Clevidipine butyrate

Bezeichnung:Clevidipine butyrate

CAS-Nr167221-71-8

Englisch Name:Clevidipine butyrate

CBNumberCB01248667

SummenformelC21H23Cl2NO6

Molgewicht456.32

MOL-Datei167221-71-8.mol

Clevidipine butyrate physikalisch-chemischer Eigenschaften

Schmelzpunkt	128-130°C
Siedepunkt	539.7±50.0 °C(Predicted)
Dichte	1.289
Flammpunkt	280℃
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	Insoluble[in water]
Wasserlöslichkeit	Insoluble in water
Löslichkeit	≥21.4 mg/mL in DMSO; insoluble in H2O; ≥7.45 mg/mL in EtOH with ultrasonic
Aggregatzustand	powder to crystal
pka	2.45±0.70(Predicted)
Farbe	White to Light yellow
CAS Datenbank	167221-71-8

Sicherheit

S-Sätze:	24/25
HS Code	29339900

Gefahreninformationscode (GHS)

Clevidipine butyrate Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Clevidipine is an ultra-short-acting vasodilator of the dihydropyridine (DHP) class of CCB. It is indicated as an intravenous treatment for the acute management of hypertension when oral therapy is not feasible or not desirable. Clevidipine is the second intravenous CCB to be marketed behind nicardipine for this indication. Both agents are primarily used for urgent treatment of hypertension in cardiac surgical setting, intensive care units, and emergency departments. Other intravenous agents currently on the market for this indication include sodium nitroprusside, nitroglycerin, fenoldopam, hydralazine, esmolol, and labetalol. Clevidipine is a potent, arterial-specific, vasodilator with very little or no effect on the myocardial contractility and venous capacitance. It has a rapid onset and offset of action and a very short plasma half-life, which allows for titration of the drug to achieve precise BP control.
clevidipine is exclusively metabolized in the blood and the tissues. It does not undergo any renal or hepatic metabolism and does not accumulate in the body. Clevidipine is a blocker of L-type calcium channels, which mediate the influx of calcium during depolarization in arterial smooth muscle.
Chemische Eigenschaften
White to Off-White Solid
Originator
AstraZeneca (United Kingdom)
Verwenden
Clevidipine butyrate is a dihydropyridine calcium channel blocker use as agent for the reduction of blood pressure。
Verwenden
A calcium channel protein inhibitor and blocker
Verwenden
Calcium channel blocker, used as an oral antihypertensive.
Verwenden
Clevidipine butyrate is a novel intravenous, short-acting calcium channel blocker that provides quick and accurate control of blood pressure in an emergency setting. Unlike other intravenous hypertension drugs which are metabolized in kidney or liver and tend to accumulate in the body, clevidipine is metabolized in the blood and tissues and thus avoids accumulation. The drug was launched by Medicines Company which aquired the rights from AstraZeneca.
Definition
ChEBI: Clevidipine is a dihydropyridine.
Trademarks
Clevelox (The Medicines Company).
Nebenwirkungen
Clevidipine is contraindicated in patients with severe aortic stenosis, defective lipid metabolism, and allergies to eggs, egg products, soybeans, or soy products. The chemical synthesis of clevidipine entails the esterification of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester with chloromethyl butyrate by the action of potassium bicarbonate in refluxing acetonitrile.
Synthese
The chemical synthesis of clevidipine entails the esterification of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester with chloromethyl butyrate by the action of potassium bicarbonate in refluxing acetonitrile. The DHP-monoester starting material is obtained in two steps through condensation of methyl 2,3-dichlorobenzylidine acetoacetate and 2-cyanoethyl ester of 2-amino-2-propenoic acid to the DHP diester, followed by base catalyzed cleavage of the cyanoethyl group. Clevidipine is practically insoluble in water and is formulated in an oil-inwater emulsion.

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