Fluorophen

Fluorophen, or fluorofen, is a fluorinated analogue of phenazocine, an opioid drug of the benzomorphan group, which was developed as a radioligand for the purpose of labeling opioid receptors during PET scans (with ¹⁸F).^[1][2] Unlike most other benzomorphan derivatives, fluorophen acts as a full agonist of the opioid receptors with preferential affinity for the μ-opioid receptor (approximately 6x that of morphine), similar but slightly lower affinity for the δ-opioid receptor (equipotent to [D-Ala², D-Leu⁵]enkephalin), and very low affinity for the κ-opioid receptor.^[1][2]

Fluorophen

Clinical data
ATC code	None
Identifiers
IUPAC name (1R,9S,13R)-10-[2-(4-fluorophenyl)ethyl]-1,13-dimethyl-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-trien-4-ol
CAS Number	86495-14-9
PubChem CID	3036297
ChemSpider	2300351
CompTox Dashboard (EPA)	DTXSID501006862
Chemical and physical data
Formula	C22H26FNO
Molar mass	339.454 g·mol−1
3D model (JSmol)	Interactive image
SMILES Fc1ccc(cc1)CCN4[C@H]3Cc2c(cc(O)cc2)[C@@]([C@H]3C)(CC4)C
InChI InChI=1S/C22H26FNO/c1-15-21-13-17-5-8-19(25)14-20(17)22(15,2)10-12-24(21)11-9-16-3-6-18(23)7-4-16/h3-8,14-15,21,25H,9-13H2,1-2H3/t15-,21-,22+/m0/s1 Key:PUPFATUGTIQBQA-UZQPLGKSSA-N