title: Design and synthesis of novel potent and selective integrin alphanubeta3 antagonists--novel synthetic routes to isoquinolinone, benzoxazinone, and quinazolinone acetates.
abstract: An unexpected ring contraction of benzazepinone based alpha(nu)beta(3) antagonists led to the design of quinolinone-type derivatives. Novel and efficient synthetic routes to isoquinolinone, benzoxazinone, and quinazolinone acetates were established. Nanomolar alpha(nu)beta(3) antagonists based on these new scaffolds were prepared. Moreover, benzoxazinones 15a and 15b exhibited high microsomal stability and good permeability.
authors: BASF AG, Main Research Laboratory, D-67056 Ludwigshafen, Germany.
authors: Werner
authors: W
authors: Seitz
authors: Hervé
authors: H
authors: Geneste
authors: Gisela
authors: G
authors: Backfisch
authors: Jürgen
authors: J
authors: Delzer
authors: Claudia
authors: C
authors: Graef
authors: Wilfried
authors: W
authors: Hornberger
authors: Andreas
authors: A
authors: Kling
authors: Thomas
authors: T
authors: Subkowski
authors: Norbert
authors: N
authors: Zimmermann
mesh_terms: D048588:Benzoxazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D004797:Enzyme-Linked Immunosorbent Assay; D039302:Integrin alphaVbeta3 / Q000037:antagonists & inhibitors*; D007546:Isoquinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D048588:Benzoxazines; D039302:Integrin alphaVbeta3; D007546:Isoquinolines; D011799:Quinazolines