NEW BARBITURATES OF NITRO AROMATIC COMPOUNDS AS ANTI CONVULSANTS, HYPNOTIC AGENTS, DYES AND FLUORESCENT MOLECULES

摘要

New solid barbiturates of high purity have been synthesized from the ethanolic solution of aromatic nitro compounds (l-chloro-2,4-dinitrobenzene, l,3-dichloro-4,6- dinitrobenzene or l-chloro-2,4,6-trinitrobenzene) and barbituric acid/thiobarbituric acid / N,N-dimethylbarbituric acid in the presence of bases such as trimethylamine, triethylamine, tri-n-butylamine, triethanolamine, N,N-diethylaminoethanol, substituted N,N-dimethylaniline, substituted N,N-diethylaniline, substituted pyridine, substituted quinoline and l,4-diazabicyclo[2.2.2]octane (DABCO). Spectral charaterisation (uv- vis, ir, pmr, 13C nmr and mass) has been performed on the synthesized barbiturates. Elemental analysis and other qualitative tests have also been carried out. Single crystal X-ray diffraction studies have been undertaken with some of the crystalline barbiturates to confirm the structures. Maximal Electro Shock (MES) method has been employed to examine their anticonvulsant activity. Reduction in extensor phase of convulsion has been noticed for the synthesized barbiturates. LD50 values of the barbiturates have been assessed in animal model. LD50 values fall under class 4 (1000 mg/kg) and the animals did not show any sign of acute toxicity and behavioral changes. Therapeutic dose of the new barbiturates induce hypnosis in albino mice of either sex weighing 25-30 grams. Some of the intensely coloured barbiturates have fixing ability on cotton, wool and polyester in the presence of mordants. Solid state emission spectra of some of the isolated barbiturates reveal that they are fluorescent molecules.