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Nifoxipam Legal status
5-(2-fluorophenyl)-3-hydroxy-7-nitro-2,3-dihydro-1H -1,4-benzodiazepin-2-one
CAS Number PubChem CID ChemSpider UNII CompTox Dashboard (EPA ) Formula C 15 H 10 F N 3 O 4 Molar mass 315.256 g/mol g·mol−1 3D model (JSmol )
O=C1C(O)N=C(C2=CC=CC=C2F)C3=CC([N+]([O-])=O)=CC=C3N1
InChI=1S/C15H10FN3O4/c16-11-4-2-1-3-9(11)13-10-7-8(19(22)23)5-6-12(10)17-14(20)15(21)18-13/h1-7,15,21H,(H,17,20)
Key:UHFIFTRHLBAWGY-UHFFFAOYSA-N
Nifoxipam (3-hydroxydesmethylflunitrazepam , DP 370 ) is a benzodiazepine that is a minor metabolite of flunitrazepam and has been sold online as a designer drug .[ 1] [ 2] [ 3] [ 4] [ 5] [ 6] [ 7] [ 8] [ 9]
Nifoxipam produces strong tranquillising and sleep-prolonging effects and has much lower toxicity compared to lormetazepam and flunitrazepam in mice.[ 1]
See also
References
^ a b Klaus Posselt, Hans Heinrich Prof. Med. Wagener, Klaus Gruber (16 October 1985). "Patent EP 0158267 A2 - Pharmaceutical composition containing 5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-7-nitro- or 5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one and process for their preparation" . Retrieved 3 August 2015 . {{cite web }}
: CS1 maint: multiple names: authors list (link )
^ "Nifoxipam" . New Synthetic Drugs Database.
^ Tansel Kilicarslan; Robert L. Haining; Allan E. Rettie; Usanda Busto; Rachel F. Tyndale; Edward M. Sellers (April 2001). "Flunitrazepam Metabolism by Cytochrome P450s 2C19 and 3A4" . Drug Metabolism and Disposition . 29 (4): 460–465. PMID 11259331 .
^ Moosmann, Bjoern; King, Leslie A.; Auwärter, Volker (June 2015). "Designer benzodiazepines: A new challenge" . World Psychiatry . 14 (2): 248. doi :10.1002/wps.20236 . ISSN 1723-8617 . PMC 4471986 . PMID 26043347 .
^ Kevin Flemen (August 2015). "Drug Facts - Newer Unregulated Drugs" (PDF) . KFx. Retrieved 15 August 2015 .
^ "Nifoxipam" . WEDINOS.
^ Markus R. Meyer; Madeleine Pettersson Bergstrand; Anders Helander; Olof Beck (May 2016). "Identification of main human urinary metabolites of the designer nitrobenzodiazepines clonazolam, meclonazepam, and nifoxipam by nano-liquid chromatography-high-resolution mass spectrometry for drug testing purposes" . Analytical and Bioanalytical Chemistry . 408 (13): 3571–3591. doi :10.1007/s00216-016-9439-6 . PMID 27071765 .
^ Madeleine Pettersson Bergstrand; Anders Helander; Therese Hansson; Olof Beck (2016). "Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays" . Drug Testing and Analysis . doi :10.1002/dta.2003 . PMID 27366870 .
^ Katselou, Maria; Papoutsis, Ioannis; Nikolaou, Panagiota; Spiliopoulou, Chara; Athanaselis, Sotiris (2016). "Metabolites replace the parent drug in the drug arena. The cases of fonazepam and nifoxipam" . Forensic Toxicology . doi :10.1007/s11419-016-0338-5 . ISSN 1860-8973 .
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