Structure via PubChem · Public domain (PubChem)
ceftazidime/avibactam
Sign in to saveAlso known as Avycaz, ceftazidime / avibactam
Ceftazidime/avibactam, sold under the brand name Avycaz (by AbbVie) among others, is a fixed-dose combination medication composed of ceftazidime, a cephalosporin antibiotic, and avibactam, a β-lactamase inhibitor. It is used to treat complicated intra-abdominal infections, urinary tract infections, and pneumonia. It is only recommended when other options are not appropriate. It is given by infusion into a vein.
Chemical data
- Formula
- C29H33N9O13S3
- Molecular weight
- 811.8 g/mol
- IUPAC name
- (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;[(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
- SMILES
- CC(C)(C(=O)O)O/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-].C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)N
- InChIKey
- LVFGWOQWXQLVRO-XJDKXYGGSA-N
- Polar surface area
- 383 Ų
- H-bond donors
- 5
- H-bond acceptors
- 18
- Formal charge
- 0
via PubChem
Wikidata facts
- Instance of
- mixture
- Has part
- avibactam
- Mass
- 811.135995
- Has use
- medication
Show 3 more facts
- chemical formula
- C₂₉H₃₃N₉O₁₃S₃
- isomeric SMILES
- CC(C)(C(=O)O)O/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-].C1C[C@H](N2C[C@@H]1N(C2=O)OS(=O)(=O)O)C(=O)N
- canonical SMILES
- CC(C)(C(=O)O)ON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-].C1CC(N2CC1N(C2=O)OS(=O)(=O)O)C(=O)N
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
6 sectionsContents
- Medical use
- Bacterial activity
- Adverse events
- Mechanism of action
- Regulatory
- References
Ceftazidime/avibactam, sold under the brand name Avycaz (by AbbVie) among others, is a fixed-dose combination medication composed of ceftazidime, a cephalosporin antibiotic, and avibactam, a β-lactamase inhibitor. It is used to treat complicated intra-abdominal infections, urinary tract infections, and pneumonia. It is only recommended when other options are not appropriate. It is given by infusion into a vein.
Common side effect include nausea, fever, liver problems, headache, trouble sleeping, and pain at the site of infusion. Severe side effects may include anaphylaxis, seizures, and Clostridioides difficile-associated diarrhea. While use appears to be safe in pregnancy the medication has not been well studied in this group. Doses should be adjusted in those with kidney problems. Ceftazidime works by interfering with the building of the bacterial cell wall while avibactam works by preventing ceftazidime's breakdown.
Excerpted from Wikipedia’s “ceftazidime/avibactam” article, available under the CC BY-SA 4.0 licence.