Aminocarboxylic acids, amino alcohols, or the derivatives...

A - Human Necessities – 61 – K

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260/602, 260/492

A61K 31/24 (2006.01) A61K 31/135 (2006.01) A61K 31/195 (2006.01) C07D 295/18 (2006.01)

Patent

CA 1176267

Abstract of the Disclosure A compound represented by the following formula Image wherein R1 represents a hyfrogen atom, an acyl group or an alkoxycarbonlyl group; X1 represents an alkylene group having 3 to 6 carbon atoms, a 1,4-cyclohexylene group, or a 1,4-phenylene group, the alkylene group may be substituted by an alkyl group having 1 to 6 carbon atoms, and the 1,4-phenylene group may be substituted by 1 ot 2 substituted selected from halogen atoms and alkoxy groups having 1 to 6 carbon atoms; R2 represents a hydrogen atom or a hydroxyl group and R3 represents hydrogen atom, or R2 and R3 together may form an oxo group (=O), and when X1 is other than the 1,4-phenylene group, R2 represents a hydrogen atom and R3 represents a bond between the carbon atom of X1 which is adjacent to said carbon atom; X2 represents an alkylene group having 1 to 5 carbon atoms which may be substituted by an alkyl group having 1 to 6 carbon atoms or an amino group; and R4 represents the group -COOR5, -CH2OR6 or -CONR7R3 in which R5 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R6 represents a hydrogen atoms or and acyl group having 1 to 6 carbon atoms, and R7 and R3 are identical or different and represent a hydrogen atom ot an alkyl group having 1 to 6 carbon atoms or taken together may form a 5- or 6-membered ring; or an acid addition salts of said compound wherein R1 re- presents a hydrogen atom or X2 represents an alkylene group having an amino group, or a salts of said compound wherein R5 represents a hydrogen atom. The compound represented by the above formula or its pharmaceutically acceptable salt is useful as an anti- ulcer agent. The present invention also provides a process for producing the compound or its pharmaceutically acceptable salt, which comprises acylating a protected derivative at the amino group of a corresponding acid halide with a corres- ponding substituted benzene in the presence of a Lewis acid; or reducing a corresponding compound in the presence of an inert solvent under conditions which induce reduction of the carbonyl group of said corresponding compound without sub- stantially reducing the phenylene group of said corresponding compound; or dehydrating a corresponding compound.

382012

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