SYNTHESIS AND PROPERTIES OF (1-AZABICYCLO[2.2.2]OCT-3-YL)-ALPHA-(METHOXYIMINO) ACETONITRILE, A NOVEL FUNCTIONALLY SELECTIVE MUSCARINIC PARTIAL AGONIST())
Sm. Bromidge et al., SYNTHESIS AND PROPERTIES OF (1-AZABICYCLO[2.2.2]OCT-3-YL)-ALPHA-(METHOXYIMINO) ACETONITRILE, A NOVEL FUNCTIONALLY SELECTIVE MUSCARINIC PARTIAL AGONIST()), Journal of the Chemical Society, Chemical Communications, (18), 1994, pp. 2189-2190
The (Z)-N-methoxy imidoyl nitrile functionality is a novel methyl este
r bioisostere, which, when substituted onto the quinuclidine ring syst
em gives the title compound 1, a stable, brain penetrant and functiona
lly selective muscarinic; partial agonist; X-ray studies confirm the c
onfigurational assignment and reveal that the imino and cyano bond len
gths are consistent with those expected for formal double and triple b
onds, respectively.