Acyclic hypnotics containing nitrogen

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Chapter: Medicinal Chemistry : Sedatives and Hypnotics

Synthesis and Drug Profile : 1. Meprobamate (Miltown, Equanil) 2. Ethinamate


III. Acyclic hypnotics containing nitrogen


1. Meprobamate (Miltown, Equanil)


Synthesis


Properties and uses: It is a white or almost white amorphous or crystalline powder slightly soluble in water and freely soluble in alcohol. It is used in the treatment of anxiety disorders. It is also a centrally acting skeletal muscle relaxant. The agents in this group find use in a number of conditions, such as strains and sprains that may produce acute muscle spasm.

Assay: Dissolve the sample in 25% V/V solution of sulphuric acid and boil under a reflux condenser for 3 h. Cool and dissolve by cautiously adding 30 ml of water, cool again and place in a steam-distillation apparatus. Add 40 ml of strong sodium hydroxide solution and distil immediately by passing steam through the mixture. Collect the distillate into 40 ml of a 40 g/l solution of boric acid R until the total volume in the receiver reaches about 200 ml. Add 0.25 ml of methyl red mixed solution. Titrate with 0.1 M hydrochloric acid until the colour changes from green to violet.

Dose: The usual oral dose for an adult is 400 mg.


2. Ethinamate


Synthesis



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