EP3661483A1 - 1,4 :3,6 dianhydrohexitols pour hydrater la peau - Google Patents
1,4 :3,6 dianhydrohexitols pour hydrater la peauInfo
- Publication number
- EP3661483A1 EP3661483A1 EP18758949.4A EP18758949A EP3661483A1 EP 3661483 A1 EP3661483 A1 EP 3661483A1 EP 18758949 A EP18758949 A EP 18758949A EP 3661483 A1 EP3661483 A1 EP 3661483A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- preparation
- dianhydrohexitol
- composition
- skin
- topical
- 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.)
- Pending
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
- A61K8/49—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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/022—Powders; Compacted Powders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- 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
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
Definitions
- the invention relates to the non-therapeutic use of a composition based on 1, 4: 3,6 dianhydrohexitol, preferably based on isosorbide, to moisturize the skin.
- a composition based on 1, 4: 3,6 dianhydrohexitol preferably based on isosorbide
- glycerin Today the moisturizing agent of the skin most used in the field of cosmetics is glycerin. It is indeed contained in a large number of cosmetic products for topical use, such as creams, lotions, shower gels and shampoos, to give them moisturizing properties. However, glycerin has a number of sensory disadvantages when used in high amounts. Indeed, depending on the topical preparations retained, a glycerin content greater than 20%, or even greater than only 10% by weight relative to the weight of said preparation, causes the skin a greasy and sticky touch, considered unpleasant.
- Patent Application EP 1 891 929 A1 describes the use of isosorbide as an anti-wrinkle agent in cosmetic preparations for the skin such as creams or lotions. According to this application, isosorbide reduces the thickening of the epidermis induced by photoaging, which results in a reduction of wrinkles. A moisturizing effect of isosorbide is neither described nor suggested.
- one of the objectives of the present invention is to provide an alternative to glycerin which does not have the disadvantages of greasy and tacky touch.
- the subject of the invention is the non-therapeutic use of a composition comprising at least one 1,4-3,6-dianhydrohexitol, in particular isosorbide, for moisturizing the skin as well as a composition for topical use comprising a composition comprising at least 1, 4: 3,6 dianhydrohexitol, this at least one 1,4: 3,6 dianhydrohexitol being in particular isosorbide, as moisturizing agent.
- a composition comprising at least one 1,4-3,6-dianhydrohexitol, in particular isosorbide
- the 1: 4, 3: 6 dianhydrohexitols prove to be moisturizing agents of the skin with a good moisturizing power, both instantaneously and lasting over time.
- a topical preparation formulated with a composition comprising at least one 1,4: 3,6 dianhydrohexitol leaves a dry and powdery feel on the skin.
- a composition comprising at least 1, 4: 3,6 dianhydrohexitol does not give rise to a greasy and sticky touch.
- it provides a feeling of freshness greater than glycerin.
- a topical preparation formulated with a composition comprising at least 1, 4: 3,6 dianhydrohexitol spreads more easily on the skin and penetrates better into the skin than a control preparation formulated with glycerine.
- the moisturizing power is similar to the ability of a topical preparation to hydrate the superficial layer of the epidermis: the water contained in said preparation will be conveyed in this layer. From a sensory point of view, it results in a sensation of freshness.
- This hydrating power can for example be measured by corneometry, a scientifically recognized method for measuring the hydration of the superficial layers of the skin, the implementation of which is explained in more detail in the examples section.
- the moisturizing power should not be confused with other properties that are measured on the surface of the skin and not in the layers of the epidermis. This is for example the case of touch. Some characteristics of the touch do not depend on the moisturizing power: thus, a preparation for topical use can cause a greasy and sticky touch if it is for example glycerin-based, or conversely dry and powdery as in the case of the invention.
- the touch can be influenced by the hydrating power: a better hydration of the upper layer of the epidermis makes the skin softer and more elastic. But in all cases, touch refers to a property that is measured on the surface of the skin, not in the layers of the epidermis.
- 1,3,4,6-dianhydrohexitols also known simply as dianhydrohexitols or isohexides, are products of internal double dehydration of C6 polyols (hexitols) such as sorbitol, mannitol and iditol.
- 1,4: 3,6 dianhydrohexitol includes isosorbide (1,4: 3,6 dianhydrosorbitol), isomannide (1,4: 3,6 dianhydromannitol), isoidide ( 1, 4: 3.6 dianhydroiditol).
- the composition used in accordance with the invention may contain only 1, 4: 3,6 dianhydrohexitol, preferably isosorbide, or any mixture of the aforementioned 1,4, 3,6 dianhydrohexitols.
- composition comprising at least one 1,4-4,6-dianhydrohexitol used according to the invention may be employed in solid form, preferably crystallized, especially in the form of powder or flakes, or in liquid form.
- the composition in solid form, is not necessarily completely anhydrous and may therefore contain water in a small amount, especially up to about 5% by weight.
- it is generally a paste or an aqueous solution of at least 1, 4: 3,6 dianhydrohexitol having a dry matter may be between 1 and 95% by weight.
- 1, 4: 3,6 dianhydrohexitol it will be preferred that is to say having a dry matter greater than 30% by weight, preferably greater than 50% by weight and more preferably greater than 70% by weight.
- a composition of 1,4: 3,6 dianhydrohexitol having a solids content of between 75% and 85% by weight.
- the 1,4, 3,6 dianhydrohexitols being natural products resulting from the transformation of the starch, they always contain impurities such as for example caramelized sugars and products resulting from thermal reactions or Maillard. Therefore, they are generally used in the form of a composition whose dry weight content consists essentially of a single 1, 4: 3,6 dianhydrohexitol.
- dry weight content consisting essentially of at least one 1,4-4,6-dianhydrohexitol means a content of 1,4-4,6-dianhydrohexitol of at least 75% by weight. dry / dry and preferably at least 90% dry weight / sec.
- the presence of coloring or odorous impurities such as caramelized sugars and products resulting from thermal reactions or Maillard that may contain some of these compositions of 1, 4: 3,6 dianhydrohexitol unpurified will be limited to a content of dry weight less than 2%, better less than 1% and more preferably less than 0.5% relative to the total dry matter in 1, 4: 3,6 dianhydrohexitol of the composition.
- the presence of coloring or odorous impurities is less than 0.2% relative to this dry matter and preferably less than 0.1% relative to this dry matter. More preferably still, the composition is colorless and is totally odor neutral.
- composition used according to the invention will be prepared from or comprise a composition whose dry weight content consists essentially of a single 1, 4: 3,6 dianhydrohexitol, this dry weight content being at less than 98%, preferably at least 99% and more preferably at least 99.5%.
- the composition used according to the invention may comprise several 1, 4: 3,6 dianhydrohexitols or a single 1,4-3,6 dianhydrohexitol, preferably isosorbide.
- This composition may be used alone or as a mixture with other products that may be of interest for the formulation of the preparation for topical use, such as in particular other moisturizing agents such as betaine, sorbitol, xylitol, glycerin or acetamidoethoxyethanol or other active products or sensory effects vis-à-vis the skin, such as starch.
- a composition in which the at least one 1,4-3,6 dianhydrohexitol is isosorbide is preferably employed.
- this can be used in solid or liquid form, preferably having an isosorbide content of at least 98.5% by dry weight, preferably at least 99% by dry weight and more preferably still at least 99.5% by dry weight relative to the total dry matter.
- isosorbide is used in liquid form.
- the range of isosorbide marketed by the applicant company under the trade name POLYSORB® is particularly suitable for the purposes of the present invention.
- the composition comprising at least one 1,4: 3,6 dianhydrohexitol, in particular the composition comprising isosorbide is incorporated in a preparation for topical use.
- topical use is intended to mean any composition intended to be brought into contact with the skin, whether human or animal. It can thus be a cosmetic composition, a pharmaceutical composition or a veterinary composition.
- preparations for topical use include lotions, creams, serums, gels, ointments, balms, liquid soaps or shower gels, shampoos, suds, foundations, antiperspirants and deodorants.
- compositions may comprise, in addition to the composition comprising at least one 1,4-4,6-dianhydrohexitol, other ingredients usually used in topical preparations, such as, for example, cosmetic, pharmaceutical and / or veterinary active ingredients, and adjuvants such as as preservatives, solubilizers or perfumes. It may also comprise other moisturizing agents such as betaine, sorbitol, xylitol, glycerin or acetamidoethoxyethanol or other active or sensory effect products with regard to the skin, such as starch.
- moisturizing agents such as betaine, sorbitol, xylitol, glycerin or acetamidoethoxyethanol or other active or sensory effect products with regard to the skin, such as starch.
- the composition comprising at least one 1,4: 3,6 dianhydrohexitol can be used as a total or partial replacement of the glycerin usually used as a moisturizing agent in topical preparations. Preferably, it completely replaces glycerin.
- the topical preparation is glycerin free.
- the preparation for topical use may contain glycerol at a low content, especially less than or equal to 10%, preferably less than or equal to 5% and more preferably still less than or equal to 1% by weight relative to the total weight. of the preparation.
- the total content of 1,4: 3,6 dianhydrohexitol of the preparation for topical use may be between 0.1% and 50%, preferably between 1% and 40%, more preferably between 5% and 30% and better. still between 10% and 25% by dry weight relative to the total weight of the preparation. It is understood that the use of the term "1, 4: 3,6 dianhydrohexitol" in the singular in the context of the content in the topical formulation means that it may be the content of a single 1, 4: 3,6 dianhydrohexitol or in several 1, 4: 3,6 dianhydrohexitols.
- compositions comprising at least 1, 4: 3,6 dianhydrohexitol as hydrating agent have many advantages as explained above.
- the use of at least 1, 4: 3,6 dianhydrohexitol as a moisturizing agent has the advantage of not giving a greasy and / or sticky touch but dry and powdery even when used at high levels, especially at total contents of 1, 4: 3,6 dianhydrohexitol greater than or equal to 10% by dry weight relative to the total weight of the composition.
- the 1,4-4,6-dianhydrohexitol content of the preparation for topical use is advantageously greater than or equal to 10%, preferably greater than or equal to 15%, more preferably greater than or equal to 20% by dry weight relative to to the total weight of the preparation.
- this content will not exceed 40%, preferably 30% and even more preferably 25% by dry weight relative to the total weight of the preparation.
- the invention also relates to a topical preparation comprising a moisturizing agent, said moisturizing agent being a composition comprising at least one 1,4-4,6-dianhydrohexitol, as described above. As indicated above, this composition may in particular be free of glycerine.
- the invention also relates to a skin hydration method comprising the application to the skin surface of a preparation for topical use as described above.
- composition of the lotion was as follows (% by weight / total weight):
- composition of the gel was as follows (% w / w): 6% by weight of isososorbide, sorbitol, xylitol, betaine or glycerin and 1% by weight of gelling carbomer in water.
- the placebo consists of only 1% by weight of gelling carbomer in water.
- the moisturizing efficacy of each of the preparations for topical use was evaluated by corneometry. Corneometry is a scientifically recognized method for measuring the hydration of the superficial layers of the skin. It is based on the determination of the capacitance of the superficial stratum corneum. The study was conducted with ten healthy volunteers, aged 18 to 65 years.
- the moisturizing efficacy of each of the five formulas was evaluated 1 hour, 2 hours and 4 hours after its application to the laboratory on the inside of the forearm.
- the evaluation was performed by comparing the hydration level of the area where the product was applied after 1 hour (T1 h), 2 hours (T2h) and 4 hours (T4h) with the level of hydration measured before application of the product (TO).
- the Corneometer probe (surface 49 mm 2 ) is positioned perpendicular to the test area which has been previously delineated with a pencil. The capacitance measurement lasts 1 second. Each measurement is executed twice and the average of the two measurements is noted. The instrument gives the values in arbitrary units ranging from 0 to 130, with a margin of error of ⁇ 3%. Each volunteer sat for about 1 minutes in an air-conditioned room before each measurement with the Corneometer® to avoid abnormal results due to excessive sweating or stress.
- Table 2 below reports the average hydration values expressed in arbitrary units (AU). The variations in hydration between TO and T1 h, T2h and T4h respectively are given in Table 3. Table 2
- compositions of the two body milks evaluated correspond to those given in Example 1.
- the two body milks are proposed in comparison and randomized for each panelist. Two pairs of products are evaluated per session
- the panelist For each product, the panelist must evaluate the following descriptors on the surface of the epidermis: fresh, spreading, fat, sticky, soft, penetration. Each panelist scores the descriptors on a scale between 0 and 10. Assessment Protocol
- the forearms are washed beforehand. Then, two application areas with a surface of 5cm 2 (1 x 5) are plotted on the forearm of each panelist for product evaluation. 0.2 g of each product is applied to the defined area for evaluation.
- isosorbide-containing body milk as a moisturizing agent is significantly less tacky and fat than glycerin-based body milk. In addition, it spreads better, provides a greater sensation of freshness, is softer and more penetrating. In conclusion, the use of isosorbide as a total replacement for glycerin induces sensory benefits sought by the consumer that glycerine is not able to provide.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1757421A FR3069775B1 (fr) | 2017-08-02 | 2017-08-02 | 1,4 :3,6 dianhydrohexitols pour hydrater la peau |
PCT/FR2018/051981 WO2019025730A1 (fr) | 2017-08-02 | 2018-08-01 | 1,4 :3,6 dianhydrohexitols pour hydrater la peau |
Publications (1)
Publication Number | Publication Date |
---|---|
EP3661483A1 true EP3661483A1 (fr) | 2020-06-10 |
Family
ID=60888472
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP18758949.4A Pending EP3661483A1 (fr) | 2017-08-02 | 2018-08-01 | 1,4 :3,6 dianhydrohexitols pour hydrater la peau |
Country Status (9)
Country | Link |
---|---|
US (1) | US11464726B2 (ja) |
EP (1) | EP3661483A1 (ja) |
JP (1) | JP7324742B2 (ja) |
KR (1) | KR20200035032A (ja) |
CN (1) | CN110944621A (ja) |
BR (1) | BR112020001992B1 (ja) |
CA (1) | CA3071546A1 (ja) |
FR (1) | FR3069775B1 (ja) |
WO (1) | WO2019025730A1 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3094215B1 (fr) * | 2019-03-28 | 2021-03-26 | Roquette Freres | Utilisation de dianhydrohexitol pour éliminer les effets cosmétique de l’acné |
FR3094217A1 (fr) * | 2019-03-28 | 2020-10-02 | Roquette Freres | Utilisation de dianhydrohexitol pour la conservation des préparations cosmétiques |
JP2022526951A (ja) * | 2019-03-28 | 2022-05-27 | ロケット フレール | ざ瘡、頭垢及び悪臭の美容上の影響を排除するためのジアンヒドロヘキシトールの使用 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU1436402A (en) * | 2000-11-06 | 2002-05-15 | Samyang Corp | Transdermal drug delivery system with improved water absorbability and adhesion properties |
TWI312687B (en) | 2005-04-21 | 2009-08-01 | Kao Corporatio | Skin lotion and wrinkle improving agent |
KR101499257B1 (ko) * | 2005-10-31 | 2015-03-05 | 교와 가부시키가이샤 | 이소소르비드 제제 |
JP4667336B2 (ja) | 2006-09-28 | 2011-04-13 | 花王株式会社 | 皮膚外用剤 |
ATE500817T1 (de) * | 2008-12-23 | 2011-03-15 | Intendis Gmbh | Schäumbare zusammensetzung, die im wesentlichen frei von pharmazeutisch aktiven inhaltsstoffen ist, zur behandlung der menschlichen haut |
US8496917B2 (en) * | 2009-11-13 | 2013-07-30 | Sytheon Ltd | Compositions and methods for improving skin appearance |
US20130183257A1 (en) * | 2009-11-13 | 2013-07-18 | Sytheon Ltd. | Compositions and methods for improving skin appearance |
CN103083282B (zh) * | 2011-11-03 | 2015-11-18 | 杭州济迩斯生物科技有限公司 | 一种水凝胶疤痕贴及其制备工艺 |
CN102757445B (zh) * | 2012-07-27 | 2014-06-25 | 山东福田药业有限公司 | 一种异山梨醇的制备工艺 |
FR3005315B1 (fr) * | 2013-05-02 | 2015-06-05 | Roquette Freres | Procede de stabilisation d'une composition contenant au moins un produit de deshydratation interne d'un sucre hydrogene, composition obtenue et ses utilisations |
EP2839828A1 (en) * | 2013-08-23 | 2015-02-25 | Nitto Denko Corporation | Compunds and formulations for the treatment of wounds |
US9605108B2 (en) * | 2014-04-24 | 2017-03-28 | New Jersey Institute Of Technology | Isosorbide-derived epoxy resins and methods of making same |
-
2017
- 2017-08-02 FR FR1757421A patent/FR3069775B1/fr active Active
-
2018
- 2018-08-01 KR KR1020207002740A patent/KR20200035032A/ko not_active Application Discontinuation
- 2018-08-01 WO PCT/FR2018/051981 patent/WO2019025730A1/fr unknown
- 2018-08-01 JP JP2020505407A patent/JP7324742B2/ja active Active
- 2018-08-01 CN CN201880049408.4A patent/CN110944621A/zh active Pending
- 2018-08-01 US US16/633,536 patent/US11464726B2/en active Active
- 2018-08-01 CA CA3071546A patent/CA3071546A1/fr active Pending
- 2018-08-01 EP EP18758949.4A patent/EP3661483A1/fr active Pending
- 2018-08-01 BR BR112020001992-5A patent/BR112020001992B1/pt active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
FR3069775B1 (fr) | 2020-02-14 |
CN110944621A (zh) | 2020-03-31 |
FR3069775A1 (fr) | 2019-02-08 |
US11464726B2 (en) | 2022-10-11 |
JP2020529417A (ja) | 2020-10-08 |
US20200230042A1 (en) | 2020-07-23 |
BR112020001992B1 (pt) | 2024-02-15 |
CA3071546A1 (fr) | 2019-02-07 |
BR112020001992A2 (pt) | 2020-08-18 |
WO2019025730A1 (fr) | 2019-02-07 |
KR20200035032A (ko) | 2020-04-01 |
JP7324742B2 (ja) | 2023-08-10 |
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