Nonpeptidic angiotensin II AT₁ receptor antagonists derived from 6-substituted aminocarbonyl and acylamino benzimidazoles.

Both 6-substituted aminocarbonyl and acylamino benzimidazole derivatives were designed and synthesized as nonpeptidic angiotensin II AT₁ receptor antagonists. Compounds 6f, 6g, 11e, 11f, 11g, and 12 showed nanomolar AT₁ receptor binding affinity and high AT₁ receptor selectivity over AT₂ receptor in a preliminary pharmacological evaluation. Among them, the two most active compounds 6f (AT₁ IC₅₀ = 3 nM, AT₂ IC₅₀ > 10,000 nM, PA₂ = 8.

4-Methyl-N-(2-phenyl-eth-yl)-2-propyl-1H-benzimidazole-6-carboxamide.

There are two independent mol-ecules in the asymmetric unit of the title compound, C(20)H(23)N(3)O, in which the dihedral angles between the phenyl ring of the phenyl-ethyl-amino group and the benzimidazole system are 73.98 (15) and 15.93 (16)°.