Moprolol
Title: Moprolol
CAS Registry Number: 5741-22-0
CAS Name: 1-(2-Methoxyphenoxy)-3-[(1-methylethyl)amino]-2-propanol
Additional Names: 1-(isopropylamino)-3-(o-methoxyphenoxy)-2-propanol
Molecular Formula: C13H21NO3
Molecular Weight: 239.31
Percent Composition: C 65.25%, H 8.84%, N 5.85%, O 20.06%
Literature References: b-Adrenergic blocker. Prepn: C. D. Lunsford et al., J. Am. Chem. Soc. 82, 1166 (1960); 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). Pharmacology: G. Croce et al., Arzneim.-Forsch. 20, 1074 (1970). Anti-anginal and hemodynamic effects: M. Radice et al., ibid. 28, 2160 (1978). Resolution of enantiomers: G. Ferrari, V. Vecchietti, EP 15418; eidem, US 4683245 (1980, 1987 both to Simes). Synthesis of (-)-form: K. Kan et al., Agric. Biol. Chem. 49, 207 (1985). Bioavailability of (-)-form in dog: A. Marzo, J. P. Desager, Curr. Ther. Res. 30, 442 (1981). Pharmacokinetics of racemate and (-)-form: C. Harvengt, J. P. Desager, Int. J. Clin. Pharmacol. Ther. Toxicol. 20, 57 (1982). Clinical comparison of antihypertensive activity of enantiomers: P. Ghirardi, F. Grosso, J. Cardiovasc. Pharmacol. 2, 471 (1980). Clinical studies of (-)-form in hypertension: G. Vrebos et al., Curr. Ther. Res. 29, 654 (1981); H. Hoeffkes, ibid. 30, 88 (1981).
Properties: Crystals from cyclohexane, mp 82-83°.
Melting point: mp 82-83°
 
Derivative Type: Hydrochloride
CAS Registry Number: 27058-84-0
Manufacturers' Codes: SD-1601
Trademarks: Omeral (Simes)
Molecular Formula: C13H21NO3.HCl
Molecular Weight: 275.77
Percent Composition: C 56.62%, H 8.04%, N 5.08%, O 17.41%, Cl 12.86%
Properties: Crystals, mp 110-112°.
Melting point: mp 110-112°
 
Derivative Type: l-Form
CAS Registry Number: 77164-20-6
Additional Names: Levomoprolol
Properties: Crystals from ethyl acetate, mp 78-80°. [a] -5.5 ±0.2° (c = 5.0 in ethanol).
Melting point: mp 78-80°
Optical Rotation: [a] -5.5 ±0.2° (c = 5.0 in ethanol)
 
Derivative Type: l-Form hydrochloride
CAS Registry Number: 113482-87-4
Trademarks: Levotensin (Simes)
Properties: Crystals from ethyl acetate/95% ethanol, mp 121-123°. [a]D25 -16.3° (c = 5.0 in ethanol).
Melting point: mp 121-123°
Optical Rotation: [a]D25 -16.3° (c = 5.0 in ethanol)
 
Therap-Cat: Antihypertensive.
Keywords: ?Adrenergic Blocker; Antihypertensive; Aryloxypropanolamine Derivatives.

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