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Substance Name: Cefuroxime axetil [USAN:USP:BAN:JAN]
RN: 64544-07-6
UNII: Z49QDT0J8Z
InChIKey: KEJCWVGMRLCZQQ-YJBYXUATSA-N

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect

Molecular Formula

  • C20-H22-N4-O10-S

Molecular Weight

  • 510.4778
 

Names and Synonyms

Name of Substance

  • Cefuroxime axetil
  • Cefuroxime axetil [USAN:USP:BAN:JAN]

Synonyms

  • (RS)-1-Hydroxyethyl (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), 1-acetate 3-carbamate
  • 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-, 1-(acetyloxy)ethyl ester, (6R-(6alpha,7beta(Z)))-
  • Bioracef
  • BRN 6854419
  • CCI 15641
  • Ceftin
  • Cefuroxime 1-acetoxyethyl ester
  • Cefuroxime axetil
  • Celocid
  • Cepazine
  • Cethixim
  • Cetoxil
  • Coliofossim
  • CXM-AX
  • DRG-0157
  • Elobact
  • Furoxime
  • HSDB 8150
  • Kalcef
  • Medoxm
  • Nivador
  • NSC 758677
  • Sharox-500
  • SN 407
  • UNII-Z49QDT0J8Z
  • Zinat
  • Zinnat
  • Zoref

Systematic Name

  • 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-, 1-(acetyloxy)ethyl ester, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 64544-07-6

FDA UNII

  • Z49QDT0J8Z

System Generated Number

  • 0064544076

Structure Descriptors

InChI

InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,18-/m1/s1

InChIKey

KEJCWVGMRLCZQQ-YJBYXUATSA-N

Smiles

CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)OC(C)OC(=O)C)COC(=O)N)\c3occc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 5gm/kg (5000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Chemotherapy Vol. 34(Suppl,
mouse LD50 intraperitoneal 510mg/kg (510mg/kg)   Chemotherapy Vol. 34(Suppl,
mouse LD50 intraperitoneal 510mg/kg (510mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 34(Suppl,
mouse LD50 oral > 10gm/kg (10000mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 34(Suppl,
mouse LD50 subcutaneous 1840mg/kg (1840mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Chemotherapy Vol. 34(Suppl,
rabbit LD50 oral 200mg/kg (200mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 34(Suppl,
rat LD50 intraperitoneal 950mg/kg (950mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 34(Suppl,
rat LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
Chemotherapy Vol. 34(Suppl,
rat LD50 subcutaneous 2500mg/kg (2500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 34(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.89 (none)   EXP
Water Solubility 107 mg/L 25 EST
Vapor Pressure 9.95E-16 mm Hg 25 EST
Henry's Law Constant 2.81E-21 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.15E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.