A β-lactamase inhibitor
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MK-7655

Item No. 23890

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
mono[(1R,2S,5R)-7-oxo-2-[(4-piperidinylamino)carbonyl]-1,6-diazabicyclo[3.2.1]oct-6-yl] ester, sulfuric acid
CAS Number
1174018-99-5
Molecular Formula
C12H20N4O6S
Formula Weight
348.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C1N(OS(O)(=O)=O)[C@@H]2CC[C@@H](C(NC3CCNCC3)=O)[N@]1C2
InChi Code
InChI=1S/C12H20N4O6S/c17-11(14-8-3-5-13-6-4-8)10-2-1-9-7-15(10)12(18)16(9)22-23(19,20)21/h8-10,13H,1-7H2,(H,14,17)(H,19,20,21)/t9-,10+/m1/s1
InChi Key
SMOBCLHAZXOKDQ-ZJUUUORDSA-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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    5 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    MK-7655 is a β-lactamase inhibitor that inhibits hydrolysis of nitrocefin by KPC-2 β-lactamase from K. pneumoniae and AmpC β-lactamase from P. aeruginosa (IC50s = 210 and 465 nM, respectively).1 It restores imipenem-susceptibility in imipenem-resistant K. pneumoniae and P. aeruginosa when used at concentrations of 12.5 and 4.7 μM, respectively. MK-7655 also restores imipenem sensitivity to resistant clinical isolates of P. aeruginosa and K. pneumoniae (MIC50s = 0.25-2 and 8-16 μM in the presence and absence of MK-7655, respectively), but not A. baumannii.2 In vivo, MK-7655 (48.9 mg/kg per day) produces a bacteriostatic effect in mouse thigh models of K. pneumoniae and P. aeruginosa infection when administered with imipenem (Item No. 16039) and cilastatin (Item No. 23511).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blizzard, T.A., Chen, H., Kim, S., et al. Discovery of MK-7655, a β-lactamase inhibitor for combination with Primaxin®. Bioorg. Med. Chem. Lett 24(3), 780-785 (2014).

    2. Lob, S.H., Hackel, M.A., Kazmierczak, K.M., et al. In Vitro activity of imipenem-relebactam against Gram-negative ESKAPE pathogens Isolated by clinical laboratories in the United States in 2015 (results from the SMART global surveillance program). Antimicrob. Agents Chemother. 61(6), e02209-02216 (2017).

    3. Mavridou, E., Melchers, R.J.B., van Mil, A.C.H.A.M., et al. Pharmacodynamics of imipenem in combination with β-lactamase inhibitor MK7655 in a murine thigh model. Antimicrob. Agents Chemother. 59(2), 790-795 (2015).