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A4237

Cefuroxime Axetil

Name: Cefuroxime Axetil
Brand: SIGMA

Synonym(s):

[6R-[6α,7β(Z)]]-3-[[(Aminocarbonyl)oxy]methyl]-7-[[2-furanyl(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-(acetyloxy)ethyl ester

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₂N₄O₁₀S

CAS Number:

64544-07-6

Molecular Weight:

510.47

NACRES:

NA.85

PubChem Substance ID:

329770853

UNSPSC Code:

51101500

MDL number:

MFCD00864991

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assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: 1 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

SMILES string

O=C1[C@@H](NC(/C(C2=CC=CO2)=N\OC)=O)[C@]3([H])N1C(C(OC(C)OC(C)=O)=O)=C(COC(N)=O)CS3

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

InChI key

KEJCWVGMRLCZQQ-YJBYXUATSA-N

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Biochem/physiol Actions

Cefuroxime axetil is acetoxyethyl pro-drug cephalosporin with activity against some strains of β-lactamase producing bacteria. It is a broad spectrum antibiotic active against Gram-positive and Gram-negative bacteria.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

GHS08

signalword

Danger

hcodes

H317,H334

pcodes

P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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Comparative bioavailability of cefuroxime axetil suspension formulations administered with food in healthy subjects.

Gustavo D Mendes et al.

Arzneimittel-Forschung, 60(2), 101-105 (2010-03-25)

To assess the comparative bioavailability of two formulations (250 mg/5 mL suspension) of cefuroxime axetil (CAS 64544-07-6), administered with food, in healthy volunteers of both sexes. The study was conducted using an open, randomized, two-period crossover design with a 1-week

Comparison of single-dose and multiple-dose antibiotics for lower urinary tract infection in pregnancy.

Taner A Usta et al.

International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics, 114(3), 229-233 (2011-06-24)

To compare the efficacy of fosfomycin trometamol, cefuroxime axetil, and amoxicillin clavulanate antibiotics, and to assess the difference in patient compliance, in the treatment of urinary tract infections during pregnancy. Between September 2007 and May 2008, 90 out of 324

New semiphysiological absorption model to assess the pharmacodynamic profile of cefuroxime axetil using nonparametric and parametric population pharmacokinetics.

J B Bulitta et al.

Antimicrobial agents and chemotherapy, 53(8), 3462-3471 (2009-06-17)

Cefuroxime axetil is widely used to treat respiratory tract infections. We are not aware of a population pharmacokinetic (PK) model for cefuroxime axetil. Our objectives were to develop a semiphysiological population PK model and evaluate the pharmacodynamic profile for cefuroxime

Thrombotic thrombocytopenic purpura after prophylactic cefuroxime axetil administered in relation to a liposuction procedure.

Ahmet Emre Eskazan et al.

Aesthetic plastic surgery, 36(2), 464-467 (2011-08-20)

Thrombotic thrombocytopenic purpura (TTP) or Moschcowitz's syndrome is characterized by platelet and von Willebrand factor (vWF) deposition in arterioles and capillaries throughout the body, which results in organ ischemia. The diagnostic pentad characterizing TTP consists of thrombocytopenia, microangiopathic hemolytic anemia

Development of gastroretentive drug delivery system for cefuroxime axetil: in vitro and in vivo evaluation in human volunteers.

Ramesh Bomma et al.

Pharmaceutical development and technology, 18(5), 1230-1237 (2012-02-22)

The objective of this investigation was to develop the cefuroxime axetil sustained-release floating tablets to prolong the gastric residence time and compare their pharmacokinetic behavior with marketed conventional tablets (Zocef). The floating tablets were developed using polymers like HPMC K4M

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