Chiral purity assay for Flindokalner using tandem mass spectrometry: Method development, validation, and benchmarking

Journal of Pharmaceutical and Biomedical Analysis

Volumn 43, Issue 5, 2007, Pages 1602-1608

  Young, Brandy L ^a   Cooks, R G ^a   Madden, Michelle C ^b   Bair, Michael ^c   Jia, Jingpin ^b   Aubry, Anne Françoise ^b   Miller, Scott A ^b  

^a PURDUE UNIVERSITY   (United States)

^b BRISTOL MYERS SQUIBB   (United States)

^c FLORIDA STATE UNIVERSITY   (United States)

Author keywords

Chiral chromatography; Circular dichroism; Kinetic method; Tandem mass spectrometry; Trimeric cluster ion

Indexed keywords

ACETIC ACID; ACETONITRILE; AMMONIUM ACETATE; FLINDOKALNER; FLOXURIDINE; LITHIUM CHLORIDE; METHANOL; POTASSIUM CHANNEL STIMULATING AGENT; UNCLASSIFIED DRUG;

ACCURACY; ARTICLE; ASSAY; CHIRALITY; CIRCULAR DICHROISM; GAS; KINETICS; LIQUID CHROMATOGRAPHY; NEUROPROTECTION; PRIORITY JOURNAL; QUALITY CONTROL; SEPARATION TECHNIQUE; STANDARD; TANDEM MASS SPECTROMETRY; THERMAL ANALYSIS; ULTRAVIOLET RADIATION; VALIDATION PROCESS;

BENCHMARKING; CHROMATOGRAPHY, LIQUID; KINETICS; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; PHARMACEUTICAL PREPARATIONS; QUALITY CONTROL; REFERENCE STANDARDS; REPRODUCIBILITY OF RESULTS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEREOISOMERISM; TANDEM MASS SPECTROMETRY;

EID: 33947432771     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2006.12.027     Document Type: Article

References (39)

1. Chen P. Angew. Chem. Int. Ed. 42 (2003) 2832-2847
2. Stinson S.C. Chem. Eng. News 78 (2000) 55-79
3. Morken J.P., Evans M.A., Morken J.P., and Morken J.P. J. Am. Chem. Soc. 124 (2002) 9020-9021
4. Beesley T.E., and Scott R.P.W. Chiral Chromatography (1998), John Wiley & Sons Inc., New York
5. Tang Y., Zukowski J., and Armstrong D.W.I. J. Chromatogr A 743 (1996) 261-271
6. Zhu X., Lin B., Jakob A., Wuerthner S., and Koppenhoefer B. Electrophoresis 20 (1999) 1878-1889
7. Blaschke G., and Chankvetadze B. J. Chromatogr. A 875 (2000) 3-25
8. Hattori T., Minato Y., Yao S., Finn M.G., and Miyano S. Tetrahedron Lett. 42 (2001) 8015-8018
9. Ward T.J., and Hamburg D.M. Anal. Chem. 76 (2004) 4635-4644
10. FDA, Guidance for Industry, August 2000.
11. Finn M.G. Chirality 14 (2002) 534-540
12. Young B.L., Wu L., and Cooks R.G. In: Busch K.W., and Busch M.A. (Eds). Mass Spectral Methods of Chiral Analysis (2006), Elsevier B.V., Oxford pp. 593-658
13. Sawada M. Mass Spectrom. Rev. 16 (1997) 73-90
14. Tao W.A., and Cooks R.G. Anal. Chem. 75 (2003) 25A-31A
15. Lebrilla C.B. Acc. Chem. Res. 34 (2001) 653-661
16. Grigorean G., Ramirez J., Ahn S.H., and Lebrilla C.B. Anal. Chem. 72 (2000) 4275-4281
17. Sawada M. In: Nibbering N.M.M. (Ed). Chiral Compounds (2004), Elsevier
18. Guo J., Wu J., Siuzdak G., and Finn M.G. Angew. Chem. Int. Ed. 38 (1999) 1755-1758
19. Diaz D.D., Yao S., and Finn M.G. Tetrahedron Lett. 42 (2001) 2617-2619
20. Yao S., Meng J., Siuzdak G., and Finn M.G. J. Org. Chem. 68 (2003) 2540-2546
21. Brewer B.N., Zu C., and Koscho M.E. Chirality 17 (2005) 456-463
22. Zhang D., Krishna R., Wang L., Zeng J., Mitroka J., Dai R., Narasimhan N., Reeves R.A., Srinivas N.R., and Klunk L.J. Drug Metab. Dispos. 33 (2005) 83-93
23. Hewawasam P., Gribkoff V.K., Pendri Y., Dworetzky S.I., Meanwell N.A., Martinez E., Boissard C.G., Post-Munson D.J., Trojnacki J.T., Yeleswaram K., Pajor L.M., Knipe J., Gao Q., Perrone R., and Starrett J.E. Bioorg. Med. Chem. Lett. 12 (2002) 1023-1026
24. Jensen B.S. CNS Drug Rev. 8 (2003) 353-360
25. Gribkoff V.K., Starrett Jr. J.E., Dworetzky S.I., Hewawasam P., Boissard C.G., Cook D.A., Frantz S.W., Heman K., Hibbard J.R., Huston K., Johnson G., Krishnan B.S., Kinney G.G., Lombardo L.A., Meanwell N.A., Molinoff P.B., Myers R.A., Moon S.L., Ortiz A., Pajor L., Pieschl R.L., Post-Munson D.J., Signor L.J., Srinivas N., Taber M.T., Thalody G., Trojnacki J.T., Wiener H., Yeleswaram K., and Yeola S.W. Nat. Med. 7 (2001) 471-477
26. Hewawasam P., Erway M., Moon S.L., Knipe J., Weiner H., Boissard C.G., Post-Munson D.J., Gao Q., Huang S., Gribkoff V.K., and Meanwell N.A. J. Med. Chem. 45 (2002) 1487-1499
27. Dischino D.D., Gribkoff V.K., Starrett J.E., Rinehart J., Spears T., Hewawasam P., and Luke G. J. Label. Compd. Radiopharm. 46 (2003) 139-149
28. Baker B.R., and Garrell R.L. Faraday Discuss. 126 (2004) 209-222
29. Cooks R.G., Patrick J.S., Kotiaho T., and McLuckey S.A. Mass Spectrom. Rev. 13 (1994) 287-339
30. Cooks R.G., and Wong P.S.H. Acc. Chem. Res. 31 (1998) 379-386
31. Meyers V.R., and Rais M. Chirality 1 (1989) 167-169
32. Davankov V.A., Meyer V., and Rais M. Chirality 2 (1990) 208-210
33. Davankov V.A. Chirality 9 (1997) 99-102
34. Wu L., Meurer E.C., Young B., Yang P., Eberlin M.N., and Cooks R.G. Int. J. Mass Spectrom. 231 (2004) 103-111
35. Schug K.A., and Lindner W. J. Sep. Sci. 28 (2005) 1932-1955
36. Wu L., Tao A.W., and Cooks R.G. J. Mass Spectrom. 38 (2003) 386-393
37. Wu L., Clark R.L., and Cooks R.G. Chem. Commun. 137 (2003) 136-137
38. Zheng X., and Cooks R.G. J. Phys. Chem. A 106 (2002) 9939-9946
39. FDA. Innovation Stagnation: Challenge and Opportunity on the Critical Path to New Medical Products (2005), U.S. Department of Health and Human Services Food and Drug Administration