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2-Diphenylmethylpyrrolidine: Difference between revisions

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'''2-Diphenylmethylpyrrolidine''' ('''Desoxy-D2PM'''), also known as '''2-benzhydrylpyrrolidine''', is a ] ]. It is the 4-dehydroxylated ] of ] (D2PM), and is also similar in structure to ] (2-DPMP), both of which act as ]s (NDRIs). Like D2PM and 2-DPMP, Desoxy-D2PM is sold as a ], and has been used in the manufacture of ]s. 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.<ref>http://www.ncbi.nlm.nih.gov/pubmed/22055832</ref><ref>http://www.droganews.it/pubdownload.php?id=2472</ref> '''2-Diphenylmethylpyrrolidine''' ('''Desoxy-D2PM'''), also known as '''2-benzhydrylpyrrolidine''', is a ] ]. It is the 4-dehydroxylated ] of ] (D2PM), and is also similar in structure to ] (2-DPMP), both of which act as ]s (NDRIs). Like D2PM and 2-DPMP, Desoxy-D2PM is sold as a ], and has been used in the manufacture of ]s. 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.<ref>http://www.ncbi.nlm.nih.gov/pubmed/22055832</ref><ref>http://www.droganews.it/pubdownload.php?id=2472</ref><ref>http://ewsd.wiv-isp.be/Other%20information%20on%20new%20psychoactive%20substances/Desoxy-D2PM/Report_UK_Dec%202010_Green%20Powder%20called%20A3A%20Methano.pdf</ref>


Desoxy-D2PM has two ]s which are used industrially in their purified form for resolution of chiral reagents during chemical synthesis.<ref>Bertelsen S, Halland N, Bachmann S, Marigo M, Braunton A, Jørgensen KA. Organocatalytic asymmetric α-bromination of aldehydes and ketones. ''Chem. Commun.'' 2005, 4821-4823{{doi|10.1039/b509366j}}</ref> Desoxy-D2PM has two ]s which are used industrially in their purified form for resolution of chiral reagents during chemical synthesis.<ref>Bertelsen S, Halland N, Bachmann S, Marigo M, Braunton A, Jørgensen KA. Organocatalytic asymmetric α-bromination of aldehydes and ketones. ''Chem. Commun.'' 2005, 4821-4823{{doi|10.1039/b509366j}}</ref>

Revision as of 23:18, 10 February 2012

Pharmaceutical compound
2-Diphenylmethylpyrrolidine
Identifiers
IUPAC name
  • (RS)-2-(Diphenylmethyl)pyrrolidine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.162.251 Edit this at Wikidata
Chemical and physical data
FormulaC17H19N
Molar mass237.339 g·mol
3D model (JSmol)
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.

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
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ATC code: N06B


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