Beta-lactamase inhibitory compounds

A beta-lactamase-inhibitory

• compound of Formula (II):
• wherein p is 0, 1, or 2;
• R1 and R2 each independently comprises H or heteroaryl, wherein any heteroaryl can be independently substituted with 0-3 J;
• J is haloalkyl, (CH2)n—OR′, (CH2)n—OC(O)N(R′)2, (CH2)n—CN, CF3, OCF3, O, S, C(O), S(O), methylenedioxy, ethylenedioxy, (CH2)n—N(R′)2, (CH2)n—SR′, (CH2)n—S(O)R′, (CH2)n—S(O)2R′, (CH2)n—S(O)2N(R′)2, (CH2)n—SO3R′, (CH2)n—C(O)R′, (CH2)n—C(O)C(O)R′, (CH2)n—C(O)CH2C(O)R′, (CH2)n—C(S)R′, (CH2)n—C(O)OR′, (CH2)n—OC(O)R′, (CH2)n—C(O)N(R′)2, (CH2)n—OC(O)N(R′)2, (CH2)n—C(S)N(R′)2, (CH2)n—NHC(O)R′, (CH2)n—N(R′)N(R′)C(O)R′, (CH2)n—N(R′)N(R′)C(O)OR′, (CH2)n—N(R′)N(R′)R′)CON(R′)2, (CH2)nN(R′)SO2R′, (CH2)n—N(R′)SO2N(R′)2, (CH2)n—N(R′)C(O)OR′, (CH2)n—N(R′)C(O)R′, (CH2), —N(R′)C(S)R′, (CH2)n—N(R′)C(O)N(R′)2, (CH2)n—N(R′)C(S)N(R′)2, (CH2)n—N(R′)C(═NR)N(R′)2, (CH2)n—C(═NR)N(R′)2, (CH2)n—N(COR′)COR′, (CH2)n—N(OR′)R′, (CH2)n—C(═NH)N(R′)2, (CH2)n—C(O)N(OR′)R′, (CH2)nN(R′)C(═NR′)N(R′)2 or (CH2)n—C(═NOR′)R′, wherein n is 0 to about 4, and wherein;
• each R′ is independently at each occurrence hydrogen, (C1-C12)-alkyl, (C3-C10)-cycloalkyl or (C3-C10)-cycloalkenyl, [(C3-C10)cycloalkyl or (C3-C10)-cycloalkenyl]-(C1-C12)-alkyl, (C6-C10) aryl, (C6-C10)-aryl-(C1-C12)-alkyl, (C3-C10)-heterocyclyl, (C3-C10)-heterocyclyl-(C1-C12)-alkyl, (C5-C10)-heteroaryl, or (C5-C10)-heteroaryl-(C1-C2)-alkyl, wherein any alkyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, aryl, arylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, or heteroarylalkyl is substituted with 0-3 substituents selected independently from J;
• or, two R′ groups together with a nitrogen atom to which both R′ groups are attached or with two adjacent nitrogen atoms to which each R′ group is respectively attached form a mono- or bicyclic ring system;
• R4 is H, a (C1-C6)alkyl or aryl group, or a pharmaceutically acceptable cation;
• R5 comprises H, alkyl, aryl, cycloalkyl, cycloalkylalkyl, heterocyclyl, or heteroaryl, wherein any alkyl, aryl, cycloalkyl, cycloalkylalkyl, heterocyclyl, or heteroaryl can be independently substituted with 0-3 J;
• or a salt, zwitterion, pharmaceutically acceptable salt, hydrate, solvent, tautomer, stereoisomer, or prodrug thereof.