Patent ID: 8575144

Claim:
A beta-lactamase-inhibitory compound of Formula (II): wherein p is 0, 1, or 2; R 1 and R 2 each independently is H or pyridyl, wherein any pyridyl can be independently substituted with 0-3 J; J is haloalkyl, (CH 2 ) n —OR′, (CH 2 ) n —OC(O)N(R′) 2 , (CH 2 ) n —CN, CF 3 , OCF 3 , O, S, C(O), S(O), methylenedioxy, ethylenedioxy, (CH 2 ) n —N(R′) 2 , (CH 2 ) n —SR′, (CH 2 ) n —S(O)R′, (CH 2 ) n —S(O) 2 R′, (CH 2 ) n —S(O) 2 N(R′) 2 , (CH 2 ) n —SO 3 R′, (CH 2 ) n —C(O)R′, (CH 2 ) n —C(O)C(O)R′, (CH 2 ) n —C(O)CH 2 C(O)R′, (CH 2 ) n —C(S)R′, (CH 2 ) n —C(O)OR′, (CH 2 ) n —OC(O)R′, (CH 2 ) n —C(O)N(R′) 2 , (CH 2 ) n —OC(O)N(R′) 2 , (CH 2 ) n —C(S)N(R′) 2 , (CH 2 ) n —NHC(O)R′, (CH 2 ) n —N(R′)N(R′)C(O)R′, (CH 2 ) n —N(R′)N(R′)C(O)OR′, (CH 2 ) n —N(R′)N(R′)CON(R′) 2 , (CH 2 ) n —N(R′)SO 2 R′, (CH 2 ) n —N(R′)SO 2 N(R′) 2 , (CH 2 ) n —N(R′)C(O)OR′, (CH 2 ) n —N(R′)C(O)R′, (CH 2 ), —N(R′)C(S)R′, (CH 2 ) n —N(R′)C(O)N(R′) 2 , (CH 2 ) n —N(R′)C(S)N(R′) 2 , (CH 2 ) n —N(R′)C(═NR)N(R′) 2 , (CH 2 ) n —C(═NR)N(R′) 2 , (CH 2 ) n —N(COR′)COR′, (CH 2 ) n —N(OR′)R′, (CH 2 ) n —C(═NH)N(R′) 2 , (CH 2 ) n —C(O)N(OR′)R′, (CH 2 ) n N(R′)C(═NR′)N(R′) 2 or (CH 2 ) n —C(═NOR′)R′, wherein n is 0 to 4, and wherein; each R′ is independently at each occurrence hydrogen, (C 1 -C 12 )-alkyl, (C 3 -C 10 )-cycloalkyl or (C 3 -C 10 )-cycloalkenyl, [(C 3 -C 10 )cycloalkyl or (C 3 -C 10 )-cycloalkenyl]-(C 1 -C 12 )-alkyl, (C 6 -C 10 )-aryl, (C 6 -C 10 )-aryl-(C 1 -C 12 )-alkyl, (C 3 -C 10 )-heterocyclyl, (C 3 -C 10 )-heterocyclyl-(C 1 -C 12 )-alkyl, (C 5 -C 10 )-heteroaryl, or (C 5 -C 10 )-heteroaryl-(C 1 -C 12 )-alkyl, 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; R 4 is H, a (C 1 -C 6 )alkyl or aryl group, or a pharmaceutically acceptable cation; R 5 is a group of formula or a salt, pharmaceutically acceptable salt, tautomer, or stereoisomer thereof.