Activated oxygen containing compounds for improving the...

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

Reexamination Certificate

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C424S045000, C514S714000, C514S937000, C514S938000, C514S944000

Reexamination Certificate

active

06309654

ABSTRACT:

FIELD OF THE INVENTION
The present invention pertains to an agent for improving the microcirculation of the skin, which contains as the active ingredient at least one cosmetically and pharmaceutically well-tolerated organic compound containing activated oxygen.
BACKGROUND OF THE INVENTION
Compounds containing activated oxygen are defined as compounds into which a peroxide group has been introduced, preferably by means of ozone.
It has been known, e.g., that so-called ozonides are formed during the ozonization of olefinically unsaturated organic compounds, but these ozonides have, in general, low stability. However, if the ozonization is carried out in the presence of a solvent containing hydroxyl groups, stable compounds, the acetal peroxides, are obtained (DE-B 10 75 801, DE-B 11 66 975, DE-A 16 68 144, and DE-A 41 13 389).
It has also been known that peroxyaldehydes and peroxycarboxylic acids can be prepared by the oxidation of saturated alcohols, aldehydes or ketones with ozone gas or ozone-containing gases (DE-A 36 43 323).
These compounds have been described as having a potent bactericidal action, which is accompanied by an excellent skin tolerance. It has therefore been suggested that they be used as disinfectants in cosmetics and pharmaceutical products, for wound healing, e.g., for the treatment of antibiotic-resistant purulent fistulae, and as an oxygen supplier for the skin (DE-B 10 75 801, DE-A 16 68 144, K. Gäbelein,
Seifen, Öle, Wachse,
Vol. 112, p. 17, 1986).
However, the effect of these compounds on the microcirculation of the skin is not mentioned in any of the said documents.
Microcirculation is defined as the subcutaneous blood circulation extending subcutaneously in the area of the capillary system, the section of the vascular system comprising arterioles, capillaries and postcapillary veins (venules).
The nutritive blood supply by oxygen exchange between blood and tissue as well as the maintenance of the thermal and ionic environment take place via this subcutaneous blood circulation. Disturbances in the microcirculation therefore greatly affect the supply of essential substances for the tissues.
For example, the suspension stability of the blood decreases in the case of decelerated flow, which leads to plasma “skimming,” a phenomenon in which partial or complete separation of plasma and cellular elements of the blood takes place at the branchings of the capillaries, so that only plasma flows through individual capillaries, as a result of which the supply is compromised in these areas.
Thus, the microcirculation of the skin substantially affects the function of the skin and is closely linked with the aging of the skin.
SUMMARY AND OBJECTS OF THE INVENTION
The object of the present invention is to provide an agent that can improve the microcirculation of the skin and is consequently able to favorably stimulate the skin functions.
It has now been found in a completely surprising manner that organic compounds containing activated oxygen are able to increase the microcirculation of the skin and thus support the undisturbed flow of blood and the supply of the skin with important nutrients. Especially favorable effects were able to be demonstrated for the stressed and aging skin.
Thus, the present invention pertains to an agent for improving the microcirculation of the skin, which contains as the active ingredient at least one cosmetically and dermatologically well-tolerated organic compound containing activated oxygen.
Such compounds will hereinafter also be called compounds with activated oxygen.
This agent is particularly suitable for promoting the supply of the stressed and aging skin. Supporting of the undisturbed blood flow, as a result of which possible disturbances can be prevented, is to be emphasized in relation to youthful or young skin.
The agent can be used successfully in a broad range of applications, e.g., in cosmetics, pharmaceutics, especially dermatology, as well as the cosmetic and medical treatment of animals.
The organic compounds containing activated oxygen according to the present invention are compounds containing a peroxide group, which are cosmetically and dermatologically well tolerated.
The examples of such compounds include acetal peroxides. Particularly suitable representatives as well as processes for preparing same are described in DE-B 10 75 801, DE-B 11 66 975, DE-A 16 68 144, and DE-A 41 13 389, which are hereby incorporated by reference.
The acetal peroxides preferred according to the present invention are obtained by the ozonization of olefinically unsaturated organic compounds in the presence of alcohols or polyols, such as glycols, polyglycols and glycerol. In this case, the alcohol and the polyol participate in the reaction, and hemiacetals are formed
in which R and R′, which are identical or different, denote, independently from one another, an organic radical, which may be a C1-C30 hydrocarbon, C1-C30 alcohol, C1-C30 aldehyde, C1-C30 ketone, C1-C30 acid or its ester, and E denotes a radical of an organic alcohol or an acid, or a C1-C10 and preferably a C1-C4 alkyl or R″—CO—, in which R″ preferably denotes a C1-C10 alkyl, e.g., a C1-C4 alkyl.
Preferred examples of the unsaturated organic compound are unsaturated fatty acids and their esters, such as sorbic acid, oleic acid, oleyl oleate, linoleic acid ethyl ester, castor oil, olive oil, soybean oil, etc., as well as terpineol, wherein sorbic acid is particularly preferred.
The suitable alcohols include, e.g., lower alcohols, especially C1-C6 monohydric alcohols, methanol, ethanol, and propyl alcohol.
Partially esterified or etherified polyols, such as glycols and polyglycols, e.g., ethylene, propylene and butylene glycols, as well as glycerol may be used especially advantageously for the reaction with the olefinically unsaturated compound. The examples of these are ethyl, propyl and butyl glycol ethers, ethyl diglycol, 1,2-propylene glycol monoethyl ether, and glycerol diacetate.
An acetal peroxide that is obtained from sorbic acid in ethyl diglycol is particularly preferred according to the present invention.
Furthermore, peroxyaldehydes and peroxycarboxylic acids, as they are described, e.g., in DE-A 36 43 323, which is referred to in full, may be used as well.
Combinations of different compounds with activated oxygen may also be used.
Contrary to the industrial peroxides, which are corrosive and toxic for the skin, such as hydrogen peroxide, the compounds used according to the present invention are definitely well tolerated by the skin and nontoxic.
This extraordinarily good skin tolerance can be attributed to the fact that the compounds containing activated oxygen according to the present invention are compounds similar to those formed in nature as well when atmospheric ozone is bound to plant materials in the presence of compounds containing hydroxyl groups.
The agents according to the present invention for improving the microcirculation of the skin may, of course, also contain, besides the compound containing activated oxygen, additional carriers, active ingredients and additives which are usually used in such agents and are determined by the desired application of the agent or of the compound containing activated oxygen.
These additives as well as the formulation processes are selected according to the usual methods well known to the galenic expert.
The agent may be used in any desired application form, e.g., in an aqueous or alcohol solution, mixed forms thereof, in the solid or nonsolid form, as an oil-in-water emulsion or a water-in-oil emulsion and mixed forms thereof, as microemulsions, gels, etc. It may be used, e.g., as a cream, oil, spray, foam aerosol, or as a bath additive.
The percentage of the compound containing activated oxygen in the agent varies depending on the intended use as well as the application form.
It has proved to be sufficient, in general, to add the compound to the agent in an amount of 0.5 wt. % to 20 wt. % relative to the total weight of the agent.
The percentage is preferably 1 wt. % to 12 wt. % and especially pr

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