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4-Fluoropethidine

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This is an old revision of this page, as edited by C6541 (talk | contribs) at 22:05, 27 November 2012 (added Category:Dopamine reuptake inhibitors using HotCat). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 22:05, 27 November 2012 by C6541 (talk | contribs) (added Category:Dopamine reuptake inhibitors using HotCat)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
4-Fluoropethidine
Clinical data
Other names4-Fluoromeperidine, 4-Fluoropethidine
ATC code
  • none
Identifiers
IUPAC name
  • ethyl 4-(4-fluorophenyl)-1-methylpiperidine-4-carboxylate
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H20FNO2
Molar mass265.322 g/mol g·mol
3D model (JSmol)
SMILES
  • Fc2ccc(cc2)C(C(=O)OCC)(CC1)CCN1C
InChI
  • InChI=1S/C15H20FNO2/c1-3-19-14(18)15(8-10-17(2)11-9-15)12-4-6-13(16)7-5-12/h4-7H,3,8-11H2,1-2H3
  • Key:CHOQGLPFQOQESN-UHFFFAOYSA-N
  (verify)

4-Fluoropethidine is a drug that is a derivative of pethidine (meperidine), which combines pethidine's opioid analgesic effects with increased monoamine reuptake inhibition. It is around 50% less potent than pethidine as an opioid analgesic, but conversely is 50% more potent as a dopamine reuptake inhibitor, with other derivatives such as the 4-iodo and 3,4-dichloro analogues being even more potent dopamine reuptake inhibitors again. However none of these compounds substitute for cocaine or produce stimulant effects in animals, suggesting that they still act primarily as opioid analgesic drugs in practice.

See also

References

  1. Lomenzo SA, Rhoden JB, Izenwasser S, Wade D, Kopajtic T, Katz JL, Trudell ML (2005). "Synthesis and biological evaluation of meperidine analogues at monoamine transporters". Journal of Medicinal Chemistry. 48 (5): 1336–43. doi:10.1021/jm0401614. PMID 15743177. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
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