bupicomide Chemical Properties

Melting point:

128 °C

Boiling point:

338.6±30.0 °C(Predicted)

Density 

1.066±0.06 g/cm3(Predicted)

pka

15.28±0.50(Predicted)

bupicomide Usage And Synthesis

Originator

Bupicomide,ZYF Pharm Chemical

Uses

Antihypertensive.

Definition

ChEBI: Bupicomide is an organothiophosphorus compound and a phosphoramide.

Manufacturing Process

3-n-Butyl-6-methyl-3,4-dihydro-1,2-pyran was obtained and isolated from the reaction mixture by fractional distillation in vacuum to separate a by-product formed by cyclodimerisation of methyl vinylketone. The yield of the3-n-butyl- 6-methyl-3,4-dihydro-1,2-pyran was 47% (boiling point 106-107°C.
The saponification of the 3-n-butyl-6-methyl-3,4-dihydro-1,2-pyran was accomplished by heating for 0.5 h in a mixture with acetic acid. The 1-methyl- 4-n-butyl-1,5-dicarbonyl acid formed not isolated from the reaction mixture was added to hydroxylamine. The reaction with hydroxylamine was carried out by gradual addition of acetic acid solution of 1,5-dicarbonyl compound to the stirring refluxing suspension of hydroxylamine in glacial acetic acid. By usual treatment was fractionned in vacuum to yield 37.5% of 2-methyl-5-nbutylpyridine, boiling point 105°C.
The 2-methyl-5-n-butylpyridine was oxidated by selenium dioxide in pyridine
to 5-n-butyl-2-pyridine carboxylic (fusarinic) acid, melting point 100-101°C. 25.0 g of the 5-n-butyl-2-pyridine carboxylic (fusarinic) acid and 25 ml of thionyl chloride were mixed; after all of the acid is dissolved, concentrate (in vacuo) the mixture and take up the mixture in 500 ml of anhydrous benzene; with cooling add the mixture to a solution of excess ammonia in 1 l of benzene, concentrate (in vacuo) the resulting mixture; add water and potassium carbonate and extract the amide with ether; dry and concentrate the ether extract and 5-n-butyl-2-pyridine carboxamide was obtained (recrystallize from acetonitrile).

Therapeutic Function

Antihypertensive

bupicomide (22632-06-0)Related Product Information

• bupicomide
• 5-BUTYL-2-METHYL-PYRIDINE
• 1-(5-ETHYLPYRIDIN-2-YL)METHANAMINE