Title: Oxyfedrine
CAS Registry Number: 15687-41-9
CAS Name: 3-[[(1S,2R)-2-Hydroxy-1-methyl-2-phenylethyl]amino]-1-(3-methoxyphenyl)-1-propanone
Additional Names: 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. |