3-Allylfentanyl

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

3-Allylfentanyl
Legal status
Legal status
Identifiers
IUPAC name
  • N-[(3S,4R)-1-Phenethyl-3-prop-2-enylpiperidin-4-yl]-N-phenylpropanamide
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H32N2O
Molar mass376.544 g·mol−1
3D model (JSmol)
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[2] has similar effects to fentanyl.[3] 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.[4]

See also

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. USRe33,495 Patent 'Stereoselective preparation of 3-substituted-4-anilino-piperidine compounds and derivatives'
  3. 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. S2CID 41011062.
  4. 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.
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