52600-60-9

Basic information

• Product Name: 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXAMIDE
• Synonyms: 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXAMIDE
• CAS NO: 52600-60-9
• Molecular Formula: C9H10N2O3
• Molecular Weight: 194.19
• Mol File: 52600-60-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 325-327°C
• Boiling Point: 482.9 °C at 760 mmHg
• Flash Point: 245.8 °C
• Appearance: /
• Density: 1.301g/cm³
• Vapor Pressure: 1.76E-09mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXAMIDE(52600-60-9)
• EPA Substance Registry System: 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXAMIDE(52600-60-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52600-60-9(Hazardous Substances Data)

Usage

General Description

5-Acetyl-6-methyl-2-oxo-1,2-dihydro-3-pyridinecarboxamide, also known as AMOPAC, is a chemical compound with a molecular formula C9H11N3O2. It is a pyridinecarboxamide derivative with an acetyl and a methyl group attached to the pyridine ring. AMOPAC has been studied for its potential pharmaceutical properties, particularly its antifungal and antibacterial activities. It is also being investigated for its potential use in the treatment of neurodegenerative diseases. Additionally, AMOPAC is used as a key intermediate in the synthesis of various pharmaceutical compounds and can be modified to develop new drugs with improved properties.

InChI:InChI=1/C9H10N2O3/c1-4-6(5(2)12)3-7(8(10)13)9(14)11-4/h3H,1-2H3,(H2,10,13)(H,11,14)

Upstream product

• 52600-53-0 5-acetyl-1,2-dihydro-6-methyl-2-oxonicotinonitrile 
• 18856-72-9 3-dimethylaminomethylenepentane-2,4-dione 
• 107-91-5 cyanoacetic acid amide 
• 108-13-4 malonodiamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 123-54-6 acetylacetone 
• 33884-41-2 ethoxylideneacetylacetone 

Downstream Products

• 88302-06-1 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarboxylic acid 
• 5220-65-5 5-acetyl-6-methyl-2(1H)-pyridinone 

Relevant articles and documents

Synthesis of substituted nicotinamides from enamines derived from N,N-dimethylformamide dimethyl acetal

Reactions of 1,3-dicarbonyl compounds with N,N-dimethylformamide dimethyl acetal followed by malonamide in the presence of sodium hydride give 5,6-disubstituted 1,2-dihydro-2-oxopyridine-3-carboxamides 3a-e, whereas reactions of the intermediate enamines with cyanothioacetamide or cyanoacetamide in the presence of piperidine give 4,5-disubstituted 1,2-dihydro-2-thioxopyridine-3-carboxamides 6a-c and 1,2-dihydro-2-oxopyridine-3-carboxamides 6d-h.

5-Acyl-2-(1H)-pyridinones

Novel 5-acyl-2-(1H)pyridinones and their use as cardiotonic agents. Typical of the compounds is 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile which is prepared by condensing anionic cyano acetamide with 3-[(dimethylamino)methylenyl]-2,4-penta

5-Alkanoyl-6-alkyl-2(1H)-pyridinones, their preparation and their cardiotonic use

4-R2 -5-(Lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones (I), useful as cardiotonics, where R2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinonitrile (III), Q is CN) or corresponding 4-R2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinic acid and decarboxylating said substituted nictotinic acid to produce I. Also disclosed and claimed are cardiotonic uses of 3-Q-4-R2 -5-(lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones where Q is hydrogen or cyano and R2 is hydrogen or methyl (III). Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiotonic.