WO2021209645A1 - Composition pour le traitement de tissu kératinique - Google Patents

Composition pour le traitement de tissu kératinique Download PDF

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Publication number
WO2021209645A1
WO2021209645A1 PCT/EP2021/060105 EP2021060105W WO2021209645A1 WO 2021209645 A1 WO2021209645 A1 WO 2021209645A1 EP 2021060105 W EP2021060105 W EP 2021060105W WO 2021209645 A1 WO2021209645 A1 WO 2021209645A1
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WIPO (PCT)
Prior art keywords
composition
group
hair
water
spray bottle
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PCT/EP2021/060105
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English (en)
Inventor
Thomas Engstrand
Tim Bowden
Maria ROLLÉN (Christina Elisabeth)
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Pvac Medical Technologies Ltd
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Publication of WO2021209645A1 publication Critical patent/WO2021209645A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8129—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers or esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers, e.g. polyvinylmethylether
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/007—Preparations for dry skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00—Manicure or pedicure preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/002—Preparations for repairing the hair, e.g. hair cure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/006—Antidandruff preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • the present invention relates to an active substance of a hydrophilic carrier with functional groups where said active substance may be used to treat or repair keratin containing tissue such as hair, scalp, skin or cuticle.
  • the invention further relates to a composition, a kit and a spray bottle comprising the active substance and also to a method of treating or repairing the tissue as well as the use of the substance or the composition for treating or repairing said tissue or as an anti oxidant.
  • the composition or the active substance may also be used for treating the scalp for example for reducing dandruff or itch.
  • Alpha-Keratin is a water resistant protein and constitute the main compound in the outer layer in skin (stratum corneum) hair and nails.
  • the main function of keratin at these locations is to protect the body from external environmental stress, such as bacteria, viruses, fungi, UV-light, oxidative stress and from a variety of toxic molecules.
  • Hair shafts and skin may be damaged by enhanced oxidative stress.
  • Carbonyls derived from air pollution or endogenous carbonyls comprises highly reactive compounds (eg aldehydes) that may permanently affect and modify resident proteins by the formation of adducts.
  • Hair shaft, outer skin layer (stratum corneum) and cuticle are vulnerable and susceptible to oxidative stress.
  • the proteins and compounds in these locations mainly keratins, are easily damaged by oxidation. This leads to that hair, skin and cuticle may appear aged, less elastic, weaker and without freshness and vitality.
  • Hair will look damaged including frizziness and without gloss, strength, vitality and shine.
  • the skin and cuticle will lose its elasticity and capacity to hold water, and will appear with fine wrinkles and the cuticles are easily broken or damaged.
  • the object of the present invention is to overcome the drawbacks of prior art and to provide an efficient way of treating or repair keratin containing tissue such as hair, scalp, skin and cuticle.
  • the present invention provides an active substance and a composition which after treatment leaves hair that is stronger, less frizzy and shinier, the scalp less itchy and with reduced dandruff, the skin and cuticles more elastic, less damaged and with restore water capacity. Additionally, the present composition is easy to use since there is no washing or rinsing required after the treatment. Instead after the treatment the hair for example may be styled in any wanted way directly after the treatment.
  • the present invention relates to a composition
  • a composition comprising an active substance wherein said substance comprises a hydrophilic carrier exhibiting a plurality of functional groups selected from i. amino groups, preferably primary or secondary amino groups, ii. hydrazide groups such as -NH-NH 2 , e.g. as part of a -CONHNH 2 group, a semicarbazide group such as -NHCONHNH 2 , a carbazate group such as -OCONHNH 2 , a thiosemicarbazide group such as -NHCSNHNH 2 , a thiocarbazate group such as - OCSNHNH2, iii. aminooxy groups, such as -ONH 2 etc, and iv. thiol groups, e.g.-SH; wherein the active substance is in the form of a tablet, powder, granules or freeze- dried particles.
  • a hydrophilic carrier exhibiting a plurality of functional groups selected
  • the present invention relates to a method of treating keratin containing tissue comprising a. Preferably washing or wetting the keratin containing tissue; b. Providing the composition according to the present invention; c. Preferably mixing the composition with water; d. Applying the composition to the tissue; and e. Optionally rinsing or washing the tissue.
  • the present invention relates to a kit comprising a spray bottle or a container comprising a hand pump and one or more composition containers, wherein the spray bottle is configured to spray any content arranged in the spraying bottle, wherein each composition container comprises the composition according to the present invention.
  • the present invention relates to a spray bottle comprising a first and a second compartment wherein the first compartment comprises the composition according to the present invention and wherein the second compartment comprises water or an aqueous solution; wherein the spray bottle further comprising a release member connected to the first compartment and to the second compartment, wherein the release member is configured to create a connection between the first compartment and the second compartment in response to an activation so that contents of the first compartment is mixed with contents in the second compartment; and wherein the spray bottle is configured to spray the mixture or solution of the composition and the water.
  • the present invention relates to an aerosol spray bottle comprising a powder of the composition according to the present invention wherein the powder is dispersed in a suspension in air or any other suitable gas, wherein the aerosol spray bottle is configured to spray the composition.
  • the present invention relates to an active substance wherein said substance comprises a hydrophilic carrier exhibiting a plurality of functional groups selected from a) amino groups, preferably primary or secondary amino groups, b) hydrazide groups such as -NH-NH 2 , e.g.
  • a semicarbazide group such as - NHCONHNH 2
  • a carbazate group such as -OCONHNH 2
  • a thiosemicarbazide group such as -NHCSNHNH 2
  • a thiocarbazate group such as -OCSNHNH 2
  • aminooxy groups such as -ONH 2 etc
  • thiol groups e.g.-SH
  • the present invention relates to the use of an active substance wherein said substance comprises a hydrophilic carrier exhibiting a plurality of functional groups selected from a) amino groups, preferably primary or secondary amino groups, b) hydrazide groups such as -NH-NH 2 , e.g.
  • a semicarbazide group such as - NHCONHNH 2
  • a carbazate group such as -OCONHNH 2
  • a thiosemicarbazide group such as -NHCSNHNH 2
  • a thiocarbazate group such as -OCSNHNH 2
  • aminooxy groups such as -ONH 2 etc, and d) thiol groups, e.g.-SH; as an anti-oxidant or for treating keratin containing tissue preferably for treating or repairing hair or for treating a scalp preferably for treating an itching scalp or for treating dandruff, or for treating skin or cuticle.
  • the present invention relates to a container comprising the composition according to the present invention wherein the container comprises a hand pump configured to deliver the composition.
  • the present invention relates to composition
  • composition comprising an active substance wherein said substance comprises a hydrophilic carrier exhibiting a plurality of functional groups selected from hydrazide groups such as -NH-NH 2 , e.g. as part of a -CONHNH 2 group, a semicarbazide group such as -NHCONHNH 2 , a carbazate group such as - OCONHNH 2 , a thiosemicarbazide group such as -NHCSNHNH 2 , a thiocarbazate group such as -OCSNHNH 2 , wherein the active substance is in the form of a cream, gel or a lotion; and wherein the composition further comprises a gel forming agent.
  • hydrazide groups such as -NH-NH 2 , e.g. as part of a -CONHNH 2 group, a semicarbazide group such as -NHCONHNH 2 , a carbazate group such as - OCON
  • the composition further comprises one or more suitable additives or adjuvants preferably selected from a preservative, scent, softening agents, moisturizing agents, proteins, enzymes or coenzymes such as Q10 and chemical UV filters.
  • the carrier is a hydrophilic and/or water-soluble polymer preferably selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch, or a glucose amino glycan preferably hyaluronic acid.
  • the functional groups is a hydrazide group, a semicarbazide group, a carbazate group, a thiosemicarbazide group or a thiocarbazate group.
  • the functional groups is a hydrazide group, a semicarbazide group, a carbazate group, a thiosemicarbazide group or a thiocarbazate group and wherein the carrier is selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch, or a glucose amino glycan, preferably polyvinyl alcohol.
  • the functional groups is carbazate group and wherein the carrier is selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch, or a glucose amino glycan, preferably polyvinyl alcohol.
  • any aspect of the present invention wherein comprises an additive and wherein said additive is glycerine, preferably at a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% or 2-4% weight / volume .
  • the composition further comprises a scent.
  • composition is essentially free from water.
  • the tablet, powder, granules or freeze-dried particles have a particle size in the range of 0.5 to 500pm, preferably 0.5 to 100pm.
  • the composition further comprises water, an aqueous solution such as a buffer solution, preferably water and preferably distilled or deionized water.
  • the concentration of the active substance in the composition is 0.05-5mg/ml, preferably 0.1-lmg/ml, more preferably around 0.2-0.5mg/ml.
  • the composition is in the form of a cream, gel or a lotion.
  • the composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate.
  • the composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight /volume, preferably having a molecular weight of 8kDa to 1500kDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 300kDa, preferably 8-100kDa, preferably 10-50kDa, more preferably 20- 30kDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of lOOkDa to 1500kDa, preferably 100 to 300kDa.
  • the keratin containing tissue is skin or cuticle, wherein the skin or cuticle is preferably treated with a cream or a lotion such as a moisturizing cream or lotion after the application of the composition.
  • the method is performed daily preferably for at least 3 days, more preferably for at least 5 days.
  • the tissue is hair or scalp
  • the method comprises: a. Preferably washing or wetting the hair; b. Providing the composition according to the present invention; c. Preferably mixing the composition with water; d. Applying the composition to the hair and/or the scalp; e. Preferably combing or brushing the hair; and f. Optionally rinsing the hair and / or the scalp with water or styling the hair
  • the composition is applied to towel dry hair or semi dry hair.
  • the hair to be treated prior to applying the composition is essentially free from any hair mask, oil or any other hair coating products including silicone.
  • the method is performed 1-7 times per seven days or after every hair wash.
  • the method is for treating an itching scalp or for treating dandruff.
  • the spray bottle comprises water or an aqueous solution, preferably distilled or deionized water, and wherein the container preferably further comprises hyaluronic acid or sodium hyaluronate preferably at a concentration of l-5wt%, preferably also glycerine preferably at a concentration of l-7wt% and preferably also preservatives.
  • the container comprising a hand pump comprises water or an aqueous solution, preferably distilled or deionized water.
  • the composition in each composition container is in the form of a tablet, powder, granules or freeze-dried particles and wherein the composition is preferably essentially free from water.
  • the kit comprises a container comprising a hand pump and where said container comprises water, optionally an additive and polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • composition containers are in the form of vials, bags, sachets, blister packages or flasks.
  • the kit further comprises a cream, lotion or a gel, preferably a moisturizing cream, lotion or gel.
  • the release member is a membrane.
  • the release member is a lid or a hatch, preferably pivotable.
  • the activation is shaking.
  • the present invention may be used in the treatment of or for treating an itching scalp or for treating dandruff.
  • the keratin containing tissue is skin, cuticle, hair or scalp.
  • the treatment of the scalp is for treating an itching scalp or for treating dandruff.
  • the composition further comprises a gel forming agent in a concentration of l-5wt%, more preferably l-3wt% wherein said gel forming agent is preferably selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate, and wherein the composition preferably further comprises glycerine and preferably also preservatives.
  • a gel forming agent in a concentration of l-5wt%, more preferably l-3wt% wherein said gel forming agent is preferably selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a
  • the composition comprises the active substance wherein the hydrophilic carrier is polyvinyl alcohol and the functional groups is carbazate groups, wherein the composition further comprises sodium hyaluronate in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume, glycerine in a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% or 2-4% weight /volume, preservatives and distilled or deionized water.
  • the hydrophilic carrier is polyvinyl alcohol and the functional groups is carbazate groups
  • the composition further comprises sodium hyaluronate in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume, glycerine in a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% or 2-4% weight /volume, preservatives and distilled or deionized water.
  • the composition is the form of a cream, gel or a lotion and wherein the composition has a viscosity of 1,000 to 3,500cPs, preferably 1,500 to 2,500cPS.
  • Figure 1 a) schematic illustration of the method according to the present invention, b) schematic illustration of the method according to the present invention.
  • Figure 2 a) a schematic illustration of the kit according to the present invention, b) a schematic illustration of the kit according to the present invention.
  • Figure 8 a) photo of hand pump bottle comprising the composition according to the present invention, b) photo of hand pump bottle.
  • FIG 9 graph illustrating the reduction in hydrazine formation in the composition when using sodium hyaluronate (Serie 2) in comparison with a composition without sodium hyaluronate (Serie 1).
  • powders, granules or freeze-dried particles may be defined by having a particle size.
  • the present invention provides an active substance and a composition comprising said substance for treating or repairing keratin containing tissue such as hair, scalp, skin or cuticle.
  • the hair may be any type of hair but preferably human hair.
  • PVAC was shown to counteract aldehyde adduction of proteins and also protects cells from death induced by carbonyls (acrolein-modified albumin) in vitro.
  • the inhibition of semicarbazide-sensitive amino oxidaze was also shown in vitro, which substantially contributes to ameliorate inflammatory reactions.
  • the effect of topically administrated PVAC (active compound of the present invention) on hair, scalp, skin or cuticle were demonstrated.
  • the attendant reported hair adjectives such as shinier, less frizz and softer hair.
  • the hair was believed to be easier to style.
  • a reduction in itch was also seen.
  • Test was also done for treating skin and cuticle where the less wrinkles was seen in the skin after treatment and the cuticles were less damaged.
  • the potential mechanistic effects is believed to include restoring oxidative damaged proteins, keratin, by scavenging oxidation epitopes.
  • the polymeric backbone bound to the keratin in for example the hair shaft or skin may add increased water-holding capacity both in hair and skin.
  • the present invention aims at providing an instant and preferably prolonged moisturizing effect to the tissue treated.
  • the active substance is the active substance
  • the active substance comprises a carrier exhibiting a plurality of functional groups and has an aldehyde scavenging function. Every functional group is firmly attached to the carrier, for instance covalently.
  • the active substance as well as the carrier as such is preferably soluble in aqueous liquids such as water or buffer solutions.
  • the active substance is preferably in the form of a powder or granules.
  • the active compound is not stable when stored in water the compound is preferably essentially free from water such as less than lwt%, or less than 0.5wt%, or less than 0. lwt%.
  • the functional groups when present on the carrier is believed to interact or bind to the hair.
  • the interaction or binding may be irreversible or reversible.
  • the functional groups comprise a first nucleophilic centre which preferably is capable of participating in interacting or bonding to the keratin of the hair.
  • the preferred heteroatoms are N and S.
  • S is preferably combined with the presence of a second nucleophilic centre, such as a primary or secondary amino, in the same functional group as discussed below.
  • the bivalent organic group -R”- provides binding to the carrier via one of its free valences.
  • the other free valency of-R”- as well as the free valency of the other organic group R’- are directly attached to the heteroatom X 1 .
  • nucleophilic centre has the formula:
  • a single-bonded atom means that the atom is directly bound to other atoms only by single bonds.
  • a multiple-bonded atom means that the atom is directly bound to another atom by a triple or a double bond.
  • the atoms referred to are primarily N, O, S and carbon.
  • nucleophilic centres are typically uncharged when interacting with the mediator.
  • Either one or both of the organic groups R’- and -R”- comprise a structure of the formula
  • each of m’, n’ and o’ is 0 or 1, with preference for m’ being 1 with further preference for either one or both of n’ and o’ also being 1, b) each of X 2 , X 3 , and X 4 , is selected amongst NH and a heteroatom S or O, with preference for either one or both of X 2 and X 4 being selected amongst NH and O with further preference for X 3 being selected amongst NH, O and S, c) the left free valence provides binding to a monovalent alkyl group R*- or to the carrier via at least a bivalent alkylene group -R**-, each of which comprises the methylene group -CH 2 - shown of formula II, d) the right free valency binds directly to the first heteroatom X 1 .
  • Either one or both of the monovalent alkyl group R*- and the bivalent alkylene -R**- may be straight, branched or cyclic and possibly contain one or more structures selected amongst ethers (-0-, -S-), hydroxy (-OH), mercapto (-SH) and amino (-NH-, -NH 2 ).
  • Either one or both of these alkyl groups are preferably a lower alkyl which in this context means that they comprise one, two, three, four, five up to ten sp 3 - hybridised carbons typically with at most one heteroatom O, N and S bound to one and the same carbon.
  • the groups are typically inert in the sense that they are not participating in the reaction which neutralises the mediator.
  • the hydrogens given in formula (I) and / or its substructures may be replaced with an alkyl group selected amongst the same alkyl groups as discussed for R*-.
  • the bivalent group -R”- which attaches the first nucleophilic centre to the carrier comprises a substructure complying with formula I and/or II.
  • Preferred functional groups preferably have a nucleophilic centre which contain the first heteroatom X 1 together with a structure complying with formula II and are selected amongst: a) amino groups preferably primary or secondary amino groups b) hydrazide groups such as -NH-NH 2 , e.g.
  • a semicarbazide group such as -NHCONHNH 2
  • a carbazate group such as - OCONHNH 2
  • a thiosemicarbazide group such as -NHCSNHNH 2
  • a thiocarbazate group such as -OCSNHNH 2 (formation of hydrazone, semicarbazone, thiocarbazone linkages / groups etc when undergoing addition / elimination reactions with an aldehyde group)
  • aminooxy groups such as -ONH 2 etc (formation oxime linkages/groups etc when undergoing addition/ elimination reactions with an aldehyde group)
  • a thiol group e.g.-SH (Michael addition products are formed when the thiol group reacts with a C,C-double bond.
  • the product may undergo keto-enol tautomerisation when the double bond is a,b to a keto- or aldehy
  • the free valence indicated in each of the groups given in the preceding paragraph preferably attaches the nucleophilic centre to the carrier via a linker structure comprising the above-mentioned bivalent alkylene group -R**-.
  • a hydrogen bound directly to nitrogen may be replaced with a monovalent alkyl group selected amongst the same alkyl groups as R*- as long as they are not substantially counteracting the desired reactivity of the unsubstituted form of the nucleophilic centre.
  • R*- monovalent alkyl group selected amongst the same alkyl groups as R*- as long as they are not substantially counteracting the desired reactivity of the unsubstituted form of the nucleophilic centre.
  • the hydrogen in a thiol group and in a hydroxyl group cannot be replaced, for instance.
  • Two replacing alkyl groups may form a cyclic structure together with atom to which they are attached, i.e. form a bivalent alkylene group e.g. selected
  • bivalent structures -R**- and -R”- discussed above comprises next to the carrier a linker structure which does not negatively affect the desired effect of the nucleophilic centre of the functional group.
  • Such structures are not part of the invention and suitable such structures can be designed by the average-skilled person in the field.
  • this second nucleophilic centre complies with the formula:
  • the heteroatom Y 1 preferably is part of a) an -NH 2 group where the free valence preferably may bind to a sp 3 -hybridised carbon, or b) a thiol group -SH where the free valence preferably may bind to a sp 3 -hybridised carbon.
  • m”, n” and o” in formula IV is 0 in both (a) and (b).
  • the distance between the first heteroatom Y 1 and the first heteroatom X 1 is typically larger than two or three atoms with upper limits being e.g. 20 atoms with preference for 4, 5 or 6 atoms between these two heteroatoms.
  • the distance should support intra-molecular cyclisation, typically via one or more addition reactions.
  • This cyclisation typically comprises an addition reaction between the second nucleophilic centre and a) a carbon-carbon or a carbon-heteroatom double bond formed as described above by reaction of the first nucleophilic centre with the starting aldehyde group, and/or b) a reactive multiple C,C-bond present already in the starting aldehyde, such as a reactive double C,C-bond, e.g. a,b to the aldehyde group, and/or c) a second keto or aldehyde carbonyl group provided such a group is present in the mediator molecule.
  • the result of the cyclisation is an n-membered ring- structure containing the first heteroatom Y 1 and the first heteroatom X 1 with n in n-membered being an integer > 3 with preference for 5 or 6. Larger rings may also be formed, such as 7-, 8-, 9-, 10- , 11-, 12-, 13-, 14-membered rings, as long as steric considerations and relative positions of functional groups so admit.
  • the cyclisation may be followed by rearrangement reactions, e.g. intramolecularly, and/or elimination reactions creating carbon-heteroatom double bond(s), ring-openings etc.
  • the selection of suitable carriers depends on the requirements of a particular use.
  • the typical carrier is selected amongst macromolecular compounds, i.e. is a compound which has a molecular weight of > 2000 dalton, preferably > 10000 dalton or > 50000 dalton, and preferably exhibits a polymeric structure, i.e. is a polymer which may be a homopolymer, copolymer or a chemical adduct between two or more polymers of different polymeric structure.
  • Other suitable carriers may have molecular weights ⁇ 2000 dalton and exhibit polymeric structure as indicated by the possibility of the low numbers of monomeric units discussed below, e.g. > 20 and ⁇ 100.
  • a carrier polymer may be cross-linked or not cross-linked.
  • the polymer may be unbranched, i.e. linear, or branched including either hyperbranched or dendritic.
  • the degree of branching may thus vary between 0 and 1, such as be > 0.10 or > 0.25 > 0.5 > 0.75 or > 0.90 and/or ⁇ 0.90 or ⁇ 0.75 or ⁇ 0.50 or ⁇ 0.25 or ⁇ 0.10.
  • Cross-linked polymers are as a rule insoluble in aqueous liquids while the solubility of non-cross-linked polymers depend on the overall structure of the polymer, e.g. presence and amount of polar and/or hydrophilic groups.
  • Polymers and other macromolecules suitable as carrier material are preferably hydrophilic and preferably water soluble.
  • Pronounced hydrophobic macromolecular carriers are as a rule insoluble in aqueous liquids meaning that there may be a risk for host defence reactions with them and also that the availability of nucleophilic centres for reaction with inflammatory-related mediators may not be optimal.
  • hydrophilic groups may among others be accomplished by a) coating with a hydrophilic material, b) selecting building blocks / monomers which exhibit hydrophilic groups and appropriate conditions during synthesis of the macromolecular compound, and c) chemical derivatisation with hydrophilic groups subsequent to the synthesis of the basic hydrophobic polymer etc.
  • Hydrophilic groups/ compounds typically have an r > 0.5, preferably > 1.0, and for hydrophobic groups r ⁇ 1.0, preferably ⁇ 0.5.
  • Typical hydrophilic groups are hydroxy, amino, amido, carboxy (including free acid carboxyl as well as carboxylate (ester ester and salt) etc.
  • Typical hydrophobic groups are alkyls (C n H ( 2n +i) -, C n H ( 2n- ) -, C n H ( 2n- ) - etc), phenyls including alkyl phenyls, benzyl including other phenylalkyls etc.
  • a carrier macromolecule typically comprises a polymer backbone which comprises > 5, or more preferably > 10 such as > 25 different and/or identical monomeric units linked together.
  • the polymer may carry projecting or pending polymeric and/or non-polymeric groups of various lengths and kinds.
  • a carrier polymer is preferably hydrophilic with hydrophilic groups selected amongst those given elsewhere in this specification. The most preferred hydrophilic group is hydroxy with the preferred carrier polymers and / or other macromolecular carrier being selected by poly hydroxy polymers (PHP or PH-polymers) exhibiting > 5, with preference for > 10, such as > 25 or > 50 hydroxyl groups and/or > 5 monomeric subunits each of which exhibits one, two, three, four or more hydroxyl groups per unit.
  • Typical polymers that may be present in polymeric carriers are a) polyester polymers, b) polyamide polymers, c) polyether polymers, d) polyvinyl polymers, e) polysaccharides etc.
  • a carrier may comprise one or more of these polymers/polymeric structures.
  • Polyester polymers are in particular obtained by polymerisation of a) monomers exhibiting at least one hydroxy group and at least one carboxy group, or b) a mixture containing monomers exhibiting two or more hydroxy groups and monomers exhibiting two or more carboxy group.
  • Polyamide polymers are in particular obtained by polymerisation of a) monomers exhibiting at least one amino group and at least one carboxy group, or b) a mixture containing monomers exhibiting two or more amino groups and monomers exhibiting two or more carboxy group.
  • polyamides are those that exhibit polypeptide structure together with a plurality of hydroxy groups (PH-polymers).
  • Suitable polyamide polymers of this kind are typically based on hydroxy-, amino-carboxylic acids as monomers, in particular with the amino group positioned a to the carboxylic group, e.g. serine, threonine, tyrosine, proline etc.
  • Polyether polymers are typically used in combination with other polymeric structures, e.g. polymers of (a), (b), (d) and/or (e) above, which are polyfunctional with respect to the presence of groups such as hydroxy, amino etc.
  • Typical polyether polymers are polyethylene oxide and various copolymerisates between ethylene oxide and other lower alkylene oxides, lower epihalohydrins etc.
  • Polyvinyl polymers which may be suitable as polymeric carriers in the invention are typically found amongst polymers containing one, two or more different monomeric units selected amongst hydroxyalkyl acrylates and methacrylates, N-hydroxyalkyl acryl- and N-hydroxyalkyl methacrylamides, hydroxyalkyl vinyl ethers, vinyl esters etc.
  • Polyvinyl alcohols are typically obtained by partial hydrolysis of polyvinyl esters meaning that polyvinyl alcohols that are preferred in the invention typically exhibit residual amounts of ester groups ( ⁇ 10 % or ⁇ 5%).
  • Typical polysaccharides that may be present in carriers used in the invention include dextran, starch, agarose, agaropektin, cellulose, glucosamino glucanes (GAG), and derivates of these polysaccharides etc.
  • the most interesting polysaccharides are dextran, certain glucosamino glucanes (GAG) such as hyaluronic acid etc.
  • the carrier is selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid.
  • polyvinyl alcohol is the carrier which exhibiting a plurality of carbazate functional groups.
  • Sizes / molecular weights of suitable carrier polymers will among others depend on the wanted property of the composition and how the composition should be applied.
  • the molecular weight (Mn) of the carrier is lOkDa to 500kDa, preferably less than 200kDa, more preferably less than lOOkDa.
  • the molecular weight should preferably be such that the composition when mixed with water may be sprayed.
  • suitable polymeric carriers with respect to a particular polymeric structure and/or size may vary within a wide interval.
  • the number of monomeric subunits (mean value) of a polymer present in the carrier may be > 20 or > 100 or > 200 or > 300 or > 500 or > 1000 or > 2000 or > 20 000 or > 50 000 and/or ⁇ 50 000 or ⁇ 20 000 or ⁇ 2000 or ⁇ 1000 or ⁇ 500 or ⁇ 300 or ⁇ 200, or ⁇ 100 (with the proviso that >-limit always is lower than a ⁇ -limit when these values are combined to define intervals).
  • Preferred numbers of monomeric units may in some cases be found in the interval of 200 - 600 which in particular applies to the polyvinyl alcohol used in the experimental part.
  • Suitable numbers of functional groups or nucleophilic centres per monomeric unit of a polymer of the carrier will also depend on the use, the functional group, etc, and may thus be found within a wide interval, such as ⁇ 80%, preferably ⁇ 50%, ⁇ 40% or ⁇ 30% with lower limits being preferably 0.01% or 0.1% or 1% or 5% or 10% or 15% where 100% corresponds to one functional group or nucleophilic centre per monomeric unit.
  • the number of nucleophilic centres per monomeric unit may exceed 100%, such as > 100% or > 125% or > 150%. In a preferred embodiment the number of functional groups per monomeric unit is 15-50%, more preferably 20- 40%.
  • the functional group including the first, the optional second nucleophilic centre and the various heteroatoms discussed for the functional group are typically part of one and the same organic group / substituent attached to the macromolecular carrier.
  • different parts of a functional group may be part of different groups/substituents attached to the carrier and/or part of the carrier.
  • the active substance may absorb and retain water.
  • the functional group such as carbazate or semi-carbazide is further believed to interact or even bind to the hair which provides a prolonged effect of the active substance. Therefore, by applying the composition to semi-dry or towel dry hair i.e. hair that contains some water, said water may be retained by the active substance and provides hair that is less frizzy and shinier.
  • compositions according to the present invention comprises the active substance in the form of a tablet, powder, granules or freeze-dried particles or in the form of a gel, lotion or cream and the composition is suitable for the treatment of keratin containing tissue such as hair, scalp, skin or cuticle.
  • the composition is in the form of a tablet, powder or granules.
  • the tablet of the active substance or the composition may be compressed powder, granules or freeze-dried particles.
  • the active substance is present in the composition in such a way that its scavenging function is maintained.
  • the active substance has a particle size in the range of 0.5 to 500pm, preferably 0.5 to lOOpm.
  • the powder, granules or freeze-dried particles of the composition has a particle size in the range of 0.5 to 500pm, preferably 0.5 to 100pm.
  • the composition may further comprise any suitable additive or adjuvant such as preservative, scent, softening agents, moisturizing agents, proteins, enzymes or coenzymes such as Q10 and UV filters.
  • the composition comprises an additive and wherein said additive is glycerine, preferably at a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% 2-4% weight/ volume.
  • Glycerine may act as a softening agent and may also provide suitable viscosity properties.
  • Preservatives may be selected from but not limited to fenoxi ethanol at a concentration of preferably up to 1 wt%, potassium sorbate at a concentration preferably of up to 0.5 wt% and sodium benzoate at a concentration of preferably up to 0.5 wt% or a combination thereof.
  • the composition is in one embodiment essentially free from water such as less than lwt%, or less than 0.5wt%, or less than 0.1wt%.
  • the composition may comprise water or an aqueous solution such as a buffer preferably water and preferably distilled or deionized water. If so the composition should preferably not be stored for any longer period of time.
  • the concentration of the active substance in the composition is preferably 0.05- 5mg/ml (0.05% weight/ volume) , preferably 0.1-lmg/ml, more preferably around 0.5mg/ml.
  • the composition comprises water the storage stability decreases from years in dry state to weeks in wet state. Therefore, it is preferred that the composition is dry or essentially free from water or any aqueous solutions when stored.
  • the composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate.
  • polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate.
  • These may act as gel forming components and may also act as softening agents and moisturizing agents. Additionally, without being bound by theory they may also act as a scavenger for hydrazine formed during hydrolysis of for example carbazate groups in the active compound ( Figure 9).
  • These gel forming agents are believed to act as gel forming agents mainly through their high molecular weight and the
  • the gel forming agent has a molecular weight of 8kDa to 1500kDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa.
  • the molecular weight is lOOkDa to 1500kDa.
  • the gel forming agents should not be functionalized with groups that consumes the functional groups of the active substance, preferably the gel forming agent is not functionalized.
  • the molecular weight of the gel forming agent is preferably 8-100kDa, preferably 10-50kDa, more preferably 20- 30kDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8-100kDa, preferably 10-50kDa, more preferably 20-30kDa.
  • the composition may be in the form of a gel, lotion or cream. This is suitable when using the composition for treating scalp, skin, hair or cuticle and the composition is to be topically applied.
  • the gel, lotion or cream may contain any suitable additives such as gel forming components or additives to make it a gel, lotion or cream.
  • the composition is viscous and is not a hydrogel.
  • said composition comprises a gel forming agent selected from polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • the gel forming agent has a molecular weight of 8kDa to 1500kDa, more preferably 20 tolOOkDa.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa.
  • the molecular weight is 8kDa to 300kDa, preferably lOOkDa to 300kDa.
  • the molecular weight is lOOkDa to 1500kDa.
  • the composition comprises glycerine, preferably at a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% or 2-4% weight/ volume.
  • the composition comprises the active substance wherein the hydrophilic carrier is polyvinyl alcohol and the functional groups is carbazate groups, wherein the composition further comprises sodium hyaluronate in a concentration of l-5wt%, more preferably l-3wt%, glycerine in a concentration of 1- 7wt% more preferably 2-4wt%, preservatives and distilled or deionized water.
  • the composition has a viscosity of 1,000 to 3,500 cPs (centipoise), preferably 1,500 to 2,500cPS.
  • tissue that contains keratin such as hair may be treated or repaired by using the present composition.
  • the method may also be used for treating a scalp for example for reducing itching or for treating dandruff, or for treating skin or cuticle.
  • the method according to the present invention is preferably started by washing or rinsing the tissue to be treated in order to remove dirt and grease, step 10. After the rinsing or washing the tissue may be dried completely or partly.
  • the composition according to the present invention is preferably mixed with water or an aqueous solution prior to application, step 20 and 30.
  • the composition is applied to the tissue in any suitable way for example by spraying or pouring the composition onto the tissue followed by rubbing or massaging it into the tissue, step 40. Any excess of composition may be removed and the tissue may be rinsed with water, step 50. Preferably the composition is left without washing or rinsing.
  • a moisturizer may then be applied to the tissue.
  • said tissue may preferably be treated with a moisturizing cream or lotion after the application of the composition, step 60.
  • the method is preferably done after washing the hair or at least after wetting or rinsing the hair in order to remove any grease or other substances that may have coated the hair, step 100.
  • Hair to be treated is preferably essentially free from any hair mask, oil or any other hair coating products. After the washing or wetting the hair may be dried but the hair may still contain some water. In one embodiment the hair is semi dry or towel dry which means that the hair is as dry as after drying using a towel.
  • the composition according to the present invention is thereafter applied, preferably after mixing with water or an aqueous solution, to the hair, step 200, 300 and 400.
  • the application may be done in any suitable way such as by spraying, pouring or by massaging it into the hair.
  • a comb or a brush may be used to spread or distribute the composition as even as possible, step 500.
  • the hair may then be rinsed or styled or moisturized, step 600, and if rinsed it should be done with just water since amphiphilic compounds found in for example shampoos may wash out or reduce the effect of the active agent. Instead the hair may be styled or dried.
  • the composition is preferably left in the hair as a “stay-in” product.
  • the method when the method is used for treating dandruff the method have shown a good effect when the composition is left in the hair and not rinsed or washed out (Example 7 and Figure 6).
  • an active substance that is hydrophilic or water soluble such as polyvinyl alcohol the active substance may absorb and retain water. Therefore, by applying the composition to semi-dry or towel dry tissue such as hair i.e. hair that contains some water, said water may be retained by the active substance and provides hair that is less frizzy and shinier. Skin feels softer and more elastic and cuticles becomes less fragile and thereby less damaged.
  • the functional group such as carbazate or semi carbazide is further believed to interact or even bind to the keratin in the tissue which provides a prolonged effect of the active substance.
  • the method may preferably be performed daily preferably for at least 3 days, more preferably for at least 5 days. In one embodiment the method is performed every day for seven days, or every 3 to 4 days or after every wash such as hair wash.
  • a container comprising the composition
  • the composition may be stored in a container comprising a hand pump where said pump is configured to deliver the composition in the container during activation.
  • the hand pump may be any suitable and commercially available hand pump found in ordinary hand soap or shampoo bottles and where the pump may be manually manoeuvred (Figure 8b).
  • the composition is in the form of a gel, cream or a lotion.
  • said composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa.
  • the molecular weight is lOOkDa to 1500kDa.
  • the composition comprises glycerine, preferably at a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% 2-4% weight / volume .
  • the composition has a viscosity of 1,000 to 3,500 cPs (centipoise), preferably 1,500 to 2,500cPS.
  • the container comprises an inert gas to increase shelf life.
  • a kit comprising the composition is suitable.
  • the kit according to the present invention comprises a spray bottle or a container comprising a hand pump and one or more composition containers (starting kit).
  • the spray bottle comprises a spraying means and a mixture vessel and where the spraying means may be any suitable means such a mechanical pump or an aerosol spray.
  • the container comprising a hand pump comprises a hand pump configured to deliver the composition in the container during activation.
  • the hand pump may be any suitable and commercially available hand pump found in ordinary hand soap or shampoo bottles and where the pump may be manually manoeuvred.
  • the spray bottle and the container with a hand pump are configured to receive the composition arranged in the composition containers where after the composition is mixed with water forming a solution.
  • Said water may be arranged in the spray bottle or the container with a hand pump or may be added and the water is preferably distilled or deionized.
  • the obtained concentration of the active substance in the mixture or solution (composition) is preferably 0.05-5mg/ml (weight/ volume) , preferably 0.1-lmg/ml.
  • the spray bottle is further configured to spray the content in the spray bottle.
  • Each composition container comprises the composition according to the present invention and is sealed with a lid or any other suitable means.
  • the composition is in the form of a tablet, powder, granules or freeze- dried particles.
  • the composition is in the form of a table it is preferable crushed before mixed with water.
  • the composition container may be in the form of vials, bags, sachet, blister package or flask.
  • the composition in the spray bottle is essentially free from water such as less than lwt%, or less than 0.5wt%, or less than 0.1 wt%.
  • kit When the kit is for treating hair it may further comprise a comb or a brush suitable for combing or brushing the hair after application of the composition and/or a cap or a hat suitable for covering the hair after application of the composition.
  • kits When the kit is for treating skin, scalp or cuticles the kit may further comprise a moisturizing cream or lotion.
  • the composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate. These may act as gel forming components and may also act as softening agents and moisturizing agents.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa. In one embodiment the molecular weight is 8kDa to 300kDa, preferably 20kDa to lOOkDa.
  • the molecular weight is lOOkDa to 1500kDa.
  • the composition comprises glycerine preferably in a concentration of l-7wt% or 1-7% weight /volume, more preferably 2- 4wt% or 2-4% weight/ volume.
  • the spray bottle comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate.
  • polyvinyl alcohol a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate.
  • the molecular weight of the gel forming agent in the spray bottle is preferably 8-100kDa, preferably 10-50kDa, more preferably 20-30kDa.
  • the spray bottle comprises hyaluronic acid or a salt thereof having a molecular weight of 8-100kDa, preferably 10-50kDa, more preferably 20-30kDa.
  • the spray bottle comprises glycerine preferably in a concentration of l-7wt% or 1-7% weight /volume, more preferably 2-4wt% or 2-4% weight/ volume.
  • the kit comprises a container comprising a hand pump and where said container comprises water, optionally an additive and polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1- 5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate preferably in a concentration of l-5wt% or 1- 5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • the additive is glycerine preferably in a concentration of l-7wt% or 1- 7% weight/ volume, preferably l-5wt% or 1-5% weight/ volume of the content in said container, more preferably 2-4wt% or 2-4% weight/ volume.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa, preferably lOOkDa to 1500kDa, preferably lOOkDa to 300kDa.
  • the molecular weight is lOOkDa to 1500kDa.
  • FIG. 2a there is disclosed a starting kit and a refill kit and in Figure 2b a kit comprising a spray bottle and a composition container in the shape of a sachet.
  • a spray bottle glass or plastic
  • separate containers or vials glass or plastic
  • the kit is used by adding the composition powder (e.g. PVAC) to the spray bottle which contains water.
  • the powder is typically dissolved within minutes by gentle shaking.
  • a refill container or vial with composition may be also provided.
  • the composition powder is already placed into the spray bottle, that will be filled up with water. Once dissolved, the composition solution is ready to use and applied to the tissue by spraying.
  • the kit may be used to treat or repair hair, or for treating skin, scalp or cuticles. In one embodiment the kit is used for treating wrinkles. In another embodiment the kit is used for treating dandruff.
  • a spray bottle comprising the composition according to the present invention is also an aspect of the present invention.
  • the spray bottle may either be a bottle configured to spray a liquid mixture or solution of the composition and water or an aqueous solution ( Figure 8a), or it may be an aerosol spray configured to spray a suspension of the powder of the composition or the active substance.
  • the spray bottle comprises two compartments, a first and a second compartment.
  • the composition according to the present invention is arranged and in the second compartment water or an aqueous solution is arranged.
  • First and second compartment is arranged so that prior to the activation the composition and the water are separated.
  • the spray bottle further comprises a release member connected to the first compartment and to the second compartment, where the release member is configured to create a connection between the first compartment and the second compartment in response to an activation so that contents of the first compartment is mixed with contents in the second compartment.
  • the first and second compartment are configured to allow the composition and the water or aqueous solution to mix after activation.
  • the obtained concentration of the active substance in the mixture or solution (composition) is preferably 0.05-5mg/ml, preferably 0.1-lmg/ml.
  • the release member is preferably attached to a wall connecting the two compartments.
  • the release membrane is a membrane. Said membrane may be breakable or may be punctured by using any suitable means or even by shaking or the membrane is pivotable.
  • the release member is a lid or a hatch, preferably pivotable. The activation may be shaking or tilting.
  • the spray bottle is configured to spray the mixture or solution of the composition and the water or aqueous solution.
  • the spray bottle contains a spraying means which may be any suitable pump such as a mechanical pump.
  • the spray bottle is an aerosol spray.
  • the aerosol spray bottle comprises a powder of the composition according to the present invention wherein the powder is dispersed in a suspension in air or any other suitable gas.
  • the powder may have any suitable size to be sprayed for example 0.5pm to lOOpm.
  • the aerosol spray bottle is configured to spray the composition.
  • the aerosol spray is preferably applied to wet, towel dry or semi dry hair or that water is applied to the hair after application of the composition so that the powder dissolves in the hair.
  • composition in the spray bottle is essentially free from water such as less than lwt%, or less than 0.5wt%, or less than 0.1wt%.
  • the composition comprises polyvinyl alcohol, a polysaccharide preferably glucan, dextran, agarose, agaropectin, chitosan, cellulose, starch or a glucose amino glycan preferably hyaluronic acid or a salt thereof preferably sodium hyaluronate, preferably in a concentration of l-5wt% or 1-5% weight/ volume, more preferably l-3wt% or 1-3% weight/ volume.
  • the composition comprises hyaluronic acid or a salt thereof having a molecular weight of 8kDa to 1500kDa. In one embodiment the molecular weight is 8kDa to 300kDa, 8-100kDa, preferably 10-50kDa, more preferably 20-30kDa.
  • the composition comprises glycerine, preferably at a concentration of l-7wt% or 1-7% weight/ volume more preferably 2-4wt% or 2-4% weight / volume .
  • the active substance is believed to provide an instant and prolonged moisturizing effect to the tissue treated.
  • the present active substance has a treating effect ( Figure 3 and 4) and also a repairing effect ( Figure 4 and 5), an anti-wrinkle effect ( Figure 6) and for treating dandruff ( Figure 7).
  • the active substance or the composition according to the present invention may be used in the treatment of keratin containing tissue preferably hair, skin, cuticles or scalp or as an anti-oxidant.
  • the active substance or the composition is used as an anti-wrinkle substance or composition.
  • the active substance or the composition is used or as an anti-dandruff substance or composition.
  • Figure 3 discloses a photo of the reference samples (Sample 1 and 3) and the samples treated with the present composition (Sample 2 and 4). The picture was taken 2 h after spraying procedure.
  • Bleached hair was treated with PBS (control) or PVAC (0.2 mg/mL in PBS).
  • the hair shafts were dispersed in PBS or PVAC solution for 30 min and rinsed in water.
  • Figure 4 discloses photos from microscopy of bleached hair shafts treated with PBS (control) or with PVAC. Left picture is low magnification and right picture higher magnification. The pictures are taken 1 h after rinse when the hair was dry. Note the smoother surface in threated hair shafts upon PVAC treatment.
  • Example 3 In a panel of ten test persons trying the composition (PVAC, 0.5mg/ml, deionized water) 9 out of 10 reported that the hair was shinier, less frizzy and softer. Also, the hair was reported to be easier to style.
  • PVAC 0.5mg/ml, deionized water
  • Cuticles were treated with the composition (PVAC) according to the present invention mixed with water (0.5 mg/ ml in water).
  • the hands were first washed and thereafter the cuticles of the right hand of the test person were treated once daily for 5 days with the composition followed by a moisturizing ACO hand cream while the cuticles of the left hand were only treated with the same hand cream.
  • Figure 5 shows a photo of the cuticles of the right and left hand cuticles respectively and the cuticles treated with the composition are undamaged while the cuticles only treated with the moisturizing cream are damaged.
  • Skin were treated with the present composition and compared with untreated skin.
  • the composition (PVAC) was mixed with water (0.5 mg/ml in water ).
  • Right and left hand of a test person were washed and thereafter the skin on the back of the right hand of the test person was treated once daily for 7 days with the composition followed by a moisturizing ACO hand cream while the left hand were only treated with the same hand cream.
  • Figure 6 discloses a photo of the two hands (treated right hand to the right and untreated left hand to the left) it is clearly seen that the skin treated with the composition has less wrinkles than the untreated hand.
  • a woman with dandruff (see arrows indicating small white flakes) and concurrent itchy scalp reported clinical improvement with less itch and less dandruff already after a single treatment with the present invention (PVAC) using a spray device with PVAC cone. 0.5 mg/ml in water. The treatment was applied after regular hair wash and PVAC was left as ’’stay-in” without subsequent wash or rinse. Previous treatment with dedicated product had limited effect.
  • Figure 7 shows the effect of the treatment where the right photo disclosing a reduction in dandruff.
  • the intended use is topical application to enhance appearance and quality of hair and skin.
  • a kit comprising a spray bottle or a container comprising a hand pump and one or more composition containers was prepared.
  • the kit comprises a spray bottle (figure 8a) or container with a hand pump (figure 8b) with composition according to table 1.
  • the spray device is preferable be used with composition containing super-low to medium molecular weight sodium hyaluronate (molecular weight 8-300 kDa) whereas the container with the hand pump is preferably used with composition containing medium-large sodium hyaluronate (molecular weight 100-1500 kDa).
  • Table 1 Composition spray bottle or dispenser pump.
  • the composition container was a vial containing the dry compound (powder, tablet or freeze-dried sponge) having the composition according to table 2.
  • the small vial may contain solely polyvinylalcohol carbazate (PVAC) or a mixture with sodium hyaluronate.
  • the content of the composition container is mixed prior use with the content of the spray flask or the container comprising a hand pump.
  • Example 9 A study was performed to see if the addition of sodium hyaluronate and glycerin to a composition of PVAC (polyvinyl alcohol-carbazate) would increase the stability of PVAC.
  • Serie 1 was PVAC (25mg) in 100ml deionized water and
  • Serie 2 was PVAC (25 mg), sodium hyaluronate (200mg) and glycerin (300mg) in 100ml deionized water.
  • Stability was determined by measuring amount of hydrazine in the composition.
  • Figure 9 discloses that the use of sodium hyaluronate significantly increases the stability and a clear reduction in the amount of hydrazine is seen in the composition.

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Abstract

La présente invention concerne une composition comprenant une substance active, ladite substance comprenant un support hydrophile présentant une pluralité de groupes fonctionnels choisis parmi i. des groupes amino, de préférence des groupes amino primaires ou secondaires, ii. des groupes Hydrazide tels que – NH-NH2, par exemple en tant que partie d'un groupe-CONHNH2, un groupe semicarbazide tel que -NHCONHNH2, un groupe carbazate tel que -OCONHNH2, un groupe thiosemicarbazide tel que -NHCSNHNH2, un groupe thiocarbazole tel que -OCSNHNH2, iii. des groupes aminooxy, tels que -ONH2, etc., et iv. des groupes thiol, par exemple-SH ; la substance active étant sous la forme d'un comprimé, d'une poudre, de granulés ou de particules lyophilisées. L'invention concerne en outre un procédé de traitement des cheveux, un kit, une bouteille de pulvérisation et l'utilisation de la composition.
PCT/EP2021/060105 2020-04-17 2021-04-19 Composition pour le traitement de tissu kératinique WO2021209645A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009108100A1 (fr) 2008-02-29 2009-09-03 Ipr-Systems Sweden Ab Composition pour la formation de gels
FR2955255A1 (fr) * 2010-01-15 2011-07-22 Oreal Composition cosmetique comprenant un polysaccharide greffe hydrophile et procede de traitement cosmetique
WO2012105887A1 (fr) 2011-01-31 2012-08-09 Tim Bowden Principe actif destiné à atténuer des troubles médicaux indésirables
EP2813515A1 (fr) * 2012-02-07 2014-12-17 PHI Biomed Co., Ltd. Procédé de préparation d'un conjugué acide hyaluronique-protéine pouvant être administré par voie transdermique et conjugué acide hyaluronique-protéine pouvant être administré par voie transdermique préparé par ce procédé
WO2018024902A1 (fr) * 2016-08-04 2018-02-08 Biokawthar Technologies Utilisations d'acide hyaluronique modifié de manière hydrophobe par des liaisons amide et/ou hydrazide en cosmétique et/ou en dermatologie
WO2019016189A1 (fr) * 2017-07-18 2019-01-24 Pvac Medical Technologies Ltd Substance antibactérienne et composition de celle-ci, utilisations médicales et non médicales l'utilisant, et produits comprenant ladite substance et compositions

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009108100A1 (fr) 2008-02-29 2009-09-03 Ipr-Systems Sweden Ab Composition pour la formation de gels
FR2955255A1 (fr) * 2010-01-15 2011-07-22 Oreal Composition cosmetique comprenant un polysaccharide greffe hydrophile et procede de traitement cosmetique
WO2012105887A1 (fr) 2011-01-31 2012-08-09 Tim Bowden Principe actif destiné à atténuer des troubles médicaux indésirables
EP2813515A1 (fr) * 2012-02-07 2014-12-17 PHI Biomed Co., Ltd. Procédé de préparation d'un conjugué acide hyaluronique-protéine pouvant être administré par voie transdermique et conjugué acide hyaluronique-protéine pouvant être administré par voie transdermique préparé par ce procédé
WO2018024902A1 (fr) * 2016-08-04 2018-02-08 Biokawthar Technologies Utilisations d'acide hyaluronique modifié de manière hydrophobe par des liaisons amide et/ou hydrazide en cosmétique et/ou en dermatologie
WO2019016189A1 (fr) * 2017-07-18 2019-01-24 Pvac Medical Technologies Ltd Substance antibactérienne et composition de celle-ci, utilisations médicales et non médicales l'utilisant, et produits comprenant ladite substance et compositions

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