Design and Synthesis of m1-Selective Muscarinic Agonists: (<i>R</i>)-(−)-(<i>Z</i>)-1-Azabicyclo[2.2.1]heptan-3-one, <i>O</i>-(3-(3‘-Methoxyphenyl)-2-propynyl)- oxime Maleate (CI<b>-</b>1017), a Functionally m1-Selective Muscarinic Agonist - Concepedia

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Design and Synthesis of m1-Selective Muscarinic Agonists: (<i>R</i>)-(−)-(<i>Z</i>)-1-Azabicyclo[2.2.1]heptan-3-one, <i>O</i>-(3-(3‘-Methoxyphenyl)-2-propynyl)- oxime Maleate (CI<b>-</b>1017), a Functionally m1-Selective Muscarinic Agonist

DOI Full Paper Access

29

Citations

24

References

1998

Year

Haile Tecle, Stephen D. Barrett, David Lauffer, Corinne E. Augelli‐Szafran, Mark R. Brann, Michael J. Callahan, Bradley W. Caprathe, Robert E. Davis, Patricia D. Doyle, David C. Eubanks,

Journal of Medicinal Chemistry

PharmacotherapyChemistryHeterocycle ChemistryPharmaceutical ChemistryM1 Selectivity ResideMolecular PharmacologyMedicinal Chemistry‘ -MethoxyphenylPd 142505Oxime MaleateBiochemistryM1-selective Muscarinic AgonistM1-selective Muscarinic AgonistsMechanism Of ActionPharmacological AgentNeuropharmacologyPharmacologyHeterocyclicFunctional SelectivityNatural SciencesMedicineDrug Discovery

Abstract

The synthesis and SAR of a series of (Z)-(+/-)-1-azabicyclo[2.2. 1]heptan-3-one, O-(3-aryl-2-propynyl)oximes are described. The biochemistry and pharmacology of 24Z (PD 142505) and its enantiomers are highlighted. 24Z is functionally an m1-selective muscarinic agonist. Efficacy and m1 selectivity reside in the R enantiomer, (R)-24Z (CI-1017).

References

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