Abstract: In this paper the synthesis of thirteen N(a, β-disubstituted-4-chlorocinnamyl)-sec-butylamine derivatives (4Ea, 4Eb～e, 4Zb～e, 6Ea～b, 6Za～b) were reported. The configuration of pairs of geometrical isomers was assigned by NMR. Four compounds were configurationally confirmed by X-ray diffraction. Theθ₁ (the twist angle between phenyl ring and carbon-carbon double bond) and θ₂ (the twist angle between carbonyl group and carbon-carbon double bond)of stable conformations of the compounds were calculated by EHMO method. The values of θ₁, θ₂, and anticonvulsant activity (ED₅₀) of eighteen compounds were given here. The relationships of θ₁ and θ₂ and the anticonvulsant activities of these compounds were discussed. The pattern that these compounds bind with the receptor in order to produce anticonvulsant effect was tentatively proposed.