GB710511A - Improvements in or relating to aryl ethers of morpholino-alkanols and methods for the production thereof - Google Patents

Abstract

The invention comprises aryl ethers of morpholinoalkanols of the formula M-R-O-Ar and acid addition salts thereof, where M is a morpholino group, R is an alkylene group of 2-5 carbon atoms and Ar is an alkoxyphenyl, alkenylphenyl, hydroxyphenyl, cyclohexylphenyl, aralkoxyphenyl, benzoylphenol, phenylphenyl, phenylaminophenyl, morpholinoalkoxyphenyl, acetaminophenyl, phenyliminomethylphenyl, phenylaminomethylphenyl, naphthyl, quinazolyl or isoquinolyl group or alkyl, alkoxy, halogen, nitro or amino substitution products of these groups. They may be prepared by reacting the alkali metal or alkaline earth metal salts of a hydroxyaryl compound with a morpholinoalkyl halide or p by condensing morpholine with an o -haloalkyl aryl ether. Preferred compounds are those in which R is a propylene group and Ar is a phenyl group with a p-alkoxy substituent such as g -morpholinopropyl-4-n-butoxyphenyl ether. The compounds have therapeutic properties. Examples specify the following compounds according to the invention which are prepared according to one of the above methods; the g -morpholinopropyl ethers of 4-n-butoxyphenol; 2-ethoxy-5-propenylphenol; 4-phenylphenol; 1-naphthol; 4-phenylaminophenol; 4-hydroxy-quinazoline; 2-methoxyphenol; 2-ethoxy - 5 - n - propylphenol; 2 - methoxy - 5-propenylphenol; 4 - allyl - 2 - methoxyphenol; 2 - methoxy - 4 - propenylphenol; 2 - hydroxyphenol (catechol); phenol; 4-chlorophenol; 2-chlorophenol; 2-nitrophenol; 4-nitrophenol; 4 - aminophenol; 2 - (11 - methylbutyl) - 4-methylphenol; 2 - tert. - amylphenol; 2 - acetamino - 6 - n - propylphenol; 4 - cyclohexylphenol; 2-benzyloxyphenol; 4-benzoylphenol; 4 - phenyliminomethylphenol; 4 - phenylaminomethylphenol; 2 - chloro - 4 - phenylphenol; 3- and 4-g -morpholinopropoxyphenol and 1-isoquinolol and the b -morpholinoethyl ethers of 4-n-butoxyphenol and 2-tert.-butyl-5-methylphenol.