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NFEPP

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This is an old revision of this page, as edited by The chemistds (talk | contribs) at 10:37, 14 June 2017 (added CSID and InChI(Key)s for the 3R,4S-isomer). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

NFEPP
Clinical data
Drug classOpioid
Identifiers
  • (±)-N-(3-fluoro-1-phenethylpiperidin-4-yl)-N-phenylpropionamide
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
3D model (JSmol)
  • CCC(=O)N(c1ccccc1)[C@H]2CCN(C[C@H]2F)CCc3ccccc3
  • InChI=1S/C22H27FN2O/c1-2-22(26)25(19-11-7-4-8-12-19)21-14-16-24(17-20(21)23)15-13-18-9-5-3-6-10-18/h3-12,20-21H,2,13-17H2,1H3/t20-,21+/m1/s1
  • Key:DMCQJJAWMFBPOX-RTWAWAEBSA-N

(±)-N-(3-fluoro-1-phenethylpiperidin-4-yl)-N-phenylpropionamide, or NFEPP for short, is an analgesic opioid chemical, similar in structure to fentanyl, designed in 2016 by Spahn et al. from Free University of Berlin[1] to avoid the standard negative side effects of opiates, including opioid overdose, by only targeting inflamed tissue.[2]

Inflamed tissue

Inflamed tissue has a lower pH value (~5–7) than non-inflamed tissue (7.4).[3] Through computer simulation, scientists found a way to make the fentanyl analog only affect inflamed tissue via the addition of fluorine to the chemical structure. In experiment, it was shown that NFEPP produced injury-restricted analgesia in rats with different types of inflammatory pain without exhibiting typical opiate effects, including respiratory depression, sedation, constipation, and chemical seeking behavior.

As a result, NFEPP has the potential to reduce opioid addiction and dependency, as there is no effect on users who are not actually suffering from pain, as the chemical does not interact with non-inflamed brain tissue.

References

  1. ^ "A nontoxic pain killer designed by modeling of pathological receptor conformations". doi:10.1126/science.aai8636. {{cite journal}}: Cite journal requires |journal= (help)
  2. ^ "An opioid minus major side effects".
  3. ^ "Early study suggests new opioid is non-addictive, works only where it hurt".