Avibactam Sodium (CAS 1192491-61-4) is a novel, covalent, and reversible non‑β‑lactam β‑lactamase inhibitor that restores the activity of β‑lactam antibiotics against resistant bacterial strains. The molecule features a unique diazabicyclooctane scaffold with a molecular formula of C₇H₁₀N₃NaO₆S and a molecular weight of 287.23 g/mol.
Avibactam Sodium is a covalent, reversible non‑β‑lactam β‑lactamase inhibitor used in combination with ceftazidime for the treatment of complicated intra‑abdominal and urinary tract infections, as well as hospital‑acquired pneumonia. As the first in its class, Avibactam Sodium addresses the growing threat of antimicrobial resistance by inhibiting a broad spectrum of β‑lactamases. Avibactam Sodium is supplied as a solid powder with a purity of ≥98%. The unique diazabicyclooctane scaffold of Avibactam Sodium enables covalent, reversible inhibition of β‑lactamases without being hydrolyzed. Avibactam Sodium is also available as a reference standard for analytical method development, method validation, and quality control applications.
Product Parameters
Parameter
Specification
Product Name
Avibactam Sodium
CAS Number
1192491-61-4
Molecular Formula
C₇H₁₀N₃NaO₆S
Molecular Weight
287.23 g/mol
Appearance
White solid powder
Melting Point
>208 ℃
Storage Condition
Sealed in dry,Room Temperature
Mechanism Of Action
The β-lactamase enzyme initiates a nucleophilic attack on the amide bond of avibactam via serine, leading to ring opening and formation of a covalent complex that constitutes an inhibited enzyme state without hydrolysis; subsequent cyclization then restores the lactam ring to yield avibactam. The rate of nucleophilic attack-induced ring opening far exceeds that of cyclization, keeping the β-lactamase predominantly in an inhibited state. During this process, avibactam itself can be restored through a reverse reaction, conferring prolonged enzymatic inhibition. As a novel β-lactamase inhibitor with a non-lactam structural framework, avibactam irreversibly inhibits the lactamase enzyme of Mycobacterium tuberculosis.
Product Features
Avibactam (NXL-10, Chemicalbook 4) belongs to the diazaborubicene class of compounds and is currently regarded as the most promising novel β-lactamase inhibitor. Compared with the three marketed β-lactamase inhibitors, it exhibits prolonged efficacy, reversible covalent binding to the enzyme, and does not induce β-lactamase production.
Untoward Effect
Avibactam alone does not cause serious adverse events; the most common side effects are local skin irritation at the application site (12%) and headache (6%). Other side effects include dry mouth, fever, nervousness, taste disturbances, headache, and hyperhidrosis, all of which are mild in severity. In summary, adverse events associated with avibactam are minor. When used in combination with antibiotics such as cefotaxime or cefuroxime, avibactam demonstrates good tolerability with no reported serious adverse reactions.
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