World Library  
Flag as Inappropriate
Email this Article

Delucemine

Article Id: WHEBN0018591475
Reproduction Date:

Title: Delucemine  
Author: World Heritage Encyclopedia
Language: English
Subject: NMDA receptor antagonist, Midafotel, Tiletamine, NMDA receptor antagonists, Glycine
Collection: Fluoroarenes, Nmda Receptor Antagonists, Organofluorides, Serotonin Reuptake Inhibitors
Publisher: World Heritage Encyclopedia
Publication
Date:
 

Delucemine

Delucemine
Systematic (IUPAC) name
3,3-bis(3-fluorophenyl)-N-methylpropan-1-amine
Clinical data
Legal status
?
Identifiers
CAS number
ATC code None
PubChem
ChemSpider
UNII  YesY
ChEMBL
Chemical data
Formula C16H17F2N 
Mol. mass 261.3097 g/mol
 YesY   

Delucemine (NPS-1506) is a drug which acts as an NMDA antagonist and a serotonin reuptake inhibitor, and has neuroprotective effects. It was originally investigated for the treatment of stroke but is now being studied as a potential antidepressant. It is currently in clinical trials.[1]

Synthesis

Delucemine synthesis:[2]

Condensation of 3,3-difluorobenzophenone with the lithio reagent from acetonitrile yields the benzydrol. The nitrile group is then reduced to the corresponding amine by means of diborane. Treatment with acid leads to loss of the tertiary hydroxyl group and formation of the olefin. The double bond is reduced by catalytic hydrogenation. The primary amino group can then be converted to the N-methyl derivative by any of a number of procedures, such as, treatment with formaldehyde and formic acid. Then the NMDA receptor antagonist delucemine is obtained.

References

  1. ^ NPS Pharmaceuticals Inc NPSP Quarterly Report
  2. ^ S.T. Moe, D.L. Smith, K. By, J.A. Egan, C.N. Filer, J. Label. Comp. Radiopharm. 41, 535 (1998).



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 Project Gutenberg 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.