Patent ID: 8247572

Claim:
A compound of the formula: A 1 -L-B 1 or A 1 -B 1 (I) wherein: A 1 is ascorbic acid, dehydroascorbic acid, ascorbyl-2-phosphate, or their salts or analogs thereof; L is a linking group coupled to said ascorbic acid, dehydroascorbic acid, ascorbyl-2-phosphate, their salts or analogs at the C5 or C6 position thereof; and B 1 is a bisphosphonate active agent; or a pharmaceutically acceptable salt thereof; wherein said bisphosphonate active agent is of Formula (II): wherein: Q is oxygen, —NR 4 —, selenium, —N—, or a single bond; m+n is an integer from 0 to about 5; Z is a five or six-membered aromatic ring selected from the group consisting of pyridine, pyridazine, pyrimidine, and pyrazine; R 1 is hydrogen, substituted or unsubstituted amino, amido, hydroxy, alkoxy, halogen, carboxylate, substituted or unsubstituted alkyl having from 1 to 6 carbon atoms, substituted or unsubstituted aryl, or substituted or unsubstituted benzyl, except that when n=0 and Q is oxygen, selenium, or —NR 4 — then R 1 is hydrogen, substituted or unsubstituted alkyl having from 1 to about 6 carbon atoms, substituted or unsubstituted aryl, or substituted or unsubstituted benzyl, with R 1 being hydrogen, chloro, amino, methyl, or hydroxy; each R 2 is, independently, hydrogen, or substituted or unsubstituted alkyl having from 1 to 4 carbon atoms; R 3 is one or more substituents selected from the group consisting of hydrogen, substituted or unsubstituted alkyl having from 1 to about 6 carbon atoms, substituted and unsubstituted aryl, substituted and unsubstituted benzyl, hydroxy, halogen, carbonyl, alkoxy, nitro, amido, amino, substituted amino, carboxylate, and combinations thereof; R 4 is hydrogen, substituted or unsubstituted alkyl having from 1 to about 4 carbon atoms, or acyl, and for any of the R 1 , R 2 , R 3 , or R 4 substituents which are themselves substituted, the substitution on these substituents may be any one or more of methyl, ethyl, amino, chloro, nitro, methoxy, hydroxy, acetamido, and acetate; and linking group L is coupled either to Z or to a substituent R 3 .