4′-Fluorococaine

4′-Fluorococaine

Systematic (IUPAC) name
methyl (1R,2R,3S,5S)-3-(4-fluorobenzoyloxy)-8-methyl-8-azabicyclo[3.2.1] octane-2-carboxylate
Clinical data
Identifiers
CAS Registry Number	134507-62-3
PubChem	CID 126112
ChemSpider	112124 Y
Chemical data
Formula	C17H20FNO4
Molecular mass	321.343 g/mol
SMILES CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=C(C=C3)F)C(=O)OC
InChI InChI=1S/C17H20FNO4/c1-19-12-7-8-13(19)15(17(21)22-2)14(9-12)23-16(20)10-3-5-11(18)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13-,14-,15+/m0/s1  Y Key:JRPRINGETIYVSV-ZQDZILKHSA-N  Y
Y (what is this?)  (verify)

4′-Fluorococaine is a tropane derivative drug which is a synthetic analogue of cocaine. Unlike related compounds such as the corresponding 4′-fluorophenyltropane derivative CFT and the 2′-hydroxy analogue salicylmethylecgonine, 4′-fluorococaine has only around the same potency as cocaine as an inhibitor of dopamine reuptake, but conversely it is a much stronger serotonin reuptake inhibitor than cocaine, resulting in a significantly altered pharmacological profile in animal studies.^[1]

See also

• pFBT
• Cocaethylene

References

1. ↑ Gatley, S. J.; Yu, D. W.; Fowler, J. S.; MacGregor, R. R.; Schlyer, D. J.; Dewey, S. L.; Wolf, A. P.; Martin, T.; Shea, C. E.; Volkow, N. D. (2008). "Studies with Differentially Labeled [¹¹C]Cocaine, [¹¹C]Norcocaine, [¹¹C]Benzoylecgonine, and [¹¹C]-and 4′-[¹⁸F]Fluorococaine to Probe the Extent to Which [¹¹C]Cocaine Metabolites Contribute to PET Images of the Baboon Brain". Journal of Neurochemistry 62 (3): 1154–1162. doi:10.1046/j.1471-4159.1994.62031154.x. PMID 8113802.