Deschloroketamine

Deschloroketamine
Legal status
Legal status	CA: Schedule I ; UK: Class B ; Illegal in Latvia;
Identifiers
	IUPAC name 2-Phenyl-2-(methylamino)cyclohexanone;
CAS Number	4631-27-0;
PubChem CID	437168;
ChemSpider	386687;
ChEMBL	ChEMBL2068808;
CompTox Dashboard (EPA)	DTXSID10595730 ;
Chemical and physical data
Formula	C13H17NO
Molar mass	203.285 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNC1(CCCCC1=O)c2ccccc2;
	InChI InChI=1S/C13H17NO/c1-14-13(10-6-5-9-12(13)15)11-7-3-2-4-8-11/h2-4,7-8,14H,5-6,9-10H2,1H3; Key:ZAGBSZSITDFFAF-UHFFFAOYSA-N;

Deschloroketamine (DXE, DCK, 2'-Oxo-PCM) is a dissociative anesthetic[1][2] that has been sold online as a designer drug.[3][4][5][6][7] It has also been proposed for the treatment of bacterial, fungal, viral or protozoal infections and for immunomodulation at doses of 2 mg per day.[8]

Legal Status

Deschloroketamine is illegal in Latvia,[9] and is covered by blanket bans in Canada and the UK.

References

Robins EG, Zhao Y, Khan I, Wilson A, Luthra SK, Rstad E (March 2010). "Synthesis and in vitro evaluation of (18)F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET". Bioorganic & Medicinal Chemistry Letters. 20 (5): 1749–51. doi:10.1016/j.bmcl.2010.01.052. PMID 20138515.
US 3254124, Stevens CL, "Aminoketones and methods for their production", published 31 May 1966
Frison G, Zamengo L, Zancanaro F, Tisato F, Traldi P (January 2016). "Characterization of the designer drug deschloroketamine (2-methylamino-2-phenylcyclohexanone) by gas chromatography/mass spectrometry, liquid chromatography/high-resolution mass spectrometry, multistage mass spectrometry, and nuclear magnetic resonance". Rapid Communications in Mass Spectrometry. 30 (1): 151–60. doi:10.1002/rcm.7425. PMID 26661982.
"Alerta: descloroketamina vendida como ketamina en Barcelona" (in Spanish). Energy Control. Retrieved 2 October 2015.
Villalba J (27 March 2015). "Los efectos desconocidos de la sequía de ketamina" (in Spanish). Vice. Retrieved 2 October 2015.
Knibbs J (22 October 2015). "Party-drug testing shows its worth". The Medical Republic.
Hájková K, Jurásek B, Čejka J, Štefková K, Páleníček T, Sýkora D, Kuchař M (October 2019). "Synthesis and identification of deschloroketamine metabolites in rats' urine and a quantification method for deschloroketamine and metabolites in rats' serum and brain tissue using liquid chromatography tandem mass spectrometry". Drug Testing and Analysis. doi:10.1002/dta.2726. PMID 31670910.
DE 4409671, Preiss D, Tatar A, "Use of 2-methylamino-2-phenylcyclohexanone for the treatment of bacterial, fungal, viral or protozoal infections and for immunomodulation", published 23 May 1995
"Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" [Regulations on Narcotic Drugs, Psychotropic Substances and Precursors Controlled in Latvia] (in Latvian). Ministry of Health of the Republic of Latvia.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[1] Robins EG, Zhao Y, Khan I, Wilson A, Luthra SK, Rstad E (March 2010). "Synthesis and in vitro evaluation of (18)F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET". Bioorganic & Medicinal Chemistry Letters. 20 (5): 1749–51. doi:10.1016/j.bmcl.2010.01.052. PMID 20138515.

[2] US 3254124, Stevens CL, "Aminoketones and methods for their production", published 31 May 1966

[3] Frison G, Zamengo L, Zancanaro F, Tisato F, Traldi P (January 2016). "Characterization of the designer drug deschloroketamine (2-methylamino-2-phenylcyclohexanone) by gas chromatography/mass spectrometry, liquid chromatography/high-resolution mass spectrometry, multistage mass spectrometry, and nuclear magnetic resonance". Rapid Communications in Mass Spectrometry. 30 (1): 151–60. doi:10.1002/rcm.7425. PMID 26661982.

[4] "Alerta: descloroketamina vendida como ketamina en Barcelona" (in Spanish). Energy Control. Retrieved 2 October 2015.

[5] Villalba J (27 March 2015). "Los efectos desconocidos de la sequía de ketamina" (in Spanish). Vice. Retrieved 2 October 2015.

[6] Knibbs J (22 October 2015). "Party-drug testing shows its worth". The Medical Republic.

[7] Hájková K, Jurásek B, Čejka J, Štefková K, Páleníček T, Sýkora D, Kuchař M (October 2019). "Synthesis and identification of deschloroketamine metabolites in rats' urine and a quantification method for deschloroketamine and metabolites in rats' serum and brain tissue using liquid chromatography tandem mass spectrometry". Drug Testing and Analysis. doi:10.1002/dta.2726. PMID 31670910.

[8] DE 4409671, Preiss D, Tatar A, "Use of 2-methylamino-2-phenylcyclohexanone for the treatment of bacterial, fungal, viral or protozoal infections and for immunomodulation", published 23 May 1995

[9] "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" [Regulations on Narcotic Drugs, Psychotropic Substances and Precursors Controlled in Latvia] (in Latvian). Ministry of Health of the Republic of Latvia.