The study of the lipophilicity of some aminoalkanol derivatives with anticonvulsant activity

A series of new (phenoxyethyl)aminoalkanol derivatives were synthesized and evaluated for their anticonvulsant activity. The most promising compound seemed to be ( R , S )‐1N‐[(2,6‐dimethyl)phenoxyethyl]amino‐2‐butanol, which displayed anti‐MES activity (in mice, i.p.) with protective index (TD 50 /ED 50 ) of 5.712, corresponding to that of phenytoin (6.6), carbamazepine (4.9) and valproate (1.7). The lipophilicity of compounds 1–17 exhibiting anticonvulsant activity was investigated. Their lipophilicities ( R M0 ) were determined using reversed‐phase thin‐layer chromatography (RP‐TLC) with a mixture of acetone and water as mobile phases. The partition coefficients of 1–17 (log P ) were also calculated using two computer programs (Pallas and ALOGPS) and compared with R M0 . The relationship between anticonvulsant activity and lipophilicity of the tested substances was estimated. Copyright © 2010 John Wiley & Sons, Ltd.