Phencyclamine

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Phencyclamine
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Systematic (IUPAC) name
N-(1-phenylcyclohexyl)propanamine
Clinical data
Legal status ?
Identifiers
CAS number 18949-81-0
ATC code None
ChemSpider 521518 7pxY
Chemical data
Formula C15H23N 
Mol. mass 217.349 g/mol
 14pxY (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]

File:PCalkoxyalkyl.png
PCMEA, PCEEA and PCMPA


See also

References

  1. MADDOX VH, GODEFROI EF, PARCELL RF (March 1965). "THE SYNTHESIS OF PHENCYCLIDINE AND OTHER 1-ARYLCYCLOHEXYLAMINES". Journal of Medicinal Chemistry 8: 230–5. PMID 14332667. doi:10.1021/jm00326a019. 
  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. PMID 18035363. doi:10.1016/j.chroma.2007.11.002. 
  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. PMID 17968862. doi:10.1002/jms.1312. 
  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. PMID 19022226. doi:10.1016/j.bcp.2008.10.024. 
  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. PMID 18922655. doi:10.1016/j.forsciint.2008.09.001. 


      
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