Pyridine, A Privileged Scaffold in Drug Discovery—The Magic of Phenyl–Pyridyl Switch With 6π-electrons, pyridine is an electron-deficient aromatic heterocycle containing a ring nitrogen atom. The aromatic π-electron system does not require participation of the lone pair of electrons on the nitrogen atom. The ring nitrogen is more electronegative than the ring carbons, making the two α-ring carbons and the γ-ring carbon more electropositive than otherwise would be expected from benzene. In the context of medicinal chemistry, replacement of a CH group with an N atom on a phenyl ring may influence a drug’s molecular and physicochemical properties, as well as its intra- and intermolecular interactions that can translate to improved pharmaceutical profiles. Download the Whitepaper |
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