World Library  
Flag as Inappropriate
Email this Article


Article Id: WHEBN0028828826
Reproduction Date:

Title: Ci-1017  
Author: World Heritage Encyclopedia
Language: English
Subject: Nootropics, SIB-1553A, Adafenoxate, PEPA (drug), PRX-03140
Publisher: World Heritage Encyclopedia


Systematic (IUPAC) name
(3E)-1-azabicyclo[2.2.1]heptan-3-one O-[3-(3-methoxyphenyl)prop-2-yn-1-yl]oxime ethanedioate
Clinical data
Legal status
CAS number
ATC code None
Chemical data
Formula C18H20N2O6 
Mol. mass 360.36 g/mol

CI-1017 is a muscarinic acetylcholine receptor agonist which is selective for and is approximately equipotent at the M1 and M4 receptors, with 20-30-fold lower affinity for the M2, M3, and M5 subtypes[1] It is the (R)-enantiomer of the racemic compound PD-142,505.[1]

In animals CI-1017 improves learning and memory and increases the electrical activity of the hippocampus through activation of the M1 receptor, while minimally producing parasympathetic side effects and only at very high doses.[2][3][4] It also inhibits production of amyloidogenic A beta peptide and increases secretion of soluble amyloid precursor protein via stimulation of the M1 receptor as well.[3] Based on these data, it was hypothesized that CI-1017 could not only treat the symptoms of Alzheimer's disease, but could also potentially slow its progression.[3] It was tested in clinical trials for this purpose in the early 2000s but was apparently abandoned for unknown reasons.[3]


  1. ^ a b Tecle H, Barrett SD, Lauffer DJ, et al. (July 1998). "Design and synthesis of m1-selective muscarinic agonists: (R)-(-)-(Z)-1-Azabicyclo[2.2.1]heptan-3-one, O-(3-(3'-methoxyphenyl)-2-propynyl)oxime maleate (CI-1017), a functionally m1-selective muscarinic agonist". Journal of Medicinal Chemistry 41 (14): 2524–36.  
  2. ^ Weiss C, Preston AR, Oh MM, Schwarz RD, Welty D, Disterhoft JF (January 2000). "The M1 muscarinic agonist CI-1017 facilitates trace eyeblink conditioning in aging rabbits and increases the excitability of CA1 pyramidal neurons". Journal of Neuroscience 20 (2): 783–90.  
  3. ^ a b c d Tecle H, Schwarz RD, Barrett SD, et al. (March 2000). "CI-1017, a functionally M1-selective muscarinic agonist: design, synthesis, and preclinical pharmacology". Pharmaceutica Acta Helvetiae 74 (2-3): 141–8.  
  4. ^ Disterhoft JF, Matthew Oh M (November 2003). "Modulation of cholinergic transmission enhances excitability of hippocampal pyramidal neurons and ameliorates learning impairments in aging animals". Neurobiology of Learning and Memory 80 (3): 223–33.  
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, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for 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.