Reactivity of N ¹-Dithioester Substituted Pyridinand Pyrazincarboxamidrazones

Abstract

The N 1 -dithioester substituted pyridin-and pyrazincarboxamidrazones underwent cyclocondensation to 5-methylsulfanyl-1,3,4-thiadiazole or 1,2,4-triazole derivatives, depending on the reaction conditions. With an excess of secondary amines, pyrazincarboxamidrazone dithioester gave 5-amino-1,3,4-thiadiazoles and with an ethanoloamine a 1,2,4-triazole derivative. Prepared compounds were evaluated as potential tuberculostatic agents, but the minimum inhibitory concentrations values indicated no significant activity.

Azolylthioacetamide: A Highly Promising Scaffold for the Development of Metallo-β-lactamase Inhibitors

“…The antibacterial activities of the azolylthioacetamides were investigated by determining the minimum inhibitory concentrations (MICs) of existing antibiotics in the presence and absence of 1a−j. 31 Two clinical bacteria P. aeruginosa and K. pneumoniae and four bacterial strains of E. coli BL21(DE3) containing plasmids pMSZ02-CcrA, pET26b-NDM-1, pET26b-ImiS, and pET26b-L1 were used to assess these inhibitors ( Table 2). While this strain of K. pneumoniae does not produce a metallo-β-lactamase, it is known to produce extended spectrum β-lactamases (ESBLs); 32 therefore, the use of this strain in the MIC experiments allowed for us to evaluate the biological activity of the azolylthioacetamides toward other (serine) β-lactamases.…”

Synthesis and Physicochemical Properties of Novel S-Substituted Bis-1,2,4-Triazoles

“…The most classic synthesis method of 1,2,4-triazolethiones is the cyclization with water splitting of hydrazinecarbothioamides in alkaline medium [1]. 1,2,4-Triazoles can be synthesized in the laboratory via Pellizzari reaction, which takes place between an amide and a hydrazide giving an intermediate compound that undergoes further intramolecular cyclization [2].…”