Metoprolol
Title: Metoprolol
CAS Registry Number: 37350-58-6
CAS Name: 1-[4-(2-Methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol
Additional Names: (±)-1-(isopropylamino)-3-[p-(b-methoxyethyl)phenoxy]-2-propanol
Manufacturers' Codes: CGP-2175; H-93/26
Molecular Formula: C15H25NO3
Molecular Weight: 267.36
Percent Composition: C 67.38%, H 9.42%, N 5.24%, O 17.95%
Literature References: b1-Adrenergic blocker lacking intrinsic sympathomimetic activity. Prepn: A. E. Brandstrom et al., DE 2106209; eidem, US 3998790 (1971, 1976 both to AB Hässle). Pharmacology: B. Ablad et al., Life Sci. 12, 107 (1973); Johansson, Eur. J. Pharmacol. 24, 194 (1973). Toxicology: N.-O. Bodin et al., Acta Pharmacol. Toxicol. 36, Suppl. V, 96 (1975). Clinical trials in acute myocardial infarction: L. Rydén et al., N. Engl. J. Med. 308, 614 (1983); Drugs 29, Suppl. 1, 2-8 (1985); in chronic heart failure: A. Hjalmarson et al., J. Am. Med. Assoc. 283, 1295 (2000). Comprehensive description: J. R. Luch, Anal. Profiles Drug Subs. 12, 325-356 (1983). Review of pharmacology, therapeutic efficacy: P. Benfield et al., Drugs 31, 376-429 (1986).
 
Derivative Type: Succinate
CAS Registry Number: 98418-47-4
Trademarks: Selo-Zok (AstraZeneca); Toprol-XL (AstraZeneca)
Molecular Formula: (C15H25NO3)2.C4H6O4
Molecular Weight: 652.82
Percent Composition: C 62.55%, H 8.65%, N 4.29%, O 24.51%
 
Derivative Type: Tartrate
CAS Registry Number: 56392-17-7
Trademarks: Beloc (AstraZeneca); Betaloc (AstraZeneca); Lopressor (Novartis); Lopresor (Novartis); Prelis (Novartis); Seloken (AstraZeneca); Selopral (Orion)
Molecular Formula: (C15H25NO3)2.C4H6O6
Molecular Weight: 684.81
Percent Composition: C 59.63%, H 8.24%, N 4.09%, O 28.04%
Properties: Soly (mg/ml) at 25°: water >1000; methanol >500; chloroform 496; acetone 1.1; acetonitrile 0.89; hexane 0.001. uv max (water): 223 nm (e 23400). LD50 in female mice, male rats (mg/kg): 118, ~90 i.v.; 2090, 3090 orally (Bodin).
Absorption maximum: uv max (water): 223 nm (e 23400)
Toxicity data: LD50 in female mice, male rats (mg/kg): 118, ~90 i.v.; 2090, 3090 orally (Bodin)
 
Therap-Cat: Antihypertensive; antianginal; antiarrhythmic (class II).
Keywords: ?Adrenergic Blocker; Antianginal; Antihypertensive; Aryloxypropanolamine Derivatives.

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