Conventional and microwave assisted synthesis of small molecule based biologically active heterocyclic amidine derivatives

Heterocyclic amidine derivatives have been synthesized by condensation of 2-cyanopyrazine, 4-cyanopyridine and 2-cyanopyridine with furfurylamine, histamine, 1-(3-aminopropyl)imidazole, 4-picolylamine, 2-picolylamine, and tryptamine respectively, in the presence of sodium methoxide as well as via microwave irradiation in good yields. All these compounds were screened for anti-inflammatory and anticancer activities. At a dose of 50 mg/kg p.o. compounds 3a (36.6%), 3d (32%), 4d (31.0%) and 4e (33.8%) exhibited good anti-inflammatory activity, comparable to standard drug ibuprofen which showed 39% activity at 50 mg/kg p.o.

Heterocyclic amidine derivatives 3a–f, 4a–f, 5a–d and 5f have been synthesized by conventional heating as well as via microwave irradiation in good yields. Compounds 3a, 3d, 4d and 4e exhibited good anti-inflammatory activity.Figure optionsDownload as PowerPoint slide