ChemInform Abstract: GUANIDINOALKYL‐AZACYCLOALKANE, CHEMISCHE STRUKTUR UND ANTIHYPERTENSIVE WIRKUNG

Abstract

44 Guanidinoalkyl‐azacycloalkane (V) werden aus den Azacycloalkanen (I) durch Umsetzung mit Formaldehyd und Blausäure in die Cyanmethyl‐Derivate (II), Hydrierung zu den Aminen (III) und Einwirkung von S‐Methylisothioharnstoffsulfat (IV) hergestellt.

Synthesis and Biological Evaluation of 2-Aryliminopyrrolidines as Selective Ligands for I1 Imidazoline Receptors: Discovery of New Sympatho-Inhibitory Hypotensive Agents with Potential Beneficial Effects in Metabolic Syndrome

“…As shown previously, a sole substituent on position-2 did not lead to hypotensive compounds, whatever its nature, alkyl group, or halogen atom, 28,57 opposite to what was observed with imidazoline compounds and nonselective pyrrolidines. 32,33,35 In the first series, in which compounds 1− 11 bear a methyl group on position-5 of the pyrrolidinyl ring, addition of a second substituent on the phenyl ring had different influences on the hypotensive activity, according to its position. When it was placed in position-6, in position-5, or in position-4 of the phenyl ring (compounds 1−4), compounds were unable to decrease MBP, even after ic injection.…”

“…In addition, according to our previous studies, we can assume that drugs highly selective for I 1 Rs, which reduce BP through a centrally mediated sympathetic inhibition, will most likely also improve the metabolic abnormalities of MetS . We have especially focused our work on compounds that are substituted on the position-2 of the phenyl ring, since previous studies have shown that this kind of substitution was required for their biological activity. − The choice of the substituents on the aromatic ring is based on a classical rational strategy: starting from a substitution on the ortho position, we have made variations on the other positions to state about the influence of the region that is substituted on the biological activity. Cycles were introduced to determine the limits of the steric hindrance on the considered positions.…”