaldehyde and m-acetanisole (3-Acetylanisole) [586-37-8] (2) yields oxyfedrine (3).

References