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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

MDL number:

MFCD00864991

UNSPSC Code:

51101500

PubChem Substance ID:

329770853

NACRES:

NA.85

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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.[1]

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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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

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

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

Subjective symptoms after treatment of early Lyme disease.

Dasa Cerar et al.

The American journal of medicine, 123(1), 79-86 (2010-01-28)

Controversy exists over the significance and even the existence of post-Lyme disease symptoms because of the high rate of similar background symptoms in the general population. A European, prospective clinical trial in which doxycycline and cefuroxime axetil were compared in

Preformulation studies for direct compression suitability of cefuroxime axetil and paracetamol: a graphical representation using SeDeM diagram.

Inderbir Singh et al.

Acta poloniae pharmaceutica, 69(1), 87-93 (2012-05-12)

The direct compression suitability of active pharmaceutical ingredients could be studied by SeDeM diagram method. Cefuroxime axetil (CfA) and paracetamol (PCM) were employed for SeDeM studies as these powders are well-characterized and known to be particularly difficult with respect to

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