A β-lactam antibiotic
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Labeled Version(s)
28799Aztreonam-d6
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Aztreonam

Item No. 19784

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[(Z)-[1-(2-amino-4-thiazolyl)-2-[[(2S,3S)-2-methyl-4-oxo-1-sulfo-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]-2-methyl-propanoic acid
CAS Number
78110-38-0
Synonyms
  • SQ 26,776
Molecular Formula
C13H17N5O8S2
Formula Weight
435.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/mlPBS (pH 7.2): Sparingly Soluble: 1-10 mg/ml
λmax
229, 260 nm
SMILES
OS(N([C@@H](C)[C@@H]1NC(/C(C2=CSC(N)=N2)=N\OC(C)(C)C(O)=O)=O)C1=O)(=O)=O
InChi Code
InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1
InChi Key
WZPBZJONDBGPKJ-VEHQQRBSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aztreonam is a synthetic β-lactam antibiotic of the monobactam class.1 It is active against clinical isolates of E. coli, S. marcescens, P. aeruginosa, Klebsiella species, Proteus species, and Enterobacter species (MICs = <0.1, 1.2, 5.2, 3.1, <0.1, and 19.3 µg/ml, respectively) but is inactive against S. pneumoniae, B. fragilis, and S. faecalis (MICs = >100 µg/ml for all). It interferes with peptidoglycan synthesis in the bacterial cell wall of the Gram-negative bacteria E. coli, P. vulgaris, E. cloacae, K. pneumoniae, and P. aeruginosa by inhibiting penicillin-binding protein 3 (PBP3; IC100 = 0.1 µg/ml for all). It increases survival in mice with systemic Gram-negative bacterial infections (ED50s = 0.1-24.7 mg/kg). Formulations containing aztreonam have been used in the treatment of P. aeruginosa infections in individuals with cystic fibrosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sykes, R.B., Bonner, D.P., Bush, K., et al. Azthreonam (SQ 26,776), a synthetic monobactam specifically active against aerobic gram-negative bacteria. Antimicrob. Agents Chemother. 21(1), 85-92 (1982).