16867-47-3

Usage

Physical Appearance

Yellow to dark brown crystalline powder

Solubility

Slightly soluble in water, easily soluble in organic solvents

Usage

Intermediate in the synthesis of pharmaceutical compounds
Building block in organic synthesis
Commonly used in the pharmaceutical industry for medication production

Properties

Analgesic and anti-inflammatory properties
High thermal stability
Electron-transport properties

Additional Applications

Studied for potential use in organic light-emitting diodes (OLEDs)

InChI:InChI=1/C10H12N2O2/c1-7-4-3-5-9(11-7)12-10(14)6-8(2)13/h3-5H,6H2,1-2H3,(H,11,12,14)

Upstream product

• 1824-81-3 2-Amino-6-methylpyridine 
• 141-97-9 ethyl acetoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Downstream Products

• 1240036-09-2 4-(4-chlorophenyl)-2,6-dimethyl-3,5-bis-N-(6-methylpyridin-2-yl)carbamoyl-1,4-dihydropyridine 
• 138524-55-7 (S)-4-Methyl-2-((S)-2-{2-[(E)-2-(6-methyl-pyridin-2-ylcarbamoyl)-3-oxo-but-1-enylamino]-acetylamino}-3-phenyl-propionylamino)-pentanoic acid methyl ester 
• 138524-53-5 (S)-2-{2-[(E)-2-(6-Methyl-pyridin-2-ylcarbamoyl)-3-oxo-but-1-enylamino]-acetylamino}-3-phenyl-propionic acid ethyl ester 
• 138524-51-3 4-[(E)-2-(6-Methyl-pyridin-2-ylcarbamoyl)-3-oxo-but-1-enylamino]-benzoic acid ethyl ester 
• 138524-50-2 N-(6-Methyl-pyridin-2-yl)-3-oxo-2-[1-p-tolylamino-meth-(E)-ylidene]-butyramide 
• 467251-12-3 2-hydroxy-4,7-dimethyl-1,8-naphthyridine 

Relevant academic research and scientific papers

Studies on synthesis, infrared and fluorescence spectra of new europium (III) and terbium (III) complexes with an β-diketonate-type ligand

A new β-diketonate-type ligand, N-(2-amino-6-methyl-pyridinyl) ketoacetamide (L) and its complexes with europium (III) and terbium (III) were synthesized. The complexes were characterized by elemental analysis, infrared spectra and conductivity. The europium (III) and terbium (III)-ions were found to coordinate to the CO oxygen atoms and pyridine nitrogen atoms. The fluorescence properties of these complexes in solid, DMF and CH3OH were studied. The solvent factors influencing the fluorescent intensity are discussed.

Facile synthesis and antibacterial, antitubercular, and anticancer activities of novel 1,4-dihydropyridines

A series of twenty new 4-substituted-2,6-dimethyl-3,5-bis-N-(heteroaryl)- carbamoyl-1,4-dihydropyridines have been prepared from a three-component one-pot condensation reaction of N-heteroaryl acetoacetamide, an aromatic/ heteroaromatic aldehyde, and ammonium acetate under four different experimental conditions. Except for the conventional method, all the experimental conditions were simple, eco-friendly, economical, and the reactions were rapid and high-yielding. The methods employed have been compared in terms of yields, cost, and simplicity. The synthesized compounds were characterized by different spectroscopic techniques and evaluated for their in-vitro anticancer, antibacterial, and antitubercular activities. Amongst the compounds tested, compound 25 exhibited the highest anticancer activity while compounds 14 and 18 exhibited significant antibacterial and antitubercular activities.

Synthesis and pharmacological activities of 1,8-naphthyridine derivatives.

In the present study, a series of 2-substituted-4-methyl-7-amino/4,7-dimethyl-1,8-naphthyridines were synthesized and characterized by IR, 1H-NMR and elemental analysis. The compounds were investigated for anticonvulsant (125, 250 mg/kg), cardiac and antimicrobial activities. The compounds were screened for antibacterial activity against gram (+) bacteria (Staphylococcus epidermidis, Bacillus subtilis, Enterococcusfaecalis and Micrococcus luteus) and gram (-) bacteria (Proteus vulgaris, Pseudomonas aeruginosa, Escherichia coli and Salmonella typhi). All the compounds except 2-(3'-phenylaminopropyloxy)-4-methyl-7-amino-1,8-naphthyridine exhibited significant anticonvulsant activity. The anticonvulsant activity of 2-(3-morpholino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine, 2-(3'-diphenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine and 2-(3'-diethanolamino-propyloxy)-4,7-dimethy-1,8-naphthyridine at the dose of 250 mg/kg were found to be equivalent to diazepam (5 mg/kg). Sympathetic blocking activity was observed with 2-(3'-phenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine, 2-(3'-diethanolamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine and 2-(3'-diphenylamino-2'-hydroxypropyloxy)-4-methyl-7-amino-1,8-naphthyridine only. All the compounds were devoid of antibacterial activity against the tested bacteria.

Microwave induced acetoacetylation of hetaryl and aryl amines

Acetoacetylation of hetaryl and aryl amines by interaction with ethyl acetoacetate under microwave irradiation, without any catalyst and/or solvent, is reported.

Synthesis and biological activity of some pyridine substituted heterocyclic compounds

Some pyridine substituted heterocyclic compounds and their derivatives such as, imidazolone, quinazolone, benzimidazole, phthalimide, thioxopyrimidindione, pyrazole, 1,2,4-triazinone and thiazolidinone (IV-XXVII) have been prepared and screened for their antibacterial and antifungal activities, which gave encouraging results. The structures of the products have been verified by elemental analysis and spectral data (IR, UV, 1H NMR and mass).