Patent GB-412176-A (GB)
Title: Manufacture of aqueous solutions of aminoacridine or aminoacridinium salts
IPC: C07D219/08
Filed: 1932-12-16
Abstract: Aqueous solutions of aminoacridine or aminoacridinium salts of higher fatty acids, olefine carboxylic acids and esterethanesulphonic acids obtained therefrom (which salts are obtainable according to Specifications 188,127, [Class 2 (iii)], and 382,889, or from a mineral acid salt of the acridine compound and a salt of an olefinecarboxylic acid by a process analogous to that of Specification 188,127), are manufactured by reacting the said salts in the presence of water with an alkali metal salt of the same or a different higher fatty acid, olefine carboxylic acid or esterethanesulphonic acid obtained therefrom.  The aminoacridine or aminoacridinium salt may be treated with a solution of the alkali metal salts or the components may be mixed in the solid state and dissolved.  In a modification of the process, an aminoacridine or aminoacridinium compound is treated with a solution of an alkali metal salt of a higher fatty acid, olefine carboxylic acid or an esterethanesulphonic acid obtained therefrom in such quantity that the water-insoluble compound first formed is redissolved.  The products are useful therapeutically, especially for injections.  In examples : (1) 3 : 6 - diaminoacridine stearate is triturated with a warm aqueous solution of sodium oleate; (2) 3 : 6-diamino-10-methylacridinium palmitate is dissolved by warming in an aqueous solution of the compound obtained by reacting oleic acid chloride with hydroxyethane sodium sulphonate ; (3) the compound obtainable from 3 : 6-diamino-10-methylacridinium chloride and sodium a -oleyloxyethane-b -sulphonate is triturated with an aqueous solution of sodium palmitate and the mixture is warmed with shaking; (4) 3 : 6 - diamino - 10 - methylacridinium chloride is dissolved in hot water and the solution is added to an aqueous solution of sodium palmitate; (5) an aqueous solution of 3 : 6 - diamino - 10 - methylacridinium chloride is added to an aqueous solution of sodium oleate.  Specification 366,916 also is p  referred to.ALSO:Aqueous solutions of aminoacridine or aminoacridinium salts of higher fatty acids, olefine carboxylic acids and esterethanesulphonic acids obtained therefrom, which are useful therapeutically, especially for injections, are manufactured by reacting the said salts in the presence of water with an alkali metal salt of the same or a different higher fatty acid, olefine carboxylic acid or esterethanesulphonic acid obtained therefrom. The aminoacridine or aminoacridinium salt may be treated with a solution of the alkali metal salt, or the components may be mixed in the solid state and dissolved.  In a modification of the process, an aminoacridine or aminoacridinium compound is treated with a solution of an alkali metal salt of a higher fatty acid, olefine carboxylic acid or an ester ethanesulphonic acid obtained therefrom in such quantity that the water-insoluble compound first formed is redissolved.  In examples: (1) 3 : 6-diaminoacridine stearate is sodium oleate; (2) 3 : 6-diamino-10-methylacridinium palmitate is dissolved by warming in an aqueous solution of the compound obtained by reacting oleic acid chloride with hydroxyethane sodium sulphonate; (3) the compound obtainable from 3 : 6-diamino-10-methylacridinium chloride and sodium a -oleyloxyethane-b -sulphonate is triturated with an aqueous solution of sodium palmitate and the mixture is warmed with shaking; (4) 3 : 6-diamino-10-methylacridinium chloride is dissolved in hot water and the solution is added to an aqueous solution of sodium palmitate; (5) an aqueous solution of 3 : 6-diamino-10-methylacridinium chloride is added to an aqueous solution of sodium oleate.  Specifications 188,127, [Class 2 (iii)], 366,916, [Group IV], and 382,889, are referred to.