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2-Diphenylmethylpyrrolidine

Identifiers
IUPAC name (RS)-2-(Diphenylmethyl)pyrrolidine
CAS Number	119237-64-8
PubChem CID	1295
ChemSpider	1256
CompTox Dashboard (EPA)	DTXSID801308207 DTXSID80922897, DTXSID801308207
ECHA InfoCard	100.162.251
Chemical and physical data
Formula	C17H19N
Molar mass	237.339 g·mol
3D model (JSmol)	Interactive image
SMILES c1cc(ccc1)C(c2ccccc2)C3NCCC3
InChI InChI=1S/C17H19N/c1-3-8-14(9-4-1)17(16-12-7-13-18-16)15-10-5-2-6-11-15/h1-6,8-11,16-18H,7,12-13H2 Key:OXOBKZZXZVFOBB-UHFFFAOYSA-N
(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.

Desoxy-D2PM has two enantiomers which are used industrially in their purified form for resolution of chiral reagents during chemical synthesis.

As of the 4th November 2010, the UK Home Office announced a ban on the importation of 2-DPMP, following a recommendation from the ACMD. It will become a class B drug on the 28th March.Cite error: The <ref> tag has too many names (see the help page).

References

1. http://www.ncbi.nlm.nih.gov/pubmed/22055832
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. Bertelsen S, Halland N, Bachmann S, Marigo M, Braunton A, Jørgensen KA. Organocatalytic asymmetric α-bromination of aldehydes and ketones. Chem. Commun. 2005, 4821-4823doi:10.1039/b509366j
5. Import ban on psychoactive drug, UK Home Office
6. "The Misuse of Drugs Act 1971 (Amendment) Order 2012" (PDF). UK Home Office. 2012-01-27. Retrieved 2012-03-11.

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