Synthesis and antidepressant-like activity evaluation of sulphonamides and sulphonyl-hydrazones.

In this study a series of sulphonamides and sulphonyl hydrazones of maleimide, naphthalimide and phthalimide derivatives was synthesized. The antidepressant effect of these compounds was evaluated by the forced-swimming test in mice. The behavioural parameter observed in this test is a reduction in the immobility time, which is indicative of antidepressant activity.

4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth-yl]-N'-[(E)-4-nitro-benzyl-idene]benzene-sulfono-hydrazide dimethyl sulfoxide monosolvate.

The mol-ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl-ene group between the benzo[de]isoquinoline and benzene-sulfonyl moieties allows the 4-nitro-phenyl ring and the benzo[de]isoquinoline system to be parallel with respect to each other, so that the mol-ecule adopts a U-shaped spatial conformation. The dihedral angle between mean planes of these aromatic groups is 4.

Antinociceptive properties of chloromaleinimides and their sulphonyl derivatives.

This report describes the synthesis of new cyclic imides obtained from the reaction between aniline and dichloromaleic anhydride with further chlorosulphonation as well as the reaction between different amines and 4-methoxyphenol for the synthesis of imidobenzenesulphonyl derivatives. These compounds were tested as antinociceptive agents using the writhing test on mice. Some compounds, when intraperitoneally injected, proved to be potent and dose-related antinociceptives, being several times more active than many known reference drugs.