2-Propanoyl-3-(4-isopropylphenyl)-tropane

2-Propanoyl-3-(4-isopropylphenyl)-tropane (WF-31, PIT) is a cocaine analogue which acts as a serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI). Research shows WF-31 to be approximately ten times more potent than cocaine at binding to the serotonin transporter and at inhibiting its reuptake.[1]

2-Propanoyl-3-(4-isopropylphenyl)-tropane
Identifiers
IUPAC name
  • 2-Propanoyl-3-(4-isopropylphenyl)-tropane
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC20H29NO
Molar mass299.458 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)C1C2N(C)C(CC2)CC1c3ccc(C(C)C)cc3
InChI
  • InChI=1S/C20H29NO/c1-5-19(22)20-17(12-16-10-11-18(20)21(16)4)15-8-6-14(7-9-15)13(2)3/h6-9,13,16-18,20H,5,10-12H2,1-4H3
  • Key:BVSOMKYAWFJCTH-UHFFFAOYSA-N
  (verify)

See also

References

  1. Porrino LJ, Miller M, Hedgecock AA, Thornley C, Matasi JJ, Davies HM (September 1997). "Local cerebral metabolic effects of the novel cocaine analog, WF-31: comparisons to fluoxetine". Synapse (New York, N.Y.). 27 (1): 26–35. doi:10.1002/(SICI)1098-2396(199709)27:1<26::AID-SYN3>3.0.CO;2-F. PMID 9268062. S2CID 25320475.



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