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Nifoxipam

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Nifoxipam
Legal status
Legal status
Identifiers
  • 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)
Chemical and physical data
FormulaC15H10FN3O4
Molar mass315.256 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

  1. ^ 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)
  2. ^ "Nifoxipam". New Synthetic Drugs Database.
  3. ^ 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.
  4. ^ 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.
  5. ^ Kevin Flemen (August 2015). "Drug Facts - Newer Unregulated Drugs" (PDF). KFx. Retrieved 15 August 2015.
  6. ^ "Nifoxipam". WEDINOS.
  7. ^ 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.
  8. ^ 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.
  9. ^ 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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