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Substance Name: Ceftizoxime [INN:BAN]
RN: 68401-81-0
UNII: C43C467DPE
InChIKey: NNULBSISHYWZJU-LLKWHZGFSA-N

Note

  • A semisynthetic cephalosporin antibiotic which can be administered intravenously or by suppository. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative organisms. It has few side effects and is reported to be safe and effective in aged patients and in patients with hematologic disorders.

Molecular Formula

  • C13-H13-N5-O5-S2

Molecular Weight

  • 383.4077
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibiotics
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Ceftizoxime
  • Ceftizoxime [INN:BAN]

MeSH Heading

  • Ceftizoxime

Synonyms

  • (6R,7R)-7-(2-(2-Amino-4-thiazolyl)-2Z-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
  • (6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxyamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-carbonsaeure-7-(Z)-(O-methyloxim)
  • Cefizox
  • Ceftizoxima
  • Ceftizoxima [INN-Spanish]
  • Ceftizoxime
  • Ceftizoximum
  • Ceftizoximum [INN-Latin]
  • FK 749
  • FR 13749
  • syn-7-(2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carboxylic acid
  • UNII-C43C467DPE

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4- thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6R-(6-alpha,7-beta(Z)))-
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 68401-81-0

FDA UNII

  • C43C467DPE

Related Registry Number

  • 68401-82-1 (mono hydrochloride salt)

System Generated Number

  • 0068401810

Structure Descriptors

InChI

InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22)/b17-7-/t8-,11-/m1/s1

InChIKey

NNULBSISHYWZJU-LLKWHZGFSA-N

Smiles

CO\N=C(/C(=O)N[C@H]1[C@H]2SCC=C(N2C1=O)C(=O)O)\c3csc(N)n3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 8gm/kg (8000mg/kg)   United States Patent Document. Vol. #4563522,
rat LD50 subcutaneous > 8gm/kg (8000mg/kg)   United States Patent Document. Vol. #4563522,