The TosMIC approach to 3-(oxazol-5-yl) indoles: application to the synthesis of indole-based IMPDH inhibitors.
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.
Dhar
T G Murali
TG
Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ 08543-4000, USA. dharm@bms.com
Shen
Zhongqi
Z
Fleener
Catherine A
CA
Rouleau
Katherine A
KA
Barrish
Joel C
JC
Hollenbaugh
Diane L
DL
Iwanowicz
Edwin J
EJ
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
D003486:Cyanides; D004791:Enzyme Inhibitors; D007211:Indoles; C469613:tosylmethyl isocyanide; D007168:IMP Dehydrogenase