Use of 2-mercapto-imidazole derivatives substituted in...

C - Chemistry – Metallurgy – 07 – D

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C07D 405/12 (2006.01) A23L 3/3544 (2006.01) A61K 31/415 (2006.01) A61K 31/4164 (2006.01) A61K 31/4178 (2006.01) A61K 31/495 (2006.01) C07D 233/84 (2006.01) C07D 403/12 (2006.01) A61K 7/00 (1995.01)

Patent

CA 2156490

2-mercapto-imidazole derivatives substituted in position 4 (or 5) of general formula (I), wherein R1, R2, R5, R6, R7, R8 are hydrogen, lower alkyl, aralkyl or substituted aralkyl; at least R1 or R2 being hydrogen; R3 is -(CH2)nCOR4; - (CH2)nN+(R5R6R7),X-; -CH2CH(COR4)N+-(R5R6R7),X-; R4 is -OR8; -NHR5; -.alpha.- amino acid, preferably a natural-.alpha.-amino acid; -NHCH2CH2SO3-,Y+; - NHCH2CH2CO2-,Y+; -OCH2CH2N+(CH3)3,X-; (a), -, (b), (c), n = 1 or 2, X- is an anion of an acid acceptable in the cosmetic, pharmaceutical or food industries. Y+ is a cation of a base acceptable in the cosmetic, pharmaceutical or food industries. Said compounds are useful as antioxidizing agents and as active ingredients of a composition having an antioxydizing activity useful in the pharmaceutical, cosmetic or food industries.

L'invention concerne des derivés 2-mercapto-imidazole substitués en position 4 (ou 5). Ces dérivés 2-mercapto-imidazole sont de la formule générale (I), dans laquelle R¿1?, R¿2?, R¿5?, R¿6?, R¿7?, R¿8? représentent l'hydrogène, un alkyle inférieur, un aralkyle ou aralkyle substitué; sachant qu'au moins un parmi R¿1? et R¿2? représente l'hydrogène; R¿3? représente -(CH¿2?)¿n?COR¿4?; -(CH¿2?)¿n?N?+¿(R¿5?R¿6?R¿7?),X?-¿; -CH¿2?CH(COR¿4?)N?+¿-(R¿5?R¿6?R¿7?),X?-¿; R¿4? représente -OR¿8?; -NHR¿5?; -.alpha.-aminoacide, de préférence -.alpha.-aminoacide naturel; -NHCH¿2?CH¿2?SO¿3??-¿,Y?+¿; -NHCH¿2?CH¿2?CO¿2??-¿,Y?+¿; -OCH¿2?CH¿2?N?+¿(CH¿3?)¿3?,X?-¿; (a), ?-¿, (b), (c), n = 1 ou 2; X?-¿ représente un anion d'un acide cosmétiquement, pharmaceutiquement ou alimentairement acceptable, Y?+¿ représente un cation d'une base cosmétiquement, pharmaceutiquement ou alimentairement acceptable. Ces composés sont utiles comme agents antioxydants et comme principes actifs d'une composition pharmaceutique, cosmétique ou alimentaire à activité antioxydante.

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