Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations
Reexamination Certificate
2002-12-09
2004-03-09
Dodson, Shelley A. (Department: 1616)
Drug, bio-affecting and body treating compositions
Topical sun or radiation screening, or tanning preparations
C424S060000, C424S400000, C424S401000
Reexamination Certificate
active
06703002
ABSTRACT:
CROSS-REFERENCE TO PRIORITY APPLICATION
This application claims priority under 35 U.S.C. §119 of FR-01/15861, filed Dec. 7, 2001, hereby expressly incorporated by reference.
BACKGROUND OF THE INVENTION
1. Technical Field of the Invention
The present invention relates to novel topically applicable cosmetic/dermatological sunscreen compositions well suited for the photoprotection of the skin and/or hair against the damaging effects of ultraviolet radiation (hereinafter referred to more simply as antisun or sunscreen compositions).
This invention more particularly relates to antisun/sunscreen compositions comprising intimate admixture of at least two specific UV-screening agents, namely, first, benzene-1,4-di(3-methylidene-10-camphorsulfonic acid) and, secondly, a specific amino-substituted 2-hydroxy-benzophenone compound, formulated into a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor. The combination of these two UV-screening agents provides synergistic results with regard to the sun protection factors (SPFs) conferred.
2. Description of the Prior Art
It is known to this art that light radiation with wavelengths of from 280 nm to 400 nm permits browning of the human epidermis and that radiation with wavelengths of from 280 to 320 nm, known as UV-B radiation, causes erythemas and skin burns which may be harmful to the development of natural tanning; this UV-B radiation must therefore be screened out from the skin.
It is also known that UV-A radiation, with wavelengths of from 320 to 400 nm, which causes browning of the skin, is capable of adversely affecting the skin, in particular in the case of sensitive skin or of skin continually exposed to solar radiation. UV-A rays cause, in particular, a loss in the elasticity of the skin and the appearance of wrinkles, resulting in premature aging. UV-A irradiation promotes the triggering of the erythemal reaction or accentuates this reaction in certain individuals and can even be the cause of phototoxic or photoallergic reactions. It is therefore also desirable to screen out UV-A radiation.
A wide variety of cosmetic/dermatological compositions suited for the photoprotection (UV-A and/or UV-B) of the skin are known to this art.
These antisun/sunscreen compositions are typically emulsions of oil-in-water type (namely, a cosmetically acceptable vehicle composed of a continuous aqueous dispersing phase and of a noncontinuous oily dispersed phase) which comprise, at various concentrations, one or more conventional, lipophilic and/or hydrophilic, organic screening agents capable of selectively absorbing harmful UV radiation, these screening agents (and their amounts) being selected according to the sun protection factor desired, the sun protection factor (SPF) being expressed mathematically by the ratio of the dose of UV radiation necessary to reach the erythemogenic threshold with the UV screening agent to the dose of UV radiation necessary to reach the erythemogenic threshold without UV screening agent.
Antisun/sunscreen compositions based on amino-substituted 2-hydroxybenzophenone derivatives are described in EP-1,046,391. These compounds screen out UV-A radiation.
SUMMARY OF THE INVENTION
It has now surprisingly and unexpectedly been determined that the combination or intimate immixture of two specific known sunscreens permits formulating, due to a notable synergistic effect, antisun/sunscreen compositions exhibiting protection factors which are markedly improved and in any event much higher than those which can be obtained utilizing either of the screening agents alone.
Thus, the present invention features novel topically applicable cosmetic or dermatological compositions, comprising (a) 0.1% to 15% by weight, with respect to the total weight of the composition, of benzene-1,4-di(3-methylidene-10-camphorsulfonic acid), optionally in the partially or completely neutralized state, as a first screening agent, and (b) 0.1% to 15% by weight, with respect to the total weight of the composition, of at least one amino-substituted 2-hydroxybenzophenone compound of formula (I) as defined below, as a second screening agent, formulated into a topically applicable, cosmetically/dermatologically acceptable vehicle, diluent or carrier therefor. The said first and second screening agents are present in the compositions according to the invention in a proportion or in such amounts that provide synergistic results with regard to the sun protection factors conferred.
The present invention also features a regime or regimen for the UV-photoprotection of human skin and/or hair against the deleterious effects of ultraviolet radiation, in particular solar radiation.
This invention also features formulating an amino-substituted 2-hydroxybenzophenone compound of formula (I) into cosmetic or dermatological compositions suited for the protection of the skin and/or hair against ultraviolet radiation, in particular solar radiation, such compositions comprising at least benzene-1,4-di(3-methylidene-10-camphorsulfonic acid), optionally in the partially or completely neutralized form, for the purpose of eliciting a synergistic effect with regard to the sun protection factors conferred.
DETAILED DESCRIPTION OF BEST MODE AND SPECIFIC/PREFERRED EMBODIMENTS OF THE INVENTION
More particularly according to the present invention, benzene-1,4-di(3-methylidene-10-camphorsulfonic acid) and its various salts, described in particular in FR-A-2,528,420 and FR-A-2,639,347, are UV-screening agents already known per se (“broad spectrum” screening agents) capable in fact of absorbing ultraviolet rays with wavelengths of from 280 to 400 nm, with absorption maxima of from 320 to 400 nm, in particular in the vicinity of 345 nm. These UV-screening agents have the following structural formula (II):
in which B is a hydrogen atom, an alkali metal, an NH(R)
+
3
radical in which the radicals R, which may be identical or different, are each a hydrogen atom or a C
1
-C
4
alkyl or hydroxyalkyl radical, or an M
p+
/p group, wherein M
p+
is a polyvalent metal cation in which p is equal to 2 or 3 or 4, M
p+
preferably having a metal cation selected from among Ca
2+
, Zn
2+
, Mg
2+
, Ba
2+
, Al
3+
and Zr
4+
. It will be appreciated that the compounds of formula (II) above comprehend the “cis-trans” isomer about one or more double bond(s) and that all such isomers are within the scope of the present invention.
The benzene-1,4-di(3-methylidene-10-camphorsulfonic acid) and the various salts thereof are preferably present in the compositions of the invention in proportions ranging from 1% to 10% by weight and more preferably from 2% to 8% by weight with respect to the total weight of the composition.
The amino-substituted 2-hydroxybenzophenone compounds in accordance with the invention have the following structural formula (I):
in which R
1
and R
2
, which may be identical or different, are each a hydrogen atom, a C
1
-C
20
alkyl radical, a C
2
-C
10
alkenyl radical, a C
3
-C
10
cycloalkyl radical or a C
3
-C
10
cycloalkenyl radical, with the proviso that R
1
and R
2
can together form, with the nitrogen atom to which they are bonded, a 5- or 6-membered heterocyclic ring member; R
3
and R
4
, which may be identical or different, are each a C
1
-C
20
alkyl radical, a C
2
-C
10
alkenyl radical, a C
3
-C
10
cycloalkyl radical, a C
3
-C
10
cycloalkenyl radical, a C
1
-C
12
alkoxy radical, a (C
1
-C
20
) alkoxycarbonyl radical, a C
1
-C
12
alkylamino radical, a di(C
1
-C
12
) alkylamino radical, an aryl radical or a heteroaryl radical which is optionally substituted, or a water-solubilizing substituent selected from among a carboxylate group, a sulfonate group or an ammonium residue; X is a hydrogen atom or a —COOR
5
or —CONR
6
R
7
radical; R
5
, R
6
and R
7
, which may be identical or different, are each a hydrogen atom, a C
1
-C
20
alkyl radical, a C
2
-C
10
alkenyl radical, a C
3
-C
10
cycloalkyl radical, a C
3
-C
10
cycloalkenyl radical, a —(YO)
o
—Z radical or an aryl radical
Burns Doane Swecker & Mathis L.L.P.
Dodson Shelley A.
Societe L′Oreal S.A.
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