sulbactam

Also known as (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide, penicillanic acid 1,1-dioxide, penicillanic acid sulfone, Sulbactam Benzathine, (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid 4,4-dioxide

Sulbactam is a β-lactamase inhibitor. This drug is given in combination with β-lactam antibiotics to inhibit β-lactamase, an enzyme produced by bacteria that destroys the antibiotics.

Chemical data

Formula: C8H11NO5S
Molecular weight: 233.24 g/mol
IUPAC name: (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES: CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
InChIKey: FKENQMMABCRJMK-RITPCOANSA-N
XLogP: -1
Polar surface area: 100 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

5,301 papers

Sulbactam/Durlobactam: First Approval.Drugs · 2023
Sulbactam-durlobactam for the treatment of Acinetobacter baumannii-calcoaceticus complex.Expert review of anti-infective therapy · 2024
Ampicillin-sulbactam against Acinetobacter baumannii infections: pharmacokinetic/pharmacodynamic appraisal of current susceptibility breakpoints and dosing recommendations.The Journal of antimicrobial chemotherapy · 2024
Cefoperazone/sulbactam: New composites against multiresistant gram negative bacteria?Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases · 2021
Sulbactam-Durlobactam in the Treatment of Carbapenem-Resistant Acinetobacter baumannii Infections.The Annals of pharmacotherapy · 2024

via PubMed

Wikidata facts

Mass: 233.036

Show 5 more facts

chemical formula: C₈H₁₁NO₅S
canonical SMILES: CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)C
isomeric SMILES: CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
World Health Organisation international non-proprietary name: sulbactam
Commons category: Sulbactam

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Contents

Medical uses
Mechanism
References
Further reading

Sulbactam is a β-lactamase inhibitor. This drug is given in combination with β-lactam antibiotics to inhibit β-lactamase, an enzyme produced by bacteria that destroys the antibiotics.

It was patented in 1977 and approved for medical use in 1986.