Title: Oxyfedrine
CAS Registry Number: 15687-41-9
CAS Name: 3-[[(1
S,2
R)-2-Hydroxy-1-methyl-2-phenylethyl]amino]-1-(3-methoxyphenyl)-1-propanone
Synonyms: L-3-[(b-hydroxy-a-methylphenethyl)amino]-3¢-methoxypropiophenone; L-(1-hydroxy-1-phenyl-2-propylamino)-1-(
m-methoxyphenyl)-1-propanone; oxyphedrine
Molecular Formula: C19H23NO3
Molecular Weight: 313.39
Percent Composition: C 72.82%, H 7.40%, N 4.47%, O 15.32%
Literature References: Partial b-adrenergic agonist with coronary vasodilating and positive inotropic effects. Prepn: K. Thiele,
BE 630296;
idem, US 3225095 (1963, 1965 both to Degussa). K. Thiele
et al., Arzneim.-Forsch. 16, 1064 (1966). Absolute configuration determined by circular dichroism: J. Engel
et al., Chem. Ztg. 105, 85 (1981). TLC determn: Musumarra,
J. Chromatogr. 350, 151 (1985). Pharmacology: H. Hueller
et al., Pharmazie 27, 242 (1972). Mode of action: P. Mentz, W. Forster,
Arzneim.-Forsch. 34, 1739 (1984); N. Sternitzke,
Z. Kardiol. 73, 586 (1984). In prevention of experimental myocardial necrosis in rats: S. D. Seth
et al., Arzneim.-Forsch. 34, 678 (1984). Comparison with atenolol,
q.v., in angina pectoris: L. Fananapazir, C. Bray,
Br. J. Clin. Pharmacol. 20, 405 (1985).
Derivative Type: L-Form hydrochloride
CAS Registry Number: 16777-42-7
Manufacturers' Codes: D-563
Trademarks: Ildamen (Viatris); Modacor (Houd?
Molecular Formula: C19H23NO3.HCl
Molecular Weight: 349.85
Percent Composition: C 65.23%, H 6.91%, N 4.00%, O 13.72%, Cl 10.13%
Properties: Crystals from methanol, mp 192-194°. LD50 in mice (mg/kg): 29 i.v. (Hueller).
Melting point: mp 192-194°
Toxicity data: LD50 in mice (mg/kg): 29 i.v. (Hueller)
Derivative Type: DL-Form hydrochloride
CAS Registry Number: 16648-69-4
Properties: mp 173-175°. LD50 in mice (mg/kg): 34 i.v. (Hueller).
Melting point: mp 173-175°
Toxicity data: LD50 in mice (mg/kg): 34 i.v. (Hueller)
Therap-Cat: Antianginal. Treatment of coronary insufficiency.
Keywords: ?Adrenergic Agonist; Antianginal; Cardiotonic.