Synthesis of new tetrahydropyrazine and other heterocyclic compounds by reaction of hydrazonoyl chlorides

Article abstract of DOI:10.1002/ardp.19973300302

Cyclization reactions of α-ketoarylhydrazonoyl chlorides with various dinucleophiles lead to new 1,4-benzothiazine, quinoxaline, tetrahydropyrazine, thiazole, and thiadiazoline derivatives of methyl butanoate or methyl 5-oxopentanoate. The inhibition of 5-lipoxygenase (LO) was determined by monitoring the leukotriene B₄ (LTB₄) formation of human polymorphonuclear leukocytes (PMNL). The IC₅₀ values for the most active compounds with an arylhydrazone structure were found to lie between 0.7 and 7.5 μM.