Isolation and structure elucidation of the major degradation products of cefaclor in the solid state

Journal of Pharmaceutical Sciences

Volumn 86, Issue 5, 1997, Pages 540-549

  Dorman, Douglas E ^a   Lorenz, Leslie J ^a   Occolowitz, John L ^a   Spangle, Larry A ^a   Collins, Monte W ^a   Bashore, Fadia N ^a   Baertschi, Steven W ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM ANTIBIOTIC; CEFACLOR;

ARTICLE; DRUG DEGRADATION; DRUG ISOLATION; DRUG STRUCTURE; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SOLID; STRUCTURE ANALYSIS; TEMPERATURE;

EID: 0030998382     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1021/js960428p     Document Type: Article

References (13)

1. Baertschi, S. W.; Dorman, D. E.; Occolowitz, J. L.; Spangle, L. A.; Collins, M. W.; Wildfeuer, M. E.; Lorenz, L. J. J. Pharm.Sci. 1993, 82, 622.
2. Baertschi, S. W.; Dorman, D. E.; Occolowitz, J. L.; Collins, M. W.; Spangle, L. A.; Lorenz, L. J. J. Pharm. Sci. 1997, 86, 526-539 (preceding paper in this issue).
3. Lorenz, L. J.; Bashore, F. N.; Olsen, B. A. J. Chromatogr. Sci. 30, 211, 1992.
4. Cephalosporins and Penicillins Chemistry and Biology; Flynn, E. H., Ed.; Academic: New York, 1972; Chapter 8.
5. Bax, A.; Summers, M. F. J. Am. Chem. Soc. 1986, 108, 2093.
6. GENOA is a computer program designed to generate all candidate structures consistent with the molecular formula and a given set of substructural constraints; cf. Carhart, R. E., et al. J. Org. Chem. 1981, 46, 1708.
7. See "c" in Scheme 1 (ref 2).
8. Bovey F. A. Nuclear Magnetic Resonance Spectroscopy; Academic: New York, 1969; p 79ff.
9. Jackman, L. M.; Sternhell, S. Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, 2nd ed.; Pergamon: New York, 1969; p 215.
10. See Scheme 3 of the accompanying paper (ret 2).
11. Silverstein, R. M.; Bassler, G. C.; Morrill, T. C. Spectrometric Identification of Organic Compounds, 4th ed.; John Wiley and Sons: New York, 1981; p 318.
12. Bulk cefactor is actually a monohydrate. Thus, even under relatively dry solid-state degradation conditions, there is 1 mol of water available for every mole of drug.
13. Skibic M. J.; Taylor, K. W.; Occolowitz, J. L.; Collins, M. W.; Paschal, J. W.; Lorenz, L. J.; Spangle, L. A.; Dorman, D. E.; Baertschi, S. W. J. Pharm. Sci. 1993, 82, 1010.