72583-92-7Relevant academic research and scientific papers
Ultrasound promoted synthesis of 2-imidazolines in water: A greener approach toward monoamine oxidase inhibitors
Sant' Anna, Gabriela da S.,Machado, Pablo,Sauzem, Patricia D.,Rosa, Fernanda A.,Rubin, Maribel A.,Ferreira, Juliano,Bonacorso, Helio G.,Zanatta, Nilo,Martins, Marcos A.P.
, p. 546 - 549 (2011/03/19)
A series of sixteen 2-substituted-2-imidazolines (where the substituent R = Ph, Me-4-Ph; MeO-4-Ph; (MeO)2-3,4-Ph; (MeO)3-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl2-2,4-Ph; NO2-4-Ph; NO2-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development.
Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands
Anastassiadou, Maria,Danoun, Sada,Crane, Louis,Baziard-Mouysset, Genevieve,Payard, Marc,Caignard, Daniel-Henri,Rettori, Marie-Claire,Renard, Pierre
, p. 585 - 592 (2007/10/03)
Several series of 2-aryl or heterocyclic-imidazoline compounds have been prepared and evaluated in vitro as imidazoline sites (I1 and I2) and α-adrenergic (α1 and α2) receptor ligands. Their pKi values indicate that linkage of the imidazoline moiety at the 2-position with an aromatic substituent dramatically decreases α-adrenergic affinity. I1 sites are more accessible by phenyl imidazolines substituted by a methyl or a methoxy group at the ortho or meta position. Indeed, 2-(2′-methoxyphenyl)-imidazoline (17) is one of the best I1 ligands ever reported (pKi=8.53 and I1/I2>3388). On the other hand, I2 selectivity increases in the presence of a methyl group in the para position. The original compound, 2-(3′-fluoro-4′-tolyl)-imidazoline (31) is a new potent ligand for the I2 sites with high selectivity (pKi=8.53 and I2/I1>3388). Copyright
New one-step synthesis of 2-aryl-1H-imidazoles: Dehydrogenation of 2-aryl-δ2-imidazolines with dimethylsulfoxide
Anastassiadou,Baziard-Mouysset,Payard
, p. 1814 - 1816 (2007/10/03)
A new one-step method for the preparation of 2-aryl-1Himidazoles 3, based on the DMSO dehydrogenation of 2-aryl-Δ2-imidazolines, is described. A comparative study between DMSO and 10% Pd/C, the best known catalyst employed in this transformation, has also been developed. Both protocols were carried out at 120 °C for 48 hours.
