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Tazobactam

Tazobactam is a β-lactamase inhibitor that is clinically used to enhance the antibacterial efficacy of β-lactam antibiotics. Tazobactam is especially active against Enterobacter and Staphylococcus.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18974936

Cas No.

89786-04-9

Purity

≥98%

Formula

C10H12N4O5S

Formula Wt.

300.29

Chemical 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

IUPAC Name

(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Synonym

YTR-830H; CL-298741

Melting Point

170-178°C

Solubility

water, methanol

Appearance

White Crystal Powder

Zhanel GG, Chung P, Adam H, et al. Ceftolozane/tazobactam: a novel cephalosporin/β-lactamase inhibitor combination with activity against multidrug-resistant gram-negative bacilli. Drugs. 2014 Jan;74(1):31-51. PMID: 24352909.

Frase H, Smith CA, Toth M, et al. Identification of products of inhibition of GES-2 beta-lactamase by tazobactam by x-ray crystallography and spectrometry. J Biol Chem. 2011 Apr 22;286(16):14396-409. PMID: 21345789.

Drawz SM, Bonomo RA. Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. PMID: 20065329.

ABR 215063