Tazobactam

Tazobactam is a beta-lactamase inhibitor with greater activity against Ambler class A serine penicillinases and class C cephalosporinases, including TEM-1, SHV-1, and P99 (IC50s = 97, 150, and 8.5 nM, respectively) than class B metallo-beta-lactamases and the class D oxacillinase OXA-1 (IC50s = 400,000 and 1,400 nM, respectively). However, it also inhibits the class D oxacillinase OXA-2 (IC50 = 10 nM). Tazobactam, in combination with piperacillin, is active against Gram-positive (MIC90s = 2-128 µg/ml) and Gram-negative bacteria (MIC90s = 4-128 µg/ml). In a neutropenic mouse model of thigh infection, tazobactam potentiates the activity of ceftolozane against Enterobacteriaceae. Formulations containing tazobactam, alone and in combination with piperacillin, have been used in the treatment of beta-lacatamase-producing bacteria.Formal Name: (2S,3S,5R)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 4,4-dioxide. CAS Number: 89786-04-9. Synonyms: CL-298741, YTR 830H. Molecular Formula: C10H12N4O5S. Formula Weight: 300.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 5 mg/ml. SMILES: O=C(C1)N2[C@]1([H])S([C@](CN3C=CN=N3)(C)[C@@H]2C(O)=O)(=O)=O. InChi Code: InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1. InChi Key: LPQZKKCYTLCDGQ-WEDXCCLWSA-N.