N-benzoyl amino acid derivatives pharmaceutical compositions containing them and process for preparing same

• US 5,705,529 A
• Filed: 10/11/1995
• Issued: 01/06/1998
• Est. Priority Date: 06/30/1992
• Status: Expired due to Fees

• Current Assignee: Nisshin Seifun Group Incorporated
• Original Assignee: Gyogyszerkutato Intezet KFT
• Inventors: Sutka, Klara, Papp, Agnes, Gal, Eva, Mathe, Ildiko, Farkas, Lajos, Sebestyen, Laszlo, Hodula, Eszter, Vitkoczi, Valeria, Fittler, Zsuzsanna, Goldschmidt, Katalin, Toldy, Lajos, Zara, Erzsebet, Rusz, Marta, Andrasi, Ferenc, Sziraki, Istvan, Simay, Antal, Matyus, Peter
• Primary Examiner(s): Gupta, Yogendra N.
• Application Number:
  US08/540,924
• Time in Patent Office: 818 Days
• Field of Search: 514/541, 514/616, 514/617, 564/155, 560/41, 562/508
• US Class Current: 514/541
• CPC Class Codes: A61P 3/06 Antihyperlipidemics
• CPC Class Codes: C07C 235/60 having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 237/22 having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated peptides C07K
• CPC Class Codes: C07C 259/06 having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07D 207/27 with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
• CPC Class Codes: C07D 239/50 Three nitrogen atoms
• CPC Class Codes: C07D 295/185 from aliphatic carboxylic acids

Abstract

The invention relates to novel N-benzoylamino acid derivatives of the general formula (I), ##STR1## wherein R¹ and R², which are the same or different, stand for a hydroxyl group optionally bearing an acetyl group; or a C_1-6 alkoxy group optionally substituted by a phenyl group;

n means an integer from 2 to 15

as well as their tautomers, racemates and optically active individual (pure) isomers or mixtures thereof and the salts of these compounds and pharmaceutical compositions containing these compounds.

The invention relates also to a process for the preparation of compounds of the general formula (I).

The compounds of general formula (I) inhibit the peroxidation of lipids and therefore, they are expected to be useful for the treatment of diseases being in an indirect or direct connection with pathological oxidation processes, chiefly for the treatment and/or prevention of ischaemic and reperfusion tissue injuries, inflammatory reactions, atherosclerosis, various degenerative neurological disorders as well as for delaying the natural process of the ageing of cells.

Claims

1. An N-Benzoylamino acid compound of the formula (I), ##STR12## or a pharmaceutically acceptable salt thereof wherein

R³ is selected from the group consisting of a hydroxyl group and a C₁ -C₁₀ alkoxy group;

and

n is an integer from 10 to 15.

2. A pharmaceutical composition for the treatment of patients suffering from disorders being in an indirect or direct connection with pathological oxidation process occuring in an organism, which comprises a therapeutically effective amount of a compound as defined in claim 1, or a pharmaceutically acceptable salt thereof, in a pharmaceutically acceptable carrier.

3. A pharmaceutical composition according to claim 2 wherein the disorders are ischaemic and reperfusion injuries, inflammations, atherosclerosis, or degenerative neurological disorders.