Use of mixtures of micropigments for preventing tanning and...

Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C424S060000, C424S070900, C424S401000

Reexamination Certificate

active

06495122

ABSTRACT:

The present invention relates to the use of mixtures of micronized organic UV filters for preventing tanning and for lightening human skin and hair and to their use in cosmetic and pharmaceutical formulations.
It is known that certain organic UV filters, for example sparingly soluble benzotriazole or triazine compounds, have excellent UV filter properties if they are in micronized form.
Particularly in Asiatic countries, there is great interest in light protection filters or mixtures of light protection filters which preserve the colour of the skin following solar irradiation and, moreover, are able to impart a lighter appearance to the skin.
The object of the present invention is therefore to find micronized organic UV filters which prevent tanning of the skin and at the same time are able to lighten the skin.
Surprisingly, we have now found that micronized organic UV filters or mixtures of at least two micronized UV filters can achieve this object.
The present invention therefore provides for the use of mixtures of micronized organic UV filters for preventing tanning and for lightening of human skin.
Suitable UV filters which can be used according to the invention are organic, sometimes sparingly soluble, compounds, for example triazine derivatives, in particular hydroxyphenyltriazine compounds or benzotriazole derivatives, amides containing a vinyl group, cinnamic acid derivatives, sulfonated benzimidazoles, Fischer base derivatives, diphenylmalonitriles, oxalylamides, camphor derivatives, diphenylacrylates, paraaminobenzoic acid (PABA) and derivatives thereof, salicylates, benzophenones and also other classes of substance known as UV filters.
Preferred triazine derivatives which can be used according to the invention correspond to the formula
in which
R
1
, R
2
and R
3
, independently of one another, are hydrogen; OH; C
1
-C
18
alkoxy; —NH
2
; —NH—R
4
; —N(R
4
)
2
; —OR
4
,
R
4
is C
1
-C
5
alkyl; phenyl, phenoxy, anilino or pyrrolo which are unsubstituted or substituted by one, two or three OH groups, carboxyl, —CO—NH
2
, C
1
-C
5
alkyl or C
1
-C
5
alkoxy; a methylidenecamphor group; a group of the formula —(CH═CH)
m
C(═O)—OR
4
; a group of the formula
 or the corresponding alkali metal, ammonium, mono-, di- or tri-C
1
-C
4
alkylammonium, mono-, di- or tri-C
2
-C
4
alkanolammonium salts, or C
1
-C
3
alkyl esters thereof; or a radical of the formula (1a)
R
5
is hydrogen; unsubstituted C
1
-C
5
alkyl or C
1
-C
5
alkyl substituted by one or more OH groups; C
1
-C
5
alkoxy; amino; mono- or di-C
1
-C
5
alkylamino; M; a radical of the formula
R′, R′ and R′″, independently of one another, are unsubstituted C
1
-C
14
alkyl or C
1
-C
14
alkyl substituted by one or more OH groups;
R
6
is hydrogen; M; C
1
-C
5
alkyl; or a radical of the formula —(CH
2
)
m
2
—O—T
1
;
M is a metal cation;
T
1
is hydrogen; or C
1
-C
8
alkyl;
m is 0 or 1
m
2
is 1 to 4; and
m
3
is 2to 14.
Further preferred triazine derivatives which can be used according to the invention correspond to the formula
in which
R
7
and R
8
, independently of one another, are C
1
-C
18
alkyl; C
2
-C
18
alkenyl; a radical of the formula —CH
2
—CH(—OH)—CH
2
—O—T
1
; or
R
7
and R
8
are a radical of the formula (2a)
R
9
is the direct bond; a straight-chain or branched C
1
-C
4
alkylene radical or a radical of the formula —C
m
1
H
2m
1
—O—;
R
10
, R
11
, and R
12
, independently of one another, are C
1
-C
18
alkyl; C
1
-C
18
alkoxy or a radical of the formula
R
13
is C
1
-C
5
alkyl;
m
1
is 1 to 4;
p
1
is 0 to 5;
A
1
is a radical of the formula
 or of the formula
R
14
is hydrogen; C
1
-C
10
alkyl, —(CH
2
CHR
16
—O)
n
1
—R
15
; or a radical of the formula —CH
2
—CH(—OH)—CH
2
—O—T
1
;
R
15
is hydrogen; M; C
1
-C
5
alkyl; or a radical of the formula —(CH
2
)
m
2
—O—(CH
2
)
m
3
—T
1
;
R
16
is hydrogen; or methyl;
T
1
is hydrogen; or C
1
-C
8
alkyl;
Q
1
is C
1
-C
18
alkyl;
M is a metal cation;
m
2
and m
3
, independently of one another, are 1 to 4; and
n
1
is 1 to 16.
Very particularly preferred triazine derivatives of the formula (2) correspond to the formulae
in which
R
17
and R
18
, independently of one another, are C
3
-C
18
alkyl; or —CH
2
—CH(—OH)—CH
2
—O—T
1
;
R
19
is C
1
-C
10
alkyl or a radical of the formula
R
20
is hydrogen; M; C
1
-C
5
alkyl; —NH—C
1
-C
5
alkyl; preferably —NH-tert-alkyl; or a radical of the formula —(CH
2
)
m
—O—T
2
;
T
1
and T
2
, independently of one another, are hydrogen; or C
1
-C
5
alkyl; and
m is 1 to 4.
Of very particular interest are compounds of the formula (2a) and (2b) in which
R
17
and R
18
, independently of one another, are C
1
-C
18
alkyl; or —CH
2
—CH(—OH)—CH
2
—O—T
1
;
R
19
is C
1
-C
10
alkyl;
and compounds of the formula (2c) and (2d) in which
R
17
and R
18
, independently of one another, are C
1
-C
18
alkyl or —CH
2
—CH(—OH)—CH
2
—O—T
1
; and
T
1
is hydrogen; or C
1
-C
5
alkyl.
Of the utmost interest are triazine compounds of the formula (2a)-(2d) in which R
17
and R
18
have the same meanings.
Further interesting triazine compounds which can be used according to the invention correspond to the formula
in which
R
21
is C
1
-C
30
alkyl; C
2
-C
30
alkenyl; unsubstituted C
5
-C
12
cycloalkyl or C
5
-C
12
cycloalkyl mono- or polysubstituted by C
1
-C
5
alkyl; C
1
-C
5
alkoxy-C
1
-C
12
alkyl; amino-C
1
-C
12
alkyl; C
1
-C
5
monoalkylamino-C
1
-C
12
alkyl; C
1
-C
5
dialkylamino-C
1
-C
12
alkyl; a radical of the formula (3a)
 or (3b)
 in which
R
22
, R
23
and R
24
, independently of one another, are hydrogen, —OH; C
1
-C
30
alkyl, C
2
-C
30
alkenyl,
R
25
is hydrogen; or C
1
-C
5
alkyl;
m
1
is 0 or 1; and
n
1
is 1 to 5.
Preferred compounds correspond to the formula
r and s, independently of one another, are 0 to 20.
Examples of triazine derivatives which can be used according to the invention correspond to the formulae
and also 2,4,6-tris(diisobutyl-4′-aminobenzalmalonate)-s-triazine and 2,4-bis(diisobutyl-4-aminobenzalmalonate)-6-(4′-aminobenzylidenecamphor)-s-triazine.
Likewise preferred triazine compounds which can be used according to the invention are described in EP-A-654469, for example the compound of the formula
According to the invention, particularly suitable triazine compounds are those described, for example, in EP-A-0,818450, for example the compound of the formula
Very particularly preferred triazine derivatives which can be used according to the invention correspond to the formula
R
27
, R
28
and R
29
, independently of one another, are a radical of the formula
R
30
is hydrogen; alkali metal; an ammonium group —N(R
33
)
4
,
R
33
is hydrogen; C
1
-C
5
alkyl; or a polyoxyethylene radical which has 1 to 10 ethylene oxide units and the terminal OH group can be etherified with a C
1
-C
5
alcohol;
R
31
is hydrogen; —OH; or C
1
-C
6
alkoxy;
R
32
is hydrogen or —COOR
30
; and
n is 0 or 1.
If R
30
is alkali metal, this is in particular potassium or very particularly sodium. (R
33
)
4
is in particular a mono-, di- or tri-C
1
-C
4
alkylammonium salt, a mono-, di- or tri-C
2
-C
4
alkanol-ammonium salt or a C
1
-C
3
alkyl ester thereof.
If R
33
is a C
1
-C
3
alkyl group, this is in particular a C
1
-C
2
alkyl group, in particular a methyl group, and if R
33
is a polyoxyethylene radical, then the latter contains in particular 2 to 6 ethylene oxide units.
Preferred benzotriazole compounds which can be used according to the invention correspond to the formula
T
1
is C
1
-C
5
alkyl or, preferably, hydrogen; and
T
2
is C
1
-C
5
alkyl, preferably t-butyl, or phenyl-substituted C
1
-C
4
alkyl, in particular &agr;,&agr;-dimethylbenzyl.
A further preferred class of benzotriazole compounds which can be used according to the invention corresponds to the formula
T
2
is as defined in formula (26).
Other very particularly preferred benzotriazole compounds which can be used according to the invention correspond to the formula
T
2
is as defined in formula (26) and is preferably methyl, t-butyl or isooctyl.
Preferred vinyl-containing amides which can be used according to the i

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Use of mixtures of micropigments for preventing tanning and... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Use of mixtures of micropigments for preventing tanning and..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Use of mixtures of micropigments for preventing tanning and... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2941588

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.