The pentafluorosulfanyl group in cannabinoid receptor ligands: synthesis and comparison with trifluoromethyl and tert-butyl analogues

Author:

Altomonte Stefano1234,Baillie Gemma L.5678,Ross Ruth A.5678,Riley Jennifer91011,Zanda Matteo123412

Affiliation:

1. Kosterlitz Centre for Therapeutics

2. Institute of Medical Sciences and “John Mallard” Scottish PET Centre

3. University of Aberdeen

4. Aberdeen AB25 2ZD, UK

5. Medical Sciences Building

6. University of Toronto

7. 1 King's College Circle

8. Toronto, Canada

9. Drug Discovery Unit

10. University of Dundee

11. Dundee, UK

12. C.N.R.-Istituto di Chimica del Riconoscimento Molecolare

Abstract

Competitive CB1 receptor antagonists carrying an aromatic SF5 group in position 3 of a pyrazole ring were synthesised and compared with their CF3 and tert-butyl analogues. Results confirmed that an aromatic SF5 group can be used as a bioisosteric analogue of a CF3 group and possibly of a bulky aliphatic group too.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

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