81461-95-2Relevant academic research and scientific papers
Substituted N-arylazetidinones, β-lactamases potential inhibitors
Zrihen,Labia,Wakselman
, p. 307 - 314 (2007/10/02)
Two classes of substituted N-aryl azetidinones have been prepared by cyclization of various β-bromopropionanilides. The 7a class possess a carboxylic function in ortho, meta or para of the nitrogen and possibly another alkyl substituent on the aromatic nucleus. In the 7a class, the aromatic nucleus is substituted by a bromomethyl group instead of the alkyl one. Few of these azetidinones show a good affinity for various cell-free β-lactamases preparations, and thus are pretty good competitive inhibitors. Nevertheless, they do not act synergistically with ampicillin on β-lactamase producing bacterial strains. A poor antibacterial activity has been detected for few compounds. The azetidinones 7b which possess a latent electrophilic quinonimine methide function, do not give any progressive (suicide type) inhibition, or inactivation, of the enzymatic activity.
SELECTIVE CLEAVAGE OF ESTER AND ETHER FUNCTIONS WITH BBr3 OR Me3SiX IN SUBSTITUTED N-ARYLAZETIDINONES
Wakselman, Michel,Zrihen, Maryse
, p. 333 - 336 (2007/10/02)
At -30 deg C BBr3 is a milder reagent than Me3SiI and Me3SiCl + NaI for the cleavage of methyl or tert-butyl esters and benzyl ether group of the title β-lactams without destroying the azetidinone ring.
