[2-aminodihydropyridines / Structure and antihypertensive activity (author's transl)].
Replacement of the 2-alkyl group by amino in the structure of cardiovascular 4-aryl-2,6-dialkyl-1,4-dihydropyridine-3,5-dicarboxylates 1 is tolerated without loss of antihypertensive activity. The rules found for the substitution of the aromatic ring and the ester functions in 1 still hold for the novel 2-amino-1,4-dihydropyridines 6, 7 and 9 obtained by Michael addition of acetamidines to alpha, beta-unsaturated enones. 2-Dialkylamino-3,4-dihydropyridines 11 surprisingly also show good antihypertensive activity. In this case a displacement of the double bond in the heterocycle must also be taken into account. A 2-trifluoromethyl substitution in the phenyl residue and ester groups with low lipophilicity are optimal in this series.
D000631:Aminopyridines / Q000494:pharmacology*; D000818:Animals; D000959:Antihypertensive Agents; D055598:Chemical Phenomena; D002621:Chemistry; D005260:Female; D006973:Hypertension / Q000503:physiopathology; D006977:Hypertension, Renal / Q000503:physiopathology; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D000631:Aminopyridines; D000959:Antihypertensive Agents
2-Aminodihydropyridine. Struktur und antihypertensive Wirksamkeit.