3-Allylfentanyl

3-Allylfentanyl is an opioid analgesic that is an analogue of fentanyl.

3-Allylfentanyl

Legal status
Legal status	US: Schedule I[1]
Identifiers
IUPAC name N-[(3S,4R)-1-Phenethyl-3-prop-2-enylpiperidin-4-yl]-N-phenylpropanamide
CAS Number	82208-84-2^Y
PubChem CID	133866
ChemSpider	118047^Y
UNII	V990X77S2I
Chemical and physical data
Formula	C25H32N2O
Molar mass	376.544 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(N(c1ccccc1)[C@@H]3CCN(CCc2ccccc2)C[C@@H]3C\C=C)CC
InChI InChI=1S/C25H32N2O/c1-3-11-22-20-26(18-16-21-12-7-5-8-13-21)19-17-24(22)27(25(28)4-2)23-14-9-6-10-15-23/h3,5-10,12-15,22,24H,1,4,11,16-20H2,2H3/t22-,24+/m0/s1^Y Key:BZXKQFFMDLTPJL-LADGPHEKSA-N^Y
^NY (what is this?)  (verify)

3-Allylfentanyl has similar effects to fentanyl.[2] 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.[3]

See also

• 3-Methylbutyrfentanyl
• 4-Fluorofentanyl
• α-Methylfentanyl
• Acetylfentanyl
• Butyrfentanyl
• List of fentanyl analogues

References

1. Drug Enforecement Administration, Department of Justice (February 2018). "Schedules of Controlled Substances:Temporary Placement of Fentanyl-Related Substances in Schedule I. Temporary amendment; temporary scheduling order". Federal Register. 83 (25): 5188–92. PMID 29932611.
2. Casy AF, Ogungbamila FO (March 1982). "3-Allyl analogues of fentanyl". The Journal of Pharmacy and Pharmacology. 34 (3): 210. doi:10.1111/j.2042-7158.1982.tb04229.x. PMID 6121908.
3. Mounteney J, Giraudon I, Denissov G, Griffiths P (July 2015). "Fentanyls: Are we missing the signs? Highly potent and on the rise in Europe". The International Journal on Drug Policy. 26 (7): 626–31. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.