Phenaridine

Phenaridine
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
IUPAC name
  • N-[2,5-Dimethyl-1-(2-phenylethyl)piperidin-4-yl]-N-phenylpropanamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H32N2O
Molar mass364.533 g·mol−1
3D model (JSmol)
SMILES
  • O=C(N(c1ccccc1)C3CC(N(CCc2ccccc2)CC3C)C)CC
InChI
  • InChI=1S/C24H32N2O/c1-4-24(27)26(22-13-9-6-10-14-22)23-17-20(3)25(18-19(23)2)16-15-21-11-7-5-8-12-21/h5-14,19-20,23H,4,15-18H2,1-3H3 checkY
  • Key:ODPKHHGQKIYCTJ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Phenaridine (2,5-dimethylfentanyl) is an opioid analgesic that is an analogue of fentanyl. It was developed in 1972,[2] and is used for surgical anasthesia.[3][4]

Phenaridine has similar effects to fentanyl. It is slightly less potent than fentanyl in rats.[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. Irresponsible use of fentanyl analogues administrated in several times larger doses than recommended, have ended up in a death of 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.[5]

See also

References

  1. ↑ Drug Enforcement Administration (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. 1 2 Riley TN, Hale DB, Wilson MC (June 1973). "4-Anilidopiperidine analgesics. I. Synthesis and analgesic activity of certain ring-methylated 1-substituted 4-propananilidopiperidines". Journal of Pharmaceutical Sciences. 62 (6): 983–6. doi:10.1002/jps.2600620627. PMID 4712637.
  3. ↑ Osipova NA, Petrova VV, Novikov GA, Dolgopolova TV, Zhukova OI, Mel'nikova ZL, Smolina TA (1991). "[The new Soviet narcotic analgesic phenaridine as a component of general anesthesia during cancer surgery]". Anesteziologiia I Reanimatologiia (in Russian) (1): 42–6. PMID 1862963.
  4. ↑ Vlasenko EV, Durgarian LK, Azlivian AS, Sarukhanian KV (1991). "[The evaluation of the analgesic action of phenaridine when combined with agents used in anesthesiological practice]". Farmakologiia I Toksikologiia (in Russian). 54 (3): 17–20. PMID 1680749.
  5. ↑ 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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