A β-lactamase inhibitor
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Enmetazobactam

Item No. 30715

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[(2S,3S,5R)-2-carboxy-3-methyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-3-yl]methyl]-1-methyl-1H-1,2,3-triazolium, inner salt
CAS Number
1001404-83-6
Synonyms
  • AAI-101
Molecular Formula
C11H14N4O5S
Formula Weight
314.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C1C[C@]2([H])N1[C@@H](C([O-])=O)[C@@](C[N+]3=NN(C)C=C3)(C)S2(=O)=O
InChi Code
InChI=1S/C11H14N4O5S/c1-11(6-14-4-3-13(2)12-14)9(10(17)18)15-7(16)5-8(15)21(11,19)20/h3-4,8-9H,5-6H2,1-2H3/t8-,9+,11+/m1/s1
InChi Key
HFZITXBUTWITPT-YWVKMMECSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Enmetazobactam is a β-lactamase inhibitor.1 It has greater activity against class A β-lactamases (IC50s = 0.006-0.52 µM) than class B or class D β-lactamases (IC50s = 8.7->100 µM). Enmetazobactam in combination with the cephalosporin antibiotic cefepime (Item No. 23633) is active against 223 Enterobacteriaceae clinical isolates, including multidrug-resistant E. coli and K. pneumoniae isolates, with an MIC50 value of 0.125 mg/L.2 In vivo, enmetazobactam reduces mortality in mouse models of septicemia induced by E. coli, K. pneumoniae, or E. cloacae when used in combination with cefepime.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Papp-Wallace, K.M., Bethel, C.R., Caillon, J., et al. Beyond piperacillin-tazobactam: Cefepime and AAI101 as a potent β-lactam-β-lactamase inhibitor combination. Antimicrob Agents Chemother. 63(5), e00105-00119 (2019).

    2. Crandon, J.L., and Nicolau, D.P. In vitro activity of cefepime/AAI101 and comparators against cefepime non-susceptible Enterobacteriaceae. Pathogens 4(3), 620-625 (2015).