Cefixime
- Atc Codes:J01DD08
- CAS Codes:79350-37-1
- PHARMGKB ID:79350-37-1
Table of contents
- Brand Names
- Chemistry
- Pharmacologic Category
- Mechanism of Action
- Therapeutic Use
- Pregnancy and Lactation Implications
- Contraindications
- Warnings and Precautions
- Adverse Reactions
- Genes that may be involved
- Toxicological Effects
- Drug Interactions
- Nutrition/Nutraceutical Interactions
- Dosage
- Pharmacokinetics and Pharmacodynamics
- Special Considerations
Brand Names
Europe
Austria: Aerocef, Cefixim, Tricef; Cyprus: Cefimed, Cifex, Tricef; Czech Republic: Suprax; France: Cefixime, Oroken; Germany: Aerocef, Cefixdura, Cefixim, Ceftoral, Cephoral, Infectoopticef, Suprax; Greece: Cefixime, Ceftoral; Hungary: Suprax; Ireland: Suprax; Italy: Cefixoral, Supracef, Suprax, Unixime; Poland: Suprax; Portugal: Cefimix, Cefixima, Cefizel, Neocef, Tricef; Slovakia: Suprax; Slovenia: Pancef; Spain: Cefixima, Denvar, Necopen; UK: Suprax.
North America
Canada: Suprax; USA: Suprax.
Latin America
Argentina: Novacef, Vixcef; Brazil: Neo Cefix; Mexico: Denvar.
Asia
Japan: Cefspan, Cefupa, Cexim, Sefeena, Seferat, Sekispanon.
Drug combinations
Chemistry
Cefixime: C~16~H~15~N~5~O~7~S~2~ 3H~2~O. Mw: 507.50. (1) 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)[(carboxymethoxy)imino]acetyl]amino]-3-ethenyl-8-oxo-, trihydrate, [6R-[6α,7β(Z)]]-; (2)(6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7^2^-(Z)-[O-(carboxymethyl)oxime]trihydrate. CAS-79350-37-1 (1987).
Pharmacologic Category
Antibacterials; Third Generation Cephalosporins. (ATC-Code: J01DD08).
Mechanism of action
Inhibits bacterial cell wall synthesis by binding to one or more of the penicillin-binding proteins. Usually bactericidal. Less active against Enterobacteriaceae than some other third-generation cephalosporins. Active in vitro and in clinical infections against Gram-positive aerobic bacteria, such as Streptococcus pneumoniae and Streptococcus pyogenes (group A β-hemolytic streptococci), active in vitro against S. agalactiae (group B streptococci) and groups C, F, and G streptococci. Most staphylococci, enterococci, and Listeria monocytogenes are resistant. Oxacillin-resistant S. aureus (methicillin-resistant S. aureus) are resistant. Active in vitro and in clinical infections against Gram-negative aerobic bacteria such as Neisseria gonorrhoeae, Haemophilus influenzae (including β-lactamase-producing strains), Moraxella catarrhalis (including β-lactamase-producing strains), Escherichia coli, and Proteus mirabilis. Also active in vitro against H. parainfluenzae, Klebsiella, Pasteurella multocida, P. vulgaris, Providencia, Salmonella, Shigella, and Serratia. Most Enterobacter and Pseudomonas are resistant. Inactive against most anaerobic bacteria, chlamydia, fungi, and viruses.
Therapeutic use
Urinary tract infections, otitis media, respiratory infections due to susceptible organisms. Uncomplicated cervical/urethral gonorrhea due to N. gonorrhoeae. Serious soft tissue or skeletal infections due to susceptible organisms. Shigellosis in areas with a high rate of resistance to TMP-SMX.
Pregnancy and lactiation implications
Teratogenic effects not observed in animal studies. It is not known if cefixime crosses the human placenta (other cephalosporins cross the placenta and are considered safe in pregnancy). Congenital anomalies have not been associated with cefixime use during pregnancy (limited data). Cefixime is recommended for use in pregnant women for the treatment of gonococcal infections. Excretion in breast milk unknown.
Unlabeled use
Contraindications
Hypersensitivity to cefixime, any component of the formulation, or other cephalosporins.
Warnings and precautions
Use with caution in history of penicillin allergy, especially IgE-mediated reactions (e.g. anaphylaxis, angioedema, urticaria). Prolonged use may result in fungal or bacterial superinfection, including C. difficile-associated diarrhea, and pseudomembranous colitis. Use with caution in renal impairment (modify dosage). May cause positive direct Coombs’, false-positive urinary glucose test using cupric sulfate, false-positive serum or urine creatinine with Jaffé reaction. Use with caution in renal impairment. In neonates, risk of «gasping syndrome» (potentially fatal) due to consumption of benzoic acid (present in oral suspension).