MILRINONE RELATED COMPOUND A (50 MG) (1,6-DIHYDRO-2-METHYL-6-OXO(3,4'-BIPYRIDINE)-5-CAR-BOXAMIDE)

MILRINONE RELATED COMPOUND A (50 MG) (1,6-DIHYDRO-2-METHYL-6-OXO(3,4'-BIPYRIDINE)-5-CAR-BOXAMIDE) Property

Melting point:

>300 °C (decomp)

Boiling point:

563.9±50.0 °C(Predicted)

Density 

1.307±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Aqueous Acid (Very Slightly), DMSO (Very Slightly, Heated, Sonicated), Methanol

form 

Solid

pka

8.65±0.10(Predicted)

color 

Pale Yellow

Stability:

Hygroscopic

Safety

HS Code 

2933790002

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

MILRINONE RELATED COMPOUND A (50 MG) (1,6-DIHYDRO-2-METHYL-6-OXO(3,4'-BIPYRIDINE)-5-CAR-BOXAMIDE) Chemical Properties,Usage,Production

Uses

5-Descyano Milrinone 5-Carboxyamide (Milrinone USP Related Compound A) is an impurity of Milrinone (M344680), a selective phosphodiesterase inhibitor with vasodilating and positive inotropic activity. Cardiotonic.

Synthesis

General procedure for the synthesis of 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridyl]-5-carbonitrile from 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridyl]-5-carboxamide: Concentrated sulfuric acid (350 μL, 6.3 mmol, 14 equiv) was added to 6-methyl-2-oxo-5-(pyridin-4-yl)-1,2- dihydropyridine-3-carbonitrile (95 mg, 0.450 mmol, 1 eq.) The reaction mixture was heated to 120 °C and maintained for 15 min. Upon completion of the reaction, the mixture was cooled to 0 °C, diluted with water, followed by slow addition of concentrated ammonium hydroxide solution to adjust the pH to 10. The precipitate was collected by filtration and washed with an appropriate amount of water, and dried to afford the target product, 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridyl]-5-carboxamide, as a white solid (74 mg, 72% yield).

References

[1] Journal of Medicinal Chemistry, 1986, vol. 29, # 5, p. 635 - 640
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 11, p. 3021 - 3029