β-Hydroxyfentanyl

β-Hydroxyfentanyl is an opioid analgesic that is an analogue of fentanyl.

β-Hydroxyfentanyl

Clinical data
ATC code	none
Legal status
Legal status	BR: Class F1 (Prohibited narcotics) CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name N-[1-(2-Hydroxy-2-phenylethyl)piperidin-4-yl]-N-phenylpropanamide
CAS Number	78995-10-5
PubChem CID	62278
DrugBank	DB01453 Y
ChemSpider	56079 Y
UNII	6Q4XAW26T4
KEGG	C22749 Y
CompTox Dashboard (EPA)	DTXSID40859650
Chemical and physical data
Formula	C22H28N2O2
Molar mass	352.478 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(N(c1ccccc1)C3CCN(CC(O)c2ccccc2)CC3)CC
InChI InChI=1S/C22H28N2O2/c1-2-22(26)24(19-11-7-4-8-12-19)20-13-15-23(16-14-20)17-21(25)18-9-5-3-6-10-18/h3-12,20-21,25H,2,13-17H2,1H3 Y Key:JEFVHLMGRUJLET-UHFFFAOYSA-N Y
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β-Hydroxyfentanyl was sold briefly on the black market in the early 1980s, before the introduction of the Federal Analog Act which for the first time attempted to control entire families of drugs based on their structural similarity rather than scheduling each drug individually as they appeared.

The chemical structure of fentanyl has been used as a basis in modern chemistry for the discovery and nomenclature of many new fentanyl analogues, sometimes called fentalogs.

Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.