2-Fluorodeschloroketamine

2-Fluorodeschloroketamine
Legal status
Legal status	CA: Schedule I; UK: Class B; Illegal in Italy, Japan, Latvia, Singapore, Sweden and Switzerland;
Identifiers
	IUPAC name 2-(2-Fluorophenyl)-2-methylamino-cyclohexanone;
CAS Number	111982-50-4;
PubChem CID	13771618;
ChemSpider	43515873;
UNII	D57WIH0RIT;
CompTox Dashboard (EPA)	DTXSID001018395 ;
Chemical and physical data
Formula	C13H16FNO
Molar mass	221.275 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNC1(CCCCC1=O)c2ccccc2F;
	InChI InChI=1S/C13H16FNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3; Key:PHFAGYYTDLITTB-UHFFFAOYSA-N;

2-Fluorodeschloroketamine (also known as 2'-Fl-2-Oxo-PCM, Fluoroketamine and 2-FDCK) is a dissociative anesthetic^[1] that has been sold online as a designer drug.^[2]^[3]^[4] It is an analogue of ketamine where the chlorine group has been replaced by fluorine.

Legal status

2-Fluorodeschloroketamine is illegal in Italy,^[5] Japan,^[6] Latvia,^[7] Singapore,^[8] Sweden,^[9] Switzerland,^[10] as well as being covered by blanket bans in Canada and the UK.

References

^ Moghimi, Abolghasem; Rahmani, Siyavash; Zare, Reza; Sadeghzadeh, Morteza (18 July 2014). "Synthesis of 2-(2-Fluorophenyl)-2-methylamino-Cyclohexanone as a New Ketamine Derivative". Synthetic Communications. 44 (14): 2021–2028. doi:10.1080/00397911.2014.885053. ISSN 0039-7911.
^ Davidsen, Anders Bork; Mardal, Marie; Holm, Niels Bjerre; Andreasen, Anna Katrine; Johansen, Sys Stybe; Noble, Carolina; Dalsgaard, Petur; Linnet, Kristian (20 February 2020). "Ketamine analogues: Comparative toxicokinetic in vitro–in vivo extrapolation and quantification of 2-fluorodeschloroketamine in forensic blood and hair samples". Journal of Pharmaceutical and Biomedical Analysis. 180: 113049. doi:10.1016/j.jpba.2019.113049. ISSN 0731-7085. PMID 31881397.
^ Wang, Pan-Fen; Neiner, Alicia; Lane, Thomas R.; Zorn, Kimberley M.; Ekins, Sean; Kharasch, Evan D. (4 February 2019). "Halogen Substitution Influences Ketamine Metabolism by Cytochrome P450 2B6: In Vitro and Computational Approaches". Molecular Pharmaceutics. 16 (2): 898–906. doi:10.1021/acs.molpharmaceut.8b01214. ISSN 1543-8384. PMID 30589555.
^ Tang, Magdalene H. Y.; Li, Terence C.; Lai, C. K.; Chong, Y. K.; Ching, C. K.; Mak, Tony W. L. (July 2020). "Emergence of new psychoactive substance 2-fluorodeschloroketamine: Toxicology and urinary analysis in a cluster of patients exposed to ketamine and multiple analogues". Forensic Science International. 312: 110327. doi:10.1016/j.forsciint.2020.110327. ISSN 0379-0738. PMID 32460225.
^ Aggiornamento delle tabelle contenenti l'indicazione delle sostanze stupefacenti e psicotrope, di cui al decreto del Presidente della Repubblica 9 ottobre 1990, n. 309 e successive modificazioni ed integrazioni. Inserimento nella tabella I e nella tabella IV di nuove sostanze psicoattive (Decree, 1) (in Italian). March 13, 2020.
^ "指定薬物一覧" (PDF) (in Japanese). Ministry of Health, Labour and Welfare.
^ "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" (in Latvian). Latvijas Republikas tiesību akti.
^ "Misuse of Drugs Act - Singapore Statutes Online". sso.agc.gov.sg.
^ Riksdagsförvaltningen. "Förordning (1999:58) om förbud mot vissa hälsofarliga varor Svensk författningssamling 1999:1999:58 t.o.m. SFS 2019:631 - Riksdagen". www.riksdagen.se (in Swedish).
^ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Der Bundesrat.

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[1] Moghimi, Abolghasem; Rahmani, Siyavash; Zare, Reza; Sadeghzadeh, Morteza (18 July 2014). "Synthesis of 2-(2-Fluorophenyl)-2-methylamino-Cyclohexanone as a New Ketamine Derivative". Synthetic Communications. 44 (14): 2021–2028. doi:10.1080/00397911.2014.885053. ISSN 0039-7911.

[2] Davidsen, Anders Bork; Mardal, Marie; Holm, Niels Bjerre; Andreasen, Anna Katrine; Johansen, Sys Stybe; Noble, Carolina; Dalsgaard, Petur; Linnet, Kristian (20 February 2020). "Ketamine analogues: Comparative toxicokinetic in vitro–in vivo extrapolation and quantification of 2-fluorodeschloroketamine in forensic blood and hair samples". Journal of Pharmaceutical and Biomedical Analysis. 180: 113049. doi:10.1016/j.jpba.2019.113049. ISSN 0731-7085. PMID 31881397.

[3] Wang, Pan-Fen; Neiner, Alicia; Lane, Thomas R.; Zorn, Kimberley M.; Ekins, Sean; Kharasch, Evan D. (4 February 2019). "Halogen Substitution Influences Ketamine Metabolism by Cytochrome P450 2B6: In Vitro and Computational Approaches". Molecular Pharmaceutics. 16 (2): 898–906. doi:10.1021/acs.molpharmaceut.8b01214. ISSN 1543-8384. PMID 30589555.

[4] Tang, Magdalene H. Y.; Li, Terence C.; Lai, C. K.; Chong, Y. K.; Ching, C. K.; Mak, Tony W. L. (July 2020). "Emergence of new psychoactive substance 2-fluorodeschloroketamine: Toxicology and urinary analysis in a cluster of patients exposed to ketamine and multiple analogues". Forensic Science International. 312: 110327. doi:10.1016/j.forsciint.2020.110327. ISSN 0379-0738. PMID 32460225.

[5] Aggiornamento delle tabelle contenenti l'indicazione delle sostanze stupefacenti e psicotrope, di cui al decreto del Presidente della Repubblica 9 ottobre 1990, n. 309 e successive modificazioni ed integrazioni. Inserimento nella tabella I e nella tabella IV di nuove sostanze psicoattive (Decree, 1) (in Italian). March 13, 2020.

[6] "指定薬物一覧" (PDF) (in Japanese). Ministry of Health, Labour and Welfare.

[7] "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" (in Latvian). Latvijas Republikas tiesību akti.

[8] "Misuse of Drugs Act - Singapore Statutes Online". sso.agc.gov.sg.

[9] Riksdagsförvaltningen. "Förordning (1999:58) om förbud mot vissa hälsofarliga varor Svensk författningssamling 1999:1999:58 t.o.m. SFS 2019:631 - Riksdagen". www.riksdagen.se (in Swedish).

[10] "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Der Bundesrat.

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Legal status

See also

References