Limits...
Identification and Characterization of Hydrolytic Degradation Products of Cefditoren Pivoxil using LC and LC-MS/TOF.

Gawande VT, Bothara KG, Singh A, Mahajan AA - Indian J Pharm Sci (2015 Jan-Feb)

Bottom Line: Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions.The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies.Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmaceutical Chemistry, STES's Sinhgad Institute of Pharmacy, Narhe Road, Narhe, Pune-411 041, India.

ABSTRACT
The present research work was carried out to determine stability of cefditoren pivoxil, an orally absorbed prodrug that is rapidly hydrolysed by intestinal esterases to the active cephalosporin cefditoren. Cefditoren was subjected to stress conditions recommended by the International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use guideline Q1A (R2). Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions. Separation of cefditoren and degradation products were carried out by using HPLC. The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies. Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

No MeSH data available.


Related in: MedlinePlus

Chemical structure of CEFP.CEFP is cefditoren pivoxil.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4355885&req=5

Figure 1: Chemical structure of CEFP.CEFP is cefditoren pivoxil.

Mentions: Cefditoren pivoxil (CEFP) is a third generation oral cephalosporin active against respiratory tract pathogens, hence used for treatment of acute exacerbations of chronic bronchitis (AECB) and community-acquired pneumonia[6]. Chemically it is (-)-(6R,7R)-2,2-dimethylpropionyloxymethyl7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoaceta-mido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabi-cyclo [4.2.0] oct-2-ene-2-carboxylate (fig. 1).


Identification and Characterization of Hydrolytic Degradation Products of Cefditoren Pivoxil using LC and LC-MS/TOF.

Gawande VT, Bothara KG, Singh A, Mahajan AA - Indian J Pharm Sci (2015 Jan-Feb)

Chemical structure of CEFP.CEFP is cefditoren pivoxil.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4355885&req=5

Figure 1: Chemical structure of CEFP.CEFP is cefditoren pivoxil.
Mentions: Cefditoren pivoxil (CEFP) is a third generation oral cephalosporin active against respiratory tract pathogens, hence used for treatment of acute exacerbations of chronic bronchitis (AECB) and community-acquired pneumonia[6]. Chemically it is (-)-(6R,7R)-2,2-dimethylpropionyloxymethyl7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoaceta-mido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabi-cyclo [4.2.0] oct-2-ene-2-carboxylate (fig. 1).

Bottom Line: Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions.The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies.Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmaceutical Chemistry, STES's Sinhgad Institute of Pharmacy, Narhe Road, Narhe, Pune-411 041, India.

ABSTRACT
The present research work was carried out to determine stability of cefditoren pivoxil, an orally absorbed prodrug that is rapidly hydrolysed by intestinal esterases to the active cephalosporin cefditoren. Cefditoren was subjected to stress conditions recommended by the International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use guideline Q1A (R2). Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions. Separation of cefditoren and degradation products were carried out by using HPLC. The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies. Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

No MeSH data available.


Related in: MedlinePlus