title: Substituted indole-5-carboxamides and -acetamides as potent nonpeptide GnRH receptor antagonists.
abstract: The 2-aryltryptamine class of GnRH receptor antagonists has been modified to incorporate carboxamide and acetamide substituents at the indole 5-position. With either a phenol or methanesulfonamide terminus on the N-aralkyl side chain, potent binding affinity to the GnRH receptor was achieved. A functional assay for GnRH antagonism was even more sensitive to structural modification and revealed a strong preference for branched tertiary amides.
authors: Department of Medicinal Chemistry, Merck Research Laboratories, PO Box 2000, 07065-0900, Rahway, NJ, USA. wally_ashton@merck.com
authors: W T
authors: WT
authors: Ashton
authors: R M
authors: RM
authors: Sisco
authors: Y T
authors: YT
authors: Yang
authors: J L
authors: JL
authors: Lo
authors: J B
authors: JB
authors: Yudkovitz
authors: K
authors: K
authors: Cheng
authors: M T
authors: MT
authors: Goulet
mesh_terms: D000577:Amides / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011485:Protein Binding; D011966:Receptors, LHRH / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000577:Amides; D007211:Indoles; D011966:Receptors, LHRH