With four imidazopyridine-containing drugs and one pyrazolopyridine-containing drug on the market, bicyclic pyridines containing ring-junction nitrogen are privileged structures in medicinal chemistry. With two nitrogen atoms with potential to serve as hydrogen bond acceptors, imidazopyridines and pyrazolopyridines may boost binding to target proteins and elevate potency. In addition, these structures have found utility in FBDD, covalent inhibitors, reducing metabolic liabilities, and creating novel chemical space and intellectual properties. With many of the advanced intermediates now commercially available, they will find more and more applications in drug discovery.
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Indoline is an aromatic heterocyclic organic compound with the chemical formula C8H9N. The compound is based on the indole structure, but the 2-3 bond is saturated. Indoles and their derivatives continue to inspire the development of synthetic organic chemistry even years after their discovery. The specific scaffold is a privileged structure and is ubiquitous in pharmaceuticals and biologically active compounds. Fused indolines as indole derivatives are of particular interest as they are often found in natural products and bioactives such as strychnine and tryptanthrins (alkaloids), mitosanes and mitosenes (antitumor activity) and isatisine (antiviral activity).
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