439099-26-0Relevant articles and documents
Guanidinium and aminoimidazolinium derivatives of N-(4-piperidyl)propanamides as potential ligands for μ opioid and I2-imidazoline receptors: Synthesis and pharmacological screening
Montero, Ana,Goya, Pilar,Jagerovic, Nadine,Callado, Luis F,Meana,Giron, Rocio,Goicoechea, Carlos,Martin, M Isabel
, p. 1009 - 1018 (2007/10/03)
Derivatives of N-(1-phenethyl-4-piperidyl)propanamides incorporating guanidinium and 2-aminoimidazolinium groups have been prepared by a synthetic approach involving first introduction of a spacer between the piperidine and the functional group by reductive amination of piperidinone. The formation of each of these functional groups was carried out using N-N′ -di(tert-butoxycarbonyl) thiourea and 2-methylthioimidazolinium iodide, respectively. These structures have been designed to incorporate two pharmacologic goals into one entity. Radioligand binding assays ave been used to study their affinity for opioid (μ δ and κ) and I 2 -imidazoline receptors. Two of them, 10 and 16, showed high affinity for μ opioid receptors and functionally they had moderate analgesic properties in the hot plate and writhing tests. The in vitro studies on guinea pig ileum (GPI) indicated that both compounds are μ opioid agonists. In what concerns I2 -imidazoline receptor activity, these derivatives showed low affinity around 6 to 7 times less than idazoxan. Copyright
