Aminocarboxylic acids, amino alcohols, or the derivatives thereo

Details Aminocarboxylic acids, amino alcohols, or the derivatives thereo Aminocarboxylic acids, amino alcohols, or the derivatives thereo

1981-07-17

1983-09-06

Reamer, James H.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Recombinant or stably-transformed bacterium encoding one or...

560 27, 560 29, 560 24, 560 36, 560 37, 560 39, 560250, 560251, 562441, 562442, 562443, 562448, 564165, 564164, 564327, 564328, 564323, 564342, 564355, 564336, 424319, 424324, 424330, 424321, 424300, A61K 3124, C07C10134

Patent

active

044029756

ABSTRACT:
A compound represented by the following formula ##STR1## wherein R.sup.1 represents a hydrogen atom, an acyl group or an alkoxycarbonyl group; X.sup.1 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 or 2 substituents selected from halogen atoms and alkoxy groups having 1 to 6 carbon atoms; R.sup.2 represents a hydrogen atom or a hydroxyl group and R.sup.3 represents hydrogen atom, or R.sup.2 and R.sup.3 together may form an oxo group (.dbd.O), and when X.sup.1 is other than the 1,4-phenylene group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a bond between the carbon atoms to which R.sup.3 is bonded and that carbon atom of X.sup.1 which is adjacent to said carbon atom; X.sup.2 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 R.sup.4 represents the group --COOR.sup.5, --CH.sub.2 OR.sup.6 or --CONR.sup.7 R.sup.8 in which R.sup.5 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R.sup.6 represents a hydrogen atom or an acyl group having 1 to 6 carbon atoms, and R.sup.7 and R are identical or different and represent a hydrogen atom or 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 R.sup.1 represents a hydrogen atom or X.sup.2 represents an alkylene group having an amino group, or salts of said compound wherein R.sup.5 represents a hydrogen atom.
The compounds represented by the above formula or their pharmaceutically acceptable salts are useful as anti-ulcer agents.
The present invention also provides a process for producing the compounds or their pharmaceutically acceptable salts, which comprises acylating a protected derivative at the amino group of a corresponding acid halide with a corresponding 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 substantially reducing the phenylene group of said corresponding compound; or dehydrating a corresponding compound.

REFERENCES:
patent: 3828093 (1974-08-01), Bays et al.
patent: 3873539 (1975-03-01), Houlihan et al.
patent: 3931302 (1976-01-01), Allais et al.
patent: 4069344 (1978-01-01), Karrer
patent: 4094908 (1978-06-01), Toth et al.
Skinner et al., J.A.C.S., vol. 81, pp. 4639-4643 (1959).

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