C7-fluoro substituted tetracycline compounds

A compound represented by Structural Formula (A):

• or a pharmaceutically acceptable salt thereof, wherein:
• X is selected from hydrogen, —(C1-C7)alkyl, carbocyclyl, aryl and heteroaryl;
• Y is selected from hydrogen, —(C1-C7)alkyl, carbocyclyl, —(C1-C4)alkylene-N(RA)(RB), —(C1-C4)alkylene-N(RF)—C(O)—[C(RD)(RE)]0-4—N(RA)(RB), —CH═N—ORA, —N(RA)(RB), —N(RF)—C(O)—[C(RD)(RE)]1-4—N(RA)(RB), —N(RF)—C(O)—N(RA)(RB), —N(RF)—C(O)—(C1-C6)alkyl, —N(RF)—C(O)-heterocyclyl, —N(RF)—C(O)-heteroaryl, —N(RF)—C(O)-carbocyclyl, —N(RF)—C(O)-aryl, —N(RF)—S(O)m—(C1-C4)alkylene-N(RA) (RB), —N(RF)S(O)m—(C1-C4)alkylene-carbocyclyl, and —N(RF)S(O)m—(C1-C4)alkylene-aryl wherein:
• at least one of X and Y is not hydrogen;
• each RA and RB are independently selected from hydrogen, (C1-C7)alkyl, —O—(C1-C7)alkyl, —(C0-C6)alkylene-carbocyclyl, —(C0-C6)alkylene-aryl, —(C0-C6)alkylene-heterocyclyl, —(C0-C6)alkylene-heteroaryl, —(C1-C6)alkylene-O-carbocyclyl, —(C1-C6)alkylene-O-aryl, —(C1-C6)alkylene-O-heterocyclyl, —(C1-C6)alkylene-O-heteroaryl, —S(O)m—(C1-C6)alkyl, —(C0-C4)alkylene-S(O)m-carbocyclyl, —(C0-C4)alkylene-S(O)m-aryl, —(C0-C4)alkylene-S(O)m-heterocyclyl and —(C0-C4)alkylene-S(O)m-heteroaryl;
• or
• RA and RB taken together with the nitrogen atom to which they are bound form a heterocyclyl or heteroaryl, wherein the heterocycle or heteroaryl optionally comprises 1 to 4 additional heteroatoms independently selected from N, S and O;
• each RD and each RE is independently selected from hydrogen, (C1-C6)alkyl, carbocyclyl, aryl, heterocyclyl, heteroaryl, or a naturally occurring amino acid side chain moiety, or
• RD and RE taken together with the carbon atom to which they are bound form a 3-7 membered carbocyclyl, or a 4-7 membered heterocyclyl, wherein the heterocyclyl formed by RD and RE optionally comprises one to two additional heteroatoms independently selected from N, S and O;
• RF is selected from hydrogen, (C1-C7)alkyl, carbocyclyl, aryl and heteroaryl;
• and
• m is 1 or 2, wherein:
• each carbocyclyl, aryl, heterocyclyl or heteroaryl is optionally and independently substituted with one or more substituents independently selected from halo, —(C1-C4)alkyl, —OH, ═O, —O—(C1-C4)alkyl, —(C1-C4)alkyl-O—(C1-C4)alkyl, halo-substituted —(C1-C4)alkyl, halo-substituted —O—(C1-C4)alkyl, —C(O)—(C1-C4)alkyl, —C(O)-(fluoro-substituted-(C1-C4)alkyl), —S(O)m—(C1-C4)alkyl, —N(RG)(RG), and CN;
• each alkyl in the group represented by RA, RB, RD and RE is optionally and independently substituted with one or more substituents independently selected from halo, —(C1-C4)alkyl, —OH, —O—(C1-C7)alkyl, —(C1-C4)alkyl-O—(C1-C4)alkyl, fluoro-substituted-(C1-C4)alkyl, —S(O)m—(C1-C4)alkyl, and —N(RG)(RG), wherein
• each RG is hydrogen or (C1-C4)alkyl, wherein each alkyl in the group represented by RG is optionally and independently substituted with one or more substituents independently selected from —(C1-C4)alkyl, (C3-C6)cycloalkyl, halo, —OH, —O—(C1-C4)alkyl, and (C1-C4)alkyl-O—(C1-C4)alkyl.