Substituted indole-5-carboxamides and -acetamides as potent nonpeptide GnRH receptor antagonists

Authors
Ashton, WT Sisco, RM Yang, YT Lo, JL Yudkovitz, JB Cheng, K Goulet, MT
Citation
Wt. Ashton et al., Substituted indole-5-carboxamides and -acetamides as potent nonpeptide GnRH receptor antagonists, BIOORG MED, 11(13), 2001, pp. 1723-1726
Citations number
17
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
13
Year of publication
2001
Pages
1723 - 1726
Database
ISI
SICI code
0960-894X(20010709)11:13<1723:SIA-AP>2.0.ZU;2-P
Abstract
The 2-aryltryptamine class of GnRH receptor antagonists has been modified t o incorporate carboxamide and acetamide substituents at the indole 5-positi on. With either a phenol or methanesulfonamide terminus on the N-aralkyl si de chain, potent binding affinity to the GnRH receptor was achieved. A func tional assay for GnRH antagonism was even more sensitive to structural modi fication and revealed a strong preference for branched tertiary amides. (C) 2001 Elsevier Science Ltd. All rights reserved.