Hypoglycaemic and antihypertensive products Captopril Powder

CAS:62571-86-2

MF:C9H15NO3S

MW: 217.29

EINECS:263-607-1

Specification​: 99% min Captopril Powder

Sample:Captopril Powder

Packaging:1kg/bag, 25kg/drum

Brand: Henrikang

Appearance:White Powder

Storage: Cool Dry Place

Shelf Life: 2 Years

Test Method: HPLC

Captopril Powder Usage and Synthesis.

Captopril is an angiotensin-converting enzyme inhibitor that is used in the treatment of hypertension and certain types of congestive heart failure. As the first drug in the ACEI class, captopril is considered a pharmacological breakthrough due to its novel mechanism of action and revolutionary development process.

Angiotensin-converting enzyme inhibitors, with effects such as significant lowering of blood pressure and reduction of cardiac load. It is used for different types of hypertension and is also effective in heart failure.

Compounded with the diuretic hydrochlorothiazide under the trade names Capozide and Acezide, it was launched in 1984.

Uses and functions of Captopril.

Captopril is used in the treatment of 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).

It inhibits angiotensin-converting enzyme (ACE) in the RAA system, preventing the conversion of angiotensin I or angiotensin II, and inhibits aldosterone secretion, reducing sodium retention. Used for hypertension, also used in patients with heart failure who are ineffective on diuretics and digitalis therapy.

Captopril, as an antihypertensive drug, has a significant antihypertensive effect on many types of hypertension and improves cardiac function in patients with congestive heart failure. The intravenous LD50 in mice is 1040 mg/kg and the oral LD50 is 6000 mg/kg.

Characteristic of Captopril.

White or off-white crystalline powder, with special odour similar to garlic and salty taste. Easily soluble in methanol, ethanol, acetone, dichloromethane or chloroform, soluble in water, insoluble in ether or hexane.

There are two kinds of its crystal form, homogeneous heterocrystals, melting point 106 ℃ (stable) and melting point 84 ~ 86 ℃ (unstable); or melting point 87 ~ 88 ℃, and then solidified, the second melting point 104105 ℃. [α]D20-126°～-132° (20mg of this product dissolved in 1ml of ethanol). pKl3.7, Pk29.8. Acute toxicity LD50 mice (mg/kg): 1040 IV, 6000 oral.

Production method of Bulk Captopril Powder.

2-Methacrylic acid was dissolved in chloroform and allowed to stand overnight at -10°C and with stirring by passing a theoretical amount of hydrogen bromide 0°C. Concentrate and collect the fraction at 81.5-84°C/670 Pa to give 3-bromo-2-methylpropionic acid in 90.9%-93.1% yield.

To 3-bromo-2-methylpropionic acid, sulfoxide chloride was added dropwise and raised to 70°C with stirring.After eliminating the residual gas, the fraction at 41-43°C/1.2 kPa was collected to obtain 3-bromo-2-methylpropionyl chloride in 89.5%-90.3% yield.

3-Bromo-2-methylpropionyl chloride was added dropwise to a solution of 8% sodium hydroxide and L- and p-fluoroacetic acid at -2°C with stirring. Stir after dropping. Cool, adjust to Ph=1-2 with concentrated hydrochloric acid, extract with ethyl acetate, dry and filter.

Dicyclohexylamine was added dropwise with stirring, then cooled in a freezer, extracted, dried, and recrystallised from isopropanol to give the dicyclohexylamine salt of compound (I) in 47.1% to 48.3% yield. It was dissolved in 10% potassium bisulfate, added to ethyl acetate, stirred, extracted with ethyl acetate, dried,filtered, evaporated, and recrystallised from ethyl acetate-hexane to obtain optically active compound (I) in 85.5% to 88.6% yield, [α]D20 -94° to -95.4°.

Compound (I), aqueous sodium hydroxide and sodium trithiocarbonate, were stirred at 50 °C. Cooled to room temperature, filtered, extracted with ethyl acetate, dried, filtered, concentrated, and recrystallised from ethyl acetate to give captopril in 65.9% yield, melting point 104-107°C, [α]D20-127° (C=2.0, ethanol).