80047-30-9

Basic information

• Product Name: 2-methyl-3,4'-bipyridin-6(1H)-one
• Synonyms: 2-methyl-3,4'-bipyridin-6(1H)-one
• CAS NO: 80047-30-9
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• Mol File: 80047-30-9.mol

Chemical Properties

• Melting Point: 285-288 °C
• Boiling Point: 428.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.171±0.06 g/cm3(Predicted)
• PKA: 10.30±0.10(Predicted)
• CAS DataBase Reference: 2-methyl-3,4'-bipyridin-6(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3,4'-bipyridin-6(1H)-one(80047-30-9)
• EPA Substance Registry System: 2-methyl-3,4'-bipyridin-6(1H)-one(80047-30-9)

Safety Data

• Hazardous Substances Data: 80047-30-9(Hazardous Substances Data)

Upstream product

• 63755-30-6 N-ethoxycarbonylpyridinium chloride 
• 110-86-1 pyridine 
• 6304-16-1 pyridin-4-yl-propan-2-one 
• 89733-48-2 2-Methyl-6-oxo-1,4,5,6-tetrahydro-3,4'-bipyridyl 
• 126717-66-6 6-benzyloxy-2-methyl-3,4'-bipyridine 
• 91618-17-6 6-methoxy-2-methyl-3,4'-bipyridine 

Downstream Products

• 78415-72-2 1,6-dihydro-2-methyl-6-oxo-(3,4'-bipyridine)-5-carbonitrile 

Relevant articles and documents

SYNTHESIS OF MILRINONE, A CARDIOTONIC AGENT

A new synthesis of milrinone (6) from 6-methyl-5-(4-pyridinyl)-2(1H)-pyridone (4) is reported.A convenient synthesis of 3,4'-bipyridines (3a) and (3b) is achieved. 3a and 3b can be converted into pyridone 4 by hydrogenolysis and hydrolysis, respectively.Bromination at C-3 of the pyridone ring of 4 followed by cyanation affords milrinone (6).

5-(Pyridinyl)-6-(lower-alkyl)-2(1H)-pyridinones, 1,2-dihydro-2-oxo-5-(pyridinyl)-6-(lower-alkyl)nicotinic acids and lower-alkyl esters thereof, and cardiotonic use thereof

1-R1 -6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones or 1-R1 -1,2-dihydro-2-oxo-6-(lower-alkyl)-5-(pyridinyl)nicotinic acids or lower-alkyl esters thereof or pharmaceutically-acceptable acid-addition or cationic salts thereof are useful as cardiotonic agents, where R1 is hydrogen, lower-alkyl or lower-hydroxyalkyl. These compounds are prepared by hydrolyzing the corresponding 3-cyano compounds to produce the corresponding 3-carboxylic acids and then either by decarboxylating or esterifying the acids.

5-(Pyridinyl)pyridine-2-hydrazines, their preparation and their cardiotonic use

2-[R1 NHN(R)]-3-Q'-5-Py-6-Q-pyridines or pharmaceutically-acceptable acid-addition salts thereof are useful as cardiotonic agents, where Q is hydrogen or lower-alkyl, PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, Q' is hydrogen or halo, R is hydrogen, lower-alkyl or lower-hydroxyalkyl, and R1 is hydrogen or when R is other than hydrogen R1 is the same as R. These compounds are prepared by reacting a 2-halo-3-Q'-5-PY-6-Q-pyridine with R1 NHNHR where 2-halo is bromo or chloro. Also shown are: the use of said 2-[R1 NN(R)]-3-Q'-5-PY-6-Q-pyridines as cardiotonic agents; and, the intermediates, 2,3-dihalo-5-PY-6-Q-pyridines, and their preparation from 3-nitro-5-PY-6-Q-2(1H)-pyridinones.

3-Substituted-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones, their cardiotonic use and intermediates therefor

1-R1 -3-[amino, cyano, carbamyl, halo, lower-alkylamino, di-(lower-alkyl)amino or lower-acylamino]-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones or pharmaceutically-acceptable acid-addition or cationic salts thereof are useful as cardiotonic agents, where R1 is hydrogen, lower-alkyl or lower-hydroxyalkyl. 1-R1 -3-amino-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones are prepared by hydrolyzing the corresponding 3-cyano compounds to produce the corresponding 3-carbamyl compounds and reacting the latter with a reagent capable of converting carbamyl to amino. The 1-R1 -3-cyano-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones are prepared by reacting (pyridinylmethyl) lower-alkyl ketones with dimethylformamide di-(lower-alkyl) acetal to produce 1-(pyridinyl)-2-(dimethylamino)ethenyl lower-alkyl ketone and reacting said ketones with N-R1 -α-cyanoacetamide to produce the 1-R1 -3-cyano-6-(lower-alkyl)-5-(pyridinyl)-2(1H)-pyridinones. Also shown are the conversions: of the 3-cyano compounds to the 3-H compounds; of the 3-H compounds to the 3-halo compounds; of the 3-halo compounds to the 3-[mono-(lower-alkyl)- or di-(lower-alkyl)-amino]compounds; and, of the 3-amino compounds to the 3-lower-acylamino or 3-[mono-(lower-alkyl)- or di-(lower-alkyl)amino] compounds.