| 摘要 |
<p>The invention comprises compounds of the formula <FORM:0920623/IV(a)/1> (in which R is hydrogen or methyl) and their acid-addition salts; and their preparation (1) by reducing a compound of the formula <FORM:0920623/IV(a)/2> (wherein R1 is hydrogen or a group readily replaceable by hydrogen such as an alkyl, aralkyl or acyl group and R11 is hydrogen or an aralkyl residue) and, if necessary, replacing R1 and R11 by hydrogen atoms; or (2) by reducing, in the presence of isopropylamine, a compound of the formula <FORM:0920623/IV(a)/3> and, if necessary, replacing R1 by a hydrogen atom; or (3) by reacting a compound of the formula <FORM:0920623/IV(a)/4> with the amine R11-NH-CH(CH3)2 and, if necessary, replacing R1 and R11 by hydrogen; or (4) by isopropylating a compound of the formula <FORM:0920623/IV(a)/5> (obtainable by reduction of the corresponding isonitroso ketone or by acid-splitting of an appropriate oxazolidone-2 compound) and, if necessary, replacing R1 by hydrogen. The last named process may be effected by condensing the amine with acetone and reducing the resulting Schiff's base. The compounds of the invention may be resolved into their optical isomers, for example by fractional crystallization of optically active salts with optically active acids. Examples are given, and a list of salt-forming organic and inorganic acids is provided. 1 - (3,5 - Dialkoxyphenyl)-1-oxo-2-isopropyl-amino-ethanes or propanes are prepared from isopropylamine and the appropriate halogenoethane or -propane. In an example 1-(3,5-dimethoxyphenyl) - 1 - oxo-2-isopropylamino-propane hydrochloride is so prepared and is then demethylated to 1-(3,5-dihydroxyphenyl)-1 - oxo - 2 - isopropylamino - propane hydrobromide. 3,5-Dimethoxyphenyl-glyoxal is prepared by heating 3,5 - dimethoxy - acetophenone with selenium dioxide. 3,5-Dimethyoxyphenyl-ethylene oxide is prepared by reducing 3,5-dimethoxy-o -bromo-acetophenone to give 1-(3,5-dimethoxyphenyl)-1-hydroxy-2-bromo-ethane and then treating this with alcoholic potassium hydroxide. Compounds of the first general formula above and their salts, which are stated to have a good broncholytic effect, may be formulated as pharmaceutical compositions, in combination with carriers or excipients for oral, nasal, rectal or parenteral administration. The compositions may take the form of suspensions, emulsions, syrups, powders, tablets, capsules, dragees, sprays, inhalations, suppositories or injectable solutions, and may contain a tabletting adjuvant, flavouring, suspending or dispersing agents, sterile pyrogen free water, oil or oil emulsions or suppository bases.</p> |
