A PBP2 inhibitor and β-lactam antibiotic enhancer
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Zidebactam

Item No. 30701

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2S,5R)-7-oxo-6-(sulfooxy)-2-[2-[(3R)-3-piperidinylcarbonyl]hydrazide], 1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid
CAS Number
1436861-97-0
Synonyms
  • WCK-5107
Molecular Formula
C13H21N5O7S
Formula Weight
391.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
O=C(NNC([C@H]1CNCCC1)=O)[C@@H]2CC[C@H]3N(OS(O)(=O)=O)C([N@@]2C3)=O
InChi Code
InChI=1S/C13H21N5O7S/c19-11(8-2-1-5-14-6-8)15-16-12(20)10-4-3-9-7-17(10)13(21)18(9)25-26(22,23)24/h8-10,14H,1-7H2,(H,15,19)(H,16,20)(H,22,23,24)/t8-,9-,10+/m1/s1
InChi Key
YCZPXRQPDCXTIO-BBBLOLIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Zidebactam is a penicillin-binding protein 2 (PBP2) inhibitor and β-lactam antibiotic enhancer.1 It inhibits P. aeruginosa PBP2 (IC50 = 0.26 µg/ml) and is selective for PBP2 over PBP1a, -1b, -3, -4, and -5/6 (IC50s = >4 µg/ml for all). Zidebactam enhances the bactericidal activity of cefepime (Item No. 23633) against multidrug-resistant strains of P. aeruginosa, as well as against E. coli, Klebsiella, Enterobacter, S. marcescens, and A. baumannii.2 In vivo, zidebactam enhances cefepime-induced reductions in bacterial loads in mouse models of K. pneumoniae-induced peritonitis and thigh infection.3 Formulations containing zidebactam in combination with cefepime have been used in the treatment of various bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moya, B., Barcelo, I.M., Bhagwat, S., et al. WCK 5107 (zidebactam) and WCK 5153 are novel inhibitors of PBP2 showing potent "β-lactam enhancer" activity against Pseudomonas aeruginosa, including multidrug-resistant metallo-β-lactamase-producing high-risk clones. Antimicrob. Agents Chemother. 61(6), e02529-02516 (2017).

    2. Sader, H.S., Rhomberg, P.R., Flamm, R.K., et al. WCK 5222 (cefepime/zidebactam) antimicrobial activity tested against Gram-negative organisms producing clinically relevant β-lactamases. J. Antimicrob. Chemother. 72(6), 1696-1703 (2017).

    3. Moya, B., Barcelo, I.M., Cabot, G., et al. In vitro and in vivo activities of β-lactams in combination with the novel β-lactam enhancers zidebactam and WCK 5153 against multidrug-resistant metallo-β-lactamase-producing Klebsiella pneumoniae. Antimicrob. Agents Chemother. 63(5), e00128-00119 (2019).