Conformations, conformational preferences, and conformational exchange of N′-substituted N-acylguanidines: intermolecular interactions hold the key

…, P Igel, A Buschauer, RM Gschwind

Index: Kleinmaier, Roland; Keller, Max; Igel, Patrick; Buschauer, Armin; Gschwind, Ruth M. Journal of the American Chemical Society, 2010 , vol. 132, # 32 p. 11223 - 11233

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Citation Number: 13

Abstract

Guanidine and acylguanidine groups are crucial structural features of numerous biologically active compounds. Depending on the biological target, acylguanidines may be considered as considerably less basic bioisosteres of guanidines with improved pharmacokinetics and pharmacodynamics, as recently reported for N′-monoalkylated N-acylguanidines as ligands of G-protein-coupled receptors (GPCRs). The molecular basis for enhanced ...