Tebipenem Pivoxil

SKU: orb1300956

Description

Tebipenem pivoxil (Orapenem) is an orally active carbapenem antibiotic. It is used in research to study the treatment of otolaryngological and respiratory tract infections, with applications in both in vitro antimicrobial assays and in vivo efficacy models.

Research Area

Pharmacology & Drug Discovery

Key Properties

• CAS Number: 161715-24-8
• MW: 497.63
• Purity: 99.32% (May vary between batches)
• Formula: C₂₂H₃₁N₃O₆S₂
• SMILES: C(OCOC(C(C)(C)C)=O)(=O)C=1N2[C@@]([C@@]([C@@H](C)O)(C2=O)[H])([C@@H](C)C1SC3CN(C3)C4=NCCS4)[H]
• Target: Antibiotic,Antibacterial
• Solubility: DMSO:92 mg/mL (184.88 mM);Ethanol:81 mg/mL (162.77 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:5 mg/mL (10.05 mM);H2O:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• In Vivo:
  Tebipenem Pivoxil results in survival rate of 83%, compared with 25% survival for Amoxicillin and 0% survival for controls in animal model of otitis media. Tebipenem exhibits slow tight-binding inhibition at low micromolar concentrations versus the chromogenic substrate nitrocefin. Tebipenem acyl-enzyme complex remains stable for greater than 90 min and exists as mixture of the covalently bound drug and the bound retro-aldol cleavage product.
• In Vitro:
  Tebipenem Pivoxil has high intestinal apical membrane permeability due to plural intestinal transport routes, including the uptake transporters such as OATP1A2 and OATP2B1 as well as simple diffusion. Tebipenem Pivoxil is quickly converted to tebipenem (TBPM), an active form of Tebipenem Pivoxil. Tebipenem Pivoxil are absorbed quickly, and the bioavailability is 71.4%, 59.1%, 34.8% and 44.9%, respectively, in mouse, rat, dog and monkey. Tebipenem shows the strongest bactericidal activity as early as 2 h after exposure at two times the MIC. Tebipenem shows higher affinities for PBP 1A and PBP 2B, high-molecular-weight enzymes, and for PBP 3, a low-molecular-weight enzyme, than for PBP 2X. Tebipenem has a potent activity against Neisseria gonorrhoeae; its activity is comparable to it of cefixime that has most potent activity among oral antibiotics.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Orapenem, orally active, L084, L-084, L 084, inhibit, Erythromycin-resistant Streptococcus pneumonia, Haemophilus influenza, Inhibitor, ME 1211, ME1211, ME-1211, broad antibacterial spectrum, Bacterial, Antibiotic, Streptococcus pneumonia, Tebipenem Pivoxil, penicillin-binding protein

Compound Identifiers

PubChem CID

9892071