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55268-75-2

Basic Information
CAS No.: 55268-75-2
Name: Cefuroxime
Article Data: 14
Molecular Structure:
Molecular Structure of 55268-75-2 (Cefuroxime)
Formula: C16H16N4O8S
Molecular Weight: 424.391
Synonyms: Cefaloxime;Cefasyn;Cefuroxim;Cefuroxime acid;Ketocef;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-,(6R,7R)- (9CI);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-[6a,7b(Z)]]-;Biofuroksym;Biofuroxim;
EINECS: 259-560-1
Density: 1.76 g/cm3
Melting Point: 171.5-173 °C
Solubility: 145mg/L at 25℃
Appearance: White to ivory white crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 42/43
Safety: 22-24-37-45
PSA: 199.06000
LogP: 0.49310
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    Cefuroxime

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  • Cefuroxim

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    Cefuroxim

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Specification

The Cefuroxim is an organic compound with the formula C16H16N4O8S. The IUPAC name of this chemical is (6R, 7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl] amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. With the CAS registry number 55268-75-2, the product's categories are Antibiotics; Bacteriostatic Antibiotics; beta-Lactam StructureAlphabetic; C; CA - CG; Chemical Structure; Principle.

The Cefuroxim is the second-generation cephalosporin antibiotics against Gram-positive bacteria and-negative bacteria have a strong antibacterial or bactericidal effect on the β-lactamase stability, and injection administration. It is used to susceptible ones caused by urinary tract infections, respiratory infections, soft tissue infections, obstetrics and gynecology diseases, infections, gonorrhea, meningitis.

Physical properties about Cefuroxim are: (1)ACD/LogP: 0.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.07; (4)ACD/LogD (pH 7.4): -2.91; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 12; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 156.49 Å2; (13)Index of Refraction: 1.734; (14)Molar Refractivity: 96.66 cm3; (15)Molar Volume: 241 cm3; (16)Polarizability: 38.32×10-24cm3; (17)Surface Tension: 78 dyne/cm; (18)Density: 1.76 g/cm3.

Uses of Cefuroxim: it can be used to produce 3-carbamoyloxymethyl-7-(2-furan-2-yl-2-methoxyimino-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester at ambient temperature. It will need reagent NaHCO3 and solvent dimethylformamide, dioxane . The yield is about 75%.

When you are using this chemical, please be cautious about it as the following:
It may cause sensitisation by inhalation and skin contact. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves, do not breathe dustand avoid contact with skin. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=NOC)c3occc3)COC(=O)N)C(=O)O
(2)InChI: InChI=1/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)/t10-,14-/m1/s1
(3)InChIKey: JFPVXVDWJQMJEE-QMTHXVAHBS
(4)Std. 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)/t10-,14-/m1/s1
(5)Std. InChIKey: JFPVXVDWJQMJEE-QMTHXVAHSA-N

The toxicity data is as follows:

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) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ATAXIA
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) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ATAXIA
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) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
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,