Four racemic phenyl-substituted analogues 3-6 of the potent nicotinic agonist UB-165 1 have been synthesised and evaluated against the alpha(4)beta(2), alpha(3)beta(4), and alpha(7) neuronal nicotinic receptors. The 2'-phenyl derivative 3 shows no activity at these major receptor subtypes. while the 4'-phenyl analogue 4 shows an enhanced level Of a7 selectivity as compared to UB-165 and deschloro UB-165 2. These results are discussed within the context of recent pharmacophore models.
Karig, G., Large, J. M., Sharples, C. G. V., Sutherland, A., Gallagher, T., & Wonnacott, S. (2003). Synthesis and nicotinic binding of novel phenyl derivatives of UB-165. Identifying factors associated with alpha 7 selectivity. Bioorganic & Medicinal Chemistry Letters, 13(17), 2825-2828. https://doi.org/10.1016/s0960-894x(03)00594-8