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Orally effective acid prodrugs of the beta-lactamase inhibitor sulbactam.

Abstract：

:Sulbactam (1) is a beta-lactamase inhibitor with limited oral bioavailability. Lipophilic double-ester prodrug sulbactam pivoxil (2) significantly improves the oral absorption of sulbactam, as does the mutual prodrug double ester sultamicillin (3). We have found that double-ester prodrugs of sulbactam terminating in a carboxyl group (8) also were effective oral-delivery vehicles in rats. Carboxyl-terminated double esters have several potential advantages over their nonionizable lipophilic counterparts, including water solubility, crystallinity, choice of salts for dosage forms, and formation of innocuous byproducts on hydrolysis.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

English AR,Girard D,Jasys VJ,Martingano RJ,Kellogg MS

doi

10.1021/jm00163a055

subject

Has Abstract

pub_date

1990-01-01 00:00:00

pages

344-7

issue

1

eissn

0022-2623

issn

1520-4804

journal_volume

33

pub_type

杂志文章

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