A broad-spectrum β-lactam antibiotic
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Biapenem

Item No. 28822

Technical Information
Formal Name
6-[[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium, inner salt
CAS Number
120410-24-4
Synonyms
  • CL 186815
  • LJC 10,627
Molecular Formula
C15H18N4O4S
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 5 mg/ml
λmax
296 nm
SMILES
O=C1[C@@]([C@H](O)C)([H])[C@@]2([H])[C@@H](C)C(SC(C3)CN4[N+]3=CN=C4)=C(C([O-])=O)N21
InChi Code
InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
InChi Key
MRMBZHPJVKCOMA-YJFSRANCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Biapenem is a broad-spectrum β-lactam antibiotic.1,2 It is active against aerobic and anaerobic, Gram-positive and Gram-negative bacteria, including clinical isolates of E. coli, oxacillin-sensitive S. aureus, B. fragilis, and Clostridium (MIC90s = 0.12, 0.12, 0.25, and 1 μg/ml, respectively). It is also active against the rifampicin-susceptible H37Rv and rifampicin-resistant 115R and 124R M. tuberculosis strains (MICs = 2-4, 4-8, and 8-16 mg/L, respectively).3 Biapenem (200 mg/kg) decreases the number of lung colony-forming units (CFUs) in a mouse model of late-phase acute H37Rv M. tuberculosis infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hoban, D.J., Jones, R.N., Yamane, N., et alIn vitro activity of three carbapenem antibiotics. Comparative studies with biapenem (L-627), imipenem, and meropenem against aerobic pathogens isolated worldwide. Diagn. Microbiol. Infect. Dis. 17(4), 299-305 (1993).

    2. Aldridge, K.E., Morice, N., and Schiro, D.D. In vitro activity of biapenem (L-627), a new carbapenem, against anaerobes. Antimicrob. Agents Chemother. 38(4), 889-893 (1994).

    3. Kaushik, A., Ammerman, N.C., Tasneen, R., et alIn vitro and in vivo activity of biapenem against drug-susceptible and rifampicin-resistant Mycobacterium tuberculosis. J. Antimicrob. Chemother. 72(8), 2320-2325 (2017).