2-Diphenylmethylpyrrolidine
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| Systematic (IUPAC) name | |
|---|---|
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2-(Diphenylmethyl)pyrrolidine | |
| Legal status | |
| Legal status |
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| Identifiers | |
| CAS Number |
119237-64-8  |
| PubChem | CID 1295 |
| ChemSpider |
1256  |
| Chemical data | |
| Formula | C17H19N |
| Molar mass | 237.339 |
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| (what is this?) (verify) | |
2-Diphenylmethylpyrrolidine (Desoxy-D2PM), also known as 2-benzhydrylpyrrolidine, is a stimulant psychoactive drug. It is the 4-dehydroxylated structural analog 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 that it can produce the same psychotropic effects as other stimulants, but with a longer duration of action.[4]
Desoxy-D2PM has two enantiomers which are used industrially in their purified form as chiral derivatizing agents during chemical synthesis.[5]
As of 4 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 28 March 2012,<ref name='ACMD's comments'>"Government accepts ACMD's advice to schedule D2PM, 2-DPMP and phenzepam" (PDF). UK Home Office. 2012-01-27. Retrieved 2012-03-11.</ref> but the bill was scrapped, due to the presence of two steroids included in the bill that were later recommended to remain uncontrolled.[8]
It was made a class B drug and placed in Schedule I on 13 June 2012.[9]
References
- ↑ 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.
- ↑ "2-(Diphenylmethyl)pyrrolidine (desoxy-D2PM)" (pdf) (in Italian). Dipartimento Politiche Antidroga, Rome.
- ↑ DC Shanie Nayar. "Green Powder called A3A Methano" (PDF).
- ↑ 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.
- ↑ 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.
- ↑ Import ban on psychoactive drug, UK Home Office
- ↑ "The Misuse of Drugs Act 1971 (Amendment) Order 2012" (PDF). UK Home Office. 2012-01-27. Retrieved 2012-03-11.
- ↑ "ACMD letter on further advice on the classification of two steroidal substances - February 2012" (PDF). UK Home Office. 2012-02-14. Retrieved 2012-03-18.
- ↑ "A Change to the Misuse of Drugs Act 1971: control of pipradrol-related compounds and phenazepam". UK Home Office. 7 Jun 2012. Retrieved 2012-07-30.