Identification, preparation and UHPLC determination of process-related impurity in zolmitriptan

Journal of Pharmaceutical and Biomedical Analysis

Volumn 58, Issue 1, 2012, Pages 1-6

  Douša, Michal ^a   Gibala, Petr ^a   Rádl, Stanislav ^a   Klecán, Ondřej ^a   Mandelová, Zuzana ^a   Břicháč, Jiří ^a   Pekárek, Tomáš ^a  

^a Zentiva Prague   (Czech Republic)

Author keywords

Identification; Impurity; Preparation; Zolmitriptan

Indexed keywords

4,4' [2,2' [4 (DIMETHYLAMINO)BUTANE 1,1 DIYL]BIS[3 [2 (DIMETHYLAMINO)ETHYL] 1H INDOLE 5,2 DIYL]]BIS(METHYLENE)DI(OXAZOLIDIN 2ONE); DRUG METABOLITE; UNCLASSIFIED DRUG; ZOLMITRIPTAN;

ARTICLE; DRUG DETERMINATION; DRUG IDENTIFICATION; DRUG IMPURITY; DRUG SYNTHESIS; LIMIT OF DETECTION; LIMIT OF QUANTITATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROCESS OPTIMIZATION; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

CHEMISTRY TECHNIQUES, SYNTHETIC; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DRUG CONTAMINATION; LIMIT OF DETECTION; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; OXAZOLES; OXAZOLIDINONES; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET; TRYPTAMINES;

EID: 80255133187     PISSN: 07317085     EISSN: 1873264X     Source Type: Journal    
DOI: 10.1016/j.jpba.2011.08.043     Document Type: Article

References (18)

1. Johnson K.W., Schaus J.M., Durkin M.M., Audia J.E., Kaldor S.W., Flaugh M.E., Adham N., Zgombick J.M., Cohen M.L., Branchek T.A., Phebus L.A. 5-HT1F receptor agonists inhibit neurogenic dural inflammation in guinea pigs. Neuroreport 1997, 8:2237-2240.
2. Whale R., Bhagwagar Z.A., Cowen P.J. Zolmitriptan induced growth hormone release in humans mediated by 5-HT1D receptors?. Psychopharmacology 1999, 145:223-226.
3. Dixon R., Warrander A. The clinical pharmacokinetics of zolmitriptan. Cehpalalgia 1997, 17(Suppl. 18):15-20.
4. Zhang Z., Xu F., Tian J.Y., Li W., Mao G. Quantification of zolmitriptan in plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry. J. Chromatogr. B 2004, 813:227-233.
5. Clement E.M., Franklin M. Simultaneous measurement of zolmitriptan and its major metabolites N-desmethylzolmitriptan and zolmitriptan N-oxide in human plasma by high-performance liquid chromatography with coulometric detection. J. Chromatogr. B 2002, 766:339-343.
6. Chen J., Jiang X.G., Jiang W.M., Mei N., Gao X.L., Zhang Q.Z. High-performance liquid chromatographic analysis of zolmitriptan in human plasma using fluorescence detection. J. Pharm. Biomed. Anal. 2004, 35:639-645.
7. Vijayakumar E.K.S., Samel M.A., Bhalekar S.B., Pakhale S.M. A new stability indicating HPLC method for related substances in zolmitriptan. Ind. J. Pharm. Sci. 2010, 72:119-122.
8. Rao B.M., Srinivasu M.K., Sridhar G., Kumar P.R., Chandrasekhar L.B., Islam A. A stability indicating LC method for zolmitriptan. J. Pharm. Biomed. Anal. 2005, 39:503-509.
9. Miglani A., Kumar P., Negi B., Gautam H.D. Isolation and characterization of the zolmitriptan unknown impurity by chromatographic and mass spectroscopy. Anal. Chem. 2010, 9:12-16.
10. A.D. Robertson, A.P. Hill, R.C. Glen, G.R. Martin, US Patent 5,466,699 (1995).
11. Dittmann K., Pindur U. Darstellung und NMR-spektroskopie Charakterisierung von 2,2'-Bis(methylindolyl)-aryl-methanen. Arch. Pharm. 1985, 318:340-350.
12. Bandgar B.P., Bettigeri S.V., Joshi N.S. Hexamethylenetetraamine-bromine catalyzed rapid and efficient synthesis of bis(indolyl)methanes. Monatsh. Chem. 2004, 135:1265-1273.
13. Chakrabarty M., Ghosh N., Basak R., Harigaya Y. A facile and efficient synthesis of 2,2-bis(3'/2'-indolyl)ethylamines and three bisindolic natural products. Synth. Commun. 2004, 34:421-434.
14. Sunder Raj T.J., Bharathi C., Kumar M.S., Prabahar J., Kumar P.N., Sharma H.K., Parikh K. Identification, isolation and characterization of process-related impurities in Rizatriptan benzoate. J. Pharm. Biomed. Anal. 2009, 49:156-162.
15. ICH Harmonised Tripartite Guidelines Q3A(R2) Impurities in New Drug Substances, 2006.
16. European Pharmacopoeia 2009, Council of Europe, Strasbourg, pp. 4407-4413. 6th ed.
17. ICH Q2(R1), Validation of Analytical Procedures, Step 4 version, 2005.
18. Van Loco J., Elskens M., Croux Ch., Beernaert H. Linearity of calibration curves: use and misuse of the correlation coefficient. Accredit. Qual. Assur. 2002, 7:281-285.