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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Pyrrolidine, also known as tetrahydropyrrole, is a saturated five-membered heterocyclic ring, which is miscible with water. Pyrrolidine exists in many alkaloids and drug molecules, such as kappa opioids, antagonists of dopamine D4 receptors, and HIV reverse transcriptase inhibitors.
Imidazolines are a class of heterocycles derived from imidazoles by reduction of one of the two double bonds. Three isomers are known, 2-imidazoline, 3-imidazoline and 4-imidazoline. 2 and 3-imidazolines contain imine centers, while 4-imidazolines contain alkene groups. The 2-imidazoline group occurs in several drugs. Imidazolines are an important class of compounds found in many natural and medicinal products. These compounds are also used as intermediates in the synthesis of organic molecules. Furthermore, chiral imidazolines are widely used as organic catalysts for the synthesis of various natural and synthetic organic compounds.
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