4-Phenylfentanyl

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4-Phenylfentanyl

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4-Phenylfentanyl
Systematic (IUPAC) name
N-(1-phenethyl-4-phenyl-4-piperidyl)-N-phenyl-propanamide
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
ATC code None
PubChem CID 10319503
Synonyms 4-Phenylfentanyl
Chemical data
Formula C28H32N2O 
Mol. mass 412.565 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

4-Phenylfentanyl is an opioid analgesic that is a derivative of fentanyl. It was developed during the course of research that ultimately resulted in super-potent opioid derivatives such as carfentanil, though it is a substantially less potent analogue. 4-Phenylfentanyl is around 8x the potency of fentanyl in analgesic tests on animals, but more complex 4-heteroaryl derivatives such as substituted thiophenes and thiazoles are more potent still, as they are closer bioisosteres to the 4-carbomethoxy group of carfentanil.[1]

Side effects of fentanyl analogues are similar to those of fentanyl, and include itching, nausea and potentially serious respiratory depression which can be life-threatening.

References

  1. ^ Kudzma LV, Severnak SA, Benvenga MJ, Ezell EF, Ossipov MH, Knight VV, Rudo FG, Spencer HK, Spaulding TC (December 1989). "4-Phenyl- and 4-heteroaryl-4-anilidopiperidines. A novel class of analgesic and anesthetic agents". Journal of Medicinal Chemistry 32 (12): 2534–42. doi:10.1021/jm00132a007. PMID 2585442. 

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