title: Benzimidazole derivatives as novel nonpeptide luteinizing hormone-releasing hormone (LHRH) antagonists. Part 2: Benzimidazole-5-sulfonamides.
abstract: The 2-cyclopropyl substituted benzimidazole 2 has been used as a starting point for further optimization of an LHRH antagonist series. SAR studies revealed that a tert-butyl urea fragment connected through a simple carbon chain would improve activity. Further modification of the benzylsulfonamide moiety led to the discovery of 23 (IC(50): 4.2 nM).
authors.affiliation: Department of Chemistry, Research Center Kyoto, Bayer Yakuhin, Ltd, Kizu, Soraku, Kyoto 619-0216, Japan.
authors.forename: Yingfu
authors.initials: Y
authors.lastname: Li
authors.forename: Mikayo
authors.initials: M
authors.lastname: Kataoka
authors.forename: Miyuki
authors.initials: M
authors.lastname: Tatsuta
authors.forename: Kayo
authors.initials: K
authors.lastname: Yasoshima
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yura
authors.forename: Klaus
authors.initials: K
authors.lastname: Urbahns
authors.forename: Atsushi
authors.initials: A
authors.lastname: Kiba
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Yamamoto
authors.forename: Jang B
authors.initials: JB
authors.lastname: Gupta
authors.forename: Kentaro
authors.initials: K
authors.lastname: Hashimoto
mesh_terms: D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D007987:Gonadotropin-Releasing Hormone / Q000037:antagonists & inhibitors*; D006801:Humans; D020128:Inhibitory Concentration 50; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology; D014508:Urea
chemical_list: D001562:Benzimidazoles; D013449:Sulfonamides; D007987:Gonadotropin-Releasing Hormone; D014508:Urea