Synthesis and structure–Activity relationships of M 2-Selective muscarinic receptor ligands in the 1-[4-(4-Arylsulfonyl)-phenylmethyl]-4-(4-piperidinyl)-piperazine family

SW McCombie, SI Lin, JR Tagat, D Nazareno…

Index: McCombie, Stuart W.; Lin, Sue-Ing; Tagat, Jayaram R.; Nazareno, Dennis; Vice, Susan; Ford, Jennifer; Asberom, Theodros; Leone, Daria; Kozlowski, Joseph A.; Zhou, Guowei; Ruperto, Vilma B.; Duffy, Ruth A.; Lachowicz, Jean E. Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 5 p. 795 - 798

Full Text: HTML

Citation Number: 15

Abstract

The synthesis and muscarinic binding properties of compounds based on the 1-[4-(4- arylsulfonyl) phenylmethyl]-4-(1-aroyl-4-piperidinyl)-piperazine skeleton are described. For compounds, substituted with appropriately configured methyl groups at the benzylic center and at the piperazine 2-position, high levels of selective, M2 subtype affinity could be obtained, particularly when the terminal N-aroyl residue was ortho-substituted.

Related Articles:

Resolution of 1-arylalkylamines with 6-(1, 2: 3, 4-di-O-isopropylidene-α-d-galactopyranosyl) hydrogen phthalate

[Mereyala, Hari Babu; Fatima, Liyakat; Pola, Pallavi Tetrahedron Asymmetry, 2004 , vol. 15, # 4 p. 585 - 587]

Asymmetric Synthesis of Nonracemic Primary Amines via Spiroborate-Catalyzed Reduction of Pure (E)-and (Z)-O-Benzyloximes: Applications toward the Synthesis of …

[Ou, Wenhua; Espinosa, Sandraliz; Melendez, Hector J.; Farre, Silvia M.; Alvarez, Jaime L.; Torres, Valerie; Martinez, Ileanne; Santiago, Kiara M.; Ortiz-Marciales, Margarita Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5314 - 5327]

Asymmetric Synthesis of Nonracemic Primary Amines via Spiroborate-Catalyzed Reduction of Pure (E)-and (Z)-O-Benzyloximes: Applications toward the Synthesis of …

[Ou, Wenhua; Espinosa, Sandraliz; Melendez, Hector J.; Farre, Silvia M.; Alvarez, Jaime L.; Torres, Valerie; Martinez, Ileanne; Santiago, Kiara M.; Ortiz-Marciales, Margarita Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5314 - 5327]

Asymmetric Synthesis of Nonracemic Primary Amines via Spiroborate-Catalyzed Reduction of Pure (E)-and (Z)-O-Benzyloximes: Applications toward the Synthesis of …

[Ou, Wenhua; Espinosa, Sandraliz; Melendez, Hector J.; Farre, Silvia M.; Alvarez, Jaime L.; Torres, Valerie; Martinez, Ileanne; Santiago, Kiara M.; Ortiz-Marciales, Margarita Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5314 - 5327]

Isopropylidene glycerol hydrogen phthalate: a new resolving agent. Application to the resolution of 1-arylethylamines

[Pallavicini, Marco; Valoti, Ermanno; Villa, Luigi; Piccolo, Oreste Tetrahedron Asymmetry, 1996 , vol. 7, # 4 p. 1117 - 1122]

More Articles...