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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Endothelin antagonists: evaluation of 2,1,3-benzothiadiazole as a methylendioxyphenyl bioisoster.

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.[1]

References

  1. Endothelin antagonists: evaluation of 2,1,3-benzothiadiazole as a methylendioxyphenyl bioisoster. Mederski, W.W., Osswald, M., Dorsch, D., Anzali, S., Christadler, M., Schmitges, C.J., Wilm, C. Bioorg. Med. Chem. Lett. (1998) [Pubmed]
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