Synthesis and antirhinovirus activity of 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)-9H-purines
- 1 August 1989
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 32 (8) , 1757-1763
- https://doi.org/10.1021/jm00128a016
Abstract
A series of 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)purines was synthesized and tested for antirhinovirus activity. Most of the compounds were synthesized by alkylation of 6-chloro-2-(trifluoromethyl)-9H-purine with the appropriate benzyl halide followed by displacement of the chloro group with dimethylamine. Alternatively, 6-(dimethylamino)-2-(trifluoromethyl)purine was alkylated with the appropriate benzyl halide. Although several different aryl substituents provided compounds with IC50''s = 0.03 .mu.M against rhinovirus serotype 1B, no congenear was significantly more active than the parent 2. Twenty-three compounds were tested against 18 other serotypes, but none exhibited a uniform profile of activity.This publication has 4 references indexed in Scilit:
- Synthesis and structure-activity relationships of 2-substituted-6-(dimethylamino)-9-(4-methylbenzyl)-9H-purines with antirhinovirus activityJournal of Medicinal Chemistry, 1989
- Design, synthesis, and testing of potential antisickling agents. 4. Structure-activity relationships of benzyloxy and phenoxy acidsJournal of Medicinal Chemistry, 1984
- Quantitative structure-activity studies of substituted benzyl chrysanthematesPesticide Biochemistry and Physiology, 1982
- Fluorine-Containing Potential Anticancer Agents. II.1a Syntheses of Some Trifluoromethylpurines and Trifluoromethylthiazolopyrimidines1bJournal of Medicinal Chemistry, 1964