DE1620024

• Main Author: BOLHOFER, WILLIAM ALFRED, FREDERICK, PA. (V.ST.A.)
• Format: Patent
• Language: English
• Published: 06.12.1973
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention comprises compounds of the formula <FORM:1093995/C2/1> in which A is an O, S or -NH group; each of R1 and R2, which are the same or different, is a hydrogen atom or a C1- 5 alkyl, or halo-C1- 5 alkyl radical or taken together with the carbon to which they are attached R1 and R2 are joined to form a cycloalkyl ring; each X, which may be the same or different to one another, is a hydrogen or halogen atom or a nitro, alkyl, cycloalkyl, alkenyl, aralkenyl, alkylsulphinyl, C1- 5 haloalkyl, alkylthio, alkylsulphonyl, aryl, aralkyl, aralkoxy, arylcarbonylmethyl, arylamino, or C1- 6 alkanoic acid amido radical or taken together two X radicals on adjacent carbon atoms of the benzene nucleus are joined to form a bivalent hydrocarbon chain containing three or four carbon atoms between their points of attachment; m is 1, 2 or 3, and n is 0, 1, 2, 3 or 4; and their non-toxic, pharmacologically acceptable acid-addition salts. The novel compounds are made by reaction of the corresponding appropriately substituted phenoxyalkanoyl halide, phenylthioalkanoyl halide or anilinoalkanoyl halide with 3-hydroxymethyl pyridine. The preparation of the following intermediate is also described: 2 - (4 - chlorophenoxy) - 2 - methylpropionyl chloride from 4-chlorophenoxy-isobutyric acid and thionyl chloride. Pharmaceutical compositions useful in the treatment of atherosclerosis comprise a compound of Formula I above with an inert diluent, carrier, or coating. The compositions are preferably administered in the form of a pill, tablet, capsule, powder, elixir, or syrup, or a parenterally or orally administrable solution or suspension.