Taurolidine

B05CA05(WHO) 4,4'-methylenebis(1,2,4-thiadiazinane)-1,1,1',1'-tetraoxide 19388-87-5 27486 8OBZ1M4V3V D07146 CHEBI:135173 DTXSID00173001 Interactive image C1CS(=O)(=O)NCN1CN2CCS(=O)(=O)NC2 InChI=1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2Key:AJKIRUJIDFJUKJ-UHFFFAOYSA-N Taurolidineis anantimicrobialthat is used to prevent infections incatheters.Side effects and the induction ofbacterial resistanceis uncommon.It is also being studied as a treatment forcancer. It is derived from the endogenousamino acidderivativetaurine. The putative method of action involves the metabolism of taurolidine to taurinamide and ultimately taurine and water, liberating formaldehyde that chemically reacts with the mureins in the bacterial cell wall and with the amino and hydroxyl groups of endotoxins and exotoxins. This reaction denatures the endotoxins and complex polysaccharide and lipopolysaccharide components of the bacterial cell wall and inactivates susceptible exotoxins.