New 2-imino-imidazolidine derivs. have alpha=2-adrenergic activity - and venotonic activity, and are useful in phlebological disorders and venous insufficiency

摘要

2-iminoimidazolidine derivs. of formulae (I) and their salts with acids such as carboxylic, sulphonic or phosphoric acid are new where X = CO; and Y-Z=C=C(R1) or CH-CHR; or X-Y= C(R1)=C, C(Ar)=C or CH(Ar)-CH; and Z = CO; R = H or acetyl; R1 = H or CH3; R2, R3, R4, R5 = H, F, Cl, Br, CF3, OH, OCH3, or acyloxy (e.g. acetyl-, propionyl-, butyryl- or isobutyryl-oxy of carboxymethyloxy or 1 alpha- or 1 beta-D-glucopyranosyloxy); Ar = phenyl opt. substd. in position 3 or position 4 by OH, OCH3 or acyloxy (e.g. acetyl-, propionyl-, butyryl- or isobutyryl- oxy) or by OH in position 3 or 4 and by OCH3 or acyloxy(as above) in position 4 or 3. USE/ADVANTAGE - (I) have alpha-2-adrenergic and venotonic activity and hence are useful in phlebological disorders and venous insufficiency. Related 2-(arylimino)imidazolidine cpds. such as alonidine have antihypertensive properties acting centrally by passage through the blood-brain barrier. The claimed cpds. still have the alpha-2-adrenergic activity but replacement of the aromatic fragment with a coumarin, chromone or flavone structure gives reduced lipophilicity and improved venous activity without arterial effects.