Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands was written by Anastassiadou, Maria;Danoun, Saida;Crane, Louis;Baziard-Mouysset, Genevieve;Payard, Marc;Caignard, Daniel-Henri;Rettori, Marie-Claire;Renard, Pierre. And the article was included in Bioorganic & Medicinal Chemistry in 2001.Reference of 55406-13-8 This article mentions the following:
Several series of 2-aryl or 2-heterocyclic-imidazoline derivatives have been prepared and evaluated in vitro as ligands for imidazoline (I1 and I2) and α-adrenergic (α1 and α2) receptors. 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 Ph imidazolines substituted by a Me or a methoxy group at the ortho or meta position. Indeed, 2-(2′-methoxyphenyl)-imidazoline 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 Me group in the para position. The original compound, 2-(3′-fluoro-4′-tolyl)-imidazoline, is a new potent ligand for the I2 sites with high selectivity (pKi = 8.53 and I2/I1 > 3388). In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Reference of 55406-13-8).
3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Reference of 55406-13-8
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts