Tamsulosin (−)-1 is the most utilized α1-adrenoceptor antagonist in the benign prostatic hyperplasia therapy owing to its uroselective antagonism and capability in relieving both obstructive and irritative lower urinary tract symptoms. Here we report the synthesis and pharmacological study of the homochiral (−)-1 analogues (−)-2–(−)-5, bearing definite modifications in the 2-substituted phenoxyethylamino group in order to evaluate their ...