ARYL DERIVATIVES OR THEIR PHARMACEUTICALLY ACCEPTABLE SALTS AND METHODS OF THEIR SYNTHESIS Russian patent published in 1996 - IPC

FIELD: organic chemistry. SUBSTANCE: product: derivatives of aryl of the formula (I) where Ar¹ - phenyl or naphthyl that can be substituted if necessary with one or two substituents taken from halogen atom or hydroxy-group, CN, trifluoromethyl, C_1-4-alkyl, C_1-4-alkylamino-, di-((C_1-4-alkyl)-amino-group, amino-(C_1-4)-alkyl, carboxy-(C_1-4)-alkoxy-, (C_1-4)-alkoxycarbonyl-(C_1-4)-alkoxy- and di-((C_1-4)-alkyl)-amino-(C_2-4)-alkoxy-group; X¹ means hydroxy - or thio-group, sulfonyl, difluoromethylene, imino-group or (C_1-4)-alkylene where (C_1-4)-alkylene group can be substituted if necessary with one or two substituents taken from hydroxy-group, (C_1-4)-alkyl, (C_1-4)-alkoxy-group and phenyl; or X¹ means the group of the formula -O-CH₂-; or where A¹ means 5- or 6-membered monocyclic heterocyclic fragment containing one or two nitrogen heteroatom or their hydrogenated derivative. Heterocyclic fragment can be substituted if necessary with one oxo-substituent and X¹ is linear bond to Ar² or X¹ is carbonyl or C_1-4-alkylene; Ar² and Ar³ that can be similar or different and each is phenylene that if necessary can be substituted with halogen atom; X² means hydroxy, thio, sulfonyl-group; R¹ means (C_1-4)-alkyl; R² and R³ together form the group of the formula -A¹-X³-A²- that together with carbon atom to which A¹ and A² were bound form ring with 6 atoms where A¹ and A² can be similar or different and every is C₁-C₃-alkylene and X³ is hydroxy-group, and ring can be substituted with one (C_1-4)-alkyl; pharmaceutically acceptable salts and methods of their synthesis. Method 1: reagent 1: compound of the formula X³. Reagent 2: compound of the formula (II) (Ar¹-X¹-Ar²-X²-H. Reagent 1: compound of the formula (III) . Method 2: . Reagent 2: compound of the formula: Ar¹-X¹-A²-Z. Method 3. Reagent 1: compound of the formula (IV) . Reagent 2: R¹ - Z where R¹,R²,R³,X¹,X²,Ar¹,Ar² and Ar³ have value indicated above. Compounds of the formula (I) decrease leukotriene B₄ by 50% ((IC₅₀)). All tested samples show activity at indices IC₅₀ at the range of concentration from 0.03 to 0.5 mcmole. Synthesized compounds were used for treatment different inflammatory and/or allergic diseases. EFFECT: improved methods of synthesis. 5 tbl