A β-lactamase inhibitor
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Avibactam (sodium salt)

Item No. 22825

Technical Information
Formal Name
sulfuric acid, mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester, monosodium salt
CAS Number
1192491-61-4
Synonyms
  • AVE-1330A
  • NXL104
Molecular Formula
C7H10N3O6S • Na
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
NC([C@H]1[N@@](C2)C(N(OS([O-])(=O)=O)[C@@H]2CC1)=O)=O.[Na+]
InChi Code
InChI=1S/C7H11N3O6S.Na/c8-6(11)5-2-1-4-3-9(5)7(12)10(4)16-17(13,14)15;/h4-5H,1-3H2,(H2,8,11)(H,13,14,15);/q;+1/p-1/t4-,5+;/m1./s1
InChi Key
RTCIKUMODPANKX-JBUOLDKXSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Avibactam is a β-lactamase inhibitor (IC50s = 8, 80, and 38 nM for TEM-1, P99, and KPC-2 β-lactamases, respectively).1,2 It restores the antimicrobial activity of ceftazidime (Item No. 14828), ceftriaxone (Item No. 18866), imipenem (Item No. 16039), and piperacillin (Item No. 20766) against antibiotic-resistant Enterobacteriaceae in vitro (MIC90 reduction 4-1,024-fold across 190 E. coli and K. pneumoniae clinical isolates).3 Formulations containing avibactam have been used to treat carbapenem-resistant Enterobacteriaceae infections.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stachyra, T., Pe´chereau, M.-C., Bruneau, J.-M., et alMechanistic studies of the inactivation of TEM-1 and P99 by NXL104, a novel non-β-lactam β-lactamase inhibitor. Antimicrob. Agents Chemother. 54(12), 5132-5138 (2010).

    2. Bonnefoy, A., Dupuis-Hamelin, C., Steier, V., et alIn vitro activity of AVE1330A, an innovative broad-spectrum non-β-lactam β-lactamase inhibitor. J. Antimicrob. Chemother. 54(2), 410-417 (2004).

    3. Lagace´-Wiens, P.R.S., Tailor, F., Simner, P., et alActivity of NXL104 in combination with beta-lactams against genetically characterized Escherichia coli and Klebsiella pneumoniae isolates producing class A extended-spectrum β-lactamases and class C β-lactamases. Antimicrob. Agents Chemother. 55(5), 243-247 (2011).

    4. King, M., Heil, E., Kuriakose, S., et alMulticenter study of outcomes with ceftazidime-avibactam in patients with carbapenem-resistant enterobacteriaceae infections. Antimicrob. Agents Chemother. 61(7), 1-11 (2017).