Drug – bio-affecting and body treating compositions – Topical body preparation containing solid synthetic organic... – Skin cosmetic coating
Reexamination Certificate
2000-09-28
2003-02-18
Padmanabhan, Sreeni (Department: 1617)
Drug, bio-affecting and body treating compositions
Topical body preparation containing solid synthetic organic...
Skin cosmetic coating
C424S401000, C424S078050, C514S492000, C514S675000, C514S844000, C514S887000
Reexamination Certificate
active
06521222
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Technical Field of the Invention
The present invention relates to a method or regime/regimen for reducing skin irritation, notably that irritation attributed to the topical application of certain active species onto the skin, or due to exposure to the environment.
This invention especially relates to reducing skin irritation by treating the skin with effective amounts of certain inorganic/organic complexes, or compositions comprised thereof.
2. Description of the Prior Art
A wide variety of compounds are formulated into cosmetics to, inter alia, improve the appearance of the skin, to beautify the skin, to treat skin conditions, or to render the skin less dry or more supple. Unfortunately, certain of these compounds may cause irritation when they are topically applied onto the skin or mucous membranes.
It is known to this art to administer salicylic acid derivatives as keratolytic agents for treating acne; these are also useful anti-aging agents in cosmetic and/or dermatological compositions. Thus, FR-A-2,581,542 and EP-A-378,936 describe such salicylic acid compounds.
Salicylic acid derivatives are of great value, given their biological effects on the skin, in particular on the principal clinical signs of skin aging, namely, fine lines and wrinkles, disorganization of the “grain” of the skin, modification of the skin's complexion and loss of skin firmness and tonicity. However, administration of these derivatives presents a problem since they can cause stinging, itching and tautness after they have been applied, which may result in considerable discomfort. Users, and more particularly those having sensitive skin, are thus often discouraged from using these compounds. Sensitive skin and the signs which are characteristic of sensitive skin are described in EP-680,749.
The same also holds true for exfoliants such as hydroxy acids. Concerning these compounds, it has been proposed, in EP-413,528, to combine them with amphoteric species in order to decrease the discomfort that they may cause.
It is also widely described that some users of cosmetic products comprising surfactants, preservatives, fragrances, solvents or propellants complain that their skin is irritated after applying one or more of the above substrates thereto.
However, because of their irritant nature, these products are generally employed at very low doses. Formulation of these products in small amounts may, therefore, prove to be relatively disadvantageous with respect to administration of other active species which are less active, but which are formulated in greater amounts since they are less or not irritant.
It is also known to this art that the skin of certain individuals is irritated when it has been exposed to a specific or unusual chemical or physical environment, in particular when it is exposed to considerable variations in temperature, to wind or to a very polluted environment. Thus, the skin may react with itching, tautness or stinging.
Thus, the irritation may be characterized by stinging, itching or tautness, which too may cause considerable discomfort.
WO-A-96/19184, WO-A-96/19182 and WO-A-96/19228 describe the administration of water-soluble divalent strontium, manganese, magnesium and calcium salts to reduce the irritation of compounds which have an irritant effect, in particular of exfoliants such as hydroxy acids.
SUMMARY OF THE INVENTION
It has now unexpectedly and surprisingly been determined that certain inorganic/organic complexes are useful for reducing the irritation induced, in particular, by certain species or products topically applied onto the skin, or by exposure to the environment.
Briefly, the present invention features therapeutically/cosmetically treating skin irritation by topical application onto the afflicted skin of at least one compound having the formula (I):
in which the radicals R, which may be identical or different, are each a linear or branched, saturated or unsaturated, optionally hydroxylated alkyl or perfluoroalkyl radical having from 1 to 12 carbon atoms; the radicals R′, which may be identical or different, are each a linear or branched, saturated or unsaturated, optionally hydroxylated alkyl, alkyloxy or perfluoroalkyl radical having from 1 to 12 carbon atoms; and X is an element selected from among magnesium, strontium, barium, zinc, manganese, palladium or copper.
The subject compounds of formula (I) are either in hydrated or nonhydrated state and, advantageously, constitute organic/inorganic complexes.
The present invention thus also features a cosmetic method or regime/regimen comprising topically applying onto the skin, the keratin fibers, the nails, or the mucous membranes, at least one compound of formula (I) or composition comprised thereof.
Too, this invention features formulating at least one compound of formula (I):
in which the radicals R, which may be identical or different, are each a linear or branched, saturated or unsaturated, optionally hydroxylated alkyl or perfluoroalkyl radical having from 1 to 12 carbon atoms; the radicals R′, which may be identical or different, are each a linear or branched, saturated or unsaturated, optionally hydroxylated alkyl, alkyloxy or perfluoroalkyl radical having from 1 to 12 carbon atoms; and X is an element of column IIA of the Periodic Table (CAS version), zinc, manganese, palladium or copper, whether hydrated or nonhydrated, into a topically applicable, physiologically acceptable medium (vehicle, diluent or carrier) and thus producing a dermatological or pharmaceutical composition, effective as an agent which reduces skin irritation.
The subject compounds/compositions are particularly useful soothing agents and can be formulated as cosmetic products.
DETAILED DESCRIPTION OF BEST MODE AND SPECIFIC/PREFERRED EMBODIMENTS OF THE INVENTION
More particularly, according to the present invention, by “linear or branched alkyl radical having from 1 to 12 carbon atoms” are especially intended methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, hexyl, 2-ethylhexyl, octyl, nonyl, dodecyl, 2-methylbutyl, 2-methylpentyl, 1-methylhexyl and 3-methylheptyl radicals.
Preferably, R is a linear or branched, saturated alkyl or perfluoroalkyl radical having from 1 to 6 carbon atoms. In addition, R′ is advantageously a linear or branched, saturated alkyl, alkyloxy or perfluoroalkyl radical having from 1 to 6 carbon atoms.
Preferably, the substituents R and R′ are linear and/or saturated.
In particular, the substituents R and R′ preferably comprise a difference of at most two carbon atoms with respect to each other.
These compounds of formula (I) are water-insoluble, unlike the compounds described in WO-A-96/19184, WO-A-96/19182 and WO-A-96/19228. Their property of reducing the irritation which is, in particular, induced by certain products applied onto the skin, which are generally hydrophilic, such as hydroxy acids, is thus all the more surprising.
Exemplary derivatives according to the invention include strontium 2,4-pentanedionate, bis(1,1,1,2,2,3,3-heptafluoro-7,7-dimethyl-4,6-octanedionato)strontium hydrate, bis(2,2,6,6-tetramethyl-3,5-heptanedionato)strontium hydrate, strontium hexafluoroacetylacetonate, calcium 2,4-pentanedionate, bis(1,1,1,2,2,3,3-heptafluoro-7,7-dimethyl-4,6-octanedionato)calcium, calcium hexafluoroacetylacetonate dihydrate, calcium 2,2,6,6-tetramethyl-3,5-heptanedionate, and mixtures thereof.
Certain of these compounds have been described as catalysts of chemical reactions or as reagents of methods for obtaining inorganic compounds, such as superconductors (WO 91/13051 or “Preparation and properties of beta-diketone and beta-keto ester complexes of bismuth (III), strontium (II) and calcium (II)” by Doi Masura et al., in
Nippon Kagaku Kaishi
(1995), (10), 802-8).
Preferably, the substituents R and R′ are methyl radicals.
Advantageously, X is selected from among strontium, calcium, magnesium, manganese, barium, copper, zinc and palladium, and more especially is selected from among strontium, calcium, copper and zinc.
The compositions
Cohen Catherine
Philippe Michel
Burns Doane Swecker & Mathis L.L.P.
Padmanabhan Sreeni
Societe L'Oreal S.A.
Wells Lauren Q.
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