.beta.1-Selective adrenoceptor antagonists. 3. 4-Azolyl linked phenoxypropanolamines

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Abstract
A series of 4-substituted phenoxypropanolamines was prepared and examined for .beta.-adrenoceptor activity. The 4-substituents, di- and triazole ring systems connected to the phenoxy ring by different length chains, were chosen as a means of introducing cardioselectivity. This was achieved, especially in the 1-[4-[(4-chloropyrazol-1-yl)methoxy]phenoxy]-3-(isopropylamino)-2-propanol (11), the 4-[(2H-1,2,3-triazol-2-yl)methoxy] analog (21) and the 4-[2-(2H-1,2,3-triazol-2-yl)ethoxy] analog (22), which show potent .beta.1-blockade [in rats] with selectivity ratios in excess of 100:1. Structure-activity relationships are discussed, and the optimum position of the heteroatom in the 4-substituent is defined.