Patent ID: 7205404

Claim:
A compound of formula I: wherein: V, W, and W′ are independently selected from the group consisting of —H, alkyl, aralkyl, alicyclic, aryl, substituted aryl, heteroaryl, substituted heteroaryl, 1-alkenyl, and 1-alkynyl; and Z is selected from the group consisting of -CHR 2 OH, -CHR 2 OC(O)R 3 , -CHR 2 OC(S)R 3 , -CHR 2 OC(S)OR 3 , -CHR 2 OC(O)SR 3 , -CHR 2 OCO 2 R 3 , -OR 2 , -SR 2 , -CHR 2 N 3 , -CH 2 aryl, -CH(aryl)OH, -CH(CH=CR 2 2 )OH, -R 2 , -NR 2 2 , -OCOR 3 , -OCO 2 R 3 , -SCOR 3 , -SCO 2 R 3 , -CH 2 NHaryl, (CH 2 ) p -OR 12 , and -(CH 2 )p-SR 12 ; or together V and Z may be connected via an additional 3–5 atoms to form a cyclic group containing 5–7 ring atoms, optionally 1 heteroatom, substituted with hydroxy, acyloxy, alkoxycarbonyloxy, or aryloxycarbonyloxy attached to a carbon atom that is three atoms from both Y groups attached to the phosphorus; together V and Z may be connected via an additional 3–5 atoms to form a cyclic group, optionally containing 1 heteroatom, said cyclic group is fused to an aryl group at the beta and gamma position to the Y adjacent to V; together V and W may be connected via an additional 3 carbon atoms to form an optionally substituted cyclic group containing 6 carbon atoms and substituted with one substituent selected from the group consisting of hydroxy, acyloxy, alkoxycarbonyloxy, alkylthiocarbonyloxy, and aryloxycarbonyloxy, attached to one of said additional carbon atoms that is three atoms from a Y attached to the phosphorus; together Z and W may be connected via an additional 3–5 atoms to form a cyclic group, optionally containing one heteroatom, and V must be aryl, substituted aryl, heteroaryl, or substituted heteroaryl; together W and W′ may be connected via an additional 2–5 atoms to form a cyclic group, optionally containing 0–2 heteroatoms, and V must be aryl, substituted aryl, heteroaryl, or substituted heteroaryl; p is an integer 2 or 3; with the provisos that: a) V, Z, W, W′ are not all —H; and b) when Z is —R 2 , then at least one of V, W, and W′ is not —H, alkyl, aralkyl, or alicyclic; R 2 is selected from the group consisting of R 3 and —H; R 3 is selected from the group consisting of alkyl, aryl, alicyclic, and aralkyl; R 6 is selected from the group consisting of —H, and lower alkyl, acyloxyalkyl, alkoxycarbonyloxy alkyl and lower acyl; R 12 is selected from the group consisting of —H, and lower acyl; one Y is —O— and the other Y is —NR 6 —; M is selected from the group that attached to PO 3 2 , P 2 O 6 3− , P 3 O 9 4− or P(O)(NHR 6 )O − is a biologically active agent but is not an FBPase inhibitor and is attached to the phosphorus in Formula I via a carbon, oxygen, or sulfur atom; and pharmaceutically acceptable prodrugs and salts thereof, wherein: said prodrug is an alkyl, aryl, aralkyl, acyloxyalkyl or alkoxycarbonyloxyalkyl ester of a —COOH group on Formula I, or an acyl group, alkoxycarbonyl, aminocarbonyl, phosphate or sulfate group condensed with a —OH, —SH, —NH— or —NH 2 group on Formula I.