6, 9-disubstituted purine derivatives and their use as cosmetics and cosmetic compositions

A cosmetic composition comprising an effective amount of one or more 6,9-disubstituted purine derivatives or their pharmaceutically acceptable salts and one or more excipients, wherein the 6,9-disubstituted purine derivatives are of general formula I

• and their pharmaceutically acceptable salts,
• wherein R6 is an alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycle, heterocycloalkyl, heteroalkyl, or arylalkyl group containing at least one hydroxyl substitution thereon, and
• wherein R9 is a tetrahydropyran-2-yl, tetrahydrofuran-2-yl, 4-chlorobutyl, or 1-ethoxyethyl group;
• wherein alkyl denotes a branched or unbranched alkyl chain containing 1 to 8 carbon atoms, which is optionally substituted independently with 1 to 7 substituents selected from the group consisting of hydroxyl, halogen, alkyloxy, aryloxy, alkylamino, arylamino, amino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, alkyloxycarbonylamino, aryloxycarbonylamino, aryl, heterocycle, and heteroaryl;
• wherein alkenyl denotes a branched or unbranched alkenyl chain containing 2 to 7 carbon atoms with at least one double bond therein, which is optionally substituted independently with 1 to 6 substituents selected from the group containing halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino and alkyloxycarbonylamino group,
• wherein alkynyl denotes a branched or unbranched alkynyl chain containing 2 to 7 carbon atoms with at least one triple bond therein, which is optionally substituted independently with 1 to 6 substituents selected from the group consisting of halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, alkyloxycarbonylamino, and aryloxycarbonylamino group;
• wherein cycloalkyl denotes a monocyclic or polycyclic alkyl group containing 3 to 15 carbon atoms, which is optionally substituted independently with 1 to 7 substituents selected from the group consisting of halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino, and alkyloxycarbonylamino group;
• wherein aryl denotes a aromatic carbocyclic group containing 6 to 18 carbon atoms with at least one aromatic ring or a multiple condensed ring with at least one aromatic ring, which is substituted independently with 1 to 7 substituents selected from the group consisting of halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino and alkyloxycarbonylamino group;
• wherein heterocycle denotes a heterocyclic group containing 4 to 9 carbon atoms and at least one heteroatom selected from the group consisting of oxygen atom, sulphur atom, and nitrogen atom, which is optionally substituted independently at with 1 to 7 substituents selected from the group consisting of alkyl, halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino, and alkyloxycarbonylamino group;
• wherein heteroaryl denotes a heterocycle in which at least one heterocyclic ring is aromatic, which is optionally substituted independently with 1 to 7 substituents selected from the group consisting of alkyl, halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino, and alkyloxycarbonylamino group;
• wherein heterocycloalkyl denotes a —Ra-Het group where Het is a heterocycle group and Ra is an alkyl group, which is optionally substituted independently with 1 to 7 substituents selected from the group consisting of alkyl, halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino, and alkyloxycarbonylamino group;
• wherein heteroarylalkyl denotes a —Ra-HetAr group where HetAr is an heteroaryl group and Ra is as defined above;
• wherein arylalkyl denotes a —Rb—Ar group where Ar is aryl group and Rb is a branched or unbranched alkyl chain containing 1 to 6 carbon atoms, which is optionally substituted independently with 1 to 5 substituents selected from the group consisting of alkyl, halogen, hydroxyl, alkyloxy, aryloxy, amino, alkylamino, arylamino, mercapto, carboxyl, cyano, nitro, carbamoyl, sulpho, sulphamido, acyl, acylamino, acyloxy, alkylthio, arylthio, cycloalkyl, aryloxycarbonylamino and alkyloxycarbonylamino group;
• wherein halogen denotes a fluorine, bromine, chlorine, or iodine atom,
• wherein hydroxy denotes an —OH group,
• wherein mercapto denotes a —SH group,
• wherein amino denotes a —NH2 group,
• wherein carbamoyl denotes a —CONH2 group,
• wherein cyano denotes a —CN group,
• wherein carboxyl denotes a —COOH group,
• wherein nitro denotes a —NO2 group,
• wherein sulpho denotes a —SO3Rc group where Rc is hydrogen or alkyl,
• wherein sulphamido denotes a —SO2NRcRc′ group where Rc and Rc′ are independently hydrogen or alkyl,
• wherein acyl denotes a —C(O)Rd group, wherein Rd is alkyl, aryl, arylalkyl or cycloalkyl,
• wherein acyloxy denotes a —O—C(O)Re group where Re is alkyl, aryl, or heterocycle,
• wherein acylamino denotes a —NHCORf group, wherein Rf is alkyl, heterocycle, or aryl,
• wherein alkyloxycarbonylamino denotes a —NHCOORg group where Rg is alkyl or cycloalkyl,
• wherein aryloxycarbonylamino denotes a —NHCOORh group where Rh is aryl,
• wherein alkyloxy denotes a —ORh′ group where Rh′ is alkyl, cycloalkyl, or arylalkyl,
• wherein aryloxy denotes a —ORg′ group where Rg′ is aryl,
• wherein alkylamino denotes a —NRiRj group where Ri is hydrogen, alkyl, or heterocycle and Rj is alkyl or heterocycle,
• wherein arylamino denotes a —NRkRh′″ group where Rk is hydrogen or aryl and Rh′″ is alkyl, aryl, or heterocycle,
• wherein alkylthio denotes a —SRh′ group where Rh′ is as defined above, and
• wherein arylthio denotes a —SRg′ group where Rg′ is as defined above.