GB754071A - Manufacture of new triarylaminotriazines - Google Patents

Abstract

The invention comprises sulphonated triarylamino-triazines of the formula <FORM:0754071/IV(a)/1> in which all the triazine rings are bound to one another by -NH-R-NH- residues and every ring carbon atom not bound to such a residue is bound to -NH-R-NH2, R representing a residue of the formula Ar or Ar-Z-Ar, in which Ar is an arylene residue substituted by a free or esterified sulphonic acid group and Z is a direct bond or a bridge member, and n representing an integer such that the molecular weight of the compound exceeds 4000, and also salts of these compounds. The arylene residues may contain further substituents, e.g. methyl groups or additional sulphonic groups, and a single compound may contain different R residues. The bridge member may be a -C ­ C-, -CH = CH-, -CH2-CH2-, -NH-, -S- or -S-S- group. The compounds are prepared by reacting a compound of the formula <FORM:0754071/IV(a)/2> in which X is halogen, with one or more diamines of the formula H2N-R-NH2, so that all the X's enter into reaction, or by reacting intermediates obtainable by the latter reaction with one another or with the starting materials. The sulphonic acids may be in the form of their salts, and esters, salts and free acids may be converted into one another. In the Examples: (1) benzidine-2,21-disulphonic acid is neutralized in water with NaOH and is heated with cyanuric chloride at 90 DEG C. A mixture of triarylamino-triazines is obtained with average molecular weights of about 30,000 and 420,000. (2) 4,41-diaminostilbene-2,21-disulphonic acid are similarly reacted with cyanuric chloride, giving a product of average molecular weight 700,000. (3) The product of Example (2) is reacted with diazomethane to esterify the sulphonic acid groups. The compounds have therapeutic properties.ALSO:Medicaments, especially useful for combating virus diseases, comprise sulphonated triaryl-amino-triazines of the formula <FORM:0754071/VI/1> in which all the trazine rings are bound to one another by -NH-R-NH- residues and every ring carbon atom not bound to such a residue is bound to -NH-R-NH2, and R represents a residue of the formula Ar or Ar-Z-Ar, in which Ar is an arylene residue substituted by free or esterfied sulphonic acid groups and Z is a direct link or a bridge member, the molecular weight over 4,000, and their salts. The compounds may be made up in the form of tablets, dragees, salves, creams, solutions, suspensions or emulsions for enteral, parenteral or topical administration. Suitable carriers are water, gelatine, lactose, starches, magnesium stearate, talc, vegetable oils, benzyl alcohols, gums, polyalkylene glycols, cholesterol and the material known under the registered Trade Mark "Vaseline." The preparations may be sterilised and may contain preserving, stabilizing and wetting agents and salts for regulating osmotic pressure and buffers, and may also contain other therapeutic substances.