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What is Captopril CAS 62571-86-2

Views: 5     Author: Site Editor     Publish Time: 21-01-2022      Origin: Site Inquire

Properties


Melting point: 104-108℃(lit.)

Specific rotation: -129.5 º (c=1, EtOH)

Boiling point: 427.0±40.0℃(Predicted)

Density: 1.2447 (rough estimate)


62571-86-2

CAS 62571-86-2



Introduction


Topril is an angiotensin-converting enzyme inhibitor used to treat high blood pressure and certain types of congestive heart failure. As the first ACEI drug, captopril is considered a breakthrough in pharmacotherapy due to its novel mechanism of action and revolutionary development process. White or off-white crystalline powder, with a special odor similar to garlic, and a salty taste. Soluble in methanol, ethanol, acetone, dichloromethane or chloroform, soluble in water, insoluble in ether or hexane.


Uses


Captopril is used to treat hypertension and heart failure. Captopril is a synthetic non-peptide angiotensin-converting enzyme inhibitor, which mainly acts on the renin-angiotensin-aldosterone system (RAA system). Inhibits the angiotensin-converting enzyme (ACE) of the RAA system, prevents the conversion of angiotensin I or angiotensin II, and can inhibit the secretion of aldosterone and reduce water and sodium retention. It is used for hypertension, and also for heart failure patients who are ineffective to diuretics and digitalis.


Preparation


(1) It is obtained from L-proline through isobutene condensation, benzyloxycarbonyl chloride esterification, hydrogen hydrogenation, 3-acetylthio-2-methylpropionic acid condensation, dicyclohexylamine salification, desalination and hydrolysis.

(2) 1:230g L-proline was dissolved in 1L water and 400ml 5mol/L sodium hydroxide solution, cooled with ice bath, under vigorous stirring, added 460ml 5mol/L hydrogen in 5 batches within half an hour Sodium oxide and 340 ml of benzyl chloroformate. After the addition was completed, the mixture was stirred at room temperature for 1 h, and the reaction solution was extracted twice with ether, and then acidified with concentrated hydrochloric acid. The precipitate was filtered and dried to obtain 442 g of N-benzylcarbonyl-L-proline with a melting point of 78-80 °C. 180g of N-benzylcarbonyl-L-proline was dissolved in 300ml of dichloromethane, 800ml of liquid isobutene and 7.2ml of concentrated sulfuric acid, and shaken in a pressure vessel for 72h. After decompression, the isobutene was evaporated, and the residual liquid was washed with 5% sodium carbonate and water successively, dried over anhydrous magnesium sulfate, and concentrated to dryness under reduced pressure to obtain 205 g of N-benzylcarbonyl-L-proline tert-butyl ester. 205g N-benzylcarbonyl-L-proline tert-butyl ester was dissolved in 1.

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