Flubromazepam

Flubromazepam is a benzodiazepine derivative which was first synthesized in 1960,[1] but was never marketed and did not receive any further attention or study until late 2012 when it appeared on the grey market as a novel designer drug.[2][3][4][5][6][7][8]

Flubromazepam
Clinical data
Routes of
administration		Oral
Legal status
Legal status
  • CA: Schedule IV
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UK: Class C
  • US: Unscheduled (Virginia, Schedule I)
Pharmacokinetic data
Elimination half-life106 hours
Identifiers
IUPAC name
  • 7-Bromo-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H10BrFN2O
Molar mass333.160 g·mol−1
3D model (JSmol)
SMILES
  • BrC1=CC(C(C2=CC=CC=C2F)=NC3)=C(C=C1)NC3=O
InChI
  • InChI=1S/C15H10BrFN2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20)
  • Key:ZRKDDZBVSZLOFS-UHFFFAOYSA-N

It is a structural analog of phenazepam in which the chlorine atom has been replaced by a fluorine atom.

An alternate isomer, 5-(2-bromophenyl)-7-fluoro-1,3-dihydro-2H-1,4-benzodiazepin-2-one or "iso-flubromazepam",[9] may have been sold under the same name.[2]

Alternate isomer

United Kingdom

In the UK, flubromazepam 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.[10]

United States

Flubromazepam, clonazolam, and flubromazolam are Schedule I controlled substances under Virginia State Law.[11]

See also

References
  1. US 3136815, "Amino substituted benzophenone oximes and derivatives thereof"
  2. Moosmann B, Huppertz LM, Hutter M, Buchwald A, Ferlaino S, Auwärter V (November 2013). "Detection and identification of the designer benzodiazepine flubromazepam and preliminary data on its metabolism and pharmacokinetics". Journal of Mass Spectrometry. 48 (11): 1150–9. Bibcode:2013JMSp...48.1150M. doi:10.1002/jms.3279. PMID 24259203.
  3. Moosmann B, Hutter M, Huppertz LM, Auwärter V. "Characterization of the designer benzodiazepines pyrazolam and flubromazepam and study on their detectability in human serum and urine samples" (PDF). Institute of Forensic Medicine, Forensic Toxicology, University Medical Center Freiburg, Freiburg, Germany.
  4. O'Connor LC, Torrance HJ, McKeown DA (March 2016). "ELISA Detection of Phenazepam, Etizolam, Pyrazolam, Flubromazepam, Diclazepam and Delorazepam in Blood Using Immunalysis® Benzodiazepine Kit". Journal of Analytical Toxicology. 40 (2): 159–61. doi:10.1093/jat/bkv122. PMID 26518230.
  5. "Flubromazepam". New Synthetic Drugs Database.
  6. 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.
  7. 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.
  8. Manchester KR, Maskell PD, Waters L (March 2018). "a and plasma protein binding values for benzodiazepines appearing as new psychoactive substances" (PDF). Drug Testing and Analysis. doi:10.1002/dta.2387. PMID 29582576.
  9. Baumeister D, Tojo LM, Tracy DK (April 2015). "Legal highs: staying on top of the flood of novel psychoactive substances". Therapeutic Advances in Psychopharmacology. 5 (2): 97–132. doi:10.1177/2045125314559539. PMC 4521440. PMID 26240749.
  10. "The Misuse of Drugs Act 1971 (Amendment) Order 2017". Legislation.gov.uk.
  11. "Administrative Code 18VAC110-20-322. Placement of Chemicals in Schedule I." Virginia Law.
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