Heterocyclic compounds and uses thereof as D-alanyl-D-alanine ligase inhibitors
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United States of America Patent
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Mar 18, 2008
Grant Date -
Sep 25, 2003
app pub date -
Jun 28, 2002
filing date -
Jun 28, 2001
priority date (Note) -
Expired
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Abstract
The invention relates to D-Ala-D-Ala ligase inhibitors having the formula: ##STR00001## wherein R.sup.1 is NH.sub.2; R.sup.2 is NH.sub.2; R.sup.3 is selected from hydrogen, alkyl, amino, hydroxy, alkoxy, and alkylamino; and R.sup.4 and R.sup.4' are each independently hydrogen or a substituted or unsubstituted, linear, branched, or cyclic, alkyl, alkenyl, alkynyl, aryl, acyl, aralkyl, or alkaryl group wherein one or more carbon or hydrogen atoms may be substituted by a substituent selected from amino, alkylamino, hydroxyl, alkoxyl, thio, halogen, nitro, and carbonyl; wherein NR.sup.4R.sup.4' incorporates a substituted or unsubstituted naphthyl group, wherein the substituents are selected from alkoxy, halogen, alkyl, and alkylene, and wherein said naphthyl group in NR.sup.4R.sup.4' is bonded to N through a substituted or unsubstituted alkylene moiety. These compounds have antibacterial properties based on their ability to bind and inhibit D-Ala-D-Ala ligase, a critical pathway enzyme in bacterial cell-wall synthesis, and are suitable for various antibacterial uses.
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