Synthesis and anti-rotavirus activity of some nitrogen heterocycles integrated with pyrazole scaffold

Abstract

Herein, the building block synthon 2-cyano-3-(1,3-diphenyl-1H-pyrazol-4-yl)acryloyl chloride 4 was synthesized and utilized for construction of a wide variety of nitrogen heterocycles encompassing a pyrazole scaffold via treatment with some nitrogen nucleophiles. The seven membered heterocycles 14–16 and 20 were constructed from the reaction of the acid chloride 4 with 1,4-binucleophilic reagents such as 2-aminophenol, 2-aminoaniline, 2-aminothiophenol, and thiosemicarbazide, respectively. The structures of all the synthesized heterocycles were elucidated from their elemental and spectral analysis. Antiviral activity screening of products obtained against rotavirus (RV) revealed that compounds 3, 12, 13, 15, and 16 exhibited high reduction effect on RV titer of ≥ 2 log10 TCID50. Thus, these compounds can be possible candidates of anti-RV agents.