GB837718A - Aralkyl carbamates and ataractic compositions - Google Patents

Abstract

The invention comprises compounds of the general formula <FORM:0837718/IV (b)/1> (wherein alkylene is a saturated alkylene chain with three to six carbon atoms separating the phenyl and carbamyloxy residues linked thereto by at least three carbon atoms, R1 is a hydrogen, bromine, chlorine or fluorine atom, or a methyl or methoxy group, and R2 is a hydrogen atom or an alkyl group with one to three carbon atoms), and the preparation thereof by reacting the corresponding alcohols with: (1) chlorourea in a non-polar organic solvent; or (2) phosgene in a non-polar organic solvent in the presence of enough tertiary organic base to react with the liberated hydrogen chloride, and reacting the resulting chloroformate, which is usually not isolated, with an excess of ammonia. g -p-Chlorophenylpropanol is prepared by reacting a Grignard reagent, prepared from p-chlorobenzyl chloride and magnesium turnings in dry ether, with ethylene oxide. Similarly made is g -(p-bromophenyl)-propanol. g -(p-Fluorophenyl)-propanol is prepared by refluxing p-fluorophenylpropionic acid with methanolic hydrogen chlorine and reducing the resulting ester with lithium aluminium hydride in ether.ALSO:Pharmaceutical compositions are described which comprise compounds of the general formula <FORM:0837718/VI/1> (wherein alkylene is a saturated alkylene chain with three to six carbon atoms separating the phenyl and carbamyloxy residue linked thereto by at least three carbon atoms, R1 is a hydrogen, bromine, chlorine or fluorine atom, or a methyl or methoxy group, and R2 is a hydrogen atom or an alkyl group with one to three carbon atoms) in admixture with a pharmaceutical filler in the form of various pharmaceutical carriers, such as aqueous suspensions, capsules, pills, powders, tablets or troches. The pharmaceutical filler is any non-toxic pharmaceutical filler, excipient or lubricant, such as ethyl cellulose, lactose, magnesium stearate, pectin or terra alba. The compositions contain in dosage unit form about 100 mg. to about 750 mg. of active ingredient, preferably about 200 to 500 mg. Administration is preferably oral. They are used as mild ataractics or tranquilizers, anticonvulscents, potentiators (particularly of barbiturate narcoses), muscle relaxants, antistrychnine agents and analgesics.