2-(Anilinomethyl)imidazolines as α1-adrenoceptor agonists: the identification of α1A subtype selective 2′-carboxylic acid esters and amides
2-(Anilinomethyl)imidazolines with 2′-esters or 2′-amides are potent agonists of the cloned human α1-adrenoceptors in vitro. The identification of α1A subtype selective agonists is reported.
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Cited by (7)
Synthesis and biological activities of 2-[(heteroaryl)methyl]imidazolines
2012, Bioorganic and Medicinal ChemistryCitation Excerpt :For example, 2-(anilino)imidazolines such as clonidine and its analogues (structure A, Fig. 1) are non-selective α2-adrenoceptor/I1 receptor agonists widely used in clinical practice for the treatment of hypertension and in intensive care units as sedative, anxiolytic and analgesic agents, while other analogues of clonidine with a methylene bridge connecting the imidazoline ring with an aromatic moiety, represented by, for example, tolazoline (structure B), are α1-adrenoceptor antagonists which behave as vasodilators. On the other hand, cirazoline with a methylenoxy spacer (structure C, X = O) is known to behave as an α1-adrenoceptor agonist and an α2 antagonist with vasoconstricting properties, and a series of 2-(anilinomethyl)imidazolines of type C (X = NH) has been described as potent α1-adrenoreceptor agonists useful for the treatment of benign prostatic hyperplasia.5–8 Recently, we have disclosed a highly selective imidazoline-based partial α2-adrenoceptor agonist marsanidine (1-[(imidazolidin-2-yl)imino]indazole, compound D, Fig. 1), from which emerged 7-methyl-marsanidine9 and its positional analogues E,10 compounds with potent hypotensive and diuretic activities.
2-(Anilinomethyl)imidazolines as α<inf>1</inf> adrenergic receptor agonists: α<inf>1a</inf> subtype selective 2′-heteroaryl compounds
2003, Bioorganic and Medicinal Chemistry Lettersα<inf>1</inf>-adrenoceptor activation: A comparison of 4-(Anilinomethyl)imidazoles and 4-(Phenoxymethyl)imidazoles to related 2-imidazolines
2002, Bioorganic and Medicinal Chemistry Lettersα<inf>1</inf>-Adrenoceptor agonists: The identification of novel α<inf>1A</inf> subtype selective 2′-heteroaryl-2-(phenoxymethyl)imidazolines
2002, Bioorganic and Medicinal Chemistry LettersRecent advances in the discovery of α<inf>1</inf>-adrenoceptor agonists
2007, Current Topics in Medicinal ChemistryIn vitro and in vivo characterization of alpha-1a selective agonists and their utility for stress incontinence
2004, Medicinal Chemistry Research