| Title : 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 - Tecle_1998_J.Med.Chem_41_2524 |
| Author(s) : Tecle H , Barrett SD , Lauffer DJ , Augelli-Szafran C , Brann MR , Callahan MJ , Caprathe BW , Davis RE , Doyle PD , Eubanks D , Lipiniski W , Mirzadegan T , Moos WH , Moreland DW , Nelson CB , Pavia MR , Raby C , Schwarz RD , Spencer CJ , Thomas AJ , Jaen JC |
| Ref : Journal of Medicinal Chemistry , 41 :2524 , 1998 |
|
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). |
| PubMedSearch : Tecle_1998_J.Med.Chem_41_2524 |
| PubMedID: 9651157 |
Tecle H, Barrett SD, Lauffer DJ, Augelli-Szafran C, Brann MR, Callahan MJ, Caprathe BW, Davis RE, Doyle PD, Eubanks D, Lipiniski W, Mirzadegan T, Moos WH, Moreland DW, Nelson CB, Pavia MR, Raby C, Schwarz RD, Spencer CJ, Thomas AJ, Jaen JC (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 :2524
Tecle H, Barrett SD, Lauffer DJ, Augelli-Szafran C, Brann MR, Callahan MJ, Caprathe BW, Davis RE, Doyle PD, Eubanks D, Lipiniski W, Mirzadegan T, Moos WH, Moreland DW, Nelson CB, Pavia MR, Raby C, Schwarz RD, Spencer CJ, Thomas AJ, Jaen JC (1998)
Journal of Medicinal Chemistry
41 :2524