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Beziehungen zwischen saluretischer Aktivität und Carboanhydrasehemm wirkung bei aromatischen Sulfonamiden

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Summary

1. The saluretic activity in rats and the carbonic anhydrase inhibitory activity (CAH) in vitro was compared in several aromatic sulphamyl compounds with free and alkylated sulphamyl groups.

2. Saluretic active disulphamylanilines showed a higher degree of CAH than saluretic inactive analogues.

3. No such correlation could be observed in dihydrobenzothiadiazines, which generally exert higher saluretic activity and smaller CAH in vitro than disulphamylanilines. There is however some correlation between the saluretic activity of dihydrobenzothiadiazines and the saluretic activity as well as the CAH in vitro of their corresponding disulphamylanilines, which can be formed by hydrolysis of the former.

4. The two compounds without substituent in the m-amino-position of the benzene nucleus do not fit into the scheme summarized in 2 and 3.

5. In compounds where the sulphamyl groups are alkylated (N-alkylation), no in vitro CAH can be expected. After peroral administration of saluretic active N-alkylated compounds, a CAH could be found in the urine, so that dealkylation can be assumed. CAH seems to be one of the conditions for saluretic activity.

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Literatur

  • Berliner, R. W., and J. Orloff: Carbonic Anhydrase Inhibitors. Pharmacol. Rev. 8, 137 (1956).

    Google Scholar 

  • Beyer, K. H.: The Mechanism of Action of Chlorothiazide. Ann. N.Y. Acad. Sci. 71, 363 (1958).

    Google Scholar 

  • Beyer, K. H., J. E. Baer, J. F. Russo and A. S. Haimbach: Chlorothiazide: The Enhancement of Sodium Chloride Excretion. Fed. Proc. 16, 282 (1957).

    Google Scholar 

  • Kessler, R. H., K. Hierholzer, R. S. Gurd and R. F. Pitts: Localization of Action of Chlorothiazide in the Nephron of the Dog. Amer. J. Physiol. 196, 1346 (1959).

    Google Scholar 

  • Kobinger, W., and F. J. Lund: Investigations into a New Oral Diuretic, Rontyl (6-Trifluoromethyl-7-Sulfamyl-3,4-Dihydro-1,2,4-Benzothiadiazine-1,1-Dioxide) Acta pharmacol. (Kbh.) 15, 265 (1959).

    Google Scholar 

  • Kobinger, W., F. Lund and K. Roholt: Centyl (Bendroflumethiazide). Experimental Studies on a New Oral Diuretic. J. Irish med. Ass. 47, 81 (1960).

    Google Scholar 

  • Kobinger, W., u. U. Katic: Pharmakologische Eigenschaften von Benzylhydroflumethiazid, einem neuen, oral wirksamen Diureticum. Naunyn-Schmiedeberg's Arch. exp. Path. Pharmak. 238, 435 (1960).

    Google Scholar 

  • Lund, F. J., and W. Kobinger: Aromatic Sulphamyl Compounds with Diuretic Action. Acta pharmacol. (Kbh.) 16, 297 (1960).

    Google Scholar 

  • Logemann, W., P. N. Giraldi and M. A. Parenti: Diuretic Activity of Chlorothiazide Derivatives. Nature (Lond.) 182, 1510 (1958).

    Google Scholar 

  • Logemann, W., P. N. Giraldi and M. A. Parenti: Sulphonamides with Diuretic Activity. Nature (Lond.) 184, 1711 (1959).

    Google Scholar 

  • Mann, T., and D. Keilin: Sulphanilamide as a Specific Inhibitor of Carbonic Anhydrase. Nature (Lond.) 146, 164 (1940).

    Google Scholar 

  • Maren, T. H.: Carbonic Anhydrase Inhibitors. J. Pharmacol. exp. Ther. 117, 385 (1956).

    Google Scholar 

  • Maren, T. H., V. J. Ash and E. M. Bailey: A Method for Determination of Carbonic Anhydrase Inhibitors. Particularly of Diamox. Bull. Johns Hopk. Hosp. 95, 244 (1954).

    Google Scholar 

  • Maren, T. H., B. C. Wadsworth, E. K. Yale and L. G. Alonso: Effects of Diamox on Electrolyte Metabolism. Bull. Johns Hopk. Hosp. 95, 277 (1954).

    Google Scholar 

  • Novello, F. C., and J. M. Sprague: Benzothiadiazine Dioxides as Novel Diuretics. J. Amer. chem. Soc. 79, 2028 (1957).

    Google Scholar 

  • Philpot, F. J., and J. St. L. Philpot: A Modified Colorimetric Estimation of Carbonic Anhydrase. Biochem. J. 30, 2191 (1936).

    Google Scholar 

  • Pitts, R. F., F. Krück, R. Lozano, D. W. Taylor, O. P. A. Heidenreich and R. H. Kessler: Studies on the Mechanism of Diuretic Action of Chlorothiazide. J. Pharmacol. exp. Ther. 123, 89 (1958).

    Google Scholar 

  • Vander, A. J., R. L. Malvin, W. S. Wilde and L. P. Sullivan: Localization of the Site of Action of Chlorothiazide by Stop-Flow Analysis. J. Pharmacol. exp. Ther. 125, 19 (1959).

    Google Scholar 

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Authors and Affiliations

  1. Aus der Pharmakologischen und Chemischen Abteilung der Leo Pharmaceutical Products, Kopenhagen-Ballerup

    W. Kobinger, Ulla Katic & F. J. Lund

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  1. W. Kobinger
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  2. Ulla Katic
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  3. F. J. Lund
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Herrn Prof. Dr. Adolf Jarisch, Innsbruck, zum 70. Geburtstag gewidmet.

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Kobinger, W., Katic, U. & Lund, F.J. Beziehungen zwischen saluretischer Aktivität und Carboanhydrasehemm wirkung bei aromatischen Sulfonamiden. Naunyn-Schmiedebergs Arch 240, 469–482 (1961). https://doi.org/10.1007/BF00244940

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  • DOI: https://doi.org/10.1007/BF00244940

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