STABILIZED PREPARATIONS COMPRISING PHENOLIC COMPOUNDS AND BENZOPHENONES

1 . A cosmetic and/or pharmaceutical composition comprising

b) a tyrosinase-inhibiting amount of one or more compounds of the formula (I):

wherein:

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, halogen, —OH, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 simultaneously are —OH,

R 6 and R 7 are independently —H, methyl or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl,

and

b) one or more compounds of the formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently-H, methyl, —OH or —O—R 13

and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms.

2 . The composition according to claim 1 , wherein for one or more compounds of the formula (I):

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H or —OH, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently —H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, a cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl.

3 . The composition according to claim 1 , wherein for one or more compounds of the formula (I):

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, —OH, halogen, methyl, or a linear or branched alkyl having 2, 3, or 4 C atoms, of which two moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are —H and two moieties are —OH,

R 6 is —H, methyl, or linear or branched alkyl having 2, 3, 4, or 5 C atoms,

R 7 is methyl or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

R 8 is phenyl

and

n is 0.

4 . The composition according to claim 1 , comprising styrylresorcinol and/or 4-butylresorcinol as the compounds or one of the compounds of the formula (I).

5 . The composition according to claim 1 comprising

(i) styrylresorcinol as the compound of formula (I)

and

(ii) 2-hydroxy-4-methoxybenzophenone as the compound of formula (II)

in a weight ratio of 5:1.

6 . The composition according to claim 1 , wherein the composition possesses a pH of less than or equal to 5.5.

7 . The composition according to claim 1 , further comprising one or more metal chelators.

8 . The composition according to claim 1 , further comprising water in an amount from 25% to 95% by weight based on the total weight of the composition.

9 . The composition according to claim 1 , further having an oil phase in an amount of 0.05% to 12% by weight, based on the total amount of the composition.

10 . The composition according to claim 9 , wherein the composition is an OQV emulsion.

11 . The composition according to claim 1 , further comprising one or more further UV filters and/or one or more further tyrosinase inhibitors.

12 . The composition according to claim 1 , comprising a total amount of UV filters and/or inorganic pigments such that the preparation has a sun protection factor of greater than or equal to 2.

13 . The composition according to claim 1 , further comprising a further active skin- and/or hair-lightening compound.

14 . The composition according to claim 1 , further comprising an active cooling compound in an amount sufficient to achieve a skin-cooling effect.

15 . The composition according to claim 1 , further comprising one or more compounds for the care and/or cleansing of (a) skin and/or (b) hair.

16 . The composition according to claim 1 , comprising a sensorially active amount of one or more odoriferous substances.

17 . A premix composition comprising:

a) one or more compounds of the formula (I):

wherein:

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, halogen, —OH, methyl, or linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently —H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl

and

b) one or more compounds of the formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently —H, methyl, —OH, or —O—R 13 and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms,

and

c) one or more oil components, wherein the total amount of the oil component in the premix composition is 45% by weight or more, based on the total amount of the premix composition.

18 . A method for stabilizing compounds of the formula (I) comprising preparing a mixture comprising:

a) one or more compounds of the formula (I)

wherein

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, halogen, —OH, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently —H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl

and

b) one or more compounds of the formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently —H, methyl, —OH, or —O—R 13

and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms

and

c) optionally, one or more oil components.

19 . A method for preparing the composition according to claim 1 , comprising preparing a mixture comprising:

a) one or more compounds of the formula (I)

wherein

R 1 , R 2 , R 3 , R 4 , and R 5 are independently-H, halogen, —OH, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently-H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl

and

b) one or more compounds of the formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently-H, methyl, —OH, or —O—R 13 and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms

and

c) optionally one or more oil components.

20 . The method according to claim 19 , further comprising:

a) providing one or more compounds of the formula (I),

b) providing a mixture comprising one or more compounds of the formula (II) and one or more oil components, the total amount of the oil component being 45% by weight or more, based on the mixture,

c) dissolving one or more compounds of the formula (I) from step a) in the mixture from step b) to form a premix,

and subsequently

d) mixing the premix from step c) with further ingredients of a cosmetic and/or pharmaceutical preparation.

21 . A method of lightening skin and/or hair and/or of reducing age spots, comprising:

applying a composition according to claim 1 to skin and/or hair.

22 . A method for preparing a formulation of one or more compounds of formula (II), comprising mixing one or more compounds of formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently —H, methyl, —OH or —O—R 13 and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms,

and

one or more compounds of the formula (I)

wherein:

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, halogen, —OH, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently —H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms or phenyl.

23 . A method for the long-term stabilization and/or colour stabilization of one or more compounds of the formula (I), comprising mixing one or more compounds of the formula (II)

wherein:

R 9 , R 10 , R 11 , and R 12 are independently —H, methyl, —OH or —O—R 13

and

R 13 is methyl or a linear or branched alkyl having 2, 3, 4, 5, 6, 7, 8, 9, or 10 C atoms,

and one or more compounds of the formula (I)

wherein:

R 1 , R 2 , R 3 , R 4 , and R 5 are independently —H, halogen, —OH, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms, wherein 1, 2, or 3 different moieties selected from the group consisting of R 1 , R 2 , R 3 , R 4 , and R 5 are simultaneously —OH,

R 6 and R 7 are independently —H, methyl, or a linear or branched alkyl having 2, 3, 4, or 5 C atoms,

n is an integer from 0 to 20, and

R 8 is methyl or a linear or branched alkyl having 2 or 3 C atoms, cycloalkyl having 3, 4, 5, 6, or 7 C atoms, or phenyl.