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;
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that has been sold online as a designer drug.[2][3][4] It is an analogue of ketamine where the chlorine group has been replaced by fluorine.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". Article 1, Decree of March 13, 2020 (in Italian).
"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". Article 1, Decree of March 13, 2020 (in Italian).

[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.