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Synthesis of Aryl Propionamide Scaffold Containing a Pentafluorosulfanyl Moiety as SARMs

by Pingxuan Shao 1,†, Yan Zhou 2,†, Dehua Yang 2, Ming-Wei Wang 2,*, Wei Lu 1 and Jiyu Jin 1,*
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China
The National Center for Drug Screening and the CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences (CAS), 189 Guo Shou Jing Road, Shanghai 200062, China
Authors to whom correspondence should be addressed.
These two authors contributed equally to this work.
Molecules 2019, 24(23), 4227;
Received: 18 October 2019 / Revised: 15 November 2019 / Accepted: 18 November 2019 / Published: 20 November 2019
(This article belongs to the Section Chemical Biology)
The pentafluorosulfane (SF5) group, as a more electronegative bioisostere than the trifluoromethyl (CF3) group, has been gaining greater attention and increasingly reported usage in medicinal chemistry. Ostarine is the selective androgen receptor modulators (SARMs) containing a CF3 group in clinical trial III. In this study, 21 ostarine derivatives for replacing the CF3 group with SF5 substituents were synthesized. Some SF5-derivatives showed androgen receptor (AR) agonistic activities in vitro. The results pointed to the potential of using this scaffold to develop new AR agonists. View Full-Text
Keywords: pentafluorosulfanyl; aryl propionamide; androgen receptor; agonist; SARMs pentafluorosulfanyl; aryl propionamide; androgen receptor; agonist; SARMs
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Shao, P.; Zhou, Y.; Yang, D.; Wang, M.-W.; Lu, W.; Jin, J. Synthesis of Aryl Propionamide Scaffold Containing a Pentafluorosulfanyl Moiety as SARMs. Molecules 2019, 24, 4227.

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