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ID: ALA3085724

Journal: Bioorg Med Chem Lett

Title: Scaffold hopping approach towards various AFQ-056 analogs as potent metabotropic glutamate receptor 5 negative allosteric modulators.

Authors: Kubas H, Meyer U, Hechenberger M, Klein KU, Plitt P, Zemribo R, Spexgoor HW, van Assema SG, Abel U.

Abstract: The metabotropic glutamate receptor subtype 5 has evolved into a promising target for the treatment of various diseases of the central nervous system, such as Fragile X and L-DOPA induced dyskinesia. One of the most advanced clinical compound is Novartis' AFQ-056 (Mavoglurant), which served us as a template for a scaffold hopping approach, generating a structurally diverse set of potent analogs. Both the limited aqueous solubility and the relatively poor metabolic stability of AFQ-056 were improved with hexahydrocyclopenta[c]pyrrole derivative 54a, which proved to be a valuable candidate for further development.

CiteXplore: 24125886

DOI: 10.1016/j.bmcl.2013.09.059