4-Fluoropethidine

4-Fluoropethidine

Clinical data
ATC code	none
Identifiers
IUPAC name ethyl 4-(4-fluorophenyl)-1-methylpiperidine-4-carboxylate
Synonyms	4-Fluoromeperidine, 4-Fluoropethidine
PubChem (CID)	11184669
ChemSpider	9359754
ChEMBL	CHEMBL112817
Chemical and physical data
Formula	C15H20FNO2
Molar mass	265.322 g/mol
3D model (Jmol)	Interactive image
SMILES FC1=CC=C(C2(CCN(C)CC2)C(OCC)=O)C=C1
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
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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.^[1] Its action and degree of relation to pethidine means that it may be controlled in those countries which have laws about controlled-substance analogues; it is not itself listed in the Controlled Substances Act 1970.^[2]

See also

• Hydroxypethidine (Bemidone)
• Nocaine

References

1. Lomenzo SA, Rhoden JB, Izenwasser S, Wade D, Kopajtic T, Katz JL, Trudell ML (March 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.
2. http://www.deadiversion.usdoj.gov/fed_regs/quotas/2015/quotas/drugreg/index.html