title: The TosMIC approach to 3-(oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors.
abstract: A modified approach to the synthesis of 3-(oxazolyl-5-yl) indoles is reported. This method was applied to the synthesis of series of novel indole based inhibitors of inosine monophosphate dehydrogenase (IMPDH). The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given.
authors.affiliation: Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ 08543-4000, USA. dharm@bms.com
authors.forename: T G Murali
authors.initials: TG
authors.lastname: Dhar
authors.forename: Zhongqi
authors.initials: Z
authors.lastname: Shen
authors.forename: Catherine A
authors.initials: CA
authors.lastname: Fleener
authors.forename: Katherine A
authors.initials: KA
authors.lastname: Rouleau
authors.forename: Joel C
authors.initials: JC
authors.lastname: Barrish
authors.forename: Diane L
authors.initials: DL
authors.lastname: Hollenbaugh
authors.forename: Edwin J
authors.initials: EJ
authors.lastname: Iwanowicz
mesh_terms: D001665:Binding Sites; D003486:Cyanides / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D007168:IMP Dehydrogenase / Q000037:antagonists & inhibitors*; D007211:Indoles / Q000138:chemical synthesis / Q000494:pharmacology*; D008213:Lymphocyte Activation / Q000187:drug effects; D013329:Structure-Activity Relationship; D013601:T-Lymphocytes / Q000187:drug effects; D014407:Tumor Cells, Cultured
chemical_list: D003486:Cyanides; D004791:Enzyme Inhibitors; D007211:Indoles; C469613:tosylmethyl isocyanide; D007168:IMP Dehydrogenase