Antimalarials. 3. 3-Substituted 1-naphthalenemethanols

Abstract

The synthesis and antimalarial activity of 22 3-substituted 1-naphthalenemethanols whose substitution was patterned after the antimalarial 2-substituted 4-quinolinemethanols are described. The compounds were active against Plasmodium berghei in mice, the most active being 6-chloro-alpha-(dibutylaminomethyl)-3-(3,4-dichlorophenyl)-1-naphthalenemethanol hydrochloride (3b). The naphthalenemethanols tested, 1b and 2b, were not photosensitizing to albino mice. Structure-activity relationships between the naphthalene and quinoline isosteres are discussed.

Substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones

“…Recrystallization from ¿-PrOH gave 25 (2.6 g): mp 82-83 °C; NMR (CDClg) 5.37 (d, olefinic), 3.59 (t, J = 7.0 Hz, CCH¡0), 3 In our search for compounds exhibiting potent bronchodilator and antiallergic activity with lessened side effects, we prepared a series of imidazo[l,2-a]purin-9-(4i/)-one derivatives (3) in which the 2-carbonyl group of theophylline has been replaced with a 2-iminoalkylene moiety cyclized to the 1 position. It was intended that this polar imidazoline-fused system would impart increased metabolic stability and decreased CNS penetration to the molecule while maintaining the desired antiallergic and bronchodilator activities.…”