Studies on v-triazoles. 7. Antiallergic 9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazoles
- 1 February 1983
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 26 (2) , 251-254
- https://doi.org/10.1021/jm00356a025
Abstract
A series of the title compounds was prepared by cyclization of the appropriate 5-(aryloxy)-v-triazole-4-carboxylic acids and evaluated for antiallergic activity by the rat passive cutaneous anaphylaxis (PCA) screen. The most potent compounds were 6-(mesyloxy)-9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazole and its 5-methyl homolog, which were some 10-fold more potent than disodium cromoglycate. Dialkyl derivatives, especially those substituted at C-5 and C-6 or C-6 and C-7, and 6-methoxy compounds were also among the more potent compounds. One compound, 6,7-dimethyl-9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazole, was further evaluated and shown to be a potent inhibitor of rat PCA when given orally.This publication has 4 references indexed in Scilit:
- Studies on v-triazoles. Part 4. The 4-methoxybenzyl group, a versatile N-protecting group for the synthesis of N-unsubstituted v-triazolesJournal of the Chemical Society, Perkin Transactions 1, 1982
- Studies onv-triazoles. Part III. On the nitration of 9-oxo-1H,9H-benzopyrano[2,3-d]-v-triazoleJournal of Heterocyclic Chemistry, 1982
- Studies on v‐triazoles. Part II. Synthesis of 9‐oxo‐1H,9H‐benzopyrano[2,3‐d]‐v‐triazolesJournal of Heterocyclic Chemistry, 1981
- Synthesis and antiallergic activity of 2-hydroxy-3-nitro-1,4-naphthoquinonesJournal of Medicinal Chemistry, 1977