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

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 Information

HS Code 

2933790002

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

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

MILRINONE RELATED COMPOUND A (50 MG) (1,6-DIHYDRO-2-METHYL-6-OXO(3,4'-BIPYRIDINE)-5-CAR-BOXAMIDE)(80047-24-1)Related Product Information

• Milrinone
• Milrinone IMpurity 2
• MILBEMECTIN A3
• Miconazole EP Impurity E
• Milbemycin EP Impurity E
• Milrinone Impurity 14
• Milrinone Impurity 17
• 5-Decyano 5-(Ethyl Formate) Milrinone
• Miconazole IMpurity I
• Miconazole IMpurity B
• 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxylic acid
• 1,6-Dihydro-2-(hydroxyMethyl)-6-oxo-[3,4'-bipyridine]-5-carbonitrile
• Milbemycin oxime
• Isoconazole
• Milbemycin EP Impurity D
• Milrinone Impurity 13
• Miconazole Impurity
• Milrinone Impurity 18