287489-40-1

Upstream product

• 287488-92-0 (2R,6R)-3-Acetoxymethyl-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester 
• 287488-93-1 (2R,6R)-3-Hydroxymethyl-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester 
• 162252-97-3 (R)-3-Acetoxymethyl-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 460739-56-4 (R)-3-((E)-2-Carbamoyl-vinyl)-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 287489-34-3 (2R,6R)-3-((E)-2-Carbamoyl-vinyl)-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Cephalosporin-derived inhibitors of beta-lactamase. Part 4: The C3 substituent.

New C3-substituted beta-lactamase inhibitors were prepared and evaluated against representative class A and class C enzymes. It was possible to improve simultaneous inhibitory activity of both classes of serine hydrolase. Other inhibitors showed high selectivity for either the class C cephalosporinases or the class A penicillinases. This represents the first time that cephalosporin-derived inhibitors have demonstrated selectivity for the class A beta-lactamases.

The synthesis and evaluation of 3-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors

A series of 3-substituted-7-(alkylidene)cephaloporin sulfones were prepared and evaluated as inhibitors of representative class A and class C serine β-lactamase. Appropriate substituents resulted in a 1000-fold improvement in the inhibition of the class A enzymes and a simultaneous 20-fold improvement in the inhibition of class C. These new compounds have achieved the goal of creating broad scale inhibitors in the cephalosporin series. (C) 2000 Elsevier Science Ltd. All rights reserved.