Bisphosphonate quinolone conjugates and uses thereof
AssigneeBiovinc, LLC
InventorsFrank H. Ebetino, Shuting Sun, Philip T. Cherian
Life of this patent
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Abstract
Described herein are bisphosphonate quinolone compounds, conjugates and pharmaceutical formulations thereof that can include a bisphosphonate and a quinolone, where the quinolone can be releasably coupled to the bisphosphonate. Also provided herein are methods of making and methods of using the bisphosphonate quinolone compounds, conjugates and pharmaceutical formulations thereof.
Claims20
A compound comprising a bisphosphonate (BP) and a quinolone moiety, wherein the BP has an alpha carbon substituent (X) and wherein the quinolone moiety is directly or indirectly conjugated to the BP at the geminal bisphosphonate alpha carbon substituent (X) of the BP, the compound having the following structure:
- wherein R can be H, substituted and unsubstituted alkyl, alkyl amino, alkyl-aryl, aryl, alkylheteroaryl, or heteroaryl,
- wherein the quinolone moiety is releasably conjugated to the bisphosphonate by a linkage incorporating X,
- wherein the linkage incorporating X includes a carbonate linker, a carbamate linker, a thio carbamate linker, or a urea linker,
- wherein the carbonate linker, carbamate linker, thio carbamate linker or urea linker is directly coupled to the geminal carbon of the BP;
- and
- wherein the quinolone moiety is conjugated to the bisphosphonate via the linkage in which the linkage is directly or indirectly coupled to a substituent on position 7 on the bicyclic core ring of the quinolone moiety, using accepted quinolone bicyclic ring position numbering where position 1 on the bicyclic ring of the quinolone moiety is the location of the nitrogen (N) on the bicyclic ring of the quinolone moiety, position 3 on the bicyclic ring of the quinolone moiety is the location of the carboxylate on the bicyclic ring of the quinolone moiety and position 6 on the bicyclic ring of the quinolone moiety is the carbon bearing the Fluorine group in a fluorinated quinolone moiety.
Dependencies are inferred from the claim text.