Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 20, Issue 24, Pages 7483-7487Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2010.10.006
Keywords
Calcium sensing receptor; Calcimimetics; Hyperparathyroidism; Parathyroid hormone; Calindol; Aziridine
Categories
Funding
- Institut de Chimie des Substances Naturelles
- ANR [ANR-07-PHYSIO-027-02]
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The design, synthesis and calcimimetic properties of various cyclic sulfonamides and sulfamates are described. The latter were prepared from the corresponding o-alkenylarenesulfonamides via copper-or rhodium-catalyzed intramolecular aziridination. The size of the cyclic sulfonamide rings as well as the position of the crucial (R)-naphthylethylamine substituent significantly affected calcimimetic activity. The most active compounds were the six-and seven-membered sulfonamides 30a and 31a and sulfamate 34a. (C) 2010 Elsevier Ltd. All rights reserved.
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