:Flubromazepam

{{Short description|Benzodiazepine designer drug}}

{{cs1 config|name-list-style=vanc}}

{{Drugbox

| IUPAC_name = 7-Bromo-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one

| image = Flubromazepam.svg

| image_class = skin-invert-image

| width = 222

| legal_UK = Class C

| legal_CA = Schedule IV

| legal_DE = Anlage II

| legal_US = Unscheduled

| legal_US_comment = (Virginia, Schedule I)

| routes_of_administration = Oral

| bioavailability =

| metabolism =

| elimination_half-life = 106 hours

| excretion =

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 2647-50-9

| PubChem = 12947024

| ChemSpiderID = 10441497

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = GKX573279U

| C=15 | H=10 | Br=1 | F=1 | N=2 | O=1

| smiles = BrC1=CC(C(C2=CC=CC=C2F)=NC3)=C(C=C1)NC3=O

| StdInChI = 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)

| StdInChIKey = ZRKDDZBVSZLOFS-UHFFFAOYSA-N

}}

Flubromazepam is a benzodiazepine derivative which was first synthesized in 1960,{{cite patent | country = US | number = 3136815 | title = Amino substituted benzophenone oximes and derivatives thereof}} 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.{{cite journal | vauthors = Moosmann B, Huppertz LM, Hutter M, Buchwald A, Ferlaino S, Auwärter V | title = Detection and identification of the designer benzodiazepine flubromazepam and preliminary data on its metabolism and pharmacokinetics | journal = Journal of Mass Spectrometry | volume = 48 | issue = 11 | pages = 1150–9 | date = November 2013 | pmid = 24259203 | doi = 10.1002/jms.3279 | bibcode = 2013JMSp...48.1150M }}{{cite web | url=https://www.uniklinik-freiburg.de/fileadmin/mediapool/08_institute/rechtsmedizin/pdf/Poster2013/Moosmann_DesignerBenzodiazepine_TIAFT2013.pdf | title=Characterization of the designer benzodiazepines pyrazolam and flubromazepam and study on their detectability in human serum and urine samples | publisher=Institute of Forensic Medicine, Forensic Toxicology, University Medical Center Freiburg, Freiburg, Germany | vauthors = Moosmann B, Hutter M, Huppertz LM, Auwärter V }}{{cite journal | vauthors = O'Connor LC, Torrance HJ, McKeown DA | title = ELISA Detection of Phenazepam, Etizolam, Pyrazolam, Flubromazepam, Diclazepam and Delorazepam in Blood Using Immunalysis® Benzodiazepine Kit | journal = Journal of Analytical Toxicology | volume = 40 | issue = 2 | pages = 159–61 | date = March 2016 | pmid = 26518230 | doi = 10.1093/jat/bkv122 | doi-access = free }}{{cite web | url=http://nsddb.eu/substance/375/ | title=Flubromazepam | date=12 November 2023 | publisher=New Synthetic Drugs Database}}{{cite journal | vauthors = Pettersson Bergstrand M, Helander A, Hansson T, Beck O | title = Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays | journal = Drug Testing and Analysis | volume = 9 | issue = 4 | pages = 640–645 | date = April 2017 | pmid = 27366870 | doi = 10.1002/dta.2003 }}{{cite journal | vauthors = Høiseth G, Tuv SS, Karinen R | title = Blood concentrations of new designer benzodiazepines in forensic cases | journal = Forensic Science International | volume = 268 | pages = 35–38 | date = November 2016 | pmid = 27685473 | doi = 10.1016/j.forsciint.2016.09.006 }}{{cite journal | vauthors = Manchester KR, Maskell PD, Waters L | title = a and plasma protein binding values for benzodiazepines appearing as new psychoactive substances | journal = Drug Testing and Analysis | date = March 2018 | pmid = 29582576 | doi = 10.1002/dta.2387 | s2cid = 31098917 | url = https://pure.hud.ac.uk/ws/files/13273614/logDpKaPPB_13thMar2018.pdf }}

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",{{cite journal | vauthors = Baumeister D, Tojo LM, Tracy DK | title = Legal highs: staying on top of the flood of novel psychoactive substances | journal = Therapeutic Advances in Psychopharmacology | volume = 5 | issue = 2 | pages = 97–132 | date = April 2015 | pmid = 26240749 | pmc = 4521440 | doi = 10.1177/2045125314559539 }} may have been sold under the same name.

Image:Flubromazepam isomer.svg