4-Fluoropethidine

4-Fluoropethidine

Clinical data
Other names	4-Fluoromeperidine, 4-Fluoropethidine
ATC code	none
Identifiers
IUPAC name ethyl 4-(4-fluorophenyl)-1-methylpiperidine-4-carboxylate
CAS Number	258500-87-7^Y
PubChem CID	11184669
ChemSpider	9359754^Y
ChEMBL	ChEMBL112817^Y
CompTox Dashboard (EPA)	DTXSID601018250
Chemical and physical data
Formula	C15H20FNO2
Molar mass	265.328 g·mol^−1
3D model (JSmol)	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^Y Key:CHOQGLPFQOQESN-UHFFFAOYSA-N^Y
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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. "The Controlled Substances Act".