Racemic and chiral sulfoxides as potential prodrugs of the COX-2 inhibitors Vioxx super([registered]) and Arcoxia super([registered])
The preparation of the sulfoxide analogues 2 and 4, and their enantiomeric pure forms is discussed as well as their potential to act as prodrugs to the potent and selective sulfone-containing COX-2 inhibitors rofecoxib and etoricoxib. Sulfoxides 2 and 4 were shown to be effectively transformed in vi...
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Published in | Bioorganic & medicinal chemistry letters Vol. 16; no. 12; pp. 3209 - 3212 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
01.06.2006
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Online Access | Get full text |
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Summary: | The preparation of the sulfoxide analogues 2 and 4, and their enantiomeric pure forms is discussed as well as their potential to act as prodrugs to the potent and selective sulfone-containing COX-2 inhibitors rofecoxib and etoricoxib. Sulfoxides 2 and 4 were shown to be effectively transformed in vivo into rofecoxib and etoricoxib, respectively, after oral administration in rats. In the case of sulfoxide 2, both a slightly improved pharmacokinetic profile and a better pharmacological activity in an arthritis model were seen when compared with rofecoxib. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 content type line 23 ObjectType-Feature-2 |
ISSN: | 0960-894X 1464-3405 |
DOI: | 10.1016/j.bmcl.2006.03.052 |