27472-71-5Relevant articles and documents
Synthesis and structure activity relationships of a series of antibacterially active 5 (5 nitro 2 furfurylidene)thiazolones, 5 (5 nitro 2 furylpropenylidene)thiazolones, and 6 (5 nitro 2 furyl) 4H 1,3 thiazinones
Akerblom
, p. 609 - 615 (2007/10/07)
A series of 5 (5 nitro 2 furfurylidene) thiazolones, 5 (5 nitro 2 furylpropenylidene) thiazolones, and 6 (5 nitro 2 furyl) 4H 1,3 thiazinones was synthesized and their antibacterial activity against Staph. aureus, β haem. streptococcus, E. coli, K. aerogenes, and P. vulgaris was determined. Many of the new nitrofurans showed a very high activity against all 5 bacteria in vitro and were up 60 times as active as nitrofurantoin. The new nitrofurans were inactive in in vivo chemotherapeutic tests with Sal. typhimurium and Sal. gallinarum. Structure activity studies showed that the 2 substituent may increase the antibacterial activity of a 5 nitrofuran compound by facilitating the reduction of the nitro group. Bulky substituents in the 2 position adversely affect the activity against the gram negative bacteria, probably by sterically inhibiting the penetration of the nitrofuran into the bacteria.