Cosmetic compositions for restructuring hair and improving its appearance (cosmetic compositions)

JP2024543743A5Pending Publication Date: 2025-12-01GIULIANI SPA
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Patent Information

Application Number
JP2024535251
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2021-12-15
Filing Date
2022-12-14
Publication Date
2025-12-01

AI Technical Summary

Technical Problem

Existing hair treatments, such as coloring, bleaching, and permanent straightening, cause damage to the cuticle and cortex layers of hair, leading to increased porosity, brittleness, and reduced shine, affecting the overall appearance and integrity of the hair.

Method used

Application of alkylspermidines, particularly methylspermidine, to the hair shaft recompacts the cuticle structure, sealing break points and reducing porosity, while improving shine and flexibility.

Benefits of technology

The application of alkylspermidines enhances hair shine, reduces breakage, and improves mechanical properties by recompacting the cuticle, making the hair less susceptible to external damage and enhancing its aesthetic appearance.

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Abstract

The present invention relates to the cosmetic use of alkylspermidines, in particular methylspermidines, by application to the hair shaft to remodel the cuticle and / or improve the appearance of the hair. Preferably, the alkylspermidines are formulated in a composition suitable for application to the hair shaft.
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Description

[Technical field]

[0001] The present invention relates to a cosmetic composition for restructuring hair and improving its appearance.

[0002] The present invention comes from the field of cosmetics, in particular from the field of products for the care and treatment of hair.

[0003] In particular, the invention relates to a cosmetic preparation in the form of a hair mask that is applied along the hair shaft to restructure the cuticle and improve its appearance. [Background technology]

[0004] The appearance and condition of hair plays an important role in today's society as its appearance helps determine the image and first impression an individual conveys to others.

[0005] The appearance of hair is related to the state of its complex structure formed by the cuticle, cortex, medulla and cell membrane complex (CMC).

[0006] The cuticle represents the outer protective layer that covers the hair fibre and is composed of flat, very thin, transparent keratinocytes without nuclei arranged diagonally one on top of the other like roof tiles with their free edges pointing towards the tip of the hair.

[0007] The cuticle represents the protective layer of the hair and constitutes its outermost layer. There are approximately 6 to 10 layers of cuticle, which repeat themselves to form the cuticle section, and such layers are held together by CMC cementing substances. Several types of CMC are known depending on their location. -Cuticle containing 18-MEA acid -Cuticle CMC. The outermost layer of the cuticle (epicuticle or f-layer) is a protein layer coated with structural lipids (18-MEA acid) covalently bound to the cuticle. -CMC cuticle-cortex. It is responsible for the connection between the innermost cuticle layer and the outermost cortex layer. It has intermediate characteristics between the other two. - Cortex - Cortex CMC, which is the layer interposed between the cortex cells, in the two beta parts, the lipids are free, i.e. not covalently linked to the protein matrix.

[0008] The appearance of hair is the result of the individual hair type, i.e. shape and color, and other factors such as exposure to external agents, typically solar radiation and smog, and aesthetic treatments such as dyes and permanents, the latter being chemical type treatments that cause breaks in the hair structure and result in hair curls, which also give the hair great volume and flexibility.

[0009] An intact and well-ordered cuticle layer with aligned and well-overlapping scales promotes light reflection and increases brightness, in addition, it prevents or reduces hair porosity, thereby improving its texture.

[0010] The frictional forces exerted while brushing the hair are enough to damage the hair.

[0011] Due to the degreasing action of surfactants, frequent washing can also damage the cuticle layer and, after its partial sloughing, the cortex structure.

[0012] The shedding of unbound lipids from the innermost layer is accelerated by chemicals present in the shampoo.

[0013] The CMC, and several cuticle subunits, represent one of the most vulnerable areas to treatments such as coloring / bleaching, styling, and straightening. However, even treatments that are generally considered harmless for daily hair styling and cleaning, if improperly performed, can cause damage to the outermost layer (f-layer) of hair, significantly affecting the brightness or overall beauty of the hair, resulting in increased porosity, breakage, or the formation of split ends.

[0014] Permanents or straightening using chemical methods are methods that permanently change the appearance of hair by damaging its structure.

[0015] In permanent hair treatments, the cystine disulfide bonds are first "broken" by applying an alkaline medium containing a reducing substance (thioglycollate, sulfite, etc.), resulting in the formation of twice the number of cysteine ​​residues. After giving the hair the desired shape, an oxidizing substance, typically hydrogen peroxide, is applied to reconstitute the disulfide bridges and "seal" the new hair fold in the new position. The alkaline medium allows the reducing substance to penetrate to the innermost layer of the hair, the cortex, so that more bonds can be broken and then closed in the desired position.

[0016] In general, alkaline treatments, such as straightening, have a direct effect on the f-layer as they can cause the removal of 18-MEA molecules, which are the main constituents of the f-layer.

[0017] The damage caused by these treatments is reflected both at the level of lipids in the cuticle CMC (reduced content) and at the level of the cortex.

[0018] Due to their location, hair and skin are directly and constantly exposed to the atmosphere, solar radiation, environmental pollutants, or mechanical and chemical insults that can induce the production of free radicals in the body.

[0019] Cosmetic treatments and exposure to external agents cause changes in some of the optical properties of hair, interfering with the phenomena of light refraction, reflection, absorption and diffusion.

[0020] Furthermore, hair processing, a necessary operation in most coloring, bleaching and permanent treatments, is often a major cause of hair brittleness, mainly due to lifting of the hair cuticle, which makes the hair brittle and more susceptible to dryness, dullness and breakage, factors that hinder the appearance of hair.

[0021] There is therefore a need to ensure proper treatment to improve the appearance of hair, especially when it has been damaged by the action of external agents and by permanent and / or colouring treatments.

[0022] It is therefore a general object of the present invention to provide a cosmetic product which, when applied to the hair shaft, improves its appearance.

[0023] Another object is to provide a cosmetic product to be applied to the hair shaft, comprising a cosmetic substance capable of restoring or maintaining the integrity of the cuticle layer of the hair in order to improve the optical properties and, consequently, the appearance of the hair. Summary of the Invention

[0024] In the context of research activities on the optical properties of hair and its appearance, it has been found that the alignment of multiple hair fibers, their cross-sectional shape and the state of the cuticle play an important role in determining the appearance of hair.

[0025] In the context of research activities in the cosmetics and trichology fields, the Applicant has unexpectedly discovered that some selected molecules that play a role in the hair greying process, when applied to the hair shaft, exert a restructuring effect on the cuticle, leading to a significant improvement in the appearance of the hair.

[0026] This observation, which is the origin of the present invention, has been the subject of detailed analysis using advanced optical and electron microscopy techniques.

[0027] Starting from this observation, the inventors have surprisingly found that the direct application of alkylspermidines, in particular methylspermidine, to the hair surface, in particular to the keratin base scales, reduces the break points of the hair fibre, recompacts the external structure of the capillary cuticle and enhances the shine, softness and aesthetic appearance of the hair.

[0028] Thus, according to a general aspect, the object of the present invention is to provide a compound of formula (I) in the form of a free base or a pharma- ceutical acceptable salt thereof, for improving the appearance of an individual's keratin-based structure by applying it to at least a portion of the keratin structure. (I) H 2 N-(CH 2 ) 3 -N 1 (R)-(CH 2 ) 4 -NH 2 (In the formula, R is - linear or branched saturated alkyl radicals containing 1 to 6 carbon atoms; -Saturated cycloalkyl group is a substituent linked to the secondary amino group of spermidine selected from The cosmetic use of the compound.

[0029] According to some embodiments, the substituent (R) is selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl.

[0030] Advantageously, the compounds of formula (I) or compositions containing them are applied to the hair shaft of the individual.

[0031] Advantageously, the cosmetic use of the compounds of formula (I) or compositions containing them described herein does not involve their application to the scalp of an individual.Accordingly, according to these embodiments, the use or application of the compounds of formula (I) or compositions containing them to the scalp is excluded.

[0032] When applied to the hair, the compounds of formula (I) recompact the external structure of the capillary cuticle.

[0033] Advantageously, application of a compound of formula (I) or a cosmetic composition (cosmetic composition) containing it seals areas of thickening due to hair breakage (trichorrhexis), bulging, and makes the corneal surface scaly.

[0034] Advantageously, the cosmetic use of the compounds of formula (I) or of the cosmetic compositions (cosmetic compositions) containing them prevents or treats the lifting of the cuticle or keratin scales of the hair.

[0035] Hair treated with the methods described herein appears shiny and lustrous and its structure is less susceptible to attack by external agents.

[0036] Furthermore, the cosmetic use according to the invention reduces static electricity phenomena and structural damage to keratin structures such as hair.

[0037] According to another aspect, the present invention provides a compound of formula (I) (I) H 2 N-(CH 2 ) 3 -N 1 (R)-(CH 2 ) 4 -NH 2 (In the formula, R is - linear or branched saturated alkyl radicals containing 1 to 6 carbon atoms; -Saturated cycloalkyl group is a substituent linked to the secondary amino group of spermidine selected from or a cosmetically acceptable salt thereof, and a cosmetically acceptable carrier as a restructuring agent for keratinous structures and / or as a cuticle repair agent, and / or for improving the appearance of the keratinous structures of an individual by applying a cosmetically acceptable amount thereof to the keratinous structures, in particular the hair shaft or a part thereof.

[0038] Preferred compounds of formula (I) are those in which R is C 1 ~C 6 , more preferably C 1 ~C 3 It is of the following.

[0039] Within the scope of the present invention, preferred compounds of formula (I) are methylspermidine or N-(3-aminopropyl)-N 1 -methyl-1,4-butanediamine. [ka]

[0040] According to some aspects, the present invention relates to the cosmetic use of the cosmetic composition described herein as a hair restructuring agent and / or for repairing the cuticle.

[0041] Hair treated with the cosmetic composition has a shiny appearance, reflects light, is soft, is easy to comb, does not droop upon application of the composition, and has a silky appearance.

[0042] The features and advantages of the present invention will become more apparent from the accompanying drawings. [Brief description of the drawings]

[0043] [Figure 1] Optical micrographs (b) and (d) and scanning electron microscope (SEM) micrographs (a) and (c) are shown of hair having a substantially flat cuticle (a) and (b) and a raised cuticle (c), (d). [Figure 2a] Images of untreated hair taken at 40x magnification using phase contrast light microscopy are shown. [Figure 2b] 1 shows an image taken at 40x magnification using a phase contrast optical microscope of hair treated with a composition (lotion) containing 0.2% methylspermidine free base according to Example 6. [Figure 2c] 4 shows an image taken at 40x magnification using a phase contrast optical microscope of hair treated with a placebo lotion according to Example 6. [Diagram 3] 1 shows a slide on which a portion of hair was placed, separated into four sections of approximately 2-3 mm, according to the method of Example 6. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0044] The present invention derives from the discovery that application of a compound of formula (I) or a composition containing it to components of the external hair structure, such as the cuticle, reduces break or break points in the hair, resulting in a combined restructuring and aesthetic effect.

[0045] The effect of the compounds of formula (I) and compositions containing them is limited to the outer keratin structure of the hair, which is usually based on lamellar keratin scales.

[0046] Treatment of hair with a compound of formula (I) or a cosmetic composition containing it improves the appearance of the hair by increasing its softness and shine.

[0047] According to one aspect, the invention relates to the use of a compound of formula (I) as defined in claim 1.

[0048] For the cosmetic use of the present invention, preferred compounds of formula (I) are those of the formula: (Ia) H 2 N-(CH 2 ) 3 -N 1 (CH3 )-(CH 2 ) 4 -NH 2 N 1 -methylspermidine, i.e., N-(3-aminopropyl)-N 1 -Methyl-1,4-butanediamine (CAS Registry Number 51460-23-2).

[0049] Further preferred compounds of formula (I) according to the invention are of the formula (Ib) H 2 N-(CH 2 ) 3 -N 1 (C 6 H 11 )-(CH 2 ) 4 -NH 2 N 1 -Cyclohexylspermidine, i.e., N-(3-aminopropyl)-N 1 -Cyclohexyl-1,4-butanediamine (CAS Registry Number 183070-28-2).

[0050] Further preferred compounds of formula (I) according to the invention are of the formula (Ic) H 2 N-(CH 2 ) 3 -N 1 (C 2 H 5 )-(CH 2 ) 4 -NH 2 N 1 -ethylspermidine, i.e., N-(3-aminopropyl)-N 1 -Ethyl-1,4-butanediamine (CAS Registry Number 97141-36-1).

[0051] Further preferred compounds of formula (I) according to the invention are of the formula (Id) H 2 N-(CH 2 ) 3 -N 1 (C 3 H7 )-(CH 2 ) 4 -NH 2 N 1 -propyl spermidine, i.e., N-(3-aminopropyl)-N 1 -propyl-1,4-butanediamine (CAS Registry Number 62659-14-7).

[0052] Further preferred compounds of formula (I) according to the invention are of the formula (Ie) H 2 N-(CH 2 ) 3 -N 1 (C 4 H 9 )-(CH 2 ) 4 -NH 2 N 1 -isobutylspermidine, i.e., N-(3-aminopropyl)-N 1 -isobutyl-1,4-butanediamine.

[0053] According to one aspect, the present invention relates to the cosmetic use of a cosmetic composition containing an alkylspermidine, in particular methylspermidine, as defined herein, by application to the hair shaft to restructure the cuticle and / or improve its appearance.

[0054] Advantageously, the composition is applied to the hair shaft, a cuticle portion / component which typically comprises 6-10 layers of superimposed keratin flakes / scales arranged in a woven pattern.

[0055] In one embodiment, the composition applied to the hair shaft is removed by rinsing with water and optionally with a detergent such as shampoo.

[0056] Thus, according to one aspect, the present invention relates to the non-therapeutic cosmetic use of a composition as defined in claim 8 attached hereto.

[0057] The compositions described herein are for external use, particularly for application to the outer cuticle layer of the hair.

[0058] The cosmetic use according to the invention results in a re-densification of the hair fibre, an improvement in the mechanical properties of the hair fibre, an increase in resistance to breakage and a reduction in the porosity of the hair, which reduces the effects of humidity and the attack of external agents that can penetrate and damage the internal structure.

[0059] Furthermore, application of the compositions described herein to hair promotes cuticle closure, enhances combability and reduces the mechanical stress experienced by hair during typical grooming procedures.

[0060] In some embodiments, the compositions of the present invention contain a compound of formula (I) in an amount ranging from 0.0001 to 10% by weight, 0.01 to 5% by weight, or 0.1 to 2% by weight.

[0061] Advantageously, the compound of formula (I) or a cosmetic composition (cosmetic composition) containing it is applied in a cosmetically effective amount to the external structure of the hair, typically to the cuticle.

[0062] Preferably, the cosmetic composition is applied to at least a portion of the hair shaft and is either not rinsed off (e.g., a restructuring lotion) or is left on for a sufficient time to achieve the cosmetic effect, for example, 1 to 60 minutes, 5 to 40 minutes, preferably 8 to 20 minutes.

[0063] For example, the composition may be applied prior to washing the hair with a cleansing product such as shampoo.

[0064] For example, a cosmetic treatment method for hair provides for application to dry hair of a cosmetically effective amount of a composition as described herein, for example, 1-5 mL for a hair lotion, or 1 or 2 knobs of the composition for a balm or mask. After application along the entire length of the hair, the composition is left on for at least 10 minutes. The composition is then removed by rinsing with water, optionally followed by washing with a hair shampoo.

[0065] In some embodiments, the compositions of the present invention comprise an additional cosmetically active agent.

[0066] In its embodiments, the composition incorporates one or more hair benefit substances selected from hair conditioners, softeners, hair lubricants, protein hydrolysates, amino acids, moisturizers for scalp hygiene, substances for protection against the sun's rays such as suitable sunscreens, as well as substances absorbing in the UV and visible spectrum (blue light), volumizers, conditioners, fixative resins for hair styling. Other substances may also be part of the composition, such as solvents (in addition to ethanol, isopropyl alcohol, water), thickeners, film formers, hydrotropes, rheology modifiers, chelating or sequestrants, tensolite or surfactants, opacifiers or pearlescent substances, emulsifiers, fragrances, natural and non-natural dyes, antioxidants, stabilizers, humectants, preservatives and substances with antimicrobial action.

[0067] According to some embodiments, the cosmetic composition (beauty composition) comprises a further cosmetically active ingredient based on hydrogenated castor oil / sebacic acid copolymer. This active ingredient, in combination with the compound of formula (I), in particular methylspermidine, exerts a synergistic restructuring effect on hair fibers. This combination works by restructuring from the inside, acting on raised cuticles, sealing them and polishing the hair shaft. Treated hair appears shinier and less susceptible to external aggressions.

[0068] According to some embodiments, the cosmetic compositions described herein comprise a compound of formula (I), such as methylspermidine, in combination with hyaluronic acid, such as hydroxypropyltrimonium hyaluronate and / or hydrogenated castor oil / sebacic acid copolymer.

[0069] This combination of cosmetically active ingredients has a restructuring effect on hair keratin, a cementing effect on the raised hair cuticle, and a filming and moisturizing effect.

[0070] The combination of the three cosmetically active ingredients mentioned above repairs the break points of the hair, which are the most vulnerable and susceptible to external attack, balances the physiological charge of the hair and forms a protective film that promotes the closure of the outer cuticle cells.

[0071] Hair treated with a composition according to any of the embodiments described herein appears shiny and resistant to the effects of moisture and dehydration.

[0072] The cosmetic compositions described herein may be in the form of a solid, semi-solid, fluid, or semi-fluid.

[0073] Suitable formulations include creams, gels, pomades, pastes, ointments, masks, emulsions, lotions, solutions and aerosols.

[0074] Preferably, the composition is in the form of a mask to be applied to the keratinous structures of the body.

[0075] In the case of formulations in fluid or semi-fluid form, the cosmetically active ingredient and / or any excipients may be diluted in a physiologically acceptable carrier in fluid form, such as water or other liquid suitable for topical application.

[0076] By way of example, the composition in fluid or liquid form may be a spray composition that is applied by spraying onto the hair shaft. The composition in the form of a spray may be dispensed into a pressurized aerosol container, optionally including a propellant for expelling the composition from the container.

[0077] Within the scope of the present invention, the term keratin or keratin-based structure means the hair, eyelashes or eyebrows of an individual.

[0078] The term individual refers to a mammal, typically a human or a pet, such as a dog or cat.

[0079] The term "cosmetically acceptable," as used herein, means that a cosmetic composition or its active components are suitable for general application to the skin and do not cause undesirable toxicity, allergic responses, redness, incompatibility, instability, and similar reactions when applied. EXAMPLES

[0080] The following examples are provided for the purpose of illustrating the present invention.

[0081] Example 1 Treatment mask for damaged hair Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Ammonium acryloyldimethyltaurate / VP copolymer 0.50~2.00 Peg-40 hydrogenated castor oil 0.20~3.00 Perfume 0.10~1.00 Potassium sorbate 0.04~0.49 Phenoxyethanol 0.10~1.00 Panthenol 0.10~0.50 Glycerin 0.50~5.00 Sorbitol 0.10~1.00 Linum usitatissimum (linseed) seed oil 0.10~2.00 Methylspermidine (free base) 0.010~0.30 Tetrasodium glutamate diacetate 0.025~0.10 Citric acid 0.05~0.90 Sodium hydroxide 0.01~0.50 Polyquaternium-64 0.20~0.25 Polyquaternium-11 0.05~0.50

[0082] Example 2 Conditioning Balm Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Disodium EDTA 0.025~0.05 Panthenol 0.50~1.50 Oryza Sativa (Rice) Bran Extract 0.050~0.20 Butylene glycol 0.055~3.00 Hydroxyethyl cellulose 0.10~0.90 Cetrimonium chloride 0.50~5.00 Bis-isobutyl PEG / PPG-20 / 35 / Amodimethicone Copolymer 0.05~0.75 Cetyl ethylhexanoate 0.05~0.40 Polysorbate 80 0.05~0.40 C12-13 alkyl lactate 0.50~5.00 Glyceryl stearate 1.00~6.00 PEG-100 stearate 0.50~4.00 Citric acid 0.05~1.00 Sodium hydroxide 0.01~0.50 Dimethicone 1.00~6.00 Dimethiconol 0.10~1.00 Cetearyl alcohol 1.00~7.00 Limnanthes Alba (Meadowfoam) Seed Oil 0.050-1.00 Potassium sorbate 0.04~0.49 Sodium benzoate 0.04~0.35 Phenoxyethanol 0.10~1.00 Ethylhexylglycerin 0.01~0.25 Methylspermidine (free base) 0.010~0.25 Perfume 0.10~0.30

[0083] Example 3 Post-dyeing treatment Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Peg-40 hydrogenated castor oil 0.50~2.00 Denatured alcohol 15.0~20.0 Panthenol 0.10~0.50 Methylspermidine (free base) 0.010~0.40 Disodium EDTA 0.025~0.05 Perfume 0.10~0.40 Ceramide III 0.001~0.25 Peg-40 hydrogenated castor oil 0.30~2.00 Lactic acid (enough to make pH 4.5)

[0084] Example 4 Reconstruction Lotion Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Denatured alcohol 15.0~20.0 Methylspermidine (free base) 0.005~0.30 Biotin 0.01~0.10 Calcium pantothenate 0.1~3.0 PEG-40 hydrogenated castor oil 0.5~2.0 Perfume 0.20 Lactic acid (enough to make pH 5.0)

[0085] Example 5 Reconstructing Shampoo Ingredients (INCI) Amount w / w (%) Sodium lauryl glucoside hydroxypropylsulfonate 1.00~5.00 Magnesium Laureth Sulfate 5.00~9.00 Sodium cocoamphoacetate 0.05~3.00 Olive oil PEG-7 ester 0.50~1.00 Peg-200 Hydrogenated Glyceryl Palmate 0.10~2.00 Polyquaternium-10 0.10~0.50 PEG-120 methyl glucose dioleate 0.10~2.00 Sodium lauroyl sarcosinate 1.00~4.00 Tetrasodium EDTA 0.05~0.20 Methylspermidine (free base) 0.001~0.21 Panthenol 0.01~3.0 Phytantriol 0.01~0.10 Perfume 0.10~0.80 Glycol distearate 0.50~1.00 Cocamidopropyl betaine 0.01~5.00 Potassium sorbate 0.04~0.49 Sodium benzoate 0.04~0.35 Sodium hydroxide 0.001~0.20 Sodium chloride 0.001~1.00 Citric acid pH 5.5 (appropriate amount) Water 100.00 as needed

[0086] Example 6 Experimental testing of hair breakage Equipment used Quadritriocular phase contrast microscope (Mod:DMIL); Digital camera DFC450c; Leica Application Suite LASX v.3.0.0.15697.

[0087] method Methylspermidine free base (0.2%) was applied to 10 hair strands for 10 minutes and then rinsed off.

[0088] Untreated hair strands were used as a negative control. a) Approximately 1 cm segments were obtained from each hair (3 hairs per strand). b) The resulting sections were placed on microscope slides and dry mounted using a coverslip and clear adhesive tape (Ajda et al., 2011; Dhurat et al., 2009). c) With the help of a felt-tip pen, each fragment was divided into four parts of approximately 2-3 mm in size (Figure 3). Images of the three different sections obtained by sectioning each piece were acquired using an optical, fluo-trinocular, inverted phase microscope at 40x magnification and LasX Core™ software. A general visual and numerical assessment of hair condition (open / exposed cuticle) was performed using ImageJ image processing software.

[0089] Accompanying Figure 2 illustrates representative images of photomicrographs of untreated hair (a), hair treated with restructuring lotion (b) and hair treated with placebo lotion (c). The images were taken at 40x magnification using a phase contrast microscope. [Table 1]

[0090] Treating strands with 0.2% methylspermidine (a reconstructing lotion) reduces breakage / fracture points in the hair shaft by 63%.

[0091] Reconstruction Lotion (Test) Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Denatured alcohol 20.0 Methylspermidine (free base) 0.20 Lactic acid (enough to make pH 4.6)

[0092] placebo Ingredients (INCI) Amount w / v (%) Water (up to 100mL) Denatured alcohol 20.0 Lactic acid (enough to make pH 4.6)

Claims

1. A compound in the form of a free base or a pharmaceutically acceptable salt thereof. Formula (I) (I) H 2 N-(CH 2 ) 3 -N 1 (R)-(CH 2 ) 4 -NH 2 (Wherein R is - linear or branched saturated alkyl having 1 to 6 carbon atoms; saturated cycloalkyl groups, preferably cyclohexyl is a substituent selected from 1. A cosmetic composition comprising a compound of formula (I) for restructuring the cuticle of an individual's keratin-based structure and improving its appearance by applying the compound of formula (I) to at least a portion of the cuticle of the keratin-based structure. Cosmetic composition.

2. The compound of formula (I) Formula (Ia) H 2 N-(CH 2 ) 3 -N 1 (CH 3 )-(CH 2 ) 4 -NH 2 N 1 The cosmetic composition according to claim 1, wherein the hydroxybenzoate is methylspermidine.

3. The compound of formula (I) is N 1 -cyclohexylspermidine, or Formula (Ib) H 2 N-(CH 2 ) 3 -N 1 (C 6 H 11 (CH 2 ) 4 -NH 2 N-(3-aminopropyl)-N 1 The cosmetic composition according to claim 1, wherein the diamine is -cyclohexyl-1,4-butanediamine.

4. The compound of formula (I) is N 1 -ethylspermidine, or Formula (Ic) H 2 N-(CH 2 ) 3 -N 1 (C 2 H 5 )-(CH 2 ) 4 -NH 2 N-(3-aminopropyl)-N 1 The cosmetic composition according to claim 1, wherein the diamine is 1,4-ethyl-1,4-butanediamine.

5. The compound of formula (I) is N 1 -propyl spermidine, or Formula (Id) H 2 N-(CH 2 ) 3 -N 1 (C 3 H 7 (CH 2 ) 4 -NH 2 N-(3-aminopropyl)-N 1 The cosmetic composition according to claim 1, wherein the diamine is 1,4-propyl-1,4-butanediamine.

6. The compound of formula (I) is N 1 isobutylspermidine, or Formula (Ie) H 2 N-(CH 2 ) 3 -N 1 (C 4 H 9 (CH 2 ) 4 -NH 2 N-(3-aminopropyl)-N 1 The cosmetic composition according to claim 1, wherein the diamine is 1,4-isobutyl-1,4-butanediamine.

7. The cosmetic composition according to any one of claims 1 to 6, wherein the keratin-based structure is hair, eyelashes, or eyebrows.

8. A cosmetic composition described in any one of claims 1 to 6, further comprising a cosmetically acceptable carrier, wherein the cosmetic composition is intended to restructure the cuticle and / or improve the appearance of a keratinous structure by application to a hair shaft of the keratinous structure.

9. A cosmetic composition according to any one of claims 1 to 6, further comprising a cosmetically acceptable carrier, for treating the lifting of overlapping keratin scales of hair, eyelashes and eyebrows and re-compacting them by applying the cosmetic composition to the keratin scales of hair, eyelashes and eyebrows.

10. A cosmetic composition according to any one of claims 1 to 6, further comprising a cosmetically acceptable carrier, for reducing the breakage point of hair shafts of hair, eyelashes, and eyebrows and increasing their resistance to breakage by applying the cosmetic composition to keratin scales of hair, eyelashes, and eyebrows.

11. A cosmetic composition as described in claim 8, wherein application of the cosmetic composition to the scalp is substantially excluded.

12. The cosmetic composition described in claim 8, wherein the cosmetic composition is a lotion, solution, gel, cream, paste, emulsion, or hair mask.

13. A cosmetic composition as described in claim 12, wherein the solution is an aqueous solution or a hydroalcoholic solution.