Biapenem
Biapenem is a carbapenem β-lactam antibiotic. Like other carbapenems, biapenem binds penicillin-binding proteins to inhibit bacterial cell wall synthesis. Biapenem exhibits broad spectrum antibacterial activity and is clinically used to treat respiratory and urinary tract infections. Biapenem displays activity against several species of bacteria, including Bacteriodes, Prevotella, Clostridium, and Pseudomonas. In animal models of pneumonia, biapenem decreases bacteria numbers and increases survival rates.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/188440
| Cas No. |
120410-24-4 |
|---|---|
| Purity |
≥98% |
| Formula |
C15H18N4O4S |
| Formula Wt. |
350.39 |
| Chemical Name |
(4R,5R,6S)-3-(3,5-diaza-1-azoniabicyclo[3.3.0]octa-1,3-dien-7-ylsulfanyl)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate |
| IUPAC Name |
(4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| Synonym |
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)-s-triazol-4-ium hydroxide, inner salt;L-627; CL-186,815; LJ-C10,627 |
| Appearance |
Slightly yellow powder |
Wang X, Zhang X, Zong Z, et al. Biapenem versus meropenem in the treatment of bacterial infections: a multicenter, randomized, controlled clinical trial. Indian J Med Res. 2013 Dec;138(6):995-1002. PMID: 24521647.
Yamachika S, Sugihara C, Kamai Y, et al. Correlation between penicillin-binding protein 2 mutations and carbapenem resistance in Escherichia coli. J Med Microbiol. 2013 Mar;62(Pt 3):429-36. PMID: 23222859.
Yamada K, Yamamoto Y, Yanagihara K, et al. In vivo efficacy and pharmacokinetics of biapenem in a murine model of ventilator-associated pneumonia with Pseudomonas aeruginosa. J Infect Chemother. 2012 Aug;18(4):472-8. PMID: 22215228.
Aldridge KE, Morice N, Schiro DD. In vitro activity of biapenem (L-627), a new carbapenem, against anaerobes. Antimicrob Agents Chemother. 1994 Apr;38(4):889-93. PMID: 8031067.
