Bioorganic and Medicinal Chemistry Letters p. 17 - 22 (1998)
Update date:2022-09-26
Topics:
Mederski, Werner W.K.R.
Osswald, Mathias
Dorsch, Dieter
Anzali, Soheila
Christadler, Maria
Schmitges, Claus-Jochen
Wilm, Claudia
The methylendioxyphenyl group is present in a number of endothelin receptor antagonists thus far reported. By means of a Kohonen neural network we discovered with a benzothiadiazole a bioisosteric replacement instead. This group should be devoid of the negative metabolic interactions with cytochrome P450 ascribed to methylendioxyphenyl in vivo. The synthesis of a potent benzothiadiazole analogue EMD 122801 together with in vitro studies of different methylendioxyphenyl, benzothiadiazole and benzofurazan derivatives is described.
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