Structure via PubChem · Public domain (PubChem)
tazobactam
Sign in to saveAlso known as CL-298741, YTR-830H
Tazobactam is a pharmaceutical drug that inhibits the action of bacterial β-lactamases, especially those belonging to the SHV-1 and TEM groups. It is commonly used as its sodium salt, tazobactam sodium.
Chemical data
- Formula
- C10H12N4O5S
- Molecular weight
- 300.29 g/mol
- IUPAC name
- (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- SMILES
- C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3
- InChIKey
- LPQZKKCYTLCDGQ-WEDXCCLWSA-N
- XLogP
- -2
- Polar surface area
- 131 Ų
- H-bond donors
- 1
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
8,993 papers- Ceftolozane-tazobactam versus meropenem for treatment of nosocomial pneumonia (ASPECT-NP): a randomised, controlled, double-blind, phase 3, non-inferiority trial.The Lancet. Infectious diseases · 2019
- Piperacillin/tazobactam: an updated review of its use in the treatment of bacterial infections.Drugs · 1999
- Ceftolozane-tazobactam in nosocomial pneumonia.Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia · 2022
- Ceftolozane-tazobactam: When, how and why using it?Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia · 2021
- Clinical outcomes and emergence of resistance of Pseudomonas aeruginosa infections treated with ceftolozane-tazobactam versus ceftazidime-avibactam.Antimicrobial agents and chemotherapy · 2024
via PubMed
Wikidata facts
- Mass
- 300.052841
Show 5 more facts
- chemical formula
- C₁₀H₁₂N₄O₅S
- isomeric SMILES
- C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3
- canonical SMILES
- CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3
- World Health Organisation international non-proprietary name
- tazobactam
- Commons category
- Tazobactam
via Wikidata · CC0
~1 min read
Article
2 sectionsContents
- See also
- References
Tazobactam is a pharmaceutical drug that inhibits the action of bacterial β-lactamases, especially those belonging to the SHV-1 and TEM groups. It is commonly used as its sodium salt, tazobactam sodium.
Tazobactam is combined with the extended spectrum β-lactam antibiotic piperacillin in the drug piperacillin/tazobactam, used in infections due to Pseudomonas aeruginosa. Tazobactam broadens the spectrum of piperacillin by making it effective against organisms that express β-lactamase and would normally degrade piperacillin.