WO2020229425A1 - Système photoprotecteur constitué de 4 filtres solaires - Google Patents
Système photoprotecteur constitué de 4 filtres solaires Download PDFInfo
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- WO2020229425A1 WO2020229425A1 PCT/EP2020/063081 EP2020063081W WO2020229425A1 WO 2020229425 A1 WO2020229425 A1 WO 2020229425A1 EP 2020063081 W EP2020063081 W EP 2020063081W WO 2020229425 A1 WO2020229425 A1 WO 2020229425A1
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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
- A61K8/30—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
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- 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
- A61K8/06—Emulsions
-
- 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
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- 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 invention relates to a cosmetic or pharmaceutical composition
- a cosmetic or pharmaceutical composition comprising at least one cosmetically or pharmaceutically acceptable excipient and a photoprotective system consisting of 4 liposoluble or dispersed filters, in particular hydrodispersed, in which the photoprotective system represents between 4% and 20% by weight of the composition. relative to the total weight of the composition.
- sunscreens consist mainly of organic chemical filters, which are not all perfectly harmless, especially when several are combined, which generates a risk of harmful interactions between the different compounds. Consequently, it is advantageous to minimize, on the one hand, the number of ultraviolet filters constituting a photoprotective composition, and, on the other hand, the concentration of said filters within the composition, in order to obtain better results in terms of tolerance and toxicity to the user. It is also beneficial for the environment, as the UV filters in sunscreen often end up in the ocean.
- the present invention therefore relates firstly to a cosmetic or pharmaceutical composition
- a cosmetic or pharmaceutical composition comprising at least one cosmetically or pharmaceutically acceptable excipient and a photoprotective system consisting of:
- a sunscreen selected from the group consisting of ethylhexyl triazone, diethylhexyl butamido triazone and 2-ethylhexyl salicylate,
- the photoprotective system represents between 4% and 20% by weight of the composition relative to the total weight of the composition
- composition comprising no solar filter other than those constituting said photoprotective system.
- the term “photoprotective system” is understood to mean a combination of compounds which, after application to a surface (skin, hair, etc.), makes it possible to use absorption and / or reflection and / or reflection mechanisms. or broadcast of UVA and / or UVB radiation, to prevent, or at least limit, the contact of said radiation with said surface.
- UV radiation commonly abbreviated UV, denotes solar ultraviolet radiation but also artificial ultraviolet radiation, generated by tanning lamps for example.
- UVA radiation or simply UVA, is meant ultraviolet rays having a wavelength l between 320 and 400 nm.
- sun filter or UV filter designates a substance capable of filtering UV radiation to protect a surface, typically the skin or the hair, against the harmful effects of this radiation.
- a sun filter is called a UVA filter or UVB filter depending on whether it mainly filters UVA or UVB.
- a so-called broadband or broad spectrum sun filter filters both UVA and UVB rays.
- solar filter sometimes abbreviated as filter, will be used interchangeably, whether it is a filter or a screen.
- a sun filter can be fat-soluble or water-soluble, depending on whether it dissolves more easily in lipids or in water, or else not soluble.
- An insoluble sunscreen can nevertheless be integrated into a sun protection composition, typically in a dispersed form, in particular hydrodispersed when it is dispersed in an aqueous phase.
- the photoprotective system constituting a composition according to the invention comprises only 4 sun filters, of the fat-soluble or non-soluble type, and is therefore devoid of water-soluble filters.
- water-soluble filters are, in general, more easily assimilated by marine organisms than fat-soluble or non-soluble filters. Consequently, the Applicant's choice of using only liposoluble or dispersed filters, in particular water-dispersed filters, makes it possible to minimize the impact of the composition according to the invention on the marine environment.
- the photoprotective system represents between 6% and 19%, in particular between 7% and 18%, in particular between 8% and 17% by weight of the composition relative to the total weight of the composition.
- the photoprotective system represents between 8% and 20%, in particular between 10% and 20%, in particular between 12% and 17%, advantageously between 14% and 17% , for example between 15% and 16% by weight of the composition relative to the total weight of the composition.
- the photoprotective system constituting a composition according to the invention consists of the following filters.
- This is essentially a UVA filter, having a maximum absorption wavelength max equal to 355 nm, of non-soluble category. It is in particular a water-dispersible filter.
- Phenylene bis-diphenyltriazine is typically in the form of an aqueous dispersion, comprising between 20% and 50%, in particular between 40% and 50% by weight of active material relative to the total weight of the dispersion.
- the process for preparing the aqueous dispersion consists of grinding the insoluble organic filter in the form of particles, using a grinding device and in the presence of a grinding aid.
- wet grinding processes are used (wet grinding, wet mixing) and the grinding aid allows better dispersion of the particles. These techniques are well known to those skilled in the art.
- the grinding apparatus can be, for example, a microbead mill, a vibrating mill or a ball mill.
- the grinding adjuvant is chosen from the group consisting of anionic, nonionic or amphoteric surfactants, emulsifiers and dispersants such as PPG-1 -PEG-9 Lauryl Glycol Ether (Eumulgin® L, marketed by BASF).
- the size D50 of the phenylene bis-diphenyltriazine particles is between 100 and 1000 nm, more particularly between 100 and 500 nm, even more particularly between 120 and 400 nm, in particular between 120 and 250 nm, in particularly between 120 and 200 nm, typically between 150 and 200 nm.
- size D50 or “median” is meant the size for which the cumulative function F (D) is equal to 50%, F (D) being defined according to the following relation:
- f (D) is the particle size distribution in number
- D is a size class.
- the BEMT represents between 1% and 4%, in particular between 2% and 3% by weight of the composition relative to the total weight of the composition.
- hexyl 2- [4- (diethylamino) -2-hydroxybenzoyl] benzoate (CAS No: 302776-68-7), also called diethylamino hydroxybenzoyl hexyl benzoate or DHHB, marketed by BASF under the name Uvinul A Plus ® . It is a liposoluble UVA filter, having a maximum absorption wavelength ⁇ max equal to 354 nm.
- the DHHB represents between 1% and 10%, for example between 3% and 10%, in particular between 4% and 9%, typically between 5% and 8%, in particular between 6% and 7% or advantageously between 5% and 6% by weight of the composition relative to the total weight of the composition.
- a sunscreen selected from the group consisting of ethylhexyl triazone, diethylhexyl butamido triazone and 2-ethylhexyl salicylate. These three filters are liposoluble UVB filters.
- EHT Ethylhexyl triazone or EHT (CAS n °: 88122-99-00), marketed by BASF under the name Uvinul T 150 ® , has a maximum absorption wavelength m3X equal to 314 nm.
- Diethylhexyl butamido triazone (CAS n °: 154702-15-5), marketed by 3V Sigma under the name Uvasorb HEB ® , has a maximum absorption wavelength m3X equal to 310 nm.
- 2-Ethylhexyl salicylate (CAS No: 118-60-5), also called octyl salicylate or ethylhexyl salicylate (EHS) is marketed by the company Aako BV under the name Aako Sun EHS ® .
- the sun filter (d) represents between 1% and 5% o, in particular between 2% and 4%, in particular between 3% and 4% by weight of the composition relative to the total weight of the composition. composition.
- the sunscreen (d) corresponds to ethylhexyl triazone or to diethylhexyl butamido triazone, preferably it is ethylhexyl triazone.
- the sunscreen (d) corresponds to ethylhexyl triazone and represents between 1% and 5%, in particular between 2% and 4%, in particular between 3% and 4% by weight of the composition by relative to the total weight of the composition.
- the cosmetic or pharmaceutical composition according to the invention comprises at least one cosmetically or pharmaceutically acceptable excipient and a photoprotective system consisting of:
- the photoprotective system representing between 4% and 20%, for example between 6% and 19%, in particular between 7% and 18%, in particular between 8% and 17%, advantageously between 14% and 17%, typically between 15% and 16% by weight of the composition relative to the total weight of the composition,
- the photoprotective system constituting a composition according to the invention is photostable.
- the term “photostable” is understood to mean that after irradiation of 5 DEM and preferably 10 DEM, at least 80%, preferably at least 85% and advantageously at least 90% of the total FPS (290 at 400 nm).
- SPF sun protection factor
- the SPF of a composition according to the invention is greater than or equal to 50, advantageously greater than or equal to 60.
- the FPS / UVA ratio is less than or equal to 3, in accordance with the regulations in force.
- the denominator of said quotient corresponds to the UVA portion (320 to 400 nm) of the total SPF, and can be calculated according to the method recommended by COLIPA (European Federation of Perfumery Industries), in its directives published in March 2011.
- the photoprotective system satisfying the characteristics stated above with respect to the FPS and the FPS / UVA ratio then typically represents between 8% and 20%, in particular between 10% and 20%, in particular between 12% and 17%, advantageously between 14% and 17%, for example between 15% and 16% by weight of the composition relative to the total weight of the composition.
- compositions according to the invention can thus comprise conventional pharmaceutical or cosmetic adjuvants in particular chosen from fatty substances, organic solvents, thickeners, opacifiers, stabilizers, emollients, anti-foam agents, perfumes, preservatives, polymers, fillers, sequestrants, bactericides, odor absorbers, alkalinizing or acidifying agents, surfactants, anti-free radicals, vitamins E and C, alpha-hydroxy acids, emulsifiers, active agents (in particular softeners, moisturizers, antioxidants) or any other ingredient usually used in pharmaceuticals or cosmetics, in particular for the manufacture of anti-sun compositions.
- the fatty substances can consist of an oil or a wax or their mixtures, and they also include fatty acids, fatty alcohols and fatty acid esters.
- the composition may further comprise a polyol which is miscible with water at ambient temperature (approximately 25 ° C.), in particular chosen from polyols having in particular from 2 to 20 carbon atoms, preferably having from 2 to 10 carbon atoms, and preferably having from 2 to 6 carbon atoms, such as glycerin; glycol derivatives such as propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, diethylene glycol; glycol ethers such as C1 -C4 alkyl ethers of mono-, di- or tri-propylene glycol, C1-C4 alkyl ethers of mono-, di- or tri-ethylene glycol, and mixtures thereof .
- a polyol which is miscible with water at ambient temperature approximately 25 ° C.
- polyols having in particular from 2 to 20 carbon atoms, preferably having from 2 to 10 carbon atoms, and preferably having from 2 to
- the composition can also comprise basifying or acidifying agents, and more particularly acids and bases making it possible to adjust the pH range of said composition.
- the bases can be mineral (soda, potash, ammonia, etc.) or organic such as mono-, di- or triethanolamine, an aminomethylpropanediol, N-methyl-glucamine, basic amino acids such as arginine and lysine, and their mixtures.
- compositions according to the invention can also comprise additional active agents chosen in particular from hydrating agents, desquamating agents, agents improving the barrier function, depigmenting agents, antioxidants, dermocontracting agents, anti-glycation agents, agents stimulating the synthesis of dermal and / or epidermal macromolecules and / or preventing their degradation, agents stimulating proliferation fibroblasts or keratinocytes and / or keratinocyte differentiation, NO synthase inhibitors, agents increasing the activity of the sebaceous gland, tightening agents, liporestructuring agents, slimming agents, agents promoting cutaneous microcirculation, soothing and / or irritant agents, sebum-regulators or anti-seborrheics, astringents, healing agents, anti-inflammatory agents, anti-acne agents, and mixtures thereof.
- additional active agents chosen in particular from hydrating agents, desquamating agents, agents improving the barrier function, depigmenting agents, antioxidants, dermocontracting agents, anti-
- composition according to the invention is free from ethanol and isopropanol.
- composition according to the invention comprises the following three emollients: C12-C15 alkyl benzoate, dicaprylyl carbonate and caprylic / capric triglycerides.
- composition according to the invention may further comprise one or more constituents selected from the group consisting of stearyl alcohol, glycerol monostearate, glycerol behenate, PEG-100 stearate, VP / eicosene copolymer, a polyacrylate, potassium cetyl phosphate, glycerol stearate, lauryl glucoside, polyglyceryl-2 dipolyhydroxystearate and isopropyl adipate.
- constituents selected from the group consisting of stearyl alcohol, glycerol monostearate, glycerol behenate, PEG-100 stearate, VP / eicosene copolymer, a polyacrylate, potassium cetyl phosphate, glycerol stearate, lauryl glucoside, polyglyceryl-2 dipolyhydroxystearate and isopropyl adipate.
- compositions according to the invention can be presented in any form suitable for topical application, in particular to the skin and / or the hair.
- they can be in the form of emulsions obtained by the dispersion of a fatty phase in an aqueous phase, for example an oil-in-water or water-in-oil or multiple emulsion, or in the form of 'a gel or an anhydrous liquid, pasty or solid product, or in the form of a dispersion in the presence of spherules.
- compositions according to the invention can also be less fluid and be in the form of a white or colored cream, an ointment, a milk, a lotion, a serum, a paste, a mask, a powder, a solid stick, or optionally an aerosol, a foam or a spray.
- These compositions can also be water resistant.
- composition according to the invention is more particularly a sun protection composition, commonly called a sunscreen composition, intended for protecting the skin (face and / or body) and / or the hair against ultraviolet radiation.
- a sun protection composition commonly called a sunscreen composition
- the present invention also relates to a composition as described above for its use for protecting the skin (face and / or body) and / or the hair against ultraviolet radiation.
- the present invention further relates to the use of a composition as described above for protecting the skin (face and / or body) and / or the hair against ultraviolet radiation.
- a sample of an aqueous dispersion of phenylene bis-diphenyltriazine is placed under magnetic stirring (2500 rev / min) for 2 min.
- the solution thus obtained is placed under magnetic stirring (2500 rev / min) for 30 s.
- the solution to be examined is removed and placed in the measuring vessel up to the obscuration limit of 15%.
- the spectrophotometer measures spectral transmittance through a plate with and without a layer of anti-solar composition on its surface.
- the spectrophotometer used for these measurements is the Labsphere ® UV-1000S or 2000S.
- the UV source is a solar simulator with a xenon arc lamp diffusing a Visible + UVA + UVB spectrum.
- the UV source used for this study is the Suntest CPS + (Atlas).
- the sample to be tested is applied to the PMMA plate at a dose of 1.3 mg / cm 2 (actual amount remaining on the plate). To ensure dose accuracy and reproducibility of results, the application area is greater than 10 cm 2 .
- At least three PMAAA plates should be prepared for each sample. Each plate should be measured in at least nine different domains unless almost the entire surface of the plate is measured spectrophotometrically.
- a (l) corresponds to the absorbance of the sample
- compositions according to the invention can be classified according to the categories indicated below, according to their photostability.
- This test is an alternative method to animal experiments for the evaluation of the ocular irritant potential on reconstructed human corneal epithelium.
- the principle is based on the determination of the average cytotoxicity index over 24 hours by application of the products to epithelia of reconstructed human corneas.
- compositions according to the invention can be classified according to the rating system indicated below, according to their MCb4 h .
- This test is an alternative method to animal experiments for the evaluation of the eye irritant potential.
- the principle is based on the evaluation of cytotoxicity by determining the concentration causing 50% mortality (LC50) using the neutral red release technique on rabbit corneal fibroblasts of the SIRC line after a contact time of 30 or 60 seconds.
- cytotoxicity of the product is given by a scale described in the French Official Journal of December 30, 1999, comprising 4 categories:
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- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
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Abstract
Description
Claims
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
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CN202080040379.2A CN113924079A (zh) | 2019-05-10 | 2020-05-11 | 由4种防晒剂组成的光保护系统 |
BR112021022461A BR112021022461A2 (pt) | 2019-05-10 | 2020-05-11 | Sistema fotoprotetor constituído de 4 filtros solares |
CA3139892A CA3139892A1 (fr) | 2019-05-10 | 2020-05-11 | Systeme photoprotecteur constitue de 4 filtres solaires |
AU2020276380A AU2020276380B2 (en) | 2019-05-10 | 2020-05-11 | Photoprotective system consisting of 4 sunscreens |
JP2021566951A JP7490674B2 (ja) | 2019-05-10 | 2020-05-11 | 4つの日焼け止め物質からなる光防護システム |
MX2021013707A MX2021013707A (es) | 2019-05-10 | 2020-05-11 | Sistema fotoprotector compuesto por 4 protectores solares. |
US17/609,971 US20220202678A1 (en) | 2019-05-10 | 2020-05-11 | Photoprotective system consisting of 4 sunscreens |
KR1020217039191A KR20220006086A (ko) | 2019-05-10 | 2020-05-11 | 4가지 일광차단제로 구성된 광보호 시스템 |
EP20723445.1A EP3965725A1 (fr) | 2019-05-10 | 2020-05-11 | Système photoprotecteur constitué de 4 filtres solaires |
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FRFR1904891 | 2019-05-10 | ||
FR1904891A FR3095757B1 (fr) | 2019-05-10 | 2019-05-10 | Système photoprotecteur constitué de 4 filtres solaires |
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PCT/EP2020/063081 WO2020229425A1 (fr) | 2019-05-10 | 2020-05-11 | Système photoprotecteur constitué de 4 filtres solaires |
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US (1) | US20220202678A1 (fr) |
EP (1) | EP3965725A1 (fr) |
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CN (1) | CN113924079A (fr) |
AU (1) | AU2020276380B2 (fr) |
BR (1) | BR112021022461A2 (fr) |
CA (1) | CA3139892A1 (fr) |
FR (1) | FR3095757B1 (fr) |
MX (1) | MX2021013707A (fr) |
WO (1) | WO2020229425A1 (fr) |
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Publication number | Priority date | Publication date | Assignee | Title |
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FR3091816B1 (fr) * | 2019-01-18 | 2022-08-05 | Fabre Pierre Dermo Cosmetique | Dispositif pour la caractérisation et la comparaison de zones érythémales |
EP4486294A1 (fr) * | 2022-03-04 | 2025-01-08 | Pierre Fabre Dermo-Cosmétique | Utilisation de la phénylène bis-diphényltriazine pour la préservation de la fonction barrière et du microbiote cutanés |
FR3133124A1 (fr) * | 2022-03-04 | 2023-09-08 | Pierre Fabre Dermo-Cosmetique | Utilisation de la phénylène bis-diphényltriazine pour la préservation de la fonction barrière et du microbiote cutanés |
FR3151483A1 (fr) * | 2023-07-24 | 2025-01-31 | Pierre Fabre Dermo-Cosmetique | 5,6,5’,6’-tétraphényl-3,3’-(1,4-phénylène)-bis[1,2,4]triazine pour le traitement et/ou la prévention d’une lésion cutanée pré-cancéreuse ou cancéreuse |
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- 2020-05-11 AU AU2020276380A patent/AU2020276380B2/en active Active
- 2020-05-11 BR BR112021022461A patent/BR112021022461A2/pt unknown
- 2020-05-11 JP JP2021566951A patent/JP7490674B2/ja active Active
- 2020-05-11 CN CN202080040379.2A patent/CN113924079A/zh active Pending
- 2020-05-11 WO PCT/EP2020/063081 patent/WO2020229425A1/fr unknown
- 2020-05-11 US US17/609,971 patent/US20220202678A1/en active Pending
- 2020-05-11 EP EP20723445.1A patent/EP3965725A1/fr active Pending
- 2020-05-11 CA CA3139892A patent/CA3139892A1/fr active Pending
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AU2020276380B2 (en) | 2025-02-27 |
AU2020276380A1 (en) | 2021-12-23 |
FR3095757B1 (fr) | 2021-05-21 |
EP3965725A1 (fr) | 2022-03-16 |
CA3139892A1 (fr) | 2020-11-19 |
KR20220006086A (ko) | 2022-01-14 |
BR112021022461A2 (pt) | 2022-05-31 |
FR3095757A1 (fr) | 2020-11-13 |
JP2022531954A (ja) | 2022-07-12 |
MX2021013707A (es) | 2022-03-11 |
CN113924079A (zh) | 2022-01-11 |
JP7490674B2 (ja) | 2024-05-27 |
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