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;
PubChem CID	11184669;
ChemSpider	9359754 ;
ChEMBL	ChEMBL112817 ;
Chemical and physical data
Formula	C15H20FNO2
Molar mass	265.322 g/mol 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 ; 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.^[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]

References

^ "Synthesis and biological evaluation of meperidine analogues at monoamine transporters". Journal of Medicinal Chemistry. 48 (5): 1336–43. March 2005. doi:10.1021/jm0401614. PMID 15743177. {{cite journal}}: Cite uses deprecated parameter |authors= (help)
^ http://www.deadiversion.usdoj.gov/fed_regs/quotas/2015/quotas/drugreg/index.html

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[pmid15743177-1] "Synthesis and biological evaluation of meperidine analogues at monoamine transporters". Journal of Medicinal Chemistry. 48 (5): 1336–43. March 2005. doi:10.1021/jm0401614. PMID 15743177. {{cite journal}}: Cite uses deprecated parameter |authors= (help)

[2] ttp://www.deadiversion.usdoj.gov/fed_regs/quotas/2015/quotas/drugreg/index.html

[1]

[2]

See also

References