5220-65-5

Basic information

• Product Name: 5-ACETYL-6-METHYL-2(1H)-PYRIDINONE
• Synonyms: 5-ACETYL-6-METHYL-2(1H)-PYRIDINONE
• CAS NO: 5220-65-5
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.16
• Mol File: 5220-65-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 203-205°
• Boiling Point: 349.7°Cat760mmHg
• Flash Point: 168.5°C
• Appearance: /
• Density: 1.138g/cm³
• Vapor Pressure: 4.62E-05mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 5-ACETYL-6-METHYL-2(1H)-PYRIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETYL-6-METHYL-2(1H)-PYRIDINONE(5220-65-5)
• EPA Substance Registry System: 5-ACETYL-6-METHYL-2(1H)-PYRIDINONE(5220-65-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5220-65-5(Hazardous Substances Data)

Usage

Uses

5-Acetyl-6-methyl-2(1H)-pyridinone is a 2-pyridone derivative that has been studied for its potential as an inotropic agent.

InChI:InChI=1/C8H9NO2/c1-5-7(6(2)10)3-4-8(11)9-5/h3-4H,1-2H3,(H,9,11)

Upstream product

• 1118-66-7 4-amino-3-penten-2-one 
• 922-67-8 propynoic acid methyl ester 
• 123-54-6 acetylacetone 
• 33884-41-2 ethoxylideneacetylacetone 
• 88302-06-1 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarboxylic acid 
• 13729-69-6 5-acetyl-6-methyl-1,2,3,4-tetrahydro-2-pyridinone 
• 52600-53-0 5-acetyl-1,2-dihydro-6-methyl-2-oxonicotinonitrile 
• 52600-60-9 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridine-carboxamide 
• 18856-72-9 3-dimethylaminomethylenepentane-2,4-dione 
• 80012-14-2 (E)-4-amino-pent-3-en-2-one 

Downstream Products

• 88877-00-3 5-acetyl-6-(2-dimethylaminoethenyl)-2(1H)-pyridinone 
• 140692-93-9 2-chloro-5-methyl-1,6-naphthyridine 
• 1085267-10-2 1-[2-(4-benzylpiperidin-1-yl)ethyl]-3-(5-methyl[1,6]naphthyridin-2-yl)urea 
• 1085267-03-3 2-(4-benzylpiperidin-1-yl)-N-(5-methyl[1,6]naphthyridin-2-yl)acetamide 
• 1085266-43-8 [2-(4-benzylpiperidin-1-yl)ethyl]-(5-methyl[1,6]naphthyridin-2-yl)amine 
• 147293-24-1 5-acetyl-3-bromo-6-<2-(dimethylamino)ethenyl>pyridin-2(1H)-one 
• 147293-25-2 3-bromo-5-methyl-1,6-naphthyridin-2(1H)-one 
• 136117-46-9 5-acetyl-3-bromo-6-methyl-2(1H)-pyridinone 
• 58405-00-8 5-acetyl-3-chloro-6-methyl-2(1H)-pyridinone 

Relevant articles and documents

UROTENSIN II RECEPTOR ANTAGONISTS

Compounds of the formula (I) wherein R1, R2, R3, R4, R5, R6, W, and Y are as described herein, or a tautomer, prodrug, solvate, or salt thereof. These compounds are useful as inhibitors of Urotensin II and are thus useful for treating a variety of disease

Imidazo[1,2-a]pyridines. Synthesis and inotropic activity of new 5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinone derivatives

A series of 1,2-dihydro-5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinones was synthesized and evaluated for positive inotropic activity. 1,2-Dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-3- pyridinecarbonitrile (11a) hydrochloride monohydrate (E-1020) was found to be a potent and selective inhibitor of phosphodiesterase III and a long-acting, potent, orally active positive inotropic agent. Additional imidazo[1,2-a]pyridin-2-yl (3a), -3-yl (16), -7-yl (20) and -8-yl (24a) compounds were also prepared. Altering the pyridine substitution from the 2-position to the 6-position produced a 2-fold increase in the i.v. cardiotonic potency (ED50) from 52 to 23 μg/kg, while substitution at the 3-, 7- or 8-position reduced potency. In the 2-positional isomers, introduction of halogen groups enhanced the activity and 3-chloro-1,2-dihydro-5-(6-fluoroimidazo[1,2-a]pyridin-2-yl)-6-methyl-2(1H)- pyridinone (3a) was the most potent (i.v. ED50 11 μg/kg) in this seris. E-1020 is presently under development for the treatment of congestive heart failure.

Novel alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones

This invention relates to alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones and to their use as cardiotonic agents useful in treating cardiac failure, and to the process useful in the preparation thereof.