Nifoxipam: Difference between revisions

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'''Nifoxipam''' ('''3-hydroxydesmethylflunitrazepam''', '''DP 370''') is a [[benzodiazepine]] that is a [[metabolite]] of [[flunitrazepam]] and has been sold online as a [[designer drug]].<ref name="Kosselt_1985">{{cite web | url=https://www.google.com/patents/EP0158267A2 | title=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 | date=16 October 1985 | accessdate=3 August 2015 | author=Klaus Dr. Posselt, Hans Heinrich Prof. Dr. Med. Wagener, Klaus Dr. Gruber}}</ref><ref>{{cite web | url=http://chem.sis.nlm.nih.gov/chemidplus/rn/74723-10-7 | title=Substance Name: 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-5-(2-fluorophenyl)-3-hydroxy-7-nitro- | publisher=TOXNET | accessdate=3 August 2015}}</ref><ref>{{cite web | url=https://forum.goeg.at/EwsForum/default.aspx?g=posts&m=221 | title=Neue psychoaktive Substanzen | publisher=Gesundheit Österreich GmbH | date=13 January 2015 | accessdate=3 August 2015}}</ref><ref>{{cite journal | url=http://dmd.aspetjournals.org/content/29/4/460.long | title=Flunitrazepam Metabolism by Cytochrome P450s 2C19 and 3A4 | author=Tansel Kilicarslan, Robert L. Haining, Allan E. Rettie, Usanda Busto, Rachel F. Tyndale, Edward M. Sellers | journal=Drug Metabolism and Disposition |date=April 2001 | volume=29 | issue=4 | pages=460–465 | pmid=11259331}}</ref><ref name="MoosmannKing2015">{{cite journal|last1=Moosmann|first1=Bjoern|last2=King|first2=Leslie A.|last3=Auwärter|first3=Volker|title=Designer benzodiazepines: A new challenge|journal=World Psychiatry|volume=14|issue=2|year=2015|pages=248–248|issn=1723-8617|doi=10.1002/wps.20236|pmid=26043347|pmc=4471986}}</ref><ref>{{cite web | url=http://www.kfx.org.uk/drug_facts/drug_facts_images_and_pdfs/researchchemicals_4.2015.pdf | title=Drug Facts - Newer Unregulated Drugs | publisher=KFx | date=August 2015 | accessdate=15 August 2015 | author=Kevin Flemen}}</ref><ref>{{cite web | url=http://www.wedinos.org/db/materials/view/00713 | title=Nifoxipam | publisher=WEDINOS}}</ref>
'''Nifoxipam''' ('''3-hydroxydesmethylflunitrazepam''', '''DP 370''') is a [[benzodiazepine]] that is a [[metabolite]] of [[flunitrazepam]] and has been sold online as a [[designer drug]].<ref name="Kosselt_1985">{{cite web | url=https://www.google.com/patents/EP0158267A2 | title=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 | date=16 October 1985 | accessdate=3 August 2015 | author=Klaus Dr. Posselt, Hans Heinrich Prof. Dr. Med. Wagener, Klaus Dr. Gruber}}</ref><ref>{{cite web | url=http://chem.sis.nlm.nih.gov/chemidplus/rn/74723-10-7 | title=Substance Name: 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-5-(2-fluorophenyl)-3-hydroxy-7-nitro- | publisher=TOXNET | accessdate=3 August 2015}}</ref><ref>{{cite web | url=https://forum.goeg.at/EwsForum/default.aspx?g=posts&m=221 | title=Neue psychoaktive Substanzen | publisher=Gesundheit Österreich GmbH | date=13 January 2015 | accessdate=3 August 2015}}</ref><ref>{{cite journal | url=http://dmd.aspetjournals.org/content/29/4/460.long | title=Flunitrazepam Metabolism by Cytochrome P450s 2C19 and 3A4 | author=Tansel Kilicarslan, Robert L. Haining, Allan E. Rettie, Usanda Busto, Rachel F. Tyndale, Edward M. Sellers | journal=Drug Metabolism and Disposition |date=April 2001 | volume=29 | issue=4 | pages=460–465 | pmid=11259331}}</ref><ref name="MoosmannKing2015">{{cite journal|last1=Moosmann|first1=Bjoern|last2=King|first2=Leslie A.|last3=Auwärter|first3=Volker|title=Designer benzodiazepines: A new challenge|journal=World Psychiatry|volume=14|issue=2|year=2015|pages=248–248|issn=1723-8617|doi=10.1002/wps.20236|pmid=26043347|pmc=4471986}}</ref><ref>{{cite web | url=http://www.kfx.org.uk/drug_facts/drug_facts_images_and_pdfs/researchchemicals_4.2015.pdf | title=Drug Facts - Newer Unregulated Drugs | publisher=KFx | date=August 2015 | accessdate=15 August 2015 | author=Kevin Flemen}}</ref><ref>{{cite web | url=http://www.wedinos.org/db/materials/view/00713 | title=Nifoxipam | publisher=WEDINOS}}</ref><ref>{{cite journal | url=http://link.springer.com/article/10.1007/s00216-016-9439-6 | title=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 | author=Markus R. Meyer, Madeleine Pettersson Bergstrand, Anders Helander, Olof Beck | journal=Analytical and Bioanalytical Chemistry | date=2016 | doi=10.1007/s00216-016-9439-6 | pmid=27071765}}</ref>


Nifoxipam produces strong tranquillising and sleep-prolonging effects and has much lower toxicity compared to [[lormetazepam]] and flunitrazepam in mice.<ref name="Kosselt_1985"/>
Nifoxipam produces strong tranquillising and sleep-prolonging effects and has much lower toxicity compared to [[lormetazepam]] and flunitrazepam in mice.<ref name="Kosselt_1985"/>

Revision as of 12:27, 14 April 2016

Nifoxipam
Legal status
Legal status
Identifiers
  • 5-(2-fluorophenyl)-3-hydroxy-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
ChemSpider
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 metabolite of flunitrazepam and has been sold online as a designer drug.[1][2][3][4][5][6][7][8]

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 Dr. Posselt, Hans Heinrich Prof. Dr. Med. Wagener, Klaus Dr. 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. ^ "Substance Name: 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-5-(2-fluorophenyl)-3-hydroxy-7-nitro-". TOXNET. Retrieved 3 August 2015.
  3. ^ "Neue psychoaktive Substanzen". Gesundheit Österreich GmbH. 13 January 2015. Retrieved 3 August 2015.
  4. ^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  5. ^ Moosmann, Bjoern; King, Leslie A.; Auwärter, Volker (2015). "Designer benzodiazepines: A new challenge". World Psychiatry. 14 (2): 248–248. doi:10.1002/wps.20236. ISSN 1723-8617. PMC 4471986. PMID 26043347.
  6. ^ Kevin Flemen (August 2015). "Drug Facts - Newer Unregulated Drugs" (PDF). KFx. Retrieved 15 August 2015.
  7. ^ "Nifoxipam". WEDINOS.
  8. ^ Markus R. Meyer, Madeleine Pettersson Bergstrand, Anders Helander, Olof Beck (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. doi:10.1007/s00216-016-9439-6. PMID 27071765.{{cite journal}}: CS1 maint: multiple names: authors list (link)


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