A carbenapenem antibiotic
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Pro-drug Form(s)
30613Tebipenem Pivoxil
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Tebipenem (hydrate)

Item No. 33875

Technical Information
Formal Name
(4R,5S,6S)-3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, hydrate
Synonyms
  • LJC 11,036
  • SPR859
  • TBPM
Molecular Formula
C16H21N3O4S2 • XH2O
Formula Weight
Purity
≥95%
A solid
DMSO: 1 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
210, 305 nm
SMILES
OC(C1=C(SC2CN(C3=NCCS3)C2)[C@H](C)[C@@]([C@]4([C@H](O)C)[H])([H])N1C4=O)=O.OOC(C1=C(SC2CN(C3=NCCS3)C2)[C@H](C)[C@@]([C@]4([C@H](O)C)[H])([H])N1C4=O)=O.O
InChi Code
InChI=1S/C16H21N3O4S2.H2O/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)25-9-5-18(6-9)16-17-3-4-24-16;/h7-11,20H,3-6H2,1-2H3,(H,22,23);1H2/t7-,8-,10-,11-;/m1./s1
InChi Key
GRHXQHSATFNZQR-PIFQMSPBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tebipenem is a carbenapenem antibiotic.1,2 It is active against a panel of clinical isolates from a variety of bacterial species (MIC50s = ≤0.0039-8 µg/ml), including methicillin-resistant strains of S. aureus and S. epidermidis and penicillin-resistant S. pneumoniae.1 Tebipenem inhibits β-lactamase in a concentration-dependent manner.2 It decreases the number of colony forming units (CFUs) in the lungs in a mouse model of penicillin-resistant S. pneumoniae infection when administered at doses ranging from 0.32 to 3.2 mg/kg.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fujimoto, K., Takemoto, K., Hatano, K., et alNovel carbapenem antibiotics for parenteral and oral applications: In vitro and in vivo activities of 2-aryl carbapenems and their pharmacokinetics in laboratory animals. Antimicrob. Agents Chemother. 57(2), 697-707 (2013).

    2. Hazra, S., Xu, H., and Blanchard, J.S. Tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the β-lactamase from Mycobacterium tuberculosis. Biochemistry 53(22), 3671-3678 (2014).