Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2000-03-13
2001-09-18
Dentz, Bernard (Department: 1625)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S319000, C514S331000, C514S424000, C514S534000, C514S616000, C514S785000, C514S788000, C546S187000, C546S190000, C546S205000, C546S235000, C548S500000, C560S038000, C560S041000, C564S157000
Reexamination Certificate
active
06291478
ABSTRACT:
The present invention relates to novel benzylaminodiacetamide compounds and their derivatives, and to their use in, for example, cosmetics. The invention also relates to cosmetic compositions, including dermatological compositions, comprising these compounds.
In the field of cutaneous disorders, it is known that certain types of skin are more sensitive than others. However, the symptoms of sensitive skins were, until now, poorly characterized. As a result, these skin problems were poorly defined. No one knew the exact process implicated in the sensitivity of the skin. Some thought that a sensitive skin was a skin which reacted to cosmetic products. Others thought it was a matter of the skin reacting to a number of external factors not necessarily related to cosmetic products. Sensitive skins were also classified as allergic skins.
Tests have been developed in order to define sensitive skins. Such tests include, for example, those using lactic acid and DMSO, both of which are known to be irritant substances. See, for example, the article by K. Lammintausta et al.,
Dermatoses
, Vol. 36, pages 45-49 (1988); and the article by T. Agner and J. Serup,
Clinical and Experimental Dermatology
, Vol. 14, pages 214-217 (1989).
Due to ignorance of the characteristics of sensitive skins, and until now, treatment was very difficult, if not impossible. In fact, sensitive skins were treated indirectly, for example by limiting the use, in cosmetic compositions, of products with an irritant nature, such as surfactants, preservatives or fragrances, as well as the use of certain cosmetic active principles.
It has been possible to determine the symptoms related to sensitive skins. These symptoms are generally subjective signs which are essentially dysaesthetic sensations. The term “dysaesthetic sensations” is understood to mean more or less painful sensations felt in a cutaneous region, such as smarting, pins and needles, itching or pruritus, burning sensations, warming sensations, discomfort, and stabbing pains. The symptoms related to the skin can also be microvascular manifestations of the cutaneous tissue, such as erythemas.
Moreover, a sensitive skin is not an allergic skin. In fact, an allergic skin is a skin which reacts to an external agent, namely an allergen, which triggers an allergic reaction. This relates to an immunological process which only takes place when an allergen is present, and which only affects sensitized subjects. By contrast, the essential characteristic of sensitive skin is, according to the present inventors, a mechanism of response to external factors which can affect any individual, even if individuals said to have sensitive skin react thereto faster than other individuals. This mechanism is not immunological; rather, it is non-specific.
Sensitive skins can be divided into two major clinical forms: irritable and/or reactive skins, and intolerant skins.
An irritable and/or reactive skin is a skin which reacts by a pruritus, that is to say by itching or by smarting in response to different factors such as the environment, emotions, food, wind, friction, shaving, soap, surfactants, hard water with a high calcium concentration, temperature variations, or wool. In general, these signs are associated with a dry skin, with or without sores, or with a skin which exhibits an erythema.
An intolerant skin is a skin which reacts with sensations of warming, stabbing pains, pins and needles, and/or redness to different factors such as the environment, the emotions, food, and certain cosmetic products. In general, these signs are also associated with a hyperseborrhoeic or acneic skin, with or without sores, and with an erythema.
“Sensitive” scalps have a less ambiguous clinical symptomatology: the sensations of pruritus and/or of smarting and/or of warming are essentially triggered by local factors such as friction, soap, surfactants, hard water with a high calcium concentration, shampoos, or lotions. These sensations are also sometimes triggered by factors such as the environment, the emotions, and/or food. An erythema and a hyperseborrhoea of the scalp and a dandruff state are frequently associated with the above signs.
Moreover, in certain anatomical regions, such as the major folds (inguinal, genital, axillary, popliteal, anal, submammary, or bend of the elbow regions) and the feet, sensitive skin is reflected by pruriginous sensations and/or dysaesthetic sensations (warming or smarting) related in particular to sweat, friction, wool, surfactants, certain cosmetic preparations, hard water with a high calcium concentration, and/or temperature variations.
A test has been developed in order to determine whether or not a skin is sensitive. In fact, after having carried out a great number of tests with the aim of defining a sensitive skin, it has surprisingly been found that there existed a connection between people with sensitive skin and those who reacted to a topical application of capsaicin.
The test with capsaicin comprises applying 0.05 ml of a cream comprising 0.075% of capsaicin to approximately 4 cm
2
of skin, and noting the appearance of subjective signs caused by this application, such as smarting, burning sensations, and itching. In subjects with sensitive skins, these signs appear between 3 and 20 minutes after application, and are followed by the appearance of an erythema which begins at the periphery of the application region.
The clinical signs of sensitive skin are essentially subjective: smarting, pins and needles, pruritus, stabbing pains, or warming sensations, and the signs are sometimes associated with erythemas. These signs are due to non-specific external factors. The symptoms appear essentially localized on the face, on the neck, and on the scalp, but can also appear anywhere on the body.
After much research, the inventors have discovered novel compounds belonging to the benzylaminodiacetamide family which have good anti-irritant and soothing properties. Suitably, these compounds can make it possible to avoid cutaneous irritation, dysaesthetic sensations, pruritus of the skin, mucous membranes, and erythema, sores, and/or warming sensations, in a composition suitable for topical use, such as a composition suitable for treating sensitive skins.
One object of the present invention is to provide a composition comprising, in a physiologically acceptable medium, at least one compound corresponding to the formula (I) described herein below.
The invention also relates to compounds corresponding to the formula (Ia) described herein below.
Another object of the invention is a process for the preparation of a compound of formula (I) in which a diacid is reacted with a dehydrating agent, so as to obtain an intermediate anhydride which makes coupling with a first amine or a first alcohol possible, and then, in a second stage, a coupling agent is added which makes coupling of the said diacid with a second amine or a second alcohol possible.
Yet another object if the present invention is the use of at least one compound of formula (I) in a composition comprising a product with an irritant effect, in order to weaken, indeed even eliminate, the irritant effect.
Another object of the invention is the use of at least one compound of formula (I) in a cosmetic composition, or for the preparation of a physiologically acceptable composition, in order to prevent and/or treat cutaneous disorders, including but not limited to cutaneous irritations, sores, redness, dysaesthetic sensations, warming sensations, and/or pruritus of the skin and/or mucous membranes.
Another object of the invention is a cosmetic treatment process, characterized in that a cosmetic composition as defined above is applied to the skin, to the hair, and/or to the mucous membranes.
Furthermore, it has been found that, advantageously, the compounds of formula (I) can be used in combination with commonly used products having an irritant effect. Such commonly used products include those in the cosmetics field, including certain cosmetic active principles. The presence of at least one compound of formula (I) in a
Dalko Maria
Galey Jean-Baptiste
Dentz Bernard
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
L'Oreal
LandOfFree
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