Fluorolintane

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
Legal status
Legal status
Identifiers
IUPAC name
  • 1-(1-(2-Fluorophenyl)-2-phenylethyl)pyrrolidine
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H20FN
Molar mass269.363 g·mol−1
3D model (JSmol)
SMILES
  • FC1=C(C=CC=C1)C(CC2=CC=CC=C2)N3CCCC3
InChI
  • 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 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.
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