Camphor nitroimine: a key building block in unusual transformations and its applications in the synthesis of
Emerson Teixeira da Silva1, Luciano da Silva Santos1,2, Gabriel Fernandes de Andrade1
1Laboratório de Síntese de Substâncias contra Doenças Tropicais-SSCDT, Departamento de Fármacos, Farmanguinhos-Fiocruz, Rio de Janeiro, Brazil.
Abstract:
The development of new drugs requires a lot of time and high financial investments. It involves a research network in which there is the participation of several researchers from different areas. For a new drug to reach the market, thousands of substances must be evaluated. There are several tools for this and the use of suitable building blocks can facilitate the process by allowing a lead compound to have suitable parameters. These compounds are key structures containing special functional groups that also permit adequate synthetic transformations, leading to several structures of interest in a short period of time. In this review, the use of camphor nitroimine as a potential key building block is explored. Derived from camphor, an abundant natural product present in various plant species, this nitroimine has proved to be quite versatile, allowing the access to substances with miscellaneous biological activities, ligands to asymmetric catalysis, asymmetric oxidants, O-N transfer agents and other applications. Its easy conversion to camphecene and other derivatives is described, as well as their applications in medicinal chemistry. Druglikeness analyses were performed on these studied agents as well as on their bioactive derivatives in order to assess their use in the development of potential drugs.
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