Design, synthesis, and biological evaluation of pirenzepine analogs bearing a 1, 2-cyclohexanediamine and perhydroquinoxaline units in exchange for the piperazine …

…, C Bellucci, G Giorgi, V Tumiatti, ML Bolognesi…

Index: Minarini, Anna; Marucci, Gabriella; Bellucci, Cristina; Giorgi, Gianluca; Tumiatti, Vincenzo; Bolognesi, Maria Laura; Matera, Riccardo; Rosini, Michela; Melchiorre, Carlo Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7311 - 7320

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Citation Number: 6

Abstract

Pirenzepine (2) is one of the most selective muscarinic M1 versus M2 receptor antagonists known. A series of 2 analogs, in which the piperazyl moiety was replaced by a cis-and trans- cyclohexane-1, 2-diamine (3–6) or a trans-and cis-perhydroquinoxaline rings (7 and 8) were prepared, with the aim to investigate the role of the piperazine ring of 2 in the interaction with the muscarinic receptors. The structural change leading to compounds 3–6 abolished in ...