WO2020193743A1 - Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l'halitose - Google Patents
Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l'halitose Download PDFInfo
- Publication number
- WO2020193743A1 WO2020193743A1 PCT/EP2020/058679 EP2020058679W WO2020193743A1 WO 2020193743 A1 WO2020193743 A1 WO 2020193743A1 EP 2020058679 W EP2020058679 W EP 2020058679W WO 2020193743 A1 WO2020193743 A1 WO 2020193743A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dianhydrohexitol
- composition according
- oral
- cyclodextrins
- topical composition
- Prior art date
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Classifications
-
- 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
- A61K8/73—Polysaccharides
- A61K8/738—Cyclodextrins
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
- A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18
Definitions
- the present application is in the field of cosmetics, more specifically in the field of topical care for bad odors, by the action of a topical bactericidal and / or bacteriostatic composition, and odor capture.
- the composition according to the invention can be useful for the oral sphere, but also for areas of the skin where bad odors due to microbial activity can be generated, namely the armpits, the crotch and the feet.
- the topical composition of the invention is used to treat the oral sphere, most preferably to treat halitosis.
- Application WO 2008 064948 by Henkel presents an oral washing solution comprising water, ethanol and at least one cyclodextrin.
- the oral washing solution can also comprise polyhydric alcohols such as in particular the two polyols which are xylitol and sorbitol.
- polyhydric alcohols such as in particular the two polyols which are xylitol and sorbitol.
- this washing solution buccal the presence of ethanol tends to dry out the mouth, and is aggressive to the oral mucosa.
- the aim is to find a topical composition having an "anti-odor" effect, suitable for use on the whole human body, preferably in the oral sphere, and in particular an alternative to current treatments for halitosis, which either all at the same time:
- microbiome in particular the oral microbiome, namely which promotes or maintains a balanced and healthy oral microbial flora, - and which reduces or eliminates bad odors from the first moments after its application,
- the subject of the invention is a topical, aqueous or solid composition, comprising:
- cyclodextrin chosen from alpha-cyclodextrins, beta-cyclodextrins, gamma-cyclodextrins, preferably beta-cyclodextrins,
- 1, 4-3,6-dianhydrohexitol chosen from isosorbide, isomannide, isoidide, preferably isosorbide, and / or at least one derivative of 1, 4-3,6-dianhydrohexitol .
- a second object of the invention is the non-therapeutic cosmetic use of the topical composition according to the invention as an anti-odor agent in a cosmetic or dermatological preparation.
- a third object of the invention relates to the topical composition according to the invention for its use in the treatment of bad body odor.
- the invention relates to a topical composition as described above or its use according to the invention for preventing, reducing or eliminating bad body odor.
- bad odors can be localized on the epidermis, particularly in the armpits, crotches and feet or are in the oral sphere, for example caused by halitosis.
- the non-therapeutic cosmetic use of the topical composition according to the invention is made to fight against, that is to say to prevent, reduce or eliminate, halitosis, preferably to simultaneously fight against the causes and the causes. effects of halitosis.
- the invention relates to a topical composition as described above for its use in the treatment of halitosis.
- a fourth object of the invention relates to a cosmetic or dermatological preparation comprising a topical composition as described above.
- said preparation will be in the form of an oral spray, an oral washing lotion, an oral rinsing lotion, a toothpaste, an oral tablet, a film. orodispersible.
- said preparation will be in the form of a deodorant stick, a deodorant spray, a deodorant roll-on, a deodorant mask.
- the Applicant means that the composition according to the invention has the capacity to neutralize odors, and also the capacity to prevent the formation of odors, in particular bad odors, preferably those originating from the bacterial activity of a topical microbiome, in particular the human topical microbiome, and most particularly the human oral microbiome.
- cyclodextrin denotes and includes any of the cyclodextrins known elsewhere, such as native and unsubstituted cyclodextrins containing from 6 to 12 glucose units linked by covalent bonds between the carbons 1 and 4, and in particular alpha-, beta- and gamma-cyclodextrins containing 6, 7 and 8 glucose units respectively.
- the CAS numbers for these cyclodextrins are 10016-20-3 for alpha, 7585-39-9 for beta, and 17465-86-0 for gamma.
- the “modified cyclodextrins” are cyclodextrins in which at least part of the OH hydroxyl groups has been transformed into OR groups, where R generally denotes an alkyl or carboxyalkyl group.
- the cyclodextrin derivatives include in particular cyclodextrins substituted with an alkyl group such as methylated or cyclodextrins. ethylated, but also those substituted with a hydroxyalkyl group such as hydroxypropylated and hydroxyethylated cyclodextrins, and those substituted with a carboxyalkyl group such as carboxymethylated cyclodextrins or mixtures thereof.
- the preferred cyclodextrins according to the present invention are native alpha-, beta-and gamma-cyclodextrins, that is to say unmodified.
- the cyclodextrin used in the topical composition according to the invention is a beta-cyclodextrin, preferably "native" (not chemically modified).
- the cyclodextrins preferably the modified beta-cyclodextrins will be preferred, preferably the hydroxyalkylated cyclodextrins, and all preferably hydroxyalkylated beta-cyclodextrins. Even more preferably, hydroxypropylated cyclodextrins, and most preferably hydroxypropylated beta-cyclodextrins.
- the hydroxypropylated cyclodextrins useful in the invention have a degree of substitution, denoted DS, in hydroxypropyl ranging from 0.1 to 3, preferably from 0.5 to 2, and most preferably from 1 to 1.5.
- the cyclodextrin can be in the form of a crystalline, pseudo-crystalline or amorphous powder.
- the cyclodextrin may be in a so-called "free" form, that is to say a form in which its cavity is empty, or in the known form of an inclusion complex capable of dissociating.
- the cyclodextrin is in a free form.
- the 1, 4 - 3, 6-dianhydrohexitol is chosen from isosorbide, which is 1, 4 - 3, 6-dianhydrosorbitol, isomannide, which is 1, 4 - 3.6 dianhydromannitol, l isoidide, which is 1, 4 - 3, 6-dianhydroiditol, and mixtures of at least two of these products.
- isosorbide the IUPAC name of which is (3R, 3aR, 6S, 6aR) -hexahydrofuro [3,2-b] furan-3,6-diol.
- the 1, 4: 3.6 dianhydrohexitols are products of double internal dehydration of C6 polyols (hexitols) such as sorbitol, mannitol and iditol.
- hexitols C6 polyols
- the Applicant indicates that generally the manufacture of dianhydrohexitols generates water during their synthesis; by recovering said dianhydrohexitol in this reaction medium, a 1, 4: 3.6 dianhydrohexitol is immediately available in the form of an aqueous solution of dianhydrohexitol which can be used according to the invention.
- the solutions of dianhydrohexitols can in particular be obtained according to the processes described in the aforementioned patent applications EP 1 287 000 and WO 03 / 043959. It is possible to choose to keep all or part of the water used during the preparation of dianhydrohexitol or of completely removing the water to obtain a product in solid form which will be returned to aqueous solution by simple addition of water, which constitutes another possibility for preparing an aqueous solution of dianhydrohexitol which can be used according to the invention.
- the topical composition according to the invention may comprise at least one dianhydrohexitol derivative.
- the term "derivative of 1, 4: 3.6 dianhydrohexitol” includes all the products obtained by chemical or enzymatic modification of 1, 4: 3.6 dianhydrohexitol.
- the derivative of 1, 4: 3.6 dianhydrohexitol is chosen from 1, 4: 3.6 dianhydrohexitols esterified on one or on both hydroxyl functions (we will speak of mono-ester and di-ester respectively), the 1, 4: 3.6 dianhydrohexitols etherified on one or on both hydroxyl functions (we will speak of mono-ether and di-ether respectively).
- the derivative of 1, 4: 3.6 dianhydrohexitol is chosen from monomethylisosorbide, dimethylisosorbide, isosorbide laurate, isosorbide oleate, isosorbide dicaprylate, isosorbide dicaprate , isosorbide dioleate, isosorbide dilinoleate, isosorbide dilinolenate.
- the topical composition comprises at least one alpha-hydroxy-acid or poly-hydroxy-acid or precursor of alpha-hydroxy-acid or of poly-hydroxy-acid, for example example of the lactone type, preferably a cyclic lactone such as gluconolactone, most preferably glucono-delta-lactone.
- Alpha-hydroxy acids also known by the acronym AHA, are carboxylic acids having a hydroxyl function in the "alpha" position relative to the acid function, on their main carbon chain, that is to say a hydroxyl function carried by a carbon atom adjacent to the carbon atom carrying the acid function.
- the HAAs useful for the invention are chosen from glycolic acid, malic acid, lactic acid, citric acid, tartaric acid, gluconic acid.
- said topical composition is in liquid form, and comprises an alpha-hydroxy acid chosen from glycolic acid, malic acid, lactic acid, citric acid, tartaric acid, gluconic acid, preferably is gluconic acid.
- Poly-hydroxy acids also known by the acronym PHA, are carboxylic acids having at least two hydroxyl functions carried by adjacent carbons or spaced apart by at least one carbon atom, relative to the carbon atom carrier of the carboxylic acid function.
- PHAs can be linear, branched or cyclic molecules.
- the PHAs useful for forming the anti-odor composition of the invention are selected from gluconic acid and glucuronic acid.
- precursor of alpha-hydroxy acid or poly-hydroxy acid means organic molecules comprising a chemical function capable of dissociating, for example by hydrolysis in aqueous solution, and thus of forming, by chemical equilibrium of dissociation, a molecule having a carboxylic acid function having at least one hydroxyl in position alpha, in the case of an AHA precursor, or more distant from the carboxylic acid function on the carbon chain, in the case of a PHA precursor.
- the alpha-hydroxy acid precursor is gluconolactone.
- Gluconolactone named IUPAC (3R, 4S, 5S, 6R) -3,4,5- trihydroxy-6- (hydroxymethyl) tetrahydro-2H-pyran-2-one, is the cyclic ester of gluconic acid. It is also called glucono-delta-lactone.
- said topical composition is in solid form, and comprises an alpha-hydroxy acid or poly-hydroxy acid precursor chosen from lactones, preferably from gluconolactones, and most preferably glucono-delta-lactone.
- the aqueous composition additionally comprises at least one linear polyol, chosen from glycerol, hydrogenated glucose syrups, maltitol, mannitol, sorbitol, erythritol, isomalt, lactitol, xylitol, and preferably chosen from xylitol, maltitol and sorbitol, and very preferably chosen from xylitol and maltitol.
- linear polyol chosen from glycerol, hydrogenated glucose syrups, maltitol, mannitol, sorbitol, erythritol, isomalt, lactitol, xylitol, and preferably chosen from xylitol, maltitol and sorbitol, and very preferably chosen from xylitol and maltitol.
- the topical anti-odor composition according to the invention can be in solid form, such as a powder or scales, or in fluid form, such as a paste, a gel, or a solution.
- the topical anti-odor composition is not necessarily completely anhydrous and can therefore contain water in a small amount, in particular up to approximately 5% by weight.
- a fluid form it may be a paste, a gel or an aqueous solution having a dry matter which may be between 1 and 95% by weight.
- a concentrated solution that is to say having a dry matter greater than 30% by weight, preferably greater than 50% by weight and better still greater than 70% by weight weight.
- a topical composition may be used in particular having a dry matter of between 75% and 85% by weight.
- the topical composition according to the invention has:
- a water content ranging from 0.5% to 95%, preferably from 1% to 95%, more preferably from 10% to 95%, and most preferably from 25% to 95%.
- the topical composition according to the invention has:
- a water content ranging from 0.5% to 95%, preferably from 1% to 95%, more preferably from 10% to 95%, and most preferably from 25% to 95%.
- the topical composition according to the invention has:
- a linear polyol mass content chosen from sorbitol, mannitol, xylitol, erythritol, ranging from 0.1% to 25%,
- a water content ranging from 0.5% to 95%, preferably from 1% to 95%, more preferably from 10% to 95%, and most preferably from 25% to 95%.
- Cosmetic or dermatological preparation means any cosmetic or dermatological preparation intended to be brought into contact with the skin, human or animal.
- preparations for topical use include lotions, creams , serums, gels, ointments, balms, liquid soaps or shower gels, shampoos, foams, foundations, antiperspirants and deodorants.
- the cosmetic or dermatological preparation comprising the topical composition according to the invention is in the form of an oral spray, an oral washing lotion, an oral rinsing lotion, a toothpaste, an oral tablet, an orodispersible film, a deodorant stick, a deodorant spray.
- compositions may comprise, in addition to the topical composition according to the invention, other ingredients usually used in preparations for topical use, such as for example cosmetic or dermatological active principles, and adjuvants such as preservatives, solubilizers or agents. perfumes. It can also include moisturizers such as betaine, glycerin or acetamidoethoxyethanol or other active products or products with sensory effects vis-à-vis the skin, such as starch, for example
- Cosmetic or dermatological preparations comprising the anti-odor composition according to the invention make it possible to eliminate the bad odors already present on the body before application, and to keep odorless, or weakly odorous, the part of the body treated.
- the topical composition according to the invention is used in a cosmetic preparation for oral care or hygiene, it makes it possible to deodorize instantly, and to reduce or inhibit the development of microorganisms of the oral microbiome, in particular bacteria, which reduces or prevents the formation of bad odors due to the biological activities of these bacteria.
- the topical composition according to the invention makes it possible to help keep breath fresh throughout the day, preferably for a period of more than one hour.
- the topical anti-odor composition according to the invention can inhibit the activity, and / or the development, of bacteria of the oral flora, and simultaneously capture bad odors already present in the mouth. It thus acts both on the cause of bad odors, and on bad odors themselves, without any delay between these two routes of action.
- This thus allows cosmetic preparations containing it to have an instant beneficial effect, through cyclodextrin, and a long-term effect, through 1, 4 - 3, 6-dianhydrohexitol and / or the derivative of 1, 4 - 3, 6-dianhydrohexitol.
- the topical anti-odor composition according to the invention has a rapid bactericidal and / or bacteriostatic effect, in particular antibacterial and / or antifungal, and can thus reduce or eliminate the presence of microorganisms in the mouth involved in halitosis, and thus maintaining fresh breath for a long time, typically several hours.
- the topical composition according to the invention has a moderate to strong decontaminating activity, does not induce irritation, and guarantees ease of use.
- a film-forming polymer can advantageously be added to the topical composition according to the invention, in order to develop a film on the surface of the skin or of the mucous membranes of the oral cavity, in or on which the active composition according to the invention can persist and continue to act to treat halitosis.
- Such polymers can be, for example, synthetic polymers such as polyvinylamines, polyvinylpyrrolidones, styrene acrylates, or preferably polymers of natural origin, such as, for example, cellulose or starch derivatives.
- the invention also relates to the non-therapeutic cosmetic use of a topical composition according to the invention, as an anti-odor agent in a cosmetic or dermatological preparation.
- the invention also relates to the topical composition according to the invention for its use in the treatment of bad body odor, preferably in the treatment of halitosis.
- the topical composition according to the invention or its use according to the invention makes it possible to prevent, reduce or eliminate bad body odor.
- bad odors can be localized on the epidermis, particularly in the armpits, crotches and feet, where they can be located in the oral sphere.
- the non-therapeutic cosmetic use of the topical composition makes it possible to fight against halitosis, preferably to simultaneously fight against the causes of halitosis and the effects of halitosis.
- Example 1 preparation of an anti-halitosis aqueous solution
- a topical anti-odor composition according to the invention is prepared in the form of an aqueous solution, according to the composition by mass of Table 1 below, by following the protocol below.
- phase A. is prepared.
- the xylitol powder (Beauté by Roquette® PO370, from Roquette®) and the sorbitol powder (Beauté by Roquette) are dissolved in water ® PO160, from Roquette®) in a volume of water approximately equal to half the volume of solution to be prepared, while stirring with a deflocculating paddle.
- the hydroxypropylated cyclodextrin powder (Beauté by Roquette® CD110, from Roquette®), and the aqueous isosorbide solution (Polysorb® LP, from Roquette®) are then added, successively, while waiting for complete dissolution between the two, with stirring. gentle with the deflocculator blade.
- a mint flavor is added (powdered mint flavor 023C301 from Colin Ingredients®).
- phase B can then be added, consisting of potassium sorbate (Microcare KS from Thor ⁇ ) and sodium benzoate (Microcare NB from Thor ⁇ ) in phase A, but these preservatives are not essential to the invention. They are used only to ensure microbiological stability.
- Gluconolactone is supplied by Roquette, under the trade name Beauté by Roquette® GA290.
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- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
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Abstract
Description
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Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2021557510A JP7434357B2 (ja) | 2019-03-28 | 2020-03-27 | 不快な体臭、特に口臭を処置するための局所用組成物 |
EP20713026.1A EP3946236A1 (fr) | 2019-03-28 | 2020-03-27 | Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l'halitose |
CN202080021063.9A CN113660924A (zh) | 2019-03-28 | 2020-03-27 | 用于处理人体异味尤其是口臭的局部组合物 |
US17/593,730 US20220192962A1 (en) | 2019-03-28 | 2020-03-27 | Topical composition for treating bad body odors, in particular halitosis |
KR1020217032571A KR20210145759A (ko) | 2019-03-28 | 2020-03-27 | 신체 악취, 특히 구취 치료용 국소 조성물 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FRFR1903283 | 2019-03-28 | ||
FR1903283A FR3094229B1 (fr) | 2019-03-28 | 2019-03-28 | Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l’halitose |
Publications (1)
Publication Number | Publication Date |
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WO2020193743A1 true WO2020193743A1 (fr) | 2020-10-01 |
Family
ID=67384036
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2020/058679 WO2020193743A1 (fr) | 2019-03-28 | 2020-03-27 | Composition topique pour le traitement des mauvaises odeurs corporelles, notamment l'halitose |
Country Status (7)
Country | Link |
---|---|
US (1) | US20220192962A1 (fr) |
EP (1) | EP3946236A1 (fr) |
JP (1) | JP7434357B2 (fr) |
KR (1) | KR20210145759A (fr) |
CN (1) | CN113660924A (fr) |
FR (1) | FR3094229B1 (fr) |
WO (1) | WO2020193743A1 (fr) |
Citations (7)
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US4267166A (en) | 1979-03-13 | 1981-05-12 | Asama Chemical Co., Ltd. | Cyclodextrins as malodorous breath reducing agents |
WO1995022960A1 (fr) * | 1994-02-28 | 1995-08-31 | Estee Lauder, Inc. | Compositions autobronzantes et procedes de preparation et d'utilisation desdites compositions |
US6123932A (en) * | 1999-06-14 | 2000-09-26 | The Procter & Gamble Company | Deodorant compositions containing cyclodextrin odor controlling agents |
EP1287000A1 (fr) | 2000-06-09 | 2003-03-05 | Roquette Frˬres | Procede de purification d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene |
WO2003043959A1 (fr) | 2001-11-20 | 2003-05-30 | Roquette Freres | Procede de preparation d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene |
DE102006057047A1 (de) * | 2006-11-30 | 2008-06-05 | Henkel Kgaa | Stabilisierte Mundwässer und Mundwasserkonzentrate |
WO2017106467A1 (fr) * | 2015-12-15 | 2017-06-22 | Gontarz John A | Formulation de soins buccaux et procédé d'élimination du tartre et de la plaque des dents |
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DE4009840A1 (de) * | 1990-03-27 | 1991-10-02 | Consortium Elektrochem Ind | Cyclodextrin-polymerisate und verfahren zu deren herstellung |
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US6656456B2 (en) * | 1998-11-23 | 2003-12-02 | The Procter & Gamble Company | Skin deodorizing compositions |
JP2007169228A (ja) * | 2005-12-26 | 2007-07-05 | Lion Corp | 口臭の消臭及び/又は歯周組織の炎症抑制剤、並びに口腔用組成物 |
JP5139643B2 (ja) | 2006-04-28 | 2013-02-06 | 花王株式会社 | 液体消臭剤組成物 |
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WO2009018069A2 (fr) * | 2007-07-30 | 2009-02-05 | Cydex Pharmaceuticals, Inc | Mélanges de dérivés de cyclodextrine |
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EP2574329A1 (fr) * | 2011-09-28 | 2013-04-03 | ErlaCos GmbH | Déodorant comprenant le diméthyl isosorbide |
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JP2017095356A (ja) * | 2015-11-18 | 2017-06-01 | 日油株式会社 | 口腔用組成物 |
CN109289042A (zh) * | 2018-10-17 | 2019-02-01 | 李文宜 | 一种除臭液及其制备方法和应用 |
-
2019
- 2019-03-28 FR FR1903283A patent/FR3094229B1/fr active Active
-
2020
- 2020-03-27 KR KR1020217032571A patent/KR20210145759A/ko active Search and Examination
- 2020-03-27 EP EP20713026.1A patent/EP3946236A1/fr active Pending
- 2020-03-27 US US17/593,730 patent/US20220192962A1/en active Pending
- 2020-03-27 JP JP2021557510A patent/JP7434357B2/ja active Active
- 2020-03-27 WO PCT/EP2020/058679 patent/WO2020193743A1/fr unknown
- 2020-03-27 CN CN202080021063.9A patent/CN113660924A/zh active Pending
Patent Citations (8)
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US4267166A (en) | 1979-03-13 | 1981-05-12 | Asama Chemical Co., Ltd. | Cyclodextrins as malodorous breath reducing agents |
WO1995022960A1 (fr) * | 1994-02-28 | 1995-08-31 | Estee Lauder, Inc. | Compositions autobronzantes et procedes de preparation et d'utilisation desdites compositions |
US6123932A (en) * | 1999-06-14 | 2000-09-26 | The Procter & Gamble Company | Deodorant compositions containing cyclodextrin odor controlling agents |
EP1287000A1 (fr) | 2000-06-09 | 2003-03-05 | Roquette Frˬres | Procede de purification d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene |
WO2003043959A1 (fr) | 2001-11-20 | 2003-05-30 | Roquette Freres | Procede de preparation d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene |
DE102006057047A1 (de) * | 2006-11-30 | 2008-06-05 | Henkel Kgaa | Stabilisierte Mundwässer und Mundwasserkonzentrate |
WO2008064948A1 (fr) | 2006-11-30 | 2008-06-05 | Henkel Ag & Co. Kgaa | Bains de bouche et concentrés de bains de bouche stabilisés contenant de la cyclodextrine ou un de ses dérivés |
WO2017106467A1 (fr) * | 2015-12-15 | 2017-06-22 | Gontarz John A | Formulation de soins buccaux et procédé d'élimination du tartre et de la plaque des dents |
Also Published As
Publication number | Publication date |
---|---|
JP7434357B2 (ja) | 2024-02-20 |
KR20210145759A (ko) | 2021-12-02 |
US20220192962A1 (en) | 2022-06-23 |
FR3094229B1 (fr) | 2021-11-12 |
EP3946236A1 (fr) | 2022-02-09 |
CN113660924A (zh) | 2021-11-16 |
JP2022526543A (ja) | 2022-05-25 |
FR3094229A1 (fr) | 2020-10-02 |
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