Cefoperazone
Cefoperazone
Contact Us

We are here to help in anything you need. Please use our online system or send an email to .

Cefoperazone

Inquiry
Catalog Number PR62893190
CAS 62893-19-0
Description Cefoperazone is a semi-synthetic parenteral cephalosporin with a tetrazolyl moiety that confers beta-lactamase resistance. It has a role as an antibacterial drug.
Synonyms Cefobid; Cefoperazono; Cefoperazonum; Peracef
IUPAC Name (6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Weight 645.7
Molecular Formula C25H27N9O8S2
InChI GCFBRXLSHGKWDP-XCGNWRKASA-N
InChI Key InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1
Drug Categories Amides; Anti-Bacterial Agents; Anti-Infective Agents; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; beta-Lactams; Cephalosporins; Heterocyclic Compounds, Fused-Ring; Lactams; Nephrotoxic agents; OAT1/SLC22A6 inhibitors; OAT3/SLC22A8 Inhibitors; Sulfur Compounds; Thiazines; Third-Generation Cephalosporins
Drug Interactions Abacavir-Cefoperazone may decrease the excretion rate of Abacavir which could result in a higher serum level.
Abciximab-The therapeutic efficacy of Abciximab can be decreased when used in combination with Cefoperazone.
Acamprosate-The excretion of Acamprosate can be decreased when combined with Cefoperazone.
Aceclofenac-The risk or severity of nephrotoxicity can be increased when Cefoperazone is combined with Aceclofenac.
Acemetacin-The risk or severity of nephrotoxicity can be increased when Cefoperazone is combined with Acemetacin.
Isomeric SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
Type Small Molecule
Therapeutic Category Antibacterials
Pharmacology

Indications

Cefoperazone is an antibiotic indicated for the treatment of various infections caused by susceptible bacteria. It is effective against respiratory tract infections caused by Streptococcus pneumoniae, Haemophilus influenzae, Staphylococcus aureus (including penicillinase- and non-penicillinase-producing strains), Streptococcus pyogenes (Group A beta-hemolytic streptococci), Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coli, Proteus mirabilis, and Enterobacter species. It is also used for treating peritonitis and other intra-abdominal infections caused by E. coli, P. aeruginosa, and anaerobic gram-negative bacilli, including Bacteroides fragilis. Cefoperazone is effective in cases of bacterial septicemia involving S. pneumoniae, S. agalactiae, S. aureus, Pseudomonas aeruginosa, E. coli, Klebsiella spp., Proteus species, Clostridium spp., and anaerobic gram-positive cocci. Additionally, it addresses infections of the skin and skin structures, pelvic inflammatory disease, endometritis, and other infections of the female genital tract caused by various pathogens, as well as urinary tract infections due to E. coli and P. aeruginosa. While cefoperazone may be used in the treatment of enterococcal infections, its effectiveness should be carefully monitored given the moderate resistance observed in many clinical isolates.

Pharmacodynamics

Cefoperazone is categorized as a third-generation cephalosporin antibiotic. It operates by exerting a bactericidal effect, primarily through the inhibition of bacterial cell wall synthesis. This mechanism disrupts the construction of the bacterial cell wall, resulting in cell lysis and the eventual death of the bacteria.

Metabolism

In metabolic studies, no significant metabolites of cefoperazone have been identified in urine.

Mechanism of Action

Cefoperazone functions by targeting specific penicillin-binding proteins (PBPs) within the bacterial cell wall. This interaction inhibits the final stage of bacterial cell wall synthesis, effectively disrupting the integrity and structure of the wall. As a result, bacterial cell wall autolytic enzymes, including autolysins, mediate cell lysis, leading to the breakdown and elimination of the bacterial cells.

It should be noted that our service is only used for research, not for clinical use.