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Flubromazolam

February 03, 2023

Flubromazolam (JYI-73) [2][3][4] is a triazolobenzodiazepine (TBZD), which are benzodiazepine (BZD) derivatives.[5][6][7][8][9][10][11] Flubromazolam is reputed to be highly potent, and concerns have been raised that clonazolam and flubromazolam in particular may pose comparatively higher risks than other designer benzodiazepines, due to their ability to produce strong sedation and amnesia at oral doses of as little as 0.5 mg.[12][13] Life-threatening adverse reactions have been observed at doses of only 3 mg of flubromazolam.[14]

Flubromazolam
Legal status
Legal status
Identifiers
  • 8-bromo-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a] [1,4]benzodiazepine
CAS Number
  • 612526-40-6 Y
PubChem CID
  • 21930924
ChemSpider
  • 10684757 N
UNII
  • 1BF1HN5GWD
CompTox Dashboard (EPA)
  • DTXSID40620266
Chemical and physical data
FormulaC17H12BrFN4
Molar mass371.213 g·mol−1
3D model (JSmol)
  • Interactive image
  • BrC1=CC3=C(C=C1)[N]2C(=NN=C2C)CN=C3C4=C(C=CC=C4)F
  • InChI=1S/C17H12BrFN4/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 N
  • Key:VXGSZBZQCBNUIP-UHFFFAOYSA-N N
 NY (what is this?)

Legal status

Sweden

Flubromazolam has been classified as an illegal substance in Sweden after seizures by customs and police, as well as indications from the EMCDDA of wider use as a recreational drug.[15]

Switzerland

Flubromazolam is illegal in Switzerland as of December 2015.[16]

United Kingdom

In the UK, flubromazolam has been classified as a Class C drug by the May 2017 amendment to The Misuse of Drugs Act 1971 along with several other designer benzodiazepine drugs.[17]

Australia

In Australia, flubromazolam is Schedule 9 under federal law.[18]

United States

Flubromazolam is controlled in Virginia. The Drug Enforcement Administration had announced, in December 2022, of their intent to place the substance under control in Schedule I. [19]

See also

References

  1. ^ "(Proposed Rule) Schedules of Controlled Substances: Temporary Placement of Etizolam, Flualprazolam, Clonazolam, Flubromazolam, and Diclazepam in Schedule I". Drug Enforcement Administration. December 23, 2022.
  2. ^ Cook JM, et al. Stereospecific anxiolytic and anticonvulsant agents with reduced muscle-relaxant, sedative-hypnotic and ataxic effects. US7618958
  3. ^ Borer R, Gerecke M, Kyburz E (22 October 1986). "Patent EP 0072029 B1 - Triazolobenzazepines, process and intermediates for their preparation and medicines containing them". Retrieved 6 August 2015.
  4. ^ Hester JB, Rudzik AD, Kamdar BV (November 1971). "6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepines which have central nervous system depressant activity". Journal of Medicinal Chemistry. 14 (11): 1078–81. doi:10.1021/jm00293a015. PMID 5165540.
  5. ^ "Flubromazolam". Cayman Chemical. Retrieved 20 November 2015.
  6. ^ Huppertz LM, Bisel P, Westphal F, Franz F, Auwärter V, Moosmann B (July 2015). "Characterization of the four designer benzodiazepines clonazolam, deschloroetizolam, flubromazolam, and meclonazepam, and identification of their in vitro metabolites". Forensic Toxicology. 33 (2): 388–395. doi:10.1007/s11419-015-0277-6. S2CID 33278305.
  7. ^ Chaslot M, El Balkhi S, Robin T, Morichon J, Picard N, Saint-Marcoux F (June 2016). "Exploration des métabolites de 8 benzodiazépines de synthèse". Toxicologie Analytique et Clinique. 28 (2): S32. doi:10.1016/j.toxac.2016.03.053.
  8. ^ Pettersson Bergstrand M, Helander A, Hansson T, Beck O (April 2017). "Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays". Drug Testing and Analysis. 9 (4): 640–645. doi:10.1002/dta.2003. PMID 27366870.
  9. ^ Høiseth G, Tuv SS, Karinen R (November 2016). "Blood concentrations of new designer benzodiazepines in forensic cases". Forensic Science International. 268: 35–38. doi:10.1016/j.forsciint.2016.09.006. PMID 27685473.
  10. ^ Manchester KR, Maskell PD, Waters L (March 2018). "Experimental versus theoretical log D7.4, pKa and plasma protein binding values for benzodiazepines appearing as new psychoactive substances" (PDF). Drug Testing and Analysis. 10 (8): 1258–1269. doi:10.1002/dta.2387. PMID 29582576.
  11. ^ Wohlfarth, Ariane; Vikingsson, Svante; Roman, Markus; Andersson, Mikael; Kugelberg, Fredrik C.; Green, Henrik; Kronstrand, Robert (May 2017). "Looking at flubromazolam metabolism from four different angles: Metabolite profiling in human liver microsomes, human hepatocytes, mice and authentic human urine samples with liquid chromatography high-resolution mass spectrometry". Forensic Science International. Special Issue on the 54th Annual Meeting of the International Association of Forensic Toxicologists (TIAFT) Brisbane from August 28 to September 1, 2016. 274: 55–63. doi:10.1016/j.forsciint.2016.10.021. ISSN 0379-0738. PMID 27863836.
  12. ^ Moosmann B, King LA, Auwärter V (June 2015). "Designer benzodiazepines: A new challenge". World Psychiatry. 14 (2): 248. doi:10.1002/wps.20236. PMC 4471986. PMID 26043347.
  13. ^ Huppertz, Laura M.; Moosmann, Bjoern; Auwärter, Volker (January 2018). "Flubromazolam – Basic pharmacokinetic evaluation of a highly potent designer benzodiazepine". Drug Testing and Analysis. 10 (1): 206–211. doi:10.1002/dta.2203. ISSN 1942-7611. PMID 28378533.
  14. ^ Łukasik-Głębocka M, Sommerfeld K, Teżyk A, Zielińska-Psuja B, Panieński P, Żaba C (2016). "Flubromazolam--A new life-threatening designer benzodiazepine". Clinical Toxicology. 54 (1): 66–8. doi:10.3109/15563650.2015.1112907. PMID 26585557. S2CID 4114360.
  15. ^ "Fler ämnen föreslås bli klassade som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten.
  16. ^ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Der Bundesrat.
  17. ^ "The Misuse of Drugs Act 1971 (Amendment) Order 2017".
  18. ^ Scheduling proposals referred to the November 2015 meeting of the Advisory Committee on Medicines Scheduling (ACMS#16) 2.6 Flubromazolam
  19. ^ "(Proposed Rule) Schedules of Controlled Substances: Temporary Placement of Etizolam, Flualprazolam, Clonazolam, Flubromazolam, and Diclazepam in Schedule I". Drug Enforcement Administration. December 23, 2022.
 

This sedative-related article is a stub. You can help Wikipedia by expanding it.

February 03, 2023
flubromazolam, triazolobenzodiazepine, tbzd, which, benzodiazepine, derivatives, reputed, highly, potent, concerns, have, been, raised, that, clonazolam, flubromazolam, particular, pose, comparatively, higher, risks, than, other, designer, benzodiazepines, the. Flubromazolam JYI 73 2 3 4 is a triazolobenzodiazepine TBZD which are benzodiazepine BZD derivatives 5 6 7 8 9 10 11 Flubromazolam is reputed to be highly potent and concerns have been raised that clonazolam and flubromazolam in particular may pose comparatively higher risks than other designer benzodiazepines due to their ability to produce strong sedation and amnesia at oral doses of as little as 0 5 mg 12 13 Life threatening adverse reactions have been observed at doses of only 3 mg of flubromazolam 14 FlubromazolamLegal statusLegal statusCA Schedule IV DE Anlage II Authorized trade only not prescriptible UK Under Psychoactive Substances Act US The DEA has announced intent to place Flubromazolam under control in Schedule I 1 Illegal in Sweden and SwitzerlandIdentifiersIUPAC name 8 bromo 6 2 fluorophenyl 1 methyl 4H 1 2 4 triazolo 4 3 a 1 4 benzodiazepineCAS Number612526 40 6 YPubChem CID21930924ChemSpider10684757 NUNII1BF1HN5GWDCompTox Dashboard EPA DTXSID40620266Chemical and physical dataFormulaC 17H 12Br F N 4Molar mass371 213 g mol 13D model JSmol Interactive imageSMILES BrC1 CC3 C C C1 N 2C NN C2C CN C3C4 C C CC C4 FInChI InChI 1S C17H12BrFN4 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 NKey VXGSZBZQCBNUIP UHFFFAOYSA N N N Y what is this Contents 1 Legal status 1 1 Sweden 1 2 Switzerland 1 3 United Kingdom 1 4 Australia 2 See also 3 ReferencesLegal status EditSweden Edit Flubromazolam has been classified as an illegal substance in Sweden after seizures by customs and police as well as indications from the EMCDDA of wider use as a recreational drug 15 Switzerland Edit Flubromazolam is illegal in Switzerland as of December 2015 16 United Kingdom Edit In the UK flubromazolam has been classified as a Class C drug by the May 2017 amendment to The Misuse of Drugs Act 1971 along with several other designer benzodiazepine drugs 17 Australia Edit In Australia flubromazolam is Schedule 9 under federal law 18 United StatesFlubromazolam is controlled in Virginia The Drug Enforcement Administration had announced in December 2022 of their intent to place the substance under control in Schedule I 19 See also Edit3 Hydroxyphenazepam Adinazolam Bromazolam Desmethyletizolam Desmethylflunitrazepam Diclazepam Etizolam Flualprazolam Flubrotizolam Meclonazepam Nifoxipam Phenazepam PyrazolamReferences Edit Proposed Rule Schedules of Controlled Substances Temporary Placement of Etizolam Flualprazolam Clonazolam Flubromazolam and Diclazepam in Schedule I Drug Enforcement Administration December 23 2022 Cook JM et al Stereospecific anxiolytic and anticonvulsant agents with reduced muscle relaxant sedative hypnotic and ataxic effects US7618958 Borer R Gerecke M Kyburz E 22 October 1986 Patent EP 0072029 B1 Triazolobenzazepines process and intermediates for their preparation and medicines containing them Retrieved 6 August 2015 Hester JB Rudzik AD Kamdar BV November 1971 6 phenyl 4H s triazolo 4 3 a 1 4 benzodiazepines which have central nervous system depressant activity Journal of Medicinal Chemistry 14 11 1078 81 doi 10 1021 jm00293a015 PMID 5165540 Flubromazolam Cayman Chemical Retrieved 20 November 2015 Huppertz LM Bisel P Westphal F Franz F Auwarter V Moosmann B July 2015 Characterization of the four designer benzodiazepines clonazolam deschloroetizolam flubromazolam and meclonazepam and identification of their in vitro metabolites Forensic Toxicology 33 2 388 395 doi 10 1007 s11419 015 0277 6 S2CID 33278305 Chaslot M El Balkhi S Robin T Morichon J Picard N Saint Marcoux F June 2016 Exploration des metabolites de 8 benzodiazepines de synthese Toxicologie Analytique et Clinique 28 2 S32 doi 10 1016 j toxac 2016 03 053 Pettersson Bergstrand M Helander A Hansson T Beck O April 2017 Detectability of designer benzodiazepines in CEDIA EMIT II Plus HEIA and KIMS II immunochemical screening assays Drug Testing and Analysis 9 4 640 645 doi 10 1002 dta 2003 PMID 27366870 Hoiseth G Tuv SS Karinen R November 2016 Blood concentrations of new designer benzodiazepines in forensic cases Forensic Science International 268 35 38 doi 10 1016 j forsciint 2016 09 006 PMID 27685473 Manchester KR Maskell PD Waters L March 2018 Experimental versus theoretical log D7 4 pKa and plasma protein binding values for benzodiazepines appearing as new psychoactive substances PDF Drug Testing and Analysis 10 8 1258 1269 doi 10 1002 dta 2387 PMID 29582576 Wohlfarth Ariane Vikingsson Svante Roman Markus Andersson Mikael Kugelberg Fredrik C Green Henrik Kronstrand Robert May 2017 Looking at flubromazolam metabolism from four different angles Metabolite profiling in human liver microsomes human hepatocytes mice and authentic human urine samples with liquid chromatography high resolution mass spectrometry Forensic Science International Special Issue on the 54th Annual Meeting of the International Association of Forensic Toxicologists TIAFT Brisbane from August 28 to September 1 2016 274 55 63 doi 10 1016 j forsciint 2016 10 021 ISSN 0379 0738 PMID 27863836 Moosmann B King LA Auwarter V June 2015 Designer benzodiazepines A new challenge World Psychiatry 14 2 248 doi 10 1002 wps 20236 PMC 4471986 PMID 26043347 Huppertz Laura M Moosmann Bjoern Auwarter Volker January 2018 Flubromazolam Basic pharmacokinetic evaluation of a highly potent designer benzodiazepine Drug Testing and Analysis 10 1 206 211 doi 10 1002 dta 2203 ISSN 1942 7611 PMID 28378533 Lukasik Glebocka M Sommerfeld K Tezyk A Zielinska Psuja B Panienski P Zaba C 2016 Flubromazolam A new life threatening designer benzodiazepine Clinical Toxicology 54 1 66 8 doi 10 3109 15563650 2015 1112907 PMID 26585557 S2CID 4114360 Fler amnen foreslas bli klassade som narkotika eller halsofarlig vara in Swedish Folkhalsomyndigheten Verordnung des EDI uber die Verzeichnisse der Betaubungsmittel psychotropen Stoffe Vorlauferstoffe und Hilfschemikalien in German Der Bundesrat The Misuse of Drugs Act 1971 Amendment Order 2017 Scheduling proposals referred to the November 2015 meeting of the Advisory Committee on Medicines Scheduling ACMS 16 2 6 Flubromazolam Proposed Rule Schedules of Controlled Substances Temporary Placement of Etizolam Flualprazolam Clonazolam Flubromazolam and Diclazepam in Schedule I Drug Enforcement Administration December 23 2022 This sedative related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Flubromazolam amp oldid 1130142236, wikipedia, wiki, book, books, library,

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