Synthesis of Aryl Propionamide Scaffold Containing a Pentafluorosulfanyl Moiety as SARMs

The pentafluorosulfane (SF(5)) group, as a more electronegative bioisostere than the trifluoromethyl (CF(3)) group, has been gaining greater attention and increasingly reported usage in medicinal chemistry. Ostarine is the selective androgen receptor modulators (SARMs) containing a CF(3) group in cl...

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Detalles Bibliográficos
Autores principales: Shao, Pingxuan, Zhou, Yan, Yang, Dehua, Wang, Ming-Wei, Lu, Wei, Jin, Jiyu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930600/
https://www.ncbi.nlm.nih.gov/pubmed/31757115
http://dx.doi.org/10.3390/molecules24234227
Descripción
Sumario:The pentafluorosulfane (SF(5)) group, as a more electronegative bioisostere than the trifluoromethyl (CF(3)) group, has been gaining greater attention and increasingly reported usage in medicinal chemistry. Ostarine is the selective androgen receptor modulators (SARMs) containing a CF(3) group in clinical trial III. In this study, 21 ostarine derivatives for replacing the CF(3) group with SF(5) substituents were synthesized. Some SF(5)-derivatives showed androgen receptor (AR) agonistic activities in vitro. The results pointed to the potential of using this scaffold to develop new AR agonists.

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