IONIZATION-CONSTANTS, LIPOPHILICITY AND BIOLOGICAL STUDIES OF SOME NOVEL ARYL-(AMINO OR HYDROXY)ETHYL AMINO KETONES WITH ANTIINFLAMMATORY ACTIVITY

The synthesized 4-(2'-hydroxy- or 2'-amino-ethyl)amino-butyrophenones or butyrothienones, a novel class of basic, anti-inflammatory compounds, are of interest, since they present major differences compared to the classical (steroidal, non steroidal or immunosuppressive) anti-inflammatory agents. Ionization constants and lipophilicity, expressed as log P, from the octanol/water system, or as R(M) values, from reversed phase thin layer chromatography, were determined and discussed in relation to their structural characteristics. An attempt was made to predict these 2 physicochemical parameters. It was found that both experimental expressions of lipophilicity for the tested basic compounds are in agreement, concerning the influence of functional groups, and that R(M) determination can be used as a fast, convenient and reliable method for the evaluation of the lipophilicity of similar structures. Acute toxicity and anti-inflammatory activity tests, using the adjuvant induced disease (AID) model, were conducted. It is concluded that the tested compounds possess protective, as well as curative properties in AID in rats.