Process of producing 2-hydroxyoxanilic acid derivatives

C - Chemistry – Metallurgy – 07 – D

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260/514.2, 260/5

C07D 295/18 (2006.01) C07C 275/40 (2006.01) C07D 295/185 (2006.01)

Patent

CA 1181070

ABSTRACT OF THE DISCLOSURE Novel 2-hydroxyoxanilic acid derivatives of the following formula are disclosed: Image wherein A represents a hydroxyl group, a lower alkoxy group which may have been substituted by hydroxyl group, an amino group, a hydrazino group, a mono- or di-lower alkylamino group which may have been substituted by amino group, or a piperazino group which may have been substituted by lower alkyl group; R1 represents halogen atom, a nitro group, a lower alkyl group having 2 or more carbon atoms, an amino group, a mono- or di-lower alkylamino group, a hydroxyl group, a lower alkoxy group, a lower alkoxycarbonyl lower alkoxy group, a carboxy lower alkoxy group, a lower alkanoyloxy group, a lower alkanoyl group, an arylsulfonyloxy group, a group shown by Image (wherein R3 represents hydrogen atom, a lower alkyl group, a lower alkoxy group, a carboxy group, a lower alkoxycarbonyl group, an amino group, or a mono- or di- lower alkylamino group and R4 represents hydrogen atom or a lower alkyl group), or a group shown by Image (wherein X represents oxygen atom and Y represents a hydroxyl group, a lower alkoxy group, or an amino group which may have been substituted by lower alkyl group or phenyl lower alkyl group; said Image may mean, on the whole, a cyano group as the case may be); said R1 being, however, at the 5-position when R1 is the group shown by Image and R1 being at the 4-position or the 5-position when R1 is the group shown by Image ; R2 represents hydrogen atom, halogen atom, a nitro group, a lower alkyl group, an amino group, a mono- or di-lower alkyl- amino group, a hydroxyl group, a lower alkoxy group, a lower alkoxycarbonyl lower alkoxy group, a carboxy lower alkoxy group, a lower alkanoyloxy group, a lower alkanoyl group, or an arylsulfonyloxy group. Such compounds are useful as strong immunoregulatory agents, antiallergic agents, antiashmatics, antirheumatics, carcinostatic agents, therapeutic agent for autoimmune disease, and suppressants of rejection at tissue trans- plantation and skin graft.

365668

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