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Substance Name: Cefuroxime [USAN:INN:BAN]
RN: 55268-75-2
UNII: O1R9FJ93ED
InChIKey: JFPVXVDWJQMJEE-IZRZKJBUSA-N
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 Formula
- C16-H16-N4-O8-S
Molecular Weight
- 424.3884
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Human Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Cefuroxime
- Cefuroxime [USAN:INN:BAN]
MeSH Heading
- Cefuroxime
Synonyms
- (6R,7R)-7-(2-(2-Furyl)glyoxylamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid 7(sup 2)-(Z)-(O-methyloxime) carbamate (ester)
- 640/359
- Biofuroksym
- BRN 5783190
- Cefuril
- Cefuroxim
- Cefuroxime
- Cefuroximo
- Cefuroximo [INN-Spanish]
- Cefuroximum
- Cefuroximum [INN-Latin]
- Cephuroxime
- EINECS 259-560-1
- Sharox
- UNII-O1R9FJ93ED
- Zinacef Danmark
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-, (6R-(6alpha,7beta(Z)))-
- Cefuroxime
Registry Numbers
CAS Registry Number
- 55268-75-2
FDA UNII
- O1R9FJ93ED
Other Registry Number
- 153012-39-6
System Generated Number
- 0055268752
Structure Descriptors
InChI
InChI=1S/C16H16N4O8S/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)/b19-9-/t10-,14-/m1/s1InChIKey
JFPVXVDWJQMJEE-IZRZKJBUSA-NSmiles
CO\N=C(/C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | intravenous | 64mg/kg/16H-I (64mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS | Lancet. Vol. 1, Pg. 965, 1984. |
mouse | LD50 | intramuscular | > 2gm/kg (2000mg/kg) | BEHAVIORAL: ATAXIA SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Chemotherapy Vol. 27(Suppl, |
mouse | LD50 | intraperitoneal | > 10gm/kg (10000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Chemotherapy Vol. 27(Suppl, |
mouse | LD50 | intravenous | 10400mg/kg (10400mg/kg) | Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 17, Pg. 233, 1979. | |
mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | Chemotherapy Vol. 27(Suppl, | |
mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | BEHAVIORAL: ATAXIA SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE | Chemotherapy Vol. 27(Suppl, |
mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: ATAXIA | Chemotherapy Vol. 27(Suppl, |
rabbit | LD50 | intramuscular | > 300mg/kg (300mg/kg) | Chemotherapy Vol. 27(Suppl, | |
rabbit | LD50 | intravenous | > 1500mg/kg (1500mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: FOOD INTAKE (ANIMAL) | Chemotherapy Vol. 27(Suppl, |
rat | LD50 | intramuscular | > 2gm/kg (2000mg/kg) | Chemotherapy Vol. 27(Suppl, | |
rat | LD50 | intraperitoneal | > 10gm/kg (10000mg/kg) | Chemotherapy Vol. 27(Suppl, | |
rat | LD50 | intravenous | > 8gm/kg (8000mg/kg) | Chemotherapy Vol. 27(Suppl, | |
rat | LD50 | oral | 10gm/kg (10000mg/kg) | Chemotherapy Vol. 27(Suppl, | |
rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Chemotherapy Vol. 27(Suppl, |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | -0.16 | (none) | EXP | |
Water Solubility | 145 | mg/L | 25 | EST |
Vapor Pressure | 1.72E-15 | mm Hg | 25 | EST |
Henry's Law Constant | 2.77E-21 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.10E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.