ceftizoxime

Trade name: Cefizox

Small moleculeapproved

Approved

Sep 15, 1983

Ceftizoxime is a semisynthetic cephalosporin antibiotic, which can be administered intravenously or intramuscularly. It was sold under brand name, cefizox, but was removed from the US Market in 2007. Cefizox was used to treat different infections, such as lower respiratory tract infections caused by Klebsiella spp.; Proteus mirabilis; Escherichia coli; Haemophilus influenza; urinary tract Infections caused by Staphylococcus aureus (penicillinase¬ and nonpenicillinase¬producing); Escherichia coli; Pseudomonas spp. Also for treatment of gonorrhea including uncomplicated cervical and urethral gonorrhea caused by Neisseria gonorrhoeae; pelvic inflammatory disease caused by Neisseria gonorrhoeae, Escherichia coli or Streptococcus agalactiae; meningitis caused by Haemophilus influenza. In addition, some others infections. Cefizox has also been used successfully in the treatment of a limited number of pediatric and adult cases of meningitis caused by Streptococcus pneumoniae. Infections caused by aerobic gram ¬negative and by mixtures of organisms resistant to other cephalosporins, aminoglycosides, or penicillins have responded to treatment with Cefizox. The bactericidal action of ceftizoxime results from inhibition of the third and last stage of bacterial cell wall synthesis. Bacterial cell wall autolytic enzymes such as autolysins then mediate cell lysis; it is possible that ceftizoxime interferes with an autolysin inhibitor. Ceftizoxime is highly resistant to a broad spectrum of beta -lactamases (penicillinase and cephalosporinase), including Richmond types II, III, TEM, IV, produced by both aerobic and anaerobic gram - positive and gram - negative organisms and I. — NCATS

Chemistry & pharmacology

Loading structure…

SMILES

CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)c1csc(N)n1
Mol. weight
383.41 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Parenteral
Availability
Discontinued

Oral

No

Parenteral

Yes

Topical

No

Sources

Also known as

  • 7-[2-(2-amino-thiazol-4-yl)-2-methoxyimino-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-[2-(2-amino-thiazol-4-yl)-2-methoxyimino-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • cefizox
  • cefizox
  • cefizox
  • ceftisomin
  • ceftizoxima
  • ceftizoxima
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoxime sodium
  • ceftizoximum
  • ceftizoximum
  • epocelin
  • epocelin
  • epocelin
  • fk-749
  • fk-749
  • fr-13749
  • fr-13749
  • sk&f-88373z
  • sk&f-88373z
  • sk&f-88373-z
  • sk&f-88373-z
  • syn-7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid
  • syn-7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT01347593Phase 4May 1, 2011Government of Sudan, University of Khartoum
Showing 1 of 1 trials
Page 1 / 1

Organizations

Research & Development (2)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Government of SudanGovernment1012011
University of KhartoumAcademic/Hospital1112011
2 organizations
Page 1 / 1

Marketing (3)

OrganizationOrg typeRelationshipDate
AstellasFor profitNDA2Sep 15, 1983
AstellasFor profitMKTGMar 31, 1994
FujisawaFor profitNDA