THE SYNTHESIS OF SOME DERIVATIVES BASED ON THE 4-BENZYL-1H-PYRAZOLE-3,5-DIAMINE CORE

0368591 - ÚEB 2012 RIV JP eng J - Článek v odborném periodiku
Jedinák, L. - Kryštof, Vladimír - Cankař, Petr
THE SYNTHESIS OF SOME DERIVATIVES BASED ON THE 4-BENZYL-1H-PYRAZOLE-3,5-DIAMINE CORE.
Heterocycles. Roč. 88, č. 2 (2011), s. 371-383. ISSN 0385-5414. E-ISSN 1881-0942
Grant CEP: GA ČR GA301/08/1649
Výzkumný záměr: CEZ:AV0Z50380511
Klíčová slova: Knoevenagel Condensation * Olefin Reduction * CDK * Hydrazine Cycloaddition * Pyrazole-3,5-diamine
Kód oboru RIV: CE - Biochemie
Impakt faktor: 0.999, rok: 2011

The three-step synthesis of 4-benzyl-1H-pyrazole-3,5-diamines 2 from commercially available aldehydes 3 is given. The Knoevenagel condensation was utilized to assemble the initial carbon framework, resulting in the benzylidenemalononitriles 4 which were directly transformed by the reduction of the electron deficient C=C bond to benzylmalononitriles 5. Subsequent cycloaddition of hydrazine with 5 afforded the desired pyrazoles 2. Due to the high similarity with 4-arylazo-1H-pyrazole-3,5-diamines, the biological activities of the 4-benzyl-1H-pyrazole-3,5-diamines 2 were evaluated while focusing on the inhibition of cyclin-dependent kinases (CDKs), but no significant results were obtained.
Trvalý link: http://hdl.handle.net/11104/0202890