Patent GB-1011311-A (GB)
Title: Antiparasitic compositions and use thereof
Inventor: FRANKLIN CHARLES SIDNEY
IPC: A61K31/475
Filed: 1963-07-04
Abstract: Imidazo - [1,2-a : 3,4-a1] - diquinolin - 15 -ium salts of formula <FORM:1011311/C2/1> where R and R1 are hydrogen or methyl and X is a physiologically acceptable anion are prepared by condensing a quinoline compound of formula <FORM:1011311/C2/2> with a quinaldine of formula <FORM:1011311/C2/3> where R and R1 are as above, in the presence of an inert organic solvent containing iodine.  The resulting iodide may be converted to any desired salt by treating an aqueous or aqueous alcoholic solution of the iode with a strong base ion exchange resin in the hydroxyl form (e.g. that sold under the Trade Mark Amberlite IRA-410) and treating the hydroxide directly with the acid.  Alternatively, the acetate salt is formed from the hydroxide and the desired salt formed by metathesis using the sodium or potassium salt of an acid having the desired anion. Specified anions are the chloride, bromide, iodide, nitrate, bisulphite, hemisulphate, perchlorate, acetate, palmitate, stearate, hemipamoate, picrate, 1-decanesulphonate, 4-chloro - 2 - (5 - chlorosalicyl) phenoxide, 3-hydroxy - 2 - naphthoate, dodecylsulphate, cyclohexanesulphamate, 2,4,5 - trichlorophenoxide, 2,21 - thiobis - (4,6 - dichlorophenoxide), deoxycholate, 7 - chloro - 4 - hydroxy - 3 - quinolinecarboxylate 2,6 - dihydroxyisonicotinate, 1 - bromo - 2 - naphthoxide, hemiadipate, p-toluenesulphonate, hemi - (5,51 - thiodisalicylate), 3,5 - dichlorosalicylate, taurocholate, dioctylsulphosuccinate, 2,6 - di - iodo - 4 - nitrophenoxide, 1 - hexanesulphonate, 4 - chlorobenzenesulphonate, decanoate and phenolphthaleinate.ALSO:An anthelmintic composition also having antibacterial, antiamebic and antitrichomonal activity, in dosage unit form, comprises, as active ingredient, imidazo [1, 2-a : 3, 4-a1] diquinolin-15-ium salt having the formula <FORM:1011311/A5-A6/1> wherein R and R1 each independently represent hydrogen or methyl and X is a physiologically acceptable anion. Specified anions are the chloride, bromide, iodide, nitrate, bisulphite, hemisulphate, perchlorate, acetate, palmitate, stearate, hemipamoate, picrate, 1-decanesulphonate, 4-chloro-2-(5-chlorosalicyl) phenoxide, 3-hydroxy, 2-naphthoate, dodecylsulphate, cyclohexanesulphamate, 2, 4, 5-trichloro-phenoxide, 2, 21-thiobis (4, 6-dichlorophenoxide), deoxycholate, 7-chloro-4-hydroxy -3-quinolinecarboxlate, 2, 6-dihydroxyisonicotinate, 1-bromo-2-naphthoxide, hemiadipate, p-toluenesulphonate, hemi-(5, 51-thiodisalicylate), 3, 5-dichlorosalicylate, taurocholate, dioctylsulphosuccinate, 2, 6-di-iodo-4-nitrophenoxide, 1-hexanesulphonate, H-chlorobenzene sulphonate, decanoate and phenolphthaleinate.  The composition may be used orally e.g. in the form of an aqueous suspension or solution containing suspending agents or solubilizers, preservatives and flavouring agents; or in the form of tablets or capsules in which the active ingredient is dissolved in a vegetable oil.  The active ingredient may be dissolved in water containing sorbitan monostearate and polyethylene glycol.  In the case of animals, the active material may be mixed with the animal feed.