Ketolide antibiotics

A compound of the formula

• or a pharmaceutically acceptable salt, prodrug, or solvate thereof, wherein:
• X1 is O, —CR4R5— or —NR4—;
• R1 is H or C1-C10 alkyl, wherein 1 to 3 carbons of said alkyl are optionally replaced by a heteroatom selected from a group consisting of O, S and —N(R4)—, and said alkyl is optionally substituted by 1 to 3 substituents independently selected from the group consisting of —C(O)O(C1-C10 alkyl), C1-C10 alkoxy, C1-C10 alkanoyl, halo, nitro, cyano, 4 to 10 membered heterocyclyl, C1-C10 alkyl, —NR4R55, C6-C10 aryl, —S(O)n(C1-C10 alkyl) wherein n is an integer ranging from 0 to 2, and —SO2NR4R5;
• R2 is —(CR4R5)n(4 to 10 membered heterocyclic) or —(CR4R5)n(C6-C10aryl), wherein n is an integer from 0 to 6, and wherein from 1 to 3 R4 or R5 groups of the —(CR4R5)n— moiety of the foregoing R2 groups are optionally replaced with a halo substituent, and the heterocyclic and aryl moieties of the foregoing R2 groups are optionally substituted with 1 to 4 R3 groups;
• each R3 is independently selected from halo, cyano, nitro, trifluoromethoxy, trifluoromethyl, azido, hydroxy, C1-C6 alkoxy, C1-C10 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, —C(O)R6, —C(O)OR6, —OC(O)R6, —NR6C(O)R7, —NR6C(O)NR1R7, —NR6C(O)OR7, —C(O)NR6R7, —NR6R7, —NR6OR7, —SO2NR6R7, —S(O)j(C1-C6 alkyl) wherein j is an integer from 0 to 2, —(CR1R2)t(C6-C10 aryl), —(CR4R5)t(4 to 10 membered heterocyclic), —(CR4R5)qC(O) (CR4R5)t(C6-C10 aryl), —(CR4R5)qC(O) (CR4R5)t(4 to 10 membered heterocyclic), —(CR4R5)tO(CR4R5)q(C6-C10 aryl), —(CR4R5)tO(CR4R5)q(4 to 10 membered heterocyclic), —(CR4R5)qSO2(CR4R5)t(C6-C10 aryl), and —(CR4R5)qSO2(CR4R5)t(4 to 10 membered heterocyclic), wherein q and t are each independently an integer from 0 to 5, 1 or 2 ring carbon atoms of the heterocyclic moieties of the foregoing R3 groups are optionally substituted by an oxo (═O) moiety, and the alkyl, alkenyl, alkynyl, aryl and heterocyclic moieties of the foregoing R3 groups are optionally substituted by 1 to 3 substituents independently selected from the group consisting of halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, —OR6, —C(O)R6, —C(O)OR6, —OC(O)R6, —NR6C(O)R7, —C(O)NR6R7, —NR6R7, —NR6OR7, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, —(CR4R5)t(C6-C10 aryl), and —(CR4R5) (4 to 10 membered heterocyclic), wherein t is an integer from 0 to 5;
• each R4 and R5 is independently selected from the group consisting of H and C1-C6 alkyl;
• each R6 and R7 is independently selected the group consisting of from H, C1-C6 alkyl, —(CR4R5)t(C6-C10 aryl), and —(CR4R5)t(4 to 10 membered heterocyclic), wherein t is an integer from 0 to 5, 1 or 2 ring carbon atoms of the heterocyclic group are optionally substituted by an oxo (═O) moiety, and the alkyl, aryl and heterocyclic moieties of the foregoing R6 and R7 groups are optionally substituted by 1 to 3 substituents independently selected the group consisting of from halo, cyano, nitro, —NR4R5, trifluoromethyl, trifluoromethoxy, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, hydroxy, and C1-C6 alkoxy;
• R8 is H, —C(O) (C1-C6 alkyl), benzyl, benzyloxycarbonyl or (C1-C6 alkyl)3 silyl;
• R9 is H, C1-C10 alkyl;
• C2-C4 alkenyl;
• or C2-C4 alkynyl;
• and
• R10 is selected from the group consisting of from chloro, bromo, iodo, fluoro, and cyano.