Synthesis and Biological Activity of New [1,3]Thiazolo[4,5-d]pyridazin-4(5H)-ones

Anatoly Demchenko; Ludmila Bobkova; Oleh Yadlovskiy; Tatiana Buchtiarova; Sergey Demchenko

doi:10.3797/scipharm.1505-16

Synthesis and Biological Activity of New [1,3]Thiazolo[4,5-d]pyridazin-4(5H)-ones

Sci Pharm. 2016 Apr-Jun;84(2):255-68. doi: 10.3797/scipharm.1505-16. Epub 2015 Aug 27.

Authors

Anatoly Demchenko¹, Ludmila Bobkova¹, Oleh Yadlovskiy¹, Tatiana Buchtiarova¹, Sergey Demchenko¹

Affiliation

¹ Institute of Pharmacology and Toxicology, Eugene Pottier 14, 03057 Kiev, Ukraine.

Abstract

A series of novel 2-(N-pyrrolidino, N-piperidino or N-morpholino)-7-phenyl(α-furoyl or α-thienyl)-[1,3]thiazolo[4,5-d]pyridazinones 10a-c, 14-16a,b was synthesized in 78-87% yields via the reaction of methyl 5-benzoyl(α-furoyl or α-thienyl)-2-aminosubstituted-thiazol-4-carboxylates 9a-c, 13a-e with hydrazine. These new compounds have been tested for their in vivo analgesic and anti-inflammatory activities. All compounds have been characterized by (1)H-NMR, (13)C-NMR spectroscopy, and liquid chromatography-mass spectrometry.

Keywords: Analgesic activity; Anti-inflammatory activity; In vivo tests; [1,3]Thiazolo[4,5-d]pyridazinones; «Acetic acid cramps» model; «Hot plate» model.