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2-Diphenylmethylpyrrolidine

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2-Diphenylmethylpyrrolidine
Systematic (IUPAC) name
(RS)-2-(Diphenylmethyl)pyrrolidine
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 119237-64-8
ATC code  ?
PubChem CID 1295
ChemSpider 1256 YesY
Chemical data
Formula C17H19N 
Mol. mass 237.339
SMILES eMolecules & PubChem
 YesY (what is this?)  (verify)

2-Diphenylmethylpyrrolidine (Desoxy-D2PM), also known as 2-benzhydrylpyrrolidine, is a stimulant psychoactive drug. It is the 4-dehydroxylated structural analogue of diphenylprolinol (D2PM), and is also similar in structure to desoxypipradrol (2-DPMP), both of which act as norepinephrine-dopamine reuptake inhibitors (NDRIs). Like D2PM and 2-DPMP, Desoxy-D2PM is sold as a designer drug, and has been used in the manufacture of legal highs. It has been marketed under the names A3A New Generation, A3A Methano, and Green Powder, and has been reported to cause hallucinations, violent behavior, dilated pupils, tachycardia, and high blood pressure.[1][2][3] Literature data suggest a high risk of central nervous and cardiovascular system toxicity.[4]

Desoxy-D2PM has two enantiomers which are used industrially in their purified form as chiral derivatizing agents during chemical synthesis.[5]

As of the 4th November 2010, the UK Home Office announced a ban on the importation of 2-Diphenylmethylpyrrolidine, following a recommendation from the ACMD.[6] It was due to become a class B drug[7] on the 28th March 2012,[8] but the bill was scrapped, due to the presence of two steroids included in the bill that were later recommended to remain uncontrolled.[9]

References

  1. ^ De Paoli, G.; Brandt, S. D.; Pounder, D. J. (2011). "Analytical characterization and rapid determination of 2-(diphenylmethyl)pyrrolidine in blood and application to an internet product". Journal of Chromatography B 879 (31): 3771. doi:10.1016/j.jchromb.2011.10.014.  edit
  2. ^ http://www.droganews.it/pubdownload.php?id=2472
  3. ^ http://ewsd.wiv-isp.be/Other%20information%20on%20new%20psychoactive%20substances/Desoxy-D2PM/Report_UK_Dec%202010_Green%20Powder%20called%20A3A%20Methano.pdf
  4. ^ Coppola, M.; Mondola, R. (2012). "Research chemicals marketed as legal highs: The case of pipradrol derivatives". Toxicology Letters. doi:10.1016/j.toxlet.2012.04.019.  edit
  5. ^ Bertelsen, S. R.; Halland, N.; Bachmann, S.; Marigo, M.; Braunton, A.; Jørgensen, K. A. (2005). "Organocatalytic asymmetric α-bromination of aldehydes and ketones". Chemical Communications (38): 4821. doi:10.1039/b509366j.  edit
  6. ^ Import ban on psychoactive drug, UK Home Office
  7. ^ "The Misuse of Drugs Act 1971 (Amendment) Order 2012" (PDF). UK Home Office. 2012-01-27. http://www.legislation.gov.uk/ukdsi/2012/9780111520857/memorandum/contents. Retrieved 2012-03-11. 
  8. ^ "Government accepts ACMD's advice to schedule D2PM, 2-DPMP and phenzepam" (PDF). UK Home Office. 2012-01-27. http://www.homeoffice.gov.uk/publications/alcohol-drugs/drugs/2-dpmp-compounds/D2PM?view=Binary. Retrieved 2012-03-11. 
  9. ^ "ACMD letter on further advice on the classification of two steroidal substances - February 2012" (PDF). UK Home Office. 2012-02-14. http://www.homeoffice.gov.uk/publications/agencies-public-bodies/acmd1/acmd-steroids-advice-2012?view=Standard&pubID=1007793. Retrieved 2012-03-18. 



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