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  • Scientia Pharmaceutica is published by MDPI from Volume 84 Issue 3 (2016). Previous articles were published by another publisher in Open Access under a CC-BY (or CC-BY-NC-ND) licence, and they are hosted by MDPI on mdpi.com as a courtesy and upon agreement with Austrian Pharmaceutical Society (Österreichische Pharmazeutische Gesellschaft, ÖPhG).
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28 December 2001

Zur Farbreaktion von Amiloridhydrochlorid Ph. Eur. †

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1
Institut für Pharmazeutische Chemie der Technischen Universität Braunschweig, Beethovenstraße 55, D-38106 Braunschweig
2
Institut für Anorganische und Analytische Chemie der Technischen Universität Braunschweig, Hagenring 30, D-38106 Braunschweig
3
Institut für Pharmazeutische Chemie und Pharmazeutische Technologie der Karl-Franzens-Universität Graz, Schubertstraße 1, A-8010 Graz
*
Author to whom correspondence should be addressed.

Abstract

The reaction of amiloride hydrochloride (1.HCI) with bromine in alkaline solution generated a yellow-brown dehydrogenation product, which tumed out as 3-(3-amino-I,2,4-oxadiazol-5-yl)-5-chloro-2,6-pyrazinediamine (2). The structure was deduced from the MS and the NMR spectra of 2 with the help of comparisons with corresponding spectra of amiloride (1) and reference substances 3 - 5. The agreement of all relevant data of the product and of authentical oxadiazolylpyrazine 2 as weil as the accomplished X-ray analysis confirmed the postulated structure. The mechanism of the formation of 2 is also discussed.

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