Phencyclamine

Phencyclamine
Systematic (IUPAC) name
	1-phenyl-N-propylcyclohexanamine
Clinical data
Legal status	CA: Schedule I; DE: Anlage I; UK: Class B;
Identifiers
CAS Number	18949-81-0
ATC code	None
ChemSpider	521518
Chemical data
Formula	C15H23N
Molar mass	217.349 g/mol
	SMILES N(CCC)C2(c1ccccc1)CCCCC2 ;
	InChI InChI=1S/C15H23N/c1-2-13-16-15(11-7-4-8-12-15)14-9-5-3-6-10-14/h3,5-6,9-10,16H,2,4,7-8,11-13H2,1H3 ; Key:KHXNTQRMMGXPQW-UHFFFAOYSA-N ;
(verify)

Phencyclamine or PCPr is a dissociative anesthetic drug with hallucinogenic and stimulant effects. It is around the same potency as phencyclidine, although slightly less potent than its ethyl homologue eticyclidine,^[1] and has reportedly been sold as a designer drug in Germany and other European countries since the late 1990s.^[2]^[3]

Several other related derivatives have also been encountered, with the n-propyl group of PCPr replaced by 2-methoxyethyl, 2-ethoxyethyl or 3-methoxypropyl groups to form PCMEA, PCEEA and PCMPA respectively.^[4]^[5]^[6]

PCMEA, PCEEA and PCMPA

References[edit]

^ MADDOX VH, GODEFROI EF, PARCELL RF (March 1965). "THE SYNTHESIS OF PHENCYCLIDINE AND OTHER 1-ARYLCYCLOHEXYLAMINES". Journal of Medicinal Chemistry 8: 230–5. doi:10.1021/jm00326a019. PMID 14332667.
^ Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (April 2008). "Metabolism and toxicological detection of a new designer drug, N-(1-phenylcyclohexyl)propanamine, in rat urine using gas chromatography-mass spectrometry". Journal of Chromatography A 1186 (1-2): 380–90. doi:10.1016/j.chroma.2007.11.002. PMID 18035363.
^ Christoph Sauer. Phencyclidine Derivatives – A new Class of Designer Drugs. Studies on the Metabolism and Toxicological Analysis. Universität des Saarlandes, 2008
^ Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (March 2008). "New designer drugs N-(1-phenylcyclohexyl)-2-ethoxyethanamine (PCEEA) and N-(1-phenylcyclohexyl)-2-methoxyethanamine (PCMEA): Studies on their metabolism and toxicological detection in rat urine using gas chromatographic/mass spectrometric techniques". Journal of Mass Spectrometry : JMS 43 (3): 305–16. doi:10.1002/jms.1312. PMID 17968862.
^ Sauer C, Peters FT, Schwaninger AE, Meyer MR, Maurer HH (February 2009). "Investigations on the cytochrome P450 (CYP) isoenzymes involved in the metabolism of the designer drugs N-(1-phenyl cyclohexyl)-2-ethoxyethanamine and N-(1-phenylcyclohexyl)-2-methoxyethanamine". Biochemical Pharmacology 77 (3): 444–50. doi:10.1016/j.bcp.2008.10.024. PMID 19022226.
^ Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (October 2008). "Metabolism and toxicological detection of the designer drug N-(1-phenylcyclohexyl)-3-methoxypropanamine (PCMPA) in rat urine using gas chromatography-mass spectrometry". Forensic Science International 181 (1-3): 47–51. doi:10.1016/j.forsciint.2008.09.001. PMID 18922655.

This Hallucinogen-related article is a stub. You can help Wikipedia by expanding it.

[pmid14332667-1] MADDOX VH, GODEFROI EF, PARCELL RF (March 1965). "THE SYNTHESIS OF PHENCYCLIDINE AND OTHER 1-ARYLCYCLOHEXYLAMINES". Journal of Medicinal Chemistry 8: 230–5. doi:10.1021/jm00326a019. PMID 14332667.

[pmid18035363-2] Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (April 2008). "Metabolism and toxicological detection of a new designer drug, N-(1-phenylcyclohexyl)propanamine, in rat urine using gas chromatography-mass spectrometry". Journal of Chromatography A 1186 (1-2): 380–90. doi:10.1016/j.chroma.2007.11.002. PMID 18035363.

[3] Christoph Sauer. Phencyclidine Derivatives – A new Class of Designer Drugs. Studies on the Metabolism and Toxicological Analysis. Universität des Saarlandes, 2008

[pmid17968862-4] Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (March 2008). "New designer drugs N-(1-phenylcyclohexyl)-2-ethoxyethanamine (PCEEA) and N-(1-phenylcyclohexyl)-2-methoxyethanamine (PCMEA): Studies on their metabolism and toxicological detection in rat urine using gas chromatographic/mass spectrometric techniques". Journal of Mass Spectrometry : JMS 43 (3): 305–16. doi:10.1002/jms.1312. PMID 17968862.

[pmid19022226-5] Sauer C, Peters FT, Schwaninger AE, Meyer MR, Maurer HH (February 2009). "Investigations on the cytochrome P450 (CYP) isoenzymes involved in the metabolism of the designer drugs N-(1-phenyl cyclohexyl)-2-ethoxyethanamine and N-(1-phenylcyclohexyl)-2-methoxyethanamine". Biochemical Pharmacology 77 (3): 444–50. doi:10.1016/j.bcp.2008.10.024. PMID 19022226.

[pmid18922655-6] Sauer C, Peters FT, Staack RF, Fritschi G, Maurer HH (October 2008). "Metabolism and toxicological detection of the designer drug N-(1-phenylcyclohexyl)-3-methoxypropanamine (PCMPA) in rat urine using gas chromatography-mass spectrometry". Forensic Science International 181 (1-3): 47–51. doi:10.1016/j.forsciint.2008.09.001. PMID 18922655.

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Feb	MAR	Apr
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2015	2016	2017

Phencyclamine

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