FIELD: organic chemistry. SUBSTANCE: product: phenyl-substituted naphthopyrane compounds of the formula (I) $$$ where: n = 0, 1 or 2; $$$ is bound at any positions of 5, 6, 7, 8, 9 or 10 and each group $$$ means halogen atom, trifluoromethyl, $$$-alkoxy- or hydroxy-group; $$$ - free phenyl or phenyl substituted with halogen atom, trifluoromethyl, nitro-, carboxy-, carboxy-methoxy- or methylenedihydroxy-group; nitro-substituted thienyl; $$$ - nitrile-group, carboxy- or $$$-group where $$$ - $$$-alkyl, $$$-group where each of groups $$$ and $$$ means hydrogen atom or $$$-alkyl, or $$$ where $$$ means $$$-alkyl or optional substituted phenyl, and $$$ means $$$ or -N= $$$ where each of groups $$$ and $$$ means hydrogen atom or $$$-alkyl that can be substituted with carboxy-group, or $$$ - the group: $$$ where X means $$$-alkylene, or -NH-$$$ where $$$ means $$$-alkyl or optional substituted phenyl. Condition: when n = 0 then $$$ means nitrile and $$$; $$$ does not phenyl or phenyl substituted with one substituent at para-position taken from chlorine atom, hydroxy- or methoxy-group; or their salts and method of their synthesis. Reagent 1: compound of the formula (II) $$$ where $$$ and n - as indicated above. Reagent 2: compound of the formula (III) $$$ where $$$ and $$$ - as indicated above. Synthesized compound of the formula (I) $$$ where $$$-group is isolated or if necessary converted to the compound of the formula (I) $$$ where $$$ or $$$ by reaction with alkylating agent of the formula $$$-Hal and $$$-Hal where Hap - halogen atom, or $$$ or $$$ to obtain compound of the formula (I) $$$ where $$$ - the group $$$ or by acylation of amino-group, acylhalide or acid anhydride, for example, $$$-CO-Hal, $$$ or $$$ preparing the corresponding product of the formula (I) $$$ where $$$ - group $$$ or group $$$, or by reaction with trialkyl-ortho-formate to convert group $$$ to group -N=CHO-$$$, or by reaction with sulfonyl halide of the formula $$$-Hal to convert $$$ to the group $$$ where $$$ and $$$ have values indicated above, and X - $$$-alkylene. Pharmaceutical composition exhibiting antiimmune activity, pharmaceutically acceptable carrier and compound of the formula (I) $$$ as an active substance at amount up to 10 weight %. Composition inhibits the natural proliferation of fibroblasts-373 at concentration of $$$ less 10 mcM. Synthesized compounds were used in medicine as antiproliferative agents. EFFECT: improved method of synthesis, enhanced effectiveness for treatment.
