Topical composition comprising a functionally acylating...

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

Reexamination Certificate

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C424S047000, C424S059000, C424S061000, C424S063000, C424S064000, C514S063000, C514S150000

Reexamination Certificate

active

06645512

ABSTRACT:

FIELD OF INVENTION
The present invention relates to cosmetic compositions suitable for use on mammalian skin. These compositions comprise a bonding agent capable of attaching a cosmetic benefit agent to mammalian skin. In particular, the bonding agent is a functionally acylating compound linked to the cosmetic benefit agents that are then in turn linked directly or indirectly to the skin.
BACKGROUND
It is well known in the skin beauty care field that cosmetic benefit agents may be topically applied to human skin. There are a number of benefit agents that can be applied to the skin for varying purposes including moisturizers, humectants, color cosmetics, etc. There is, however, a common problem that arises in each of these areas. The problem is the lack of substantivity of the cosmetic benefit agents to the skin to which they are applied. That is, the benefit agents that are applied fail to “stick” to the skin such that a longwear result is achieved to any noticeable extent.
The present invention seeks to solve this substantivity deficiency that is typical in topically applied products by utilizing a chemical hook based technology. The operative chemical hook of the present invention is an acylating bonding agent that serves as a gluing mechanism between a cosmetic benefit agent of interest and one or more protein molecules that are found in the skin. In particular, Applicants have found that acylating compounds serve as suitable bonding agents such that improved substantivity of various benefit agents are observed on the skin.
Without being limited by theory, the chemical hook bonding agents covalently bond to certain amino acids present in proteinaceous substrates like skin, cuticles, and hair to form a substantive attachment of the desired cosmetic benefit agent to the substrate as demonstrated by the chemical reaction that follows
wherein AA represents functional amino acids containing amino, sulfhydryl, carboxyl, or hydroxyl groups and wherein X and R are defined below.
SUMMARY OF THE INVENTION
The present invention relates to cosmetic compositions that comprise: a) a safe and effective amount of an acylating bonding agent having the structure
wherein X represents a cosmetic benefit agent that may or may not be attached to a chemical linker and R represents N
3
, Cl, Br or OM wherein M is an activated ester; and b) a cosmetically acceptable carrier for the bonding agent wherein the composition is administered topically to mammalian proteinaceous substrates and wherein the bonding agent reacts with a protein contained in the substrate such that the bonding agent, and thus the cosmetic benefit agent, is covalently attached to the substrate. The invention further relates to methods of using the compositions described above as well as various products that include the claimed compositions.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to topical compositions capable of delivering substantively attached cosmetic benefit agents to mammalian skin. The essential components of these compositions are described below. Also included is a nonexclusive description of various optional and preferred components useful in embodiments of the present invention.
As used herein, “safe and effective amount” means an amount of a compound, component, or composition (as applicable) sufficient to significantly induce a positive effect (e.g., confer a noticeable cosmetic benefit), but low enough to avoid serious side effects, (e.g., undue toxicity or allergic reaction), i.e., to provide a reasonable benefit to risk ratio, within the scope of sound medical judgment.
As used herein, “cosmetic benefit agent” means a compound, material, and/or active that confers an aesthetic feature to the surface, preferably skin, to which it is applied.
As used herein, “chemical linker” refers to a hydrocarbon chain, optionally containing heteroatoms, e.g., S, N, Se, O, substituted or unsubstituted aryls, Si, SiO, siloxane “D” groups [{(CH
3
)}—Si—O
3
], siloxane “M” groups {(CH
3
)
3
}—Si—O], and siloxane “T” groups [{(CH
3
)}—Si—O
3/2
] that form a covalent bond between the cosmetic benefit agent and the bonding agent such that a “chemical hook” is formed.
The present invention can comprise, consist of, or consist essentially of any of the required or optional ingredients and/or limitations described herein.
All percentages and ratios are calculated on a weight basis unless otherwise indicated. All percentages are calculated based upon the total composition unless otherwise indicated.
All molar weights are weight average molecular weights and are given in units of grams per mole.
All ingredient levels are exclusive of solvents, by-products, or other impurities that may be present in commercially available sources, unless otherwise indicated.
All measurements made are at ambient room temperature, which is approximately 73° F., unless otherwise designated.
All documents referred to herein, including patents, patent applications, and printed publications, are hereby incorporated by reference in their entirety in this disclosure.
Acylating Bonding Agent
The compositions of the present invention comprise an acylating bonding agent having the structure:
wherein X represents a cosmetic benefit agent that may or may not be attached to a chemical linker and R represents a substituent selected from the group consisting of N
3
, Cl, Br or OM wherein M is an activated ester such as a succinmimydyl, pentafluro phenyl, etc. In preferred embodiments, X may be attached to a chemical linker that acts as a connector between X and the acylating bonding agent. Suitable chemical linkers include, but are not limited to, hydrocarbon chains containing heteroatoms like S, N, Se, O, substituted or unsubstituted aryls, Si, SiO, siloxane “D” groups [{(CH
3
)}—Si—O
3
], siloxane “M” groups [{(CH
3
)
3
}—Si—O], and siloxane “T” groups, [{(CH
3
)}—Si—O
3/2
], etc. In even more preferred embodiments, the chemical linker is an aryl group. It has been found that an aryl linker provides enhanced stability of the bonding agent.
The cosmetic benefit agent of the present invention is suitable for providing therapeutic or aesthetic skin benefits by deposition and adhesion to skin. Suitable cosmetic agents include, but are not limited to those selected from the group consisting of absorbents, anti-acne actives, anti-caking agents, anti-cellulite agents, anti-foaming agents, anti-fungal actives, anti-inflammatory actives, anti-microbial actives, anti-oxidants, antiperspirant/deodorant actives, anti-skin atrophy actives, anti-viral agents, anti-wrinkle actives, artificial tanning agents and accelerators, astringents, barrier repair agents, binders, buffering agents, bulking agents, chelating agents, colorants, dyes, enzymes, essential oils, film formers, flavors, fragrances, humectants, hydrocolloids, light diffusers, nail enamels, opacifying agents, optical brighteners, optical modifiers, particulates, perfumes, pH adjusters, sequestering agents, skin conditioners/moisturizers, skin feel modifiers, skin protectants, skin sensates, skin treating agents, skin exfoliating agents, skin lightening agents, skin soothing and/or healing agents, skin thickeners, sunscreen actives, topical anesthetics, vitamin compounds, and combinations thereof. Cosmetic benefit agents of the present invention are substantially free of antimicrobial polymers. In particular, such agents are not intended include biguanide polymers. As used herein, “substantially free” means that the ingredient is included in such an amount that is not readily detectable by conventional methods.
Suitable colorants include those used in foundations, blushes, blemish covering compositions, and other typical color cosmetic products. Such agents, in effect, result in cosmetic composition that is suitable for make-up application.
The cosmetic benefit agents of the present invention are well suited and capable of attaching (either removably or fixably) to the bonding a

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