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Substance Name: Cefuroxime sodium [USP:BAN:JAN]
RN: 56238-63-2
UNII: R8A7M9MY61
InChIKey: URDOHUPGIOGTKV-JTBFTWTJSA-M

Note

  • Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, GONORRHEA, and HAEMOPHILUS.

Molecular Formulas

  • C16-H15-N4-Na-O8-S
  • C16-H15-N4-O8-S.Na
  • C16-H16-N4-O8-S.Na

Molecular Weight

  • 446.3705
 

Classification Codes

  • Antibacterial
  • Antibiotics
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Cefuroxime sodium [USP:BAN:JAN]

Synonyms

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-, monosodium salt (6R-(6alpha,7beta(Z)))-
  • Anaptivan
  • Biociclin
  • Bioxima
  • Cefofix
  • Cefumax
  • Cefurex
  • Cefuroxim AJ
  • Cefuroxim curasan
  • Cefuroxim Fresenius
  • Cefuroxim Genericsn
  • Cefuroxim Hexal
  • Cefuroxim Lilly
  • Cefuroxim MN
  • Cefuroxim Norcox
  • Cefuroxim Norcox [inj.]
  • Cefuroxima Fabra
  • Cefuroxima Richet
  • Cefuroxime
  • Cefuroxime and dextrose in duplex container
  • Cefuroxime for Injection and Dextrose for Injection in Duplex Container
  • Cefuroxime sodium
  • Cefuroxime sodium salt
  • Cetroxil
  • Cetroxil [inj.]
  • Colifossim
  • Curocef
  • Curoxim
  • Curoxima
  • Curoxime
  • EINECS 260-073-1
  • Froxal
  • Froxal [inj.]
  • Furoxil
  • Kefurox
  • Kefurox in plastic container
  • Kesint
  • Ketocef
  • Lifurox
  • Medoxim
  • Sharox
  • Sharox [inj.]
  • Sodium (6R,7R)-7-(2-(2-furyl)glyoxylamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate, 7(sup 2)-(Z)-(O-methyloxime), carbamate (ester)
  • Sodium cefuroxime
  • Spectrazolr
  • Ultroxim
  • UNII-R8A7M9MY61
  • Zinacef
  • Zinacef in plastic container
  • Zinnat
  • Zinnat [inj.]

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-, monosodium salt (6R-(6alpha,7beta(Z)))-
  • Sodium (6R-(6alpha,7beta(Z)))-3-(((aminocarbonyl)oxy)methyl)-7-(2-furyl(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

Registry Numbers

CAS Registry Number

  • 56238-63-2

FDA UNII

  • R8A7M9MY61

System Generated Number

  • 0056238632

Molecular Formulas

Molecular Formulas

  • C16-H15-N4-Na-O8-S
  • C16-H15-N4-O8-S.Na
  • C16-H16-N4-O8-S.Na

Molecular Formula Fragments

  • C16-H15-N4-O8-S
  • C16-H16-N4-O8-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C16H16N4O8S.Na/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20;/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24);/q;+1/p-1/b19-9-;/t10-,14-;/m1./s1

InChIKey

URDOHUPGIOGTKV-JTBFTWTJSA-M

Smiles

CO/N=C(/c1ccco1)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)[O-].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 1500mg/kg (1500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 349, 1982.
mouse LD50 intramuscular > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
mouse LD50 intraperitoneal > 10gm/kg (10000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
mouse LD50 intravenous 10400mg/kg (10400mg/kg)   Toxicology. Vol. 13, Pg. 1, 1979.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rabbit LD50 intramuscular > 300mg/kg (300mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rabbit LD50 intravenous > 1500mg/kg (1500mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rat LD50 intramuscular > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rat LD50 intraperitoneal 10gm/kg (10000mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES Chemotherapy Vol. 27(Suppl,
rat LD50 intravenous 4gm/kg (4000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toxicology. Vol. 13, Pg. 1, 1979.
rat LD50 oral > 10gm/kg (10000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 261, 1982.