4'-Fluorocannabidiol

4'-Fluorocannabidiol (also known as PECS-101 and 4'-F-CBD, and formerly as HUF-101 and HU-474^[1]) is a fluorinated cannabidiol derivative that has more potent anxiolytic, antidepressant, antipsychotic and anti-compulsive activity in mice compared to its parent compound.^[2][3][4][5] It was first synthesized in 2016, alongside 10-fluorocannabidiol diacetate and 8,9-dihydro-7-fluorocannabidiol, which showed much weaker activity.^[2]

4'-Fluorocannabidiol

Legal status
Legal status	CA: Schedule II
Identifiers
IUPAC name 4-Fluoro-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
CAS Number	1619228-89-5 Y
PubChem CID	76285390
ChemSpider	58191436
UNII	8LVY7H2WCK
CompTox Dashboard (EPA)	DTXSID901336033
Chemical and physical data
Formula	C21H29FO2
Molar mass	332.459 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C(C(=C1F)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O
InChI InChI=1S/C21H29FO2/c1-5-6-7-8-15-12-18(23)19(21(24)20(15)22)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3/t16-,17+/m0/s1 Key:OGZHPYIVJQZXQS-DLBZAZTESA-N

Synthesis

4'-Fluorocannabidiol has been synthesized from isolated cannabidiol by putting it in dry dichloromethane and adding 1-fluoropyridinium triflate.^[2]

See also

• 7-Hydroxycannabidiol
• 8,9-Dihydrocannabidiol
• Abnormal cannabidiol
• Cannabinoids
• Cannabinoid receptors
• HU-331
• KLS-13019
• O-1602
• O-1918