A prodrug form of tebipenem
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Active Metabolite(s)
33875Tebipenem (hydrate)
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Tebipenem Pivoxil

Item No. 30613

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
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, (2,2-dimethyl-1-oxopropoxy)methyl ester
CAS Number
161715-24-8
Synonyms
  • TBPM-PI
Molecular Formula
C22H31N3O6S2
Formula Weight
497.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
216, 321 nm
SMILES
O=C1N2C(C(OCOC(C(C)(C)C)=O)=O)=C(SC3CN(C4=NCCS4)C3)[C@H](C)[C@]2([H])[C@@]1([H])[C@H](O)C
InChi Code
InChI=1S/C22H31N3O6S2/c1-11-15-14(12(2)26)18(27)25(15)16(19(28)30-10-31-20(29)22(3,4)5)17(11)33-13-8-24(9-13)21-23-6-7-32-21/h11-15,26H,6-10H2,1-5H3/t11-,12-,14-,15-/m1/s1
InChi Key
SNUDIPVBUUXCDG-QHSBEEBCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tebipenem pivoxil is a prodrug form of the carbapenem antibiotic tebipenem.1 Tebipenem pivoxil is metabolized by carboxylesterase (CES) in intestinal epithelial cells to form tebipenem.2 Tebipenem pivoxil is active against methicillin-sensitive and -resistant S. aureus (MRSA; MIC90s = ≤0.125 and 16 µg/ml, respectively), as well as E. faecalis, E. coli, K. pneumoniae, E. aerogenes, H. influenzae, and P. aeruginosa (MIC90s = 32, 1, 0.5, ≤0.125, 0.25, and 64 µg/ml, respectively).1 It increases survival in mouse models of sepsis induced by S. aureus, E. coli, or P. aeruginosa when administered at doses of 50 and 100 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yao, Q., Wang, J., Cui, T., et al. Antibacterial properties of tebipenem pivoxil tablet, a new oral carbapenem preparation against a variety of pathogenic bacteria in vitro and in vivo. Molecules 21(1), 62 (2016).

    2. Cielecka-Piontek, J., Zalewski, P., and Paczkowska, M. The chromatographic approach to kinetic studies of tebipenem pivoxil. J. Chromatogr. Sci. 53(2), 325-330 (2015).