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Metoprolol

Metoprolol 구조식 이미지
카스 번호:
37350-58-6
상품명:
Metoprolol
동의어(영문):
H-23/96;cgp2175;CGP 2175;Metoprorol;Metoprolol;Methoprorol;Metroprolol;Lopresoretic;(±)-Metoprorol;Metoprolol Base
CBNumber:
CB4165974
분자식:
C15H25NO3
포뮬러 무게:
267.36
MOL 파일:
37350-58-6.mol

Metoprolol 속성

끓는 점
410.55°C (rough estimate)
밀도
1.0281 (rough estimate)
굴절률
1.5000 (estimate)
CAS 데이터베이스
37350-58-6(CAS DataBase Reference)
NIST
Metoprolol(37350-58-6)

안전

유해 물질 데이터 37350-58-6(Hazardous Substances Data)

Metoprolol C화학적 특성, 용도, 생산

Originator

Betaloc,Astra,UK,1975

용도

Metoprolol is used in moderate hypertension, serious conditions of myocardial infarction, for preventing death of cardiovascular tissue, in angina, tachycardia, extrasystole, and for secondary prophylaxis after a heart attack.

용도

Antiadrenergic (β-receptor).

용도

Metoprolol is a β-adrenergic blocking antihypertensive and antianginal agent; to treat raised blood pressure; to prevent attacks of angina (pain from an inadequate oxygen supply to the heart); after a heart attack to prevent further damage to the heart muscle; treatment of some disturbances of heart rhythm; used to help prevent attacks of migraine; in ophthalmic preparations; treatment of myocardial infarcts.

Manufacturing Process

The starting material 1,2-epoxy-3-[p-(β-methoxyethyl)phenoxy]-propane was obtained from p-(β-methoxyethyl)-phenol which was reacted with epichlorohydrin whereafter the reaction product was distilled at 118°C to 128°C at a pressure of 0.35mm Hg.
1,2-Epoxy-3-[p-(β-methoxyethyl)-phenoxy]-propane (16.7g) was dissolved in 50 ml isopropanol and mixed with 20 ml isopropylamine. The mixture was heated in an autoclave on boiling water-bath overnight, whereafter it was evaporated and the remainder dissolved in 2 N HCI. The solution was extracted first with ether and thereafter with methylene chloride. After evaporating the methylene chloride phase, the hydrochloride of 1- isopropylamino-3-[p(β-methoxyethyl)-phenoxy] -propanol-2 was obtained which, after recrystallization from ethyl acetate, weighed 10.4 g. Melting point 83°C. Equivalent weight: found 304.0, calculated 303.8.
The hydrochloride is then converted to the tartrate.

상표명

Lopressor (Novartis).

Therapeutic Function

Beta-adrenergic blocker

Mechanism of action

Unlike propranolol, which blocks both β1 and β2-adrenoreceptors, metroprolol exhibits cardioselective action, i.e. in therapeutic doses, it blocks β1-adrenoreceptors with insignificant effects on β2-adrenoreceptors.

Chemical Synthesis

Metoprolol, 1-(iso-propylamino)-3-[4′(2-methoxyethyl)phenoxy]-2- propanol (12.1.5), is synthesized by reacting 4-(2-methoxyethyl)phenol with epichlorhydride in the presence of a base, isolating 1,2-epoxy-3-[4′(2-methoxyethyl)phenoxy] propane (12.1.4), the subsequent reaction of which, analogous to that described before, with iso-propylamine, gives an opening of the epoxide ring and leads to the formation of metoprolol (12.1.5) [7,8].

신진 대사

The pharmacokinetic profile of metoprolol (Lopressor) is similar to that of propranolol. Metoprolol is readily and rapidly absorbed after oral administration and is subject to a significant amount of first-pass metabolism by the liver. Curiously, the duration of metoprolol’s action is longer than one would predict from its plasma half-life, which ranges from 0.5 to 2.5 hours. The degree of binding of metoprolol to plasma proteins is modest (10%). The extensive distribution of metoprolol to the lungs and kidney is typical of a moderately lipophilic drug. Metoprolol undergoes considerable metabolism;only 3 to 10% of an administered dose is recovered as unchanged drug.The metabolites are essentially inactive as -receptor blocking agents and are eliminated primarily by renal excretion. Small amounts of the drug are present in the feces.

Metoprolol 준비 용품 및 원자재

원자재

준비 용품


Metoprolol 공급 업체

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career henan chemical co
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18071025641 18071025641
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Shaanxi Dideu Medichem Co. Ltd
18192503167 +86-29-89586680
+86-29-88380327 1005@dideu.com CHINA 9938 58
Hebei Lingding Biological Technology Co., Ltd
19933155420
sales1@hbldbiotech.com CHINA 939 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 30014 58
AFINE CHEMICALS LIMITED
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008657185134895 info@afinechem.com CHINA 15559 58
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Amadis Chemical Company Limited
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0086-571-89925065 sales@amadischem.com China 132148 58

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