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CAS 161715-24-8

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Tebipenem pivoxil

Description:
Tebipenem pivoxil is a synthetic carbapenem antibiotic, primarily designed to combat a broad spectrum of bacterial infections, particularly those caused by Gram-negative bacteria. It is characterized by its stability against various beta-lactamases, which are enzymes produced by bacteria that can inactivate many antibiotics. Tebipenem pivoxil is administered as a prodrug, meaning it is converted into its active form, tebipenem, after metabolism in the body. This compound exhibits a high affinity for penicillin-binding proteins, which are essential for bacterial cell wall synthesis, leading to cell lysis and death. Its pharmacokinetic profile allows for effective oral administration, making it a convenient option for treating infections. Tebipenem pivoxil has shown promise in clinical settings, particularly for complicated urinary tract infections and intra-abdominal infections. However, like all antibiotics, its use should be guided by susceptibility patterns to minimize the risk of resistance development. Overall, tebipenem pivoxil represents a significant advancement in antibiotic therapy, particularly in the face of rising antibiotic resistance.
Formula:C22H31N3O6S2
InChI: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:InChIKey=SNUDIPVBUUXCDG-QHSBEEBCSA-N
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]
Synonyms:
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, [4R-[4α,5β,6β(R*)]]-
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (4R,5S,6S)-
  • L-084
  • Orapenem
  • Spr 994
  • Tebipenam Pivoxil
  • Tebipenem pivoxil
  • [(2,2-dimethylpropanoyl)oxy]methyl (4R,5S,6S)-3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
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