LC determination of impurities in methoxsalen drug substance: Isolation and identification of isopimpinellin as a major impurity by atmospheric pressure chemical ionization LC/MS and NMR

Journal of Pharmaceutical and Biomedical Analysis

Volumn 33, Issue 4, 2003, Pages 627-637

  Lehr, Gary J ^a   Barry, Thomas L ^a   Franolic, John D ^a   Petzinger, Glenn ^a   Scheiner, Peter ^b  

^a CENTER FOR DRUG EVALUATION AND RESEARCH   (United States)

^b CITY UNIVERSITY OF NEW YORK   (United States)

Author keywords

Ammidin; Atmospheric ionization mass spectrometry; Bergapten; Furanocoumarins; Impurities; Isopimpinellin; Liquid chromatography; Methoxsalen; NMR spectroscopy

Indexed keywords

BERGAPTEN; ISOPIMPINELLIN; METHANOL; METHOXSALEN; PENTOSALEN; PHENYL GROUP;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONCENTRATION (PARAMETERS); DRUG IDENTIFICATION; DRUG IMPURITY; DRUG INDUSTRY; DRUG ISOLATION; ELUTION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SEPARATION TECHNIQUE;

EID: 0242541169     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0731-7085(03)00353-4     Document Type: Article

References (28)

1. International Conference on the Harmonization of the Technical Requirements for Registration of Pharmaceuticals for Human Use (ICH) Q3A(R): 'Impurities in New Drug Substances' (Revised Guideline) (1999).
2. Fed. Register 65 (140) (2000) 45085-45090.
3. Food and Drug Administration, Center for Drug Evaluation and Research (CDER) Draft Guidance, 'NDAs: Impurities in Drug Substances,' (issued December 1998).
4. Food and Drug Administration, Center for Drug Evaluation and Research (CDER) Draft Guidance, 'ANDAs: Impurities in Drug Substances,' (issued June 1998).
5. Food and Drug Administration, Guidance for Industry: 'Manufacture, Processing, or Holding of Active Pharmaceutical Ingredients,' (issued September 1996).
6. Other Impurities, in Foreign Substances and Impurities, in General Notices and Requirements, USP 24, US Pharmacopeial Convention, Inc., Rockville, MD, 2000, p. 7.
7. Gorog S., Balogh G., Gazdag M. J. Pharm. Biomed. Anal. 9:1991;829-833.
8. Qin X.-Z., Ip D.P., Chang K.H.-C., Dradransky P.M., Brooks M.A., Sakuma T. J. Pharm. Biomed. Anal. 12:1994;221-233.
9. Balogh G., Csizer E., Ferency G.G., Halmos Z., Herenyi B., Horvath P., Lauko A., Gorog S. Pharm. Res. 12:(2):1995;295-298.
10. W. Yip, P. Harmon, R. Reed, R.J. Tyrrell, Proceedings of the 44th ASMS Conference on Mass Spectrometry and Allied Topics, Portland, OR, May 12-16, 1996.
11. Burns R.B., Burtons R.W., Albon S.P., Embree L. J. Pharm. Biomed. Anal. 14:1996;367-372.
12. Lin G., McKay G., Midha K.K. J. Pharm. Biomed. Anal. 14:1996;1561-1577.
13. Zhao Z., Wang Q., Tsai E.W., Qin X.-Z., Ip D. J. Pharm. Biomed. Anal. 20:1999;129-136.
14. Lehr G.J., Barry T.L., Petzinger G., Hanna G.M., Zito S.W. J. Pharm. Biomed. Anal. 19:1999;373-389.
15. Franolic J.D., Lehr G.J., Barry T.L., Petzinger G. J. Pharm. Biomed. Anal. 26:2001;651-663.
16. Mahuzier F., Carreau O., Pascal M., Machali C., Lebret P., Locq S., Forlot P. Fitzpatrick T.B., Forlot P., Pathak M.A., Urbach F. Psoralens: Past, Present, and Future of Photochemoprotection and other Biological Activities. 1989;John Libbey Eurotext, Paris.
17. McNeely W., Goa K.L. Drugs. 56:(4):1998;667-690.
18. Sellers E.M., Kaplan H.L., Tyndale R.F. Clin. Pharmacol. Ther. 68:(1):2000;35-43.
19. Chouchi D., Barth D. J. Chromatogr. 672:1994;177.
20. Herst J.E. Chem. Res. Toxicol. 2:1989;69.
21. Dercks W., Trumble J.T., Winter C. J. Chem. Ecol. 16:1990;443.
22. Ivie G.W., Beier R.C., Holt D.L. J. Agric. Food. Chem. 30:(3):1982;413-416.
23. Chaudhary S.K., Ceska O., Warrington P.J., Ashwood-Smith M.J. J. Agric. Food. Chem. 33:(6):1985;1153-1157.
24. Beier R.C. J. Liq. Chromatogr. 10:(8):1923;1932-1985.
25. Erdelmeier C.A.J., Meier B., Sticher O. J. Chromatogr. 346:1985;456-460.
26. Wawrzynowicz T., Waksmundzka-Hajnos M. J. Liq. Chromatogr. 13:(20):1990;3925-3940.
27. Cardoso C.L., Vilegas W., Honda N.K. J. Pharm. Biomed. Anal. 22:2000;203-214.
28. USP 24, p. 1073, US Pharmacopeial Convention, Inc, Rockville, MD, 2000.