Piperidine is an azacycloalkane that is cyclohexane in which one of the carbons is replaced by a nitrogen. Although piperidine is a common organic compound, it is an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.
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Bridged ring compound refers to any two rings in the compound, which share two non-directly connected carbon atoms, and are classified into bicyclic hydrocarbons, tricyclic hydrocarbons, tetracyclic hydrocarbons, etc. Carbon atoms used in two or more rings are bridgehead carbon atoms, and the bond connecting the bridgehead carbon atoms is called a bridge. Bridged ring compounds are a class of organic compounds that are widely present in nature and usually have important physiological activities, such as the famous anticancer drug paclitaxel and antimalarial drug artemisinin.
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A spiro compound is a polycyclic compound in which two monocyclic rings share one carbon atom; the shared carbon atom is called a spiro atom. Spiro compounds have rigid structures, stable structures, and have special properties that general organic compounds do not possess, such as anomeric effect, spiro conjugation and spiro hyperconjugation. Compared with the monocyclic structure or the planar aromatic structure, the spiro structure has a larger three-dimensional structure; the heterocyclic spiro structure is also regarded as the biological isostere of some groups, which can change the drug to a certain extent. The water solubility, lipophilicity, dominant conformation and ADMET properties of the molecule make the optimized lead molecule easier to drug. Therefore, spiro compounds occupy a very important position in drug development.
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Cyclopropane is the smallest cyclic compound with unique structural features and physicochemical properties, which is widely used in the design of small molecule drugs. In drug design, it is often used to increase activity, fix conformation and improve PK and water solubility. The introduction of cyclopropyl groups into drugs can change various properties of molecules, such as improving metabolic stability; increasing biological activity; enhancing drug efficacy; limiting polypeptide conformation and slowing down its hydrolysis; reducing plasma clearance; improving drug dissociation and many more. Cyclopropane rings are widely found in marketed drugs, including cardiovascular drugs, central nervous system (CNS) drugs, anticancer drugs, autoimmune and anti-inflammatory drugs.
Oxazolidines are five-membered ring compounds consisting of three carbons, nitrogen and oxygen. Oxygen and nitrogen are in the 1 and 3 positions, respectively. Oxazolidine is in general yellow or slightly yellow, alkaline liquid or solid, easily hydrolyzed by water or alcohol. It is insoluble in water (or hydrolyzed); soluble in benzene and chloroform. Oxazolidine derivatives are five-membered cyclic compounds containing at least one oxygen and nitrogen in their molecular structure. Oxazolidine derivatives are known to possess various therapeutic activities, such as anticancer and antibiotic properties.
Tetrahydrofuran is a heterocyclic organic compound with the molecular formula C4H8O. Tetrahydrofuran belongs to ethers and is the complete hydrogenation product of furan. It is a colorless, water-miscible organic liquid with small viscosity at normal temperature and pressure. Because of its long liquid range, it is a commonly used medium polar aprotic solvent. Its main use is as a precursor of high molecular polymers.
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