Summary
The separation of the diastereoisomeric racemates of salmefamol and labetalol has been investigated systematically. The O-tertiarybutyldimethylsilyl, N-trifluoroacetyl derivatives have been found to give good separation and to provide a method of quantitative analysis suitable for quality control purposes. For labetalol, prior conversion of the amide into nitrile has been found to be necessary.
Similar content being viewed by others
References
Hartley, D., Jack, D., Lunts, L. H. C., andRitchie, A. C., Nature (London)219, 861 (1968).
Richards, D. A., Tuckman, J., andPrichard, B. N. C., J. Clin. Pharmacol.3, 849 (1976).
Osol, A., Pratt, R., andGennara, A. R., The United States Dispensatory, 27th edition, Lippincott Publishers, Philadelphia, 1973, p. 473.
Nakanishi, K. A., Schooley, D. A., Koreeda, M., andMurra, I., J. Amer. Chem. Soc.94, 2865 (1972).
Sarneski, J. L., andRielley, C. N., Analyt. Chem.48, 1303 (1976).
Koreeda, M., Weiss, J., andNakanishi, K. A., J. Amer. Chem. Soc.95, 239 (1973).
Scott, C. J., Petrin, M. J., andMcCorkle, T., J. Chromatog.125, 157 (1976).
Bayer, F. L., Goodley, P. C., andGordon, M., J. Chrom. Sci.11, 443 (1973).
Feibush, B., andSpialter, L., J. Chem. Soc. (B)80, 376 (1971).
Simpson, C. F., J. Chrom. Sci.10, 425 (1972).
Munro, G., Hunt, J. H., Rowe, L. R. andEvans, M. B., J. Pharm. Pharmacol.28, 27 (1976).
Yamasaki, K., Fujita, K., Sakamota, M., Okado, K., Yashida, M., andTanaka, O., Chem. Pharm. Bull.22, 2898 (1974).
Soliman, S. A., Abdine, H., andEl-Nanaey, S., Aust. J. Chem.28, 49 (1975).
Harvey, D. J., andPaton, W. D. M., J. Chromatog.109, 73 (1975).
Stern, R. L., Karger, B. L., Kerne, W. J., andRose, H. C., J. Chromatog.39, 17 (1969).
Brooks, C. J. W., andWatson, J., Gas Chromatography 1968, Editor,Harbourn, C. L. A., Institute of Petroleum, London, 1969, p. 129.
Anthony, G. M., Brooks, C. J. W., andMiddleditch, B. S., J. Pharm. Pharmacol.22, 205 (1970).
Bergmann, H., Chemical Reviews53, 309 (1953).
Beckett, A. H., andWilkinson, G. R., J. Pharm. Pharmacol.17, 1045 (1968).
Santoro, R., Warren, R., andRoberts, G., J. Chromatog.117, 375 (1976).
Kovats, E., Helv. Chim. Acta,41, 1915 (1958).
Hamilton, D. J., andPrice, P. J., Chem. Comm. 265R (1969).
Kumber, P. L., andDybas, R. A., J. Org. Chem.35, 125 (1970).
Barr, D. A., andHazeldine, R. N., Chem. and Ind. 1050 (1956).
White, W. H., J. Amer. Chem. Soc.80, 6011 (1958).
Davidson, D., andSkovronek, H., J. Amer. Chem. Soc.80, 376 (1958).
Evans, M. B., Ph. D. Thesis, London University, 1967.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Munro, G., Hunt, J.H., Rowe, L.R. et al. The quantitative analysis of the diastereoisomers of salmefamol and labetalol by gas-liquid chromatography. Chromatographia 11, 440–446 (1978). https://doi.org/10.1007/BF02314783
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02314783