Fluorolintane

Last updated

Fluorolintane
Fluorolintane structure.png
Legal status
Legal status
Identifiers
  • 1-(1-(2-Fluorophenyl)-2-phenylethyl)pyrrolidine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C18H20FN
Molar mass 269.363 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): 358–367. doi:10.1002/dta.1689. PMID   25044512.
  2. ↑ "Analytical Report - Fluorolintane" (PDF). Nacionalni forenzični laboratorij (NFL). January 2016.
  3. ↑ Wallach J, Colestock T, Agramunt J, Claydon MD, Dybek M, Filemban N, et al. (August 2019). "Pharmacological characterizations of the 'legal high' fluorolintane and isomers". European Journal of Pharmacology. 857 172427. doi:10.1016/j.ejphar.2019.172427. PMC   6899220 . PMID   31152702.
  4. ↑ Dybek M, Wallach J, Kavanagh PV, Colestock T, Filemban N, Dowling G, et al. (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. PMID   31033229. S2CID   139103681.
  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. Bibcode:1953JAChS..75.3409H. doi:10.1021/ja01110a033.
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