3 - (dibenzo (a, d) - 1, 4 - cycloheptadien - 5 - yloxy) - nortropan and methods for its manufacture

摘要

The invention comprises 3-(dibenzo [a,d]-1,4-cycloheptadien-5-yloxy) nortropane of formula FORM:0988291/C2/1 and non-toxic acid addition salts thereof with inorganic and organic acids. It may be made by reacting nortropine or an alkali metal derivative thereof with a dibenzo [a,d]-1,4-cycloheptadien-5-yl halide. Alternatively 3-(dibenzo [a,d]-1,4-cycloheptadien-5-yloxy) tropane may be demethylated, e.g. by reacting with a cyanogen halide and hydrolysing and decarboxylating the N-cyano compound formed, e.g. with alcoholic KOH. In other methods the corresponding N-benzyl compound may be debenzylated, e.g. by hydrogenation, or corresponding N - carboxylic ester or N - carbonamide compounds hydrolysed. N - Cyano - 3 - (dibenzo [a,d] - 1,4 - cyclo - heptadiene-5-yloxy) nortropane is prepared by the action of cyanogen bromide on 3-(dibenzo [a,d] - 1,4 - cycloheptadien - 5 - yloxy) tropane. The compounds of the invention have an atropine-like action, decreasing locomotor activity and may be administered orally, e.g. as tablets, pills, capsules, suspensions, emulsions, syrups or elixirs, or parenterally, e.g. as suspensions or emulsions in water or a vegetable oil or in solution in an organic solvent.