Reactions, Anti-Alzheimer and Anti COX-2 Activities of 6-Pyridin-3-yl-1Hpyrazolo[ 3,4-b]pyridin-3-amines

Title: Reactions, Anti-Alzheimer and Anti COX-2 Activities of 6-Pyridin-3-yl-1Hpyrazolo[ 3,4-b]pyridin-3-amines

Volume: 14 Issue: 20

Author(s): Fawzy A. Attaby, Azza M. Abdel Fattah, Labeeb M. Shaif and Mohamed M. Elsayed

Affiliation:

Keywords: Pyrazolopyridin-3-ylimidoformamides, Pyridopyrazolopyrimidines, Imidazopyrazolopyridin-2-amines, Pyrazolopyridin-2-yl-1-arylethanones, Phenyl-3-(substituted)-1H-pyrazolopyridin-3-yl]thiourea, dimethylformamide-dimethylacetal, 4-(aryl)-6-pyridin-3-yl-1Hpyrazolo[3,4-b]-pyridin-3-amines, N,N-dimethyl-N'-[4-phenyl-6-(pyridin-3-yl)-1H-pyrazolo [3,4-b]pyridin-3-yl]imidoformamide, 2-bromo-1-(aryl)ethanones, dimethylformamide, dehydrobromination, N-1 alkyl derivatives, Anti-COX2, N,N-Dimethyl-N'-(4-phenyl-6-pyridin-3-yl-1H-pyrazolo[3,4-b]pyridine-3-yl)imidoformamide (3a), N'-[4-(4-Methoxyphenyl)-6-pyridin-3-yl-1H-pyrazolo[3,4-b]pyridin-3-yl]-N,N-dimethylimidoformamide (3b), 4-Amino-10-phenyl-8-pyridin-3-ylpyrido[2',3':3,4]pyrazolo [1,5-a] pyrimidine-3-carbonitrile, 4-Amino-10-(4-Methoxyphenyl)-8-pyridin-3-ylpyrido[2',3':3,4] pyrazolo[1,5-a]pyramidine-3-carbonitrile, Ethyl-4-amino-10-phenyl-8-pyridin-3-ylpyrido[2',3':3,4]pyrazolo[1,5-a]pyramidine-3-carboxylate, 9-Phenyl-7-pyridin-3-yl-3H-imidazo[1',2':1,5]pyrazolo[3,4-b]pyridin-2-amine, 9-(4-Methoxyphenyl)-7-pyridin-3-yl-3H-imidazo[1',2':1,5] pyrazolo[3,4-b]pyridin-2-amine, N'-(9-(4-Methoxyphenyl)-7-pyridin-3-yl-3H-imidazo[1',2':1, 5]pyrazolo[3,4-b]pyridin-2-yl)-N,N-dimethylimidoformamide, 2-(3-Amino-4-Phenyl-6-pyridin-3-yl-2H-pyrazolo[3,4-b]pyridin-2-yl)-1-(4-chloro-phenyl)ethanone, 2-(3-Amino-4-(4-methoxyphenyl)-6-pyridin-3-yl-2H-pyrazolo[3,4-b]-pyridin-2-yl)-1-phenylethanone, 2-(3-Amino-4-(4-Methoxyphenyl)-6-pyridin-3-yl-2H-pyrazolo[3,4-b]-pyridin-2-yl)-1-(4-chlorophenyl)ethanone, N-[4-(4-Methoxyphenyl)-2-(2-oxo-2-phenylethyl)-6-pyridin-3-yl-2H-pyrazolo[3,4-b]pyridin-3-yl]acetamide, 1-(4-(4-Methoxyphenyl)-6-pyridin-3-yl-1H-pyrazolo[3,4-b]pyridin-3-yl)-3-phen-ylthiourea, 4-(4-Methoxyphenyl)-N-[4-methyl-3-phenyl-1,3-thiazol-2(3H)-ylidene]-6-pyridin-3-yl-1H-pyrazolo[3,4-b]pyridin-3-amine, N-[4-(4-Chlorophenyl)-3-Phenyl-1,3-thiazol-2(3H)-ylidene]-6-pyridin-3yl-4-(4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3-amine, 1-{2-[(4(4-Methoxyphenyl)-6-pyridin-3yl-1H-pyrazolo[3,4-b]pyridin-3-yl)imino]-5-methyl-3-phenyl-2,3-dihydro-1,3-thiazol-4-yl}ethanone (25b), prostaglandin H2 synthase-1, R-flurbiprofen-supplemented chow adlibitum

Abstract: 4-(Aryl)-6-pyridin-3-yl-1H-pyrazolo[3,4-b]pyridin-3-amines were reacted with dimethylformamide-dimethylacetal to give the corresponding pyrazolopyridin-3-yl-imidoformamides which in turn, reacted with malononitrile or 2-cyanoethanethioamide and ethyl cyanoacetate to give the corresponding pyridopyrazolo-pyrimidines. Also, they reacted with active halogen-containing compounds to give the corresponding imidazopyrazolopyridin-2-amines and pyrazolopyridin-2-yl-1-aryl-ethanones. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of elemental analyses, IR, 1H NMR and mass spectrometry. All newly synthesized heterocyclic compounds were tested as anti-Alzheimer and anti COX-2 reagents and exhibited promising results.

Cite this article as:

A. Attaby Fawzy, M. Abdel Fattah Azza, M. Shaif Labeeb and M. Elsayed Mohamed, Reactions, Anti-Alzheimer and Anti COX-2 Activities of 6-Pyridin-3-yl-1Hpyrazolo[ 3,4-b]pyridin-3-amines, Current Organic Chemistry 2010; 14 (20) . https://dx.doi.org/10.2174/138527210793358303