A simple and efficient one-pot novel synthesis of pyrazolo[3,4-b][1,8]naphthyridine and pyrazolo[3,4-d]pyrimido[1,2-a]pyrimidine derivatives as anti-inflammatory agents

• Published in: Research on chemical intermediates 2018-02, Vol.44 (2), p.1119-1130
• Main Authors: Patil, Priyanka T., Warekar, Poojali P., Patil, Kirti T., Undare, Santosh S., Jamale, D. K., Vibhute, S. S., Valekar, N. J., Kolekar, Govind B., Deshmukh, Madhukar B., Anbhule, Prashant. V.
• Format: Article
• Language: English
• Subjects: Aldehydes; Aromatic compounds; Carrageenan; Catalysis; Chemical synthesis; Chemistry; Chemistry and Materials Science; Derivatives; Diclofenac; Edema; Inorganic Chemistry; Physical Chemistry
• ISSN: 0922-6168; 1568-5675
• DOI: 10.1007/s11164-017-3155-5

An efficient one-pot synthesis of novel pyrazolo[3,4- b ][1,8]naphthyridine and pyrazolo[3,4- d ]pyrimido[1,2- a ]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds 4a , 4e , 4g , 5a , 5b (80%) and 5c (86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure–activity relationship, the anti-inflammatory activity of pyrazolo[3,4- d ]pyrimido[1,2- a ]pyrimidine derivatives has been found to be much better than pyrazolo[3,4- b ][1,8]naphthyridine derivatives.