World Library  
Flag as Inappropriate
Email this Article

Diphenylprolinol

Article Id: WHEBN0010770904
Reproduction Date:

Title: Diphenylprolinol  
Author: World Heritage Encyclopedia
Language: English
Subject: Difemetorex, Pipradrol, Desoxypipradrol, 2-Diphenylmethylpyrrolidine, Pridefine
Collection: Alcohols, Designer Drugs, Norepinephrine-Dopamine Reuptake Inhibitors, Psychoactive Drugs, Pyrrolidines, Stimulants
Publisher: World Heritage Encyclopedia
Publication
Date:
 

Diphenylprolinol

Diphenylprolinol
Systematic (IUPAC) name
diphenyl(pyrrolidin-2-yl)methanol
Clinical data
Legal status
?
Identifiers
CAS number  N
ATC code None
PubChem
ChemSpider  YesY
Chemical data
Formula C17H19NO 
Mol. mass 253.34 g/mol
 N   

Diphenylprolinol (D2PM), or (R/S)-(±)-diphenyl-2-pyrrolidinyl-methanol, is a relatively mild norepinephrine-dopamine reuptake inhibitor which is used as a designer drug.[1][2]

Contents

  • Pharmacology 1
  • Other uses 2
  • See also 3
  • References 4
  • External links 5

Pharmacology

The dextrorotary (R)-(+)-enantiomer is the most pharmacologically active, although a variety of related derivatives have been studied.[3] Anecdotally, the dextrorotary enantiomer is orally active in the 2 mg - 5 mg range with a duration of 5–8 hours. The effects are said to be similar to other NDRIs, producing mild stimulation (at least in relation to substances like methylphenidate or cocaine) which is productive for working or studying, but with relatively little euphoria. Similar drugs to diphenylprolinol include pipradrol, desoxypipradrol, and to a lesser extent, methylphenidate.

There have been indications from detailed reports posted on Internet forums dedicated to researching such compounds that diphenylprolinol may not be as benign as its mild effects seem to suggest. At higher doses and with more frequent administration, its effects on dopamine can become significant enough for binging and addiction to enter the picture. Several large overdoses requiring hospitalization have been reported, possibly related to addiction issues. It is advisable to exercise caution when administering this compound, even for occasional use, as most dopamine reuptake inhibitors are addictive.

Side effects including chest pain (suggestive of possible cardiovascular toxicity) have been seen following recreational use of diphenylprolinol, although it was combined with glaucine in a party pill product ("Head Candy" brand), thus making it impossible to say for certain which drug was responsible.[4]

Other uses

Diphenylprolinol can be used to prepare the chiral

  • Synthesis of diphenyl-2-pyrrolidinyl-methanol and diphenyl-2-pyrrolidinyl-methane
  • Synthesis information of D2PM

External links

  1. ^ Wood DM et al, Detection of the novel recreational drug Diphenyl-2-pyrrolidinemethanol (D2PM) sold legally in combination with 1-Benzylpiperzaine (BZP). Clinical Toxicology 2008; 46:393.
  2. ^ Davies S. Drug Trends and New Designer Drugs. St George's University of London. 6th November 2008.
  3. ^ Paul F. Jackson et al. Pharmaceutical compositions and methods for treating compulsive disorders using pyrrolidine derivatives. US Patent 5295666
  4. ^ Lidder, S; Dargan, P; Sexton, M; Button, J; Ramsey, J; Holt, D; Wood, D (2008). "Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol D2PM)". Journal of Medical Toxicology 4 (3): 167–9.  
  5. ^ Corey, E. J.; Bakshi, R. K.; Shibata S., (1987). "Highly enantioselective borane reduction of ketones catalyzed by chiral oxazaborolidines Mechanism and synthetic implications".  

References

See also

[5]

This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and USA.gov, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for USA.gov and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.
 
Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.
 
By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.
 



Copyright © World Library Foundation. All rights reserved. eBooks from World eBook Library are sponsored by the World Library Foundation,
a 501c(4) Member's Support Non-Profit Organization, and is NOT affiliated with any governmental agency or department.