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Flualprazolam

From Wikipedia, the free encyclopedia

Flualprazolam
Legal status
Legal status
Identifiers
  • 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H12ClFN4
Molar mass326.76 g·mol−1
3D model (JSmol)
  • CC1=NN=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F
  • InChI=1S/C17H12ClFN4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3
  • Key:MPZVLJCMGPYWQQ-UHFFFAOYSA-N

Flualprazolam is a tranquilizer of the triazolobenzodiazepine (TBZD) class, which are benzodiazepines (BZDs) fused with a triazole ring. It was first synthesised in 1976,[2] but was never marketed. It can be seen as the triazolo version of fludiazepam. It has subsequently been sold as a designer drug,[3][4][5][6] first being definitively identified as such in Sweden in 2018.[7][8] It can be described as the 2'-fluoro derivative of alprazolam or the fluoro instead of chloro analogue of triazolam, and has similar sedative and anxiolytic effects.[9][10][11][12][13]

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Transcription

Legal status

Flualprazolam is banned in Sweden, also is illegal in the UK.[14] In December 2019, the World Health Organization recommended flualprazolam for international scheduling as a Schedule IV medication under the Convention on Psychotropic Substances.[15]

In the United States, Oregon and Virginia have placed Flualprazolam into Schedule I.[16] On December 23, 2022, the DEA announced it had begun consideration on the matter of placing Flualprazolam under temporary Schedule I status.[17] Later on July 25, 2023, the DEA published a pre-print notice that Flualprazolam would become temporarily scheduled as a Schedule I controlled substance from 26 July 2023 to 26 July 2025.[18]

See also

References

  1. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  2. ^ US 3987052, Hester Jr JB, "6-Phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepines.", issued 19 October 1976, assigned to Pharmacia and Upjohn Co. 
  3. ^ Wagmann L, Manier SK, Bambauer TP, Felske C, Eckstein N, Flockerzi V, Meyer MR (July 2020). "Toxicokinetics and Analytical Toxicology of Flualprazolam: Metabolic Fate, Isozyme Mapping, Human Plasma Concentration and Main Urinary Excretion Products". Journal of Analytical Toxicology. 44 (6): 549–558. doi:10.1093/jat/bkaa019. PMID 32104896.
  4. ^ Papsun DM, Krotulski AJ, Homan J, Temporal KD, Logan BK (March 2021). "Flualprazolam Blood Concentrations in 197 Forensic Investigation Cases". Journal of Analytical Toxicology. 45 (3): 226–232. doi:10.1093/jat/bkaa070. PMID 32542312.
  5. ^ Rice K, Hikin L, Lawson A, Smith PR, Morley S (April 2021). "Quantification of Flualprazolam in Blood by LC-MS-MS: A Case Series of Nine Deaths". Journal of Analytical Toxicology. 45 (4): 410–416. doi:10.1093/jat/bkaa098. PMID 32780842.
  6. ^ Ling J, Zhang W, Yan X, Liu W, Wang Y, Ding Y (August 2022). "Sensitive detection and primary metabolism analysis of flualprazolam in blood". Journal of Forensic and Legal Medicine. 90: 102388. doi:10.1016/j.jflm.2022.102388. PMID 35691207.
  7. ^ "21 nya droger förbjudna hittills I år" [21 new drugs banned so far this year] (PDF). Svenska Narkotika Polisföreningens Tidskrift [The Journal of the Swedish Narcotics Police Association]. June 2018. Archived from the original (PDF) on 5 August 2018. Retrieved 23 April 2023.
  8. ^ Kriikku P, Rasanen I, Ojanperä I, Thelander G, Kronstrand R, Vikingsson S (February 2020). "Femoral blood concentrations of flualprazolam in 33 postmortem cases". Forensic Science International. 307: 110101. doi:10.1016/j.forsciint.2019.110101. hdl:10138/323513. PMID 31865266. S2CID 209448865.
  9. ^ Waters L, Manchester KR, Maskell PD, Haegeman C, Haider S (May 2018). "The use of a quantitative structure-activity relationship (QSAR) model to predict GABA-A receptor binding of newly emerging benzodiazepines" (PDF). Science & Justice. 58 (3): 219–225. doi:10.1016/j.scijus.2017.12.004. PMID 29685303.
  10. ^ Zawilska JB, Wojcieszak J (July 2019). "An expanding world of new psychoactive substances-designer benzodiazepines". Neurotoxicology. 73: 8–16. doi:10.1016/j.neuro.2019.02.015. PMID 30802466. S2CID 73461430.
  11. ^ Moosmann B, Auwärter V (October 2018). "Designer Benzodiazepines: Another Class of New Psychoactive Substances". New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. Springer International Publishing. pp. 383–410. doi:10.1007/164_2018_154. ISBN 978-3-030-10561-7. PMID 30367253.
  12. ^ Chetraru E, Ameline A, Gheddar L, Raul JS, Kintz P (February 2018). "Les "designer benzodiazepines" : qu'en sait-on aujourd'hui ?". Toxicologie Analytique et Clinique. 30 (1): 5–18. doi:10.1016/j.toxac.2017.12.001. ISSN 2352-0078.
  13. ^ Mei V, Concheiro M, Pardi J, Cooper G (October 2019). "Validation of an LC-MS/MS Method for the Quantification of 13 Designer Benzodiazepines in Blood". Journal of Analytical Toxicology. 43 (9): 688–695. doi:10.1093/jat/bkz063. PMID 31436813.
  14. ^ Riksdagsförvaltningen. "Förordning (1992:1554) om kontroll av narkotika". riksdagen.se (in Swedish).
  15. ^ "News: December 2019 – WHO: World Health Organization recommends 12 NPS for scheduling". www.unodc.org.
  16. ^ "Permanently Adopted Tracked Changes" (PDF). Retrieved 23 April 2023.
  17. ^ "(Proposed Rule) Schedules of Controlled Substances: Temporary Placement of Etizolam, Flualprazolam, Clonazolam, Flubromazolam, and Diclazepam in Schedule I". Federal Register. DEA. 23 December 2022.
  18. ^ "Schedules of Controlled Substances: Temporary Placement of Etizolam, Flualprazolam, Clonazolam, Flubromazolam, and Diclazepam in Schedule I" (PDF). Federal Register. DEA. 25 July 2023. Retrieved 25 July 2023.
This page was last edited on 11 June 2024, at 03:16
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