Phencyclamine

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Phencyclamine
PCPr structure.png
Systematic (IUPAC) name
N-(1-phenylcyclohexyl)propanamine
Clinical data
Legal status ?
Identifiers
CAS number 18949-81-0
ATC code None
ChemSpider 521518 YesY
Chemical data
Formula C15H23N 
Mol. mass 217.349 g/mol
 YesY (what is this?)  (verify)

Phencyclamine or PCPr is a dissociative anesthetic drug with hallucinogenic and sedative 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


See also[edit]

References[edit]

  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. 
  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
  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. 
  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. 
  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.