Title: Prenalterol
CAS Registry Number: 57526-81-5
CAS Name: 4-[(2S)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]phenol
Additional Names: (-)-(S)-1-(p-hydroxyphenoxy)-3-(isopropylamino)-2-propanol
Molecular Formula: C12H19NO3
Molecular Weight: 225.28
Percent Composition: C 63.98%, H 8.50%, N 6.22%, O 21.31%
Literature References: A b1-adrenergic agonist. Prepn: K. A. Jaeggi et al., DE 2503968 corresp to US 3978041 and US 4049797 (1974, 1976, 1977, all to Ciba-Geigy). Pharmacologic study: E. Carlsson et al., Arch. Pharmacol. 300, 101 (1977). Metabolism, hemodynamic effects, pharmacokinetics in man: O. Rönn et al., Eur. J. Clin. Pharmacol. 17, 81 (1980). Cardiovascular effects: D. H. Scott et al., Br. J. Clin. Pharmacol. 7, 365 (1979). Clinical study in coronary heart disease: I. Hutton et al., Br. Heart J. 43, 134 (1980). See also T. P. Kenakin, D. Beek, J. Pharmacol. Exp. Ther. 213, 406 (1980) for a discussion of the selectivity of action. Prepns of the racemic mixture: NL 6409883 corresp to H. Köppe et al., US 3637852 (1965, 1972 both to Boehringer, Ing.); NL 301580 corresp to A. F. Crowther, L. H. Smith, US 3501769 (1965, 1970 both to ICI); A. F. Crowther et al., J. Med. Chem. 12, 638 (1969). Symposium: Acta Med. Scand. Suppl. 659, 1-325 (1982).
Properties: Crystals from ethyl acetate, mp 127-128°. [a]D20 -1 ±1°; [a]20Hg +2 ±1° (c = 0.940 in methanol).
Melting point: mp 127-128°
Optical Rotation: [a]D20 -1 ±1°; [a]20Hg +2 ±1° (c = 0.940 in methanol)
Derivative Type: Hydrochloride
CAS Registry Number: 61260-05-7
Manufacturers' Codes: H-133/22; CGP-7760B; (-)H-80/62
Trademarks: Hyprenan (Astra)
Molecular Formula: C12H19NO3.HCl
Molecular Weight: 261.75
Percent Composition: C 55.06%, H 7.70%, N 5.35%, O 18.34%, Cl 13.54%
Therap-Cat: Cardiotonic.
Keywords: ?Adrenergic Agonist; Cardiotonic. |