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80047-24-1

80047-24-1 Structure

80047-24-1 Structure
IdentificationBack Directory
[Name]

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

80047-24-1
[Synonyms]

Milrinone amide
Milrinone USP RC A
Milrinone Impurity G
Milrinone Impurity Ⅰ
Milrinone ImpuritiesA
Milrinone Related CoMpound A
Milrinone USP Related Compound A
6-Methyl-2-oxo-5-(4-pyridyl)-1H-pyr
Milrinone amide (Milrinone impurity)
2-METHYL-6-OXO-1,6-DIHYDRO-3,4'-BIPYRIDINE-5-CARBOXAMIDE
1,6-Dihydro-2-Methyl-6-oxo(3,4'-bipyridine)-5-carboxaMide
[3,4'-Bipyridine]-5-carboxamide, 1,6-dihydro-2-methyl-6-oxo-
1,6-Dihydro-2-methyl-6-oxo-[3,4']bipyridin-5-ylcarboxylic acid amide
Milrinone Impurit Ⅰ:1,6-Dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-carboxamide
Milrinone Impurit Ⅰ:1,6-Dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-carboxamide
Milrinone Impurity Ⅰ(1,6-Dihydro-2-methyl-6-oxo-(3,4′-bipyridine)-5-carboxamide)
Milrinone Impurity Ⅰ (1,6-Dihydro-2-methyl-6-oxo- (3,4′-bipyridine) -5-carboxamide)
MILRINONE RELATED COMPOUND A (50 MG) (1,6-DIHYDRO-2-METHYL-6-OXO(3,4'-BIPYRIDINE)-5-CAR-BOXAMIDE)
Milrinone Related Compound A (1,6-Dihydro-2-methyl-6-oxo(3,4''-bipyridine)-5-carboxamide) (1443919)
[Molecular Formula]

C12H11N3O2
[MDL Number]

MFCD09800601
[MOL File]

80047-24-1.mol
[Molecular Weight]

229.23
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933790002
Hazard InformationBack Directory
[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]

Milrinone

78415-72-2

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

80047-24-1

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
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