4'-Fluorocannabidiol

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4'-Fluorocannabidiol
HUF-101.svg
Legal status
Legal status
Identifiers
CAS Number 1619228-89-5
PubChem (CID) 76285390
ChemSpider 58191436
Chemical and physical data
Formula C21H29FO2
Molar mass 332.46 g·mol−1
3D model (Jmol) Interactive image

4'-Fluorocannabidiol (also known as HUF-101 and 4'-F-CBD) is a fluorinated cannabidiol derivative that has more potent anxiolytic, antidepressant, antipsychotic and anti-compulsive activity in mice compared to its parent compound.[1] It was first synthesized in 2016, alongside 10-Fluorocannabidiol diacetate and 8,9-Dihydro-7-fluorocannabidiol.[1]

Synthesis[edit]

4'-fluoro-cannabidiol was synthesized from isolated cannabidiol by putting it in dry dichloromethane and adding 1-fluoropyridinium triflate.[1]

See also[edit]

References[edit]

  1. ^ a b c Breuer, Aviva; Haj, Christeene G.; Fogaça, Manoela V.; Gomes, Felipe V.; Silva, Nicole Rodrigues; Pedrazzi, João Francisco; Bel, Elaine A. Del; Hallak, Jaime C.; Crippa, José A.; Zuardi, Antonio W.; Mechoulam, Raphael; Guimarães, Francisco S. (14 July 2016). "Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects". PLOS ONE. 11 (7): e0158779. doi:10.1371/journal.pone.0158779. ISSN 1932-6203. PMC 4945002Freely accessible. PMID 27416026.