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Nitrazolam

Nitrazolam
Nitrazolam.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC17H13N5O2
Molar mass319.324 g·mol−1
3D model (JSmol)

Nitrazolam is a benzodiazepine[1] that has been sold online as a designer drug.[2][3]

It is closely related to clonazolam, only differing by the removal of a chlorine group at the benzene ring.

A study in mice indicated that nitrazolam can be several times more potent than diazepam as an antagonist of electroshock-induced tonic-extensor convulsions but less potent than diazepam at preventing the righting reflex.[4]

Nitrazolam has been used as an example compound to demonstrate the microscale synthesis of reference materials utilizing polymer‐supported reagents.[5]

Legal Status

United Kingdom

In the UK, nitrazolam 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.[6]

See also

References

  1. ^ Jackson B. Hester, Jr (19 October 1976). "Patent US3987052 - 6-Phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepines". The Upjohn Company.
  2. ^ "Nitrazolam". New Synthetic Drugs Database.
  3. ^ Moosmann, Bjoern; Bisel, Philippe; Franz, Florian; Huppertz, Laura M.; Auwärter, Volker (2016). "Characterization and in vitro phase I microsomal metabolism of designer benzodiazepines – an update comprising adinazolam, cloniprazepam, fonazepam, 3-hydroxyphenazepam, metizolam, and nitrazolam". Journal of Mass Spectrometry. 51 (11): 1080–1089. doi:10.1002/jms.3840. ISSN 1096-9888. PMID 27535017.
  4. ^ Jackson B. Hester Jr.; Allan D. Rudzik; Bharat V. Kamdar (November 1971). "6-Phenyl-4H-s-triazolo[4,3-a] [1,4]benzodiazepines which have central nervous system depressant activity". Journal of Medicinal Chemistry. 14 (11): 1078–1081. doi:10.1021/jm00293a015. PMID 5165540.
  5. ^ Dowling, Geraldine; Kavanagh, Pierce V.; Eckhardt, Hans-Georg; Twamley, Brendan; Hessman, Gary; McLaughlin, Gavin; O'Brien, John; Brandt, Simon D. (2018-04-24). "An approach to shortening the timeframe between the emergence of new compounds on the drugs market and the availability of reference standards: The microscale syntheses of nitrazolam and clonazolam for use as reference materials, utilizing polymer-support". Drug Testing and Analysis. 10 (7): 1198–1208. doi:10.1002/dta.2383. ISSN 1942-7603. PMID 29542872.
  6. ^ "The Misuse of Drugs Act 1971 (Amendment) Order 2017".