WO2016006647A1 - Composition pour son utilisation dans la cavité buccale - Google Patents
Composition pour son utilisation dans la cavité buccale Download PDFInfo
- Publication number
- WO2016006647A1 WO2016006647A1 PCT/JP2015/069735 JP2015069735W WO2016006647A1 WO 2016006647 A1 WO2016006647 A1 WO 2016006647A1 JP 2015069735 W JP2015069735 W JP 2015069735W WO 2016006647 A1 WO2016006647 A1 WO 2016006647A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- menthane
- carboxamide
- flavor
- component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- 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
-
- 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
Definitions
- the present invention relates to a composition for oral cavity in which the off-taste derived from a cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.
- Cationic disinfectants have been incorporated into oral care products as an effective means of reducing the number of pathogenic bacteria in the oral cavity, and various oral compositions using cationic disinfectants have been proposed so far.
- a cationic bactericidal agent is blended, there is a problem that an unpleasant taste occurs.
- the composition for oral cavity is a product to be applied by being brought into direct contact with the oral cavity, a composition in consideration of sensory aspects such as taste is required.
- a cationic bactericidal agent is blended, a bitter or astringent taste is produced, and a sweetener or a refreshing agent is used to suppress the bitter or astringent taste.
- a sweetener or a refreshing agent is used to suppress the bitter or astringent taste.
- alkanediol is a kind of polyhydric alcohol and is a general term for propylene glycol, pentylene glycol, hexanediol, octanediol and the like. Since alkanediol has moisturizing and antibacterial properties, it is generally used in cosmetics and oral compositions as a moisturizing agent, antibacterial auxiliary, and antiseptic.
- Patent Document 1 Patent No. 3635578 proposes that an antiseptic disinfectant that is a combination of an alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol can be incorporated into cosmetics and pharmaceuticals.
- Patent Document 2 Japanese Patent Publication No. 2012-523381 proposes a technique using an alkanediol having 3 to 10 carbon atoms as a skin irritation reducing agent.
- Patent Document 3 Japanese Patent Laid-Open No.
- Patent Document 4 Japanese Patent Application Laid-Open No. 2012-36120 discloses a gargle composition containing a quaternary ammonium salt type fungicide and having a good feeling in use, and propylene glycol belonging to an alkanediol having 2 to 6 carbon atoms. It is disclosed that the foaming suppression effect is enhanced by adding.
- Patent Document 5 Japanese Patent Publication No.
- the present invention has been made in view of the above circumstances, and an object of the present invention is to provide a composition for oral cavity in which the off-flavor derived from a cationic bactericide is suppressed and the original flavor of the preparation stands out.
- the oral composition is usually mixed with a fragrance such as a mint fragrance, a spice fragrance, and a fruit fragrance. Even if such a fragrance is mixed, the oral sterilization is added to the oral composition.
- a fragrance such as a mint fragrance, a spice fragrance, and a fruit fragrance.
- an unusual taste derived from a cationic bactericidal agent that is easily adsorbed to the oral mucosa is strongly expressed, and remains after the preparation is contained in the mouth and discharged, and the flavor derived from the above fragrance cannot be obtained, resulting in a weak flavor.
- the combined system of the (B) and (C) components sufficiently suppresses the off-flavor derived from the (A) component, and recognizes that the off-flavor remains after application in the oral cavity.
- 3-l-menthoxypropane-1,2-diol is known as a menthol derivative having a cooling sensation like l-menthol on the skin or mucous membrane (Patent Document 6, Japanese Patent Publication No. 61-48813).
- N-substituted-p-menthane-3-carboxamide is also used as a cooling sensation agent in oral compositions, but the present inventors have identified (B) a specific alkanediol and (C) 3- The combination with 1-mentoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide acts specifically on the (A) cationic fungicide, It is a new finding that gives.
- the present invention provides the following oral composition.
- the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
- Component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol [1] or [2 ] The composition for oral cavity of description.
- Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide
- the composition for oral cavity according to [1], [2] or [3], which is a seed or more.
- composition for oral cavity in which the off-flavor derived from the cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.
- the oral composition of the present invention comprises (A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, (C) 3-l-menthoxypropane-1,2-diol and / or N- Contains substituted-p-menthane-3-carboxamide.
- Examples of the cationic fungicide of the component (A) include alkylpyridinium salts, benzyl long-chain alkyl short-chain dialkylammonium salts or derivatives thereof, long-chain alkyl short-chain trialkylammonium salts, and the like.
- alkylpyridinium salts benzyl long-chain alkyl short-chain dialkylammonium salts or derivatives thereof, long-chain alkyl short-chain trialkylammonium salts, and the like.
- benzethonium chloride Benzalkonium chloride, cetylpyridinium chloride, stearyldimethylbenzylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, etc.
- Cetylpyridinium is preferred. These may be used alone or in combination of two or more. Among them
- cationic bactericidal agent commercially available products available from reagent manufacturers such as Wako Pure Chemical Industries, Ltd., Kanto Chemical Industry, Tokyo Chemical Industry Co., Ltd. can be used.
- the blending amount of the (A) cationic fungicide is preferably 0.001 to 0.1% (mass%, the same shall apply hereinafter) of the whole composition, more preferably 0.005 to 0.05%, still more preferably. 0.01 to 0.03%.
- the bactericidal effect can be imparted as the blending amount increases, the blending amount of 0.1% or less is suitable for suppressing off-taste and improving the conspicuous flavor. When there are too many compounding quantities, a nasty taste may be unable to be suppressed.
- the (B) component alkanediol having 5 to 10 carbon atoms combined with the (C) component, masks and suppresses the off-flavor derived from the (A) cationic fungicide and improves the distinction of the flavor. Play.
- the alkanediol having 5 to 10 carbon atoms include 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, decylene glycol and the like. Among them, 1,2-pentanediol is It is preferable from the standpoint of flavor.
- These alkanediols can be used alone or in combination of two or more in terms of effect expression. When two types are combined, a combination of 1,2-pentanediol and 1,2-hexanediol and a combination of 1,2-pentanediol and 1,2-octanediol are preferable.
- the blending amount of the alkanediol as the component (B) is not less than 0.1% and less than 5% of the entire composition, preferably 0.1 to 4%, more preferably 0.5 to 3%, still more preferably 1. ⁇ 3%. If it is less than 0.1%, the off-flavor cannot be suppressed and the flavor of the preparation is inconspicuous. If it is 5% or more, the off-flavor of the alkanediol itself is expressed, the off-flavor cannot be suppressed, and the distinctive flavor of the preparation decreases.
- Component (C) is 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide.
- N-substituted-p-menthane-3-carboxamide includes N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane-3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide, N, N-diethyl-p-menthane-3-carboxamide, and the substituent is methyl group, ethyl And an alkyl group having 1 to 3 carbon atoms such as a propyl group or a propyl group, and those having a phenyl group, particularly those having the alkyl group are preferred.
- component (C) is 3-l-menthoxypropane-1,2-diol and / or N-ethyl-p-menthane-3-carboxamide, and 3-l-menthoxypropane-1, 2-diol is particularly preferred.
- component (C) it is possible to use a component produced by a known method, but it is also possible to use a commercially available product, for example, as 3-l-mentoxypropane-1,2-diol.
- “Cooling Agent CA10” manufactured by Takasago International Corporation
- N-ethyl-p-menthane-3-carboxamide includes “WS3” (manufactured by Givaudan).
- Component (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide, is added in an amount of 0.001 to 0.2% of the entire composition. It is preferably 0.005 to 0.15%, more preferably 0.01 to 0.15%, and particularly preferably 0.01 to 0.1% from the standpoint of flavor. The larger the amount, the more the taste can be suppressed and the distinction of the flavor can be improved. However, the content of 0.2% or less suppresses the appearance of the taste of the component (C) itself, and the effect of suppressing the taste is reduced. It is suitable for preventing this.
- the oral composition of the present invention is further known for use in oral compositions such as natural fragrances added as general fragrances for dentifrices, fragrances processed from natural fragrances, simple fragrances, and blended fragrances. These fragrance materials can be blended singly or in combination of two or more. In this case, in this invention, it combines with (A), (B), (C) component, and is mix
- the blending amount of the fragrance, particularly (D) mint-based fragrance, spice-based fragrance, and fruit-based fragrance is preferably 0.01 to 2.5% of the total composition from the standpoint of outstanding flavor, More preferably, it is 0.03 to 1.8%. The greater the amount, the better the flavor, and 2.5% or less is preferable for maintaining good flavor. When there are too many compounding quantities, the standout of a flavor may not fully be maintained but may fall.
- the content of l-menthol in the composition is preferably 0.5% or less, more preferably 0.3% or less, and may be 0.15% or less.
- the lower limit is not particularly limited and may be 0%, but is preferably 0.0001% or more, more preferably 0.001% or more.
- the oral composition of the present invention can be prepared as a toothpaste such as toothpaste, liquid dentifrice, liquid dentifrice, mouthwash, etc., but it is preferably prepared as a liquid preparation, especially as a liquid dentifrice or mouthwash. Suitable as a mouthwash.
- abrasives, binders, thickeners (wetting agents), surfactants, solvents, pH adjusters, sweeteners, preservatives, colorants, active ingredients, and the like can be added to the dentifrice.
- a wetting agent for example, a wetting agent, a surfactant, a solvent, a pH adjuster, a sweetener, a colorant, an active ingredient, and the like can be added to the mouthwash.
- insoluble powders such as an abrasive
- abrasive examples include silica-based abrasives such as silica gel and precipitated silica, calcium phosphate-based abrasives, calcium carbonate-based abrasives, and the like.
- the blending amount of the abrasive is usually 0 to 30%, and when blending, 2 to 30% is preferable.
- binder examples include xanthan gum and sodium polyacrylate, and the blending amount is usually 0 to 5%, and when blending, 0.1 to 5%.
- thickening agent examples include polyhydric alcohols other than alkanediol having 5 to 10 carbon atoms, specifically, sugar alcohols such as glycerin, propylene glycol, and sorbit.
- the amount of the dentifrice is preferably 5 to 50%, more preferably 10 to 30%. In the mouthwash, 0 to 15%, particularly 1 to 10% is preferable.
- an anionic surfactant such as sodium lauryl sulfate or the like, polyoxyethylene hydrogenated castor oil having an average added mole number of ethylene oxide of 10 to 100, etc., as necessary, as long as the effects of the present invention are not hindered.
- Nonionic surfactants can be blended.
- the blending amount of the surfactant is 0 to 5%. When blended, 0.1 to 5%, particularly 0.1 to 2.5% is preferable.
- the solvent purified water is usually used.
- the water content in the composition of the liquid preparation is preferably 40% or more, particularly 50% or more, and particularly preferably 60% or more.
- the composition of the present invention may contain a lower alcohol having 1 to 3 carbon atoms, particularly ethanol, preferably 10% or less, more preferably 8% or less. Also good.
- a liquid preparation such as a mouthwash, it is preferable not to add ethanol because it can suppress irritation and improve the feeling of use.
- “substantially free” means that the amount of ethanol in the composition is preferably in consideration of the fact that a small amount of raw material-derived ethanol may be contained in the fragrance compounded in the composition. 100 ppm or less, more preferably 50 ppm or less, particularly preferably 10 ppm or less.
- Examples of the pH adjuster include citric acid, phosphoric acid, and a sodium salt thereof.
- the composition of the present invention preferably has a pH of 5.5 to 7.5 at 25 ° C., and citric acid and its sodium salt, or phosphoric acid and its sodium salt are preferred as the pH adjusting agent in the vicinity thereof.
- Examples of the sweetener include saccharin sodium.
- Examples of the preservative include paraoxybenzoic acid esters.
- As the colorant water-soluble pigments having high safety such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 and the like can be added.
- the active ingredient is not particularly limited as long as it can be incorporated into an oral composition, and is a nonionic fungicide such as isopropylmethylphenol, an anti-inflammatory agent such as tranexamic acid or epsilon-aminocaproic acid, various enzymes, and fluorine.
- a nonionic fungicide such as isopropylmethylphenol
- an anti-inflammatory agent such as tranexamic acid or epsilon-aminocaproic acid
- various enzymes such as tranexamic acid or epsilon-aminocaproic acid
- fluorine various enzymes, and fluorine.
- Chemical compounds, vitamins, water-soluble copper compounds, plant extracts, tartar, plaque formation-preventing ingredients, hypersensitivity-suppressing ingredients, and the like can be incorporated in an effective amount within a range that does not interfere with the effects of the present invention.
- Examples and Comparative Examples Judgment by using 10 mL of test composition (mouthwash) in the composition shown in Tables 1 to 3 in the mouth, rinsing for 30 seconds, after mouthwash, no taste of taste and distinctive flavor based on the following rating criteria Three people judged. The average value of 3 persons was calculated
- unsatisfactory taste means that there is no bitterness or astringency immediately after application in the oral cavity, and a unique taste derived from a cationic fungicide is not observed.
- the distinction of flavor is a state in which the original flavor of the preparation is expressed without giving off a nasty taste in the oral cavity and gives a pleasant flavor.
- Evaluation criteria ⁇ : 3.5 points or more and 4.0 points or less ⁇ : 3.0 points or more and less than 3.5 points ⁇ : 2.0 points or more and less than 3.0 points ⁇ : Less than 2.0 points
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
Abstract
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020167019389A KR102454653B1 (ko) | 2014-07-11 | 2015-07-09 | 구강용 조성물 |
| JP2016532962A JP6740901B2 (ja) | 2014-07-11 | 2015-07-09 | 口腔用組成物及び口腔用組成物におけるカチオン性殺菌剤の異味抑制方法 |
| CN201580035319.0A CN106659656B (zh) | 2014-07-11 | 2015-07-09 | 口腔用组合物 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014-142894 | 2014-07-11 | ||
| JP2014142894 | 2014-07-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2016006647A1 true WO2016006647A1 (fr) | 2016-01-14 |
Family
ID=55064275
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2015/069735 Ceased WO2016006647A1 (fr) | 2014-07-11 | 2015-07-09 | Composition pour son utilisation dans la cavité buccale |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP6740901B2 (fr) |
| KR (1) | KR102454653B1 (fr) |
| CN (1) | CN106659656B (fr) |
| WO (1) | WO2016006647A1 (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018151076A1 (fr) * | 2017-02-20 | 2018-08-23 | ライオン株式会社 | Composition de dentifrice de type gel et inhibiteur de l'adhésivité pour celle-ci |
| WO2019039490A1 (fr) * | 2017-08-23 | 2019-02-28 | 三栄源エフ・エフ・アイ株式会社 | Inhibiteur d'odeur de protéine |
| JP2022076813A (ja) * | 2020-11-10 | 2022-05-20 | ライオン株式会社 | 口腔用組成物 |
| WO2022145161A1 (fr) * | 2020-12-28 | 2022-07-07 | ライオン株式会社 | Composition pour cavité buccale |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2021240478A1 (en) * | 2020-03-26 | 2022-10-20 | Kenvue Brands Llc | Compositions comprising Carum carvi and Rosmarinus officinalis extracts and methods of using same |
| CN112353709A (zh) * | 2020-11-04 | 2021-02-12 | 广州市盛龙口腔清洁用品有限公司 | 一种复配有薄荷清凉剂的牙膏 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5888334A (ja) * | 1981-11-20 | 1983-05-26 | Takasago Corp | 3−l−メントキシプロパン−1、2−ジオ−ル |
| JP2004010497A (ja) * | 2002-06-03 | 2004-01-15 | Lion Corp | オーラル組成物 |
| JP2005104911A (ja) * | 2003-09-30 | 2005-04-21 | Sunstar Inc | 口腔用組成物 |
| US20080317923A1 (en) * | 2007-06-19 | 2008-12-25 | Symrise Gmbh & Co. Kg | Aroma composition for reducing or suppressing an undesired bitter, astringent impression |
Family Cites Families (13)
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| JPS58214654A (ja) | 1982-06-07 | 1983-12-13 | Honda Motor Co Ltd | ト−チ点火式多気筒内燃機関用多連気化器 |
| JPS6148813A (ja) | 1984-08-17 | 1986-03-10 | Yokogawa Hokushin Electric Corp | ホログラムを用いた光走査装置 |
| ATE191844T1 (de) | 1994-06-10 | 2000-05-15 | Procter & Gamble | Mundspülungsmittel |
| WO2008075942A1 (fr) * | 2006-12-20 | 2008-06-26 | Givaudan Nederland Services B.V. | P-menthane-3-carboxamide n-substitué et son utilisation |
| US9060943B2 (en) | 2009-04-09 | 2015-06-23 | Symrise Ag | Compositions comprising trans-tert-butyl cyclohexanol as skin irritation-reducing agent |
| JP2011148706A (ja) * | 2010-01-19 | 2011-08-04 | Sunstar Inc | 口腔用組成物 |
| JP5666193B2 (ja) | 2010-08-05 | 2015-02-12 | ライオン株式会社 | 非希釈含嗽剤組成物及びその使用方法 |
| JP5803047B2 (ja) * | 2011-06-30 | 2015-11-04 | 高砂香料工業株式会社 | 抗菌剤組成物 |
| CN103906500B (zh) * | 2011-11-09 | 2017-08-08 | 高露洁-棕榄公司 | 无酒精漱口水 |
| JP5220942B1 (ja) * | 2012-08-07 | 2013-06-26 | 長谷川香料株式会社 | メントールの苦味抑制剤 |
| JP2014070046A (ja) * | 2012-09-28 | 2014-04-21 | Toyobo Co Ltd | Pgaイオンコンプレックスを含有する歯科口腔用組成物 |
| JP2014094914A (ja) * | 2012-11-08 | 2014-05-22 | Tosoh Silica Corp | シリカ及び該シリカを用いた歯牙研磨剤 |
| JP2014125440A (ja) * | 2012-12-26 | 2014-07-07 | Lion Corp | 口腔用組成物 |
-
2015
- 2015-07-09 JP JP2016532962A patent/JP6740901B2/ja active Active
- 2015-07-09 WO PCT/JP2015/069735 patent/WO2016006647A1/fr not_active Ceased
- 2015-07-09 CN CN201580035319.0A patent/CN106659656B/zh active Active
- 2015-07-09 KR KR1020167019389A patent/KR102454653B1/ko active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5888334A (ja) * | 1981-11-20 | 1983-05-26 | Takasago Corp | 3−l−メントキシプロパン−1、2−ジオ−ル |
| JP2004010497A (ja) * | 2002-06-03 | 2004-01-15 | Lion Corp | オーラル組成物 |
| JP2005104911A (ja) * | 2003-09-30 | 2005-04-21 | Sunstar Inc | 口腔用組成物 |
| US20080317923A1 (en) * | 2007-06-19 | 2008-12-25 | Symrise Gmbh & Co. Kg | Aroma composition for reducing or suppressing an undesired bitter, astringent impression |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018151076A1 (fr) * | 2017-02-20 | 2018-08-23 | ライオン株式会社 | Composition de dentifrice de type gel et inhibiteur de l'adhésivité pour celle-ci |
| WO2019039490A1 (fr) * | 2017-08-23 | 2019-02-28 | 三栄源エフ・エフ・アイ株式会社 | Inhibiteur d'odeur de protéine |
| JPWO2019039490A1 (ja) * | 2017-08-23 | 2020-07-30 | 三栄源エフ・エフ・アイ株式会社 | タンパク臭抑制剤 |
| JP7171581B2 (ja) | 2017-08-23 | 2022-11-15 | 三栄源エフ・エフ・アイ株式会社 | タンパク臭抑制剤 |
| JP2022076813A (ja) * | 2020-11-10 | 2022-05-20 | ライオン株式会社 | 口腔用組成物 |
| WO2022145161A1 (fr) * | 2020-12-28 | 2022-07-07 | ライオン株式会社 | Composition pour cavité buccale |
| JP2022104234A (ja) * | 2020-12-28 | 2022-07-08 | ライオン株式会社 | 口腔用組成物 |
| JP7558059B2 (ja) | 2020-12-28 | 2024-09-30 | ライオン株式会社 | 口腔用組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR102454653B1 (ko) | 2022-10-14 |
| CN106659656A (zh) | 2017-05-10 |
| JPWO2016006647A1 (ja) | 2017-04-27 |
| JP6740901B2 (ja) | 2020-08-19 |
| CN106659656B (zh) | 2020-01-10 |
| KR20170022968A (ko) | 2017-03-02 |
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