Fatty acid derivatives

Details Fatty acid derivatives Fatty acid derivatives

C - Chemistry, Metallurgy

07

D

260/291.2, 260/2

C07D 295/18 (2006.01) C07D 295/185 (2006.01)

Patent

CA 1077938

ABSTRACT OF THE DISCLOSURE This invention relates to novel compounds of the general formula Image (I) , wherein R1 and R2 each independently represent a hydrogen or halogen atom or a methyl, methoxy or p- chlorophenoxy group, at least one of R1 and R2 being other than hydrogen, Y represents a cyano group or a group of the formula Image in which R3 represents a hydroxy, lower alkoxy or hydroxy-(lower alkoxy) group or a group of the formula -N(R4)(R5) group in which R4 represents a hydrogen atom and R5 represents a cyclo- alkyl group containing up to 6 carbon atoms or R4 and R5 each independently represent a hydrogen atom or a lower alkyl group or R4 and R5 together with the nitrogen atom to which they are attached represent a piperidine or morpholine ring, A represents a methylene, ethylene, propylene or -OCH2CH2- group and n stands for an integer of from 2 to 10 inclusive, - 2 - and salts of acids of formula I with bases. These compounds and salts have blood-fat lowering activity. They can be prepared by a process which comprises reacting a compounds of the general formula Image (II) , wherein R1, R2 and A have the significance given in claim 1 and M+ represents Na , K+ or NH4+, with a compound of the general formula X(CH2)nY (III) , wherein X represents a halogen atom and Y and n have the significance given above, or with an alkali metal salt of a halocarboxylic acid of the general formula X(CH2)nCOOH (IV) wherein X and n have the significance given earlier in this claim, or reacting an isothiocyanate of the general formula - 3 - Image (V) , wherein R1, R2 and A have the significance given above, with a mercaptan of the general formula HS - (CH2)n - Y (VI) , wherein Y and n have the significance given above, and, if desired, saponifying an ester obtained or an amide obtained to an acid, re-esterifying an ester obtained, esterifying an acid obtained or converting same into a salt with a base, hydrolysing a nitrile obtained to an amide or dehydrating an amide obtained to a nitrile.

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