Fluorolintane
Fluorolintane structure.png
Legal status
Legal status
Identifiers
  • 1-(1-(2-Fluorophenyl)-2-phenylethyl)pyrrolidine
PubChem CID
ChemSpider
Chemical and physical data
FormulaC18H20FN
Molar mass269.363 g·mol−1
3D model (JSmol)
  • FC1=C(C=CC=C1)C(CC2=CC=CC=C2)N3CCCC3
  • InChI=1S/C18H20FN/c19-17-11-5-4-10-16(17)18(20-12-6-7-13-20)14-15-8-2-1-3-9-15/h1-5,8-11,18H,6-7,12-14H2
  • Key:ZAGWVXYVNFPCLW-UHFFFAOYSA-N

Fluorolintane (also known as 2-FPPP and 2-F-DPPy) is a dissociative anesthetic drug that has been sold online as a designer drug.[1][2][3][4]

Fluorolintane and related diarylethylamines are antagonists of the NMDA receptor[5] and have been studied in vitro as potential treatments for neurotoxic injury,[6] depression[7] and as sympathomimetic.[8]

See also

References

  1. ^ Wallach J, Kavanagh PV, McLaughlin G, Morris N, Power JD, Elliott SP, et al. (May 2015). "Preparation and characterization of the 'research chemical' diphenidine, its pyrrolidine analogue, and their 2,2-diphenylethyl isomers" (PDF). Drug Testing and Analysis. 7 (5): 358–67. doi:10.1002/dta.1689. PMID 25044512.
  2. ^ "Analytical Report - Fluorolintane" (PDF). Nacionalni forenzični laboratorij (NFL). January 2016.
  3. ^ Wallach, Jason; Colestock, Tristan; Agramunt, Julià; Claydon, Matt D. B.; Dybek, Michael; Filemban, Nadine; Chatha, Muhammad; Halberstadt, Adam L.; Brandt, Simon D.; Lodge, David; Bortolotto, Zuner A.; Adejare, Adeboye (August 2019). "Pharmacological characterizations of the 'legal high' fluorolintane and isomers". European Journal of Pharmacology. 857: 172427. doi:10.1016/j.ejphar.2019.172427. ISSN 0014-2999. PMC 6899220. PMID 31152702.
  4. ^ Dybek, Michael; Wallach, Jason; Kavanagh, Pierce V.; Colestock, Tristan; Filemban, Nadine; Dowling, Geraldine; Westphal, Folker; Elliott, Simon P.; Adejare, Adeboye; Brandt, Simon D. (August 2019). "Syntheses and analytical characterizations of the research chemical 1-[1-(2-fluorophenyl)-2-phenylethyl]pyrrolidine (fluorolintane) and five of its isomers". Drug Testing and Analysis. 11 (8): 1144–1161. doi:10.1002/dta.2608. ISSN 1942-7611. PMID 31033229.
  5. ^ Berger ML, Schweifer A, Rebernik P, Hammerschmidt F (May 2009). "NMDA receptor affinities of 1,2-diphenylethylamine and 1-(1,2-diphenylethyl)piperidine enantiomers and of related compounds". Bioorganic & Medicinal Chemistry. 17 (9): 3456–62. doi:10.1016/j.bmc.2009.03.025. PMID 19345586.
  6. ^ Gray NM, Cheng BK (1994). "Patent EP 0346791 B1 - 1,2-diarylethylamines for treatment of neurotoxic injury".
  7. ^ Aspergren BD, Heinzelman RV (1963). "Patent US 3083139 A - Therapeutic 1-(1, 2-diphenylethyl) pyrrolidine for the management of depression".
  8. ^ Heinzelman RV, Aspergren BD (July 1953). "Compounds Containing the Pyrrolidine Ring. Analogs of Sympathomimetic Amines". Journal of the American Chemical Society. 75 (14): 3409–3413. doi:10.1021/ja01110a033.