CI-1017

CI-1017

Clinical data
ATC code	none
Identifiers
IUPAC name (3E)-1-azabicyclo[2.2.1]heptan-3-one O-[3-(3-methoxyphenyl)prop-2-yn-1-yl]oxime ethanedioate
CAS Number	161774-09-0
PubChem CID	6505360
ChemSpider	5005355
Chemical and physical data
Formula	C18H20N2O6
Molar mass	360.366 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(O)C(=O)O.O(\N=C1\CN2CC1CC2)CC#Cc3cccc(OC)c3

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 It is the (R)-enantiomer of the racemic compound PD-142,505.

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. 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. 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. It was tested in clinical trials for this purpose in the early 2000s but was abandoned due to lack of efficacy.