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Metizolam

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Metizolam
Clinical data
Dependence
liability
Moderate
Routes of
administration
Oral, sublingual, rectal
Legal status
Legal status
Identifiers
  • 4-(2-Chlorophenyl)-2-ethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H13ClN4S
Molar mass328.82 g·mol−1
3D model (JSmol)
  • ClC1=C(C=CC=C1)C3=NCC2=NN=C[N]2C4=C3C=C(S4)CC
  • InChI=1S/C16H13ClN4S/c1-2-10-7-12-15(11-5-3-4-6-13(11)17)18-8-14-20-19-9-21(14)16(12)22-10/h3-7,9H,2,8H2,1H3
  • Key:NQSSWDKQLVBUQN-UHFFFAOYSA-N

Metizolam (also known as desmethyletizolam) is a thienotriazolodiazepine that is the demethylated analogue of the closely related etizolam.[1][2][3][4][5][6]

Legal status

Following its sale as a designer drug,[7] metizolam was classified as controlled substance in Sweden on 26. January 2016.[8]

See also

References

  1. ^ Weber, Karl-Heinz; Bauer, Adolf; Langbein, Adolf; Daniel, Helmut (20 September 1978). "Heteroaromaten mit anellierten Siebenringen, III. Umwandlung von Thienotriazolooxazepinen in Diazepine". Justus Liebigs Annalen der Chemie (in German). 1978 (8): 1257–1265. doi:10.1002/jlac.197819780806. ISSN 1099-0690.
  2. ^ Michio Nakanishi; Tetsuya Tahara; Kazuhiko Araki; Masami Shiroki (9 September 1975). "Patent US 3904641 - Triazolothienodiazepine compounds".
  3. ^ "Patent EP 0776892 - Thienylazole compound and thienotriazolodiazepine compound". Yoshitomi Pharmaceutical Industries, Ltd. 4 June 1997.
  4. ^ Minoru Moriwaki; Masao Abe; Hiroshi Mikashima; Tetsuya Tahara (3 March 1993). "Patent EP 0315698 - Thieno(triazolo)diazepine compounds and medicinal application of the same". Yoshitomi Pharmaceutical Industries, Ltd.
  5. ^ 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.
  6. ^ Kintz, Pascal; Richeval, Camille; Jamey, Carole; Ameline, Alice; Allorge, Delphine; Gaulier, Jean-Michel; Raul, Jean-Sébastien (2016). "Detection of the designer benzodiazepine metizolam, in urine and preliminary data on its metabolism". Drug Testing and Analysis. 9 (7): 1026–1033. doi:10.1002/dta.2099. ISSN 1942-7611. PMID 27671107.
  7. ^ "Desmethyletizolam". New Synthetic Drugs Database. Archived from the original on 2016-06-25. Retrieved 2016-01-16.
  8. ^ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.