FR3030279B1 - Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides - Google Patents
Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides Download PDFInfo
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
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- 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
- A61K31/341—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 not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7004—Monosaccharides having only carbon, hydrogen and oxygen atoms
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- A61K31/00—Medicinal preparations containing organic active ingredients
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- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
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- 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- 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
- A61Q17/005—Antimicrobial preparations
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
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- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
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Abstract
Description
Claims (19)
- REVENDICATIONS1. Composition bactéricide ou bactériostatique comprenant un mélange d’isomères de monoéthers ou de monoacétals d’alkyle de monosaccharide présentant un radical éther alkyle ou acétai alkyle sur 2 positions distinctes du monosaccharide ou un sel pharmaceutiquement acceptable de ceux-ci dans lequel le groupe alkyle comprend entre 11 à 18 atomes de carbone, préférentiellement de 11 à 13 atomes de carbone, obtenu par un procédé comprenant les étapes suivantes : a) optionnellement, une déshydratation d’un monosaccharide pour obtenir un monoanhydrosaccharide; b) une acétalisation ou trans-acétaiisation du monosaccharide ou du monoanhydrosaccharide obtenu en a) par, i. un aldéhyde aliphatique contenant de 11 à 18 atomes de carbone, par acétalisation, ou ii, un dérivé d’un aldéhyde aliphatique contenant de 11 à 18 atomes de carbone, par trans-acétaiisation; c) optionnellement, hydrogénolyse catalytique de l’acétal alkyle de monosaccharide obtenue en b) préférentiellement, sans catalyseur acide, et d) récupération d’un mélange d’isomères de monoéthers d’alkylique de monosaccharide obtenue en c) dans lequel le groupe alkyle (R) comprend entre 11 à 18 atomes de carbone ou récupération d’un mélange d’isomères de monoacétals d’alkyle de monosaccharide obtenue en b) dans lequel le groupe alkyle (R) comprend entre 11 à 18 atomes de carbone.
- 2. Composition bactéricide ou bactériostatique comprenant un mélange d’isomères de monoéthers ou de monoacétals d’alkyle de monosaccharide présentant un radical éther alkyle ou acétai alkyle sur 2 positions distinctes du monosaccharide ou un sel pharmaceutiquement acceptable de ceux-ci dans lequel le groupe alkyle comprend entre 11 à 18 atomes de carbone, préférentiellement de 11 à 13 atomes de carbone.
- 3. Composition selon l’une ou l’autre des revendications 1 et 2 caractérisée en ce te monosaccharide est un monosaccharide en C6 ou leur alkylgîycoside, préférentiellement, te monosaccharide est ; - un hexose choisi dans te groupe constitué par te glucose, le mannose, te galactose, l'allose, l'altrose, 1e gulose, l'idose et le talose - un hexitane choisi parmi 1,4-anhydro-D-sorbitol (1,4-arlitan ou sorbitan); 1,5-anhydro-D-sorbitol (polygalitol); 3,8-anhydro-D-sorbitol (3,6-sorbitan); 1,4 (3,6) ~anhydro~D~mannitol (mannitan); 1,5-anhydra-D-mannitol (styracitol); 3,6-anhydro-D-galactitol; 1,5-anhydro-D-galactitol; 1,5-anhydro-D-talitol et 2,5-anhydro-L-iditol ou - un hexitol choisi parmi le mannitol, te sorbitol, le galactitoi et te volémitol.
- 4. Composition selon l'une quelconque des revendications 1 à 3, caractérisée en ce que le monosaccharide est un sorbitane et ledit radical mono acétal alkyle est en position 3,5- ou 5,6- ou ledit radical monoéther alkyle est en position C-3, C-5 ou C-6.
- 5. Composition selon l'une quelconque des revendications 1 à 3, caractérisée en ce que le monosaccharide est un glucoside et ledit radical monoacétal alkyle est en position 4,6- ou ledit radical monoéther alkyle est en position C-4 ou C-6.
- 6. Composition selon l’une quelconque des revendications 1 à 5, caractérisée en ce qu’elle est bactéricide ou bactériostatlque vis-à-vis des bactéries à Gram positif.
- 7. Composition selon la revendication 6 caractérisée en ce que les bactéries à Gram positif sont des bactéries de l’embranchement des Firmicutes, typiquement de la classe des Baditi notamment choisies parmi les bactéries de l’ordre des Ladobaditaies ou des Baditates.
- 8. Composition selon l’une ou l’autre des revendications 6 et 7 caractérisée en ce que les bactéries à Gram positif sont des bactéries de l’ordre des Baciliales choisies parmi la famille des AHcydobadtiaceae, Badllaeeae, Caryophanaceae, Lisîeriaceae, Paenibaciltaceae, Pasteuriaceae, Pianococcaceae, Sporoiadohaditaceae, Staphyiococcaceae, Th&rmoactinomycetacea et Turidbacteraceaa.
- 9. Composition selon la revendication 8 caractérisée en ce que les bactéries à Gram positif sont des bactéries de la famille des Usterîaceae telle qu’une bactérie du genre des Brochothrix ou des Listeria typiquement, choisies parmi L. fleischmannii, L grayi, L. innocua, L. ivanovii, L. marthii, L, monocytogenes, L. rocourtiae, L. seeiigeri, L. weihenstephanensis et L. weishimeri.
- 10. Composition selon la revendication 8 caractérisée en ce que les bactéries à Gram positif sont des bactéries de la famille des Staphyiococcaceae choisies parmi les bactéries du genre des Staphyiococcus, Gemelia, Jeotgaiicoccus, Macrococcus, Saiinicoccus et Nosocomiicoccus.
- 11. Composition selon la revendication 10 caractérisée en ce que les bactéries à Gram positif sont des bactéries du genre des Staphytococcus choisies parmi S. arteftae, S, agnetis, S. aureus, S. auricularis, S. capitis, S. caprae, S. camosus, S. caseolyticus, S. chromogenes, S. cohnsi, S. condiments, S. detphini, S. devriesei, S. epid&rmidis, S. equorum, S. fetis, S. fieurettii, S. gaiiinarum, S. baemoiyticus, S. hominis, S. hyicus, S. intermedius, S. kioosii, S. iees, S. tentas, S. iugdunensss, S. iutrae, S. massiisensis, S. microti, S. muscae, S. nepatensis, S, pasteun, S, peitenkoferi, S. piscifermentans, S. pseudintermediiss, S. pseudoiugdunensis, S, pulverers, S. rostri, S. saccharotytscus, S. saprophyticus, S. schieiferi, S. sciuri, S. ssmiae, S. simuians, S. stepanovicii, S. succinus, S, vituisnus, S. warneri et S. xylosus,
- 12. Composition selon l’une ou l’autre des revendications 6 et 7 caractérisée en ce que les bactéries à Gram positif sont des Lactobaciliaies choisies parmi une famille des Aerococcaceae, Camobacteriaceae, Enterococcaceae, Lactobaciitaceae, Leuconostocaceae et Streptococcaceae.
- 13. Composition selon la revendication 12 caractérisée en ce que les bactéries à Gram positif sont des bactéries de la famille des Enterococcaceae choisies parmi les bactéries du genre des Bavariicoccus, Catetlicoccus, Enterococcus, Metissococcus, Pitibacter, Tetragenococcus, Vagococcus.
- 14. Composition selon l’une ou l’autre des revendications 12 et 13 caractérisée en ce que les bactéries à Gram positif sont des bactéries du genre des Enterococcus choisies parmi E. maiodoratus, E. avium, E. durans, E, faecaiss, E. faecium, E. gaiiinarum, E, hirae, E. soütarius, préférentiellement, E. avium, E. durans, E. faecaiss et E. faecium.
- 15. Composition selon l’une quelconque des revendications 1 à 14 caractérisée en ce qu’elle est incorporée dans une composition alimentaire, cosmétique, pharmaceutique, phytosanitaire, vétérinaire ou de traitement de surface.
- 16. Composition selon l'une quelconque des revendications 1 à 14, pour son utilisation comme produit d’hygiène ou dermatologique à usage externe.
- 17. Composition telle que définie dans l'une quelconque des revendications 1 à 14, pour une utilisation dans le traitement ou la prévention des infections bactériennes par des bactéries à Gram positif.
- 18. Composition selon la revendication 17 dans laquelle, l’infection par des bactéries à Gram positif est une infection de la peau ou des muqueuses, préférentiellement une infection choisie parmi une folliculite, un abcès, un panaris, un furoncle, un impétigo, une infection interdigitales, un anthrax (anthrax staphylococcique), une cellulite, une surinfection de plaies, un otitis sinusitis, une hydradénlte, une mastite infectieuse, une infection post-traumatique de la peau et une infection de la peau brûlée.
- 19. Méthode de désinfection ou de prévention de la colonisation bactérienne par des bactéries à Gram positif d'un substrat comprenant la mise en contact du substrat avec une composition selon l'une quelconque des revendications 1 à 14.
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1402895A FR3030279B1 (fr) | 2014-12-17 | 2014-12-17 | Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides |
BE2015/5828A BE1023234B1 (nl) | 2014-12-17 | 2015-12-17 | Antibacteriële samenstelling omvattende een isomeer mengsel van mono-ethers of mono-alkylacetalen van monosacchariden |
CN201580073549.6A CN107835636B (zh) | 2014-12-17 | 2015-12-17 | 包含单糖烷基单缩醛或单糖烷基单醚的异构体混合物的抗菌组合物 |
PCT/IB2015/059731 WO2016098046A1 (fr) | 2014-12-17 | 2015-12-17 | Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides |
US15/537,869 US10537103B2 (en) | 2014-12-17 | 2015-12-17 | Antibacterial composition containing an isomer mixture of monosaccharide alkyl monoacetals or monoethers |
KR1020177019506A KR20170115489A (ko) | 2014-12-17 | 2015-12-17 | 단당류 알킬 모노아세탈 또는 모노에테르의 이성질체 혼합물을 함유하는 항균성 조성물 |
BR112017012565-0A BR112017012565A2 (pt) | 2014-12-17 | 2015-12-17 | composição antibacteriana, contendo uma mistura isomérica dos monoéteres ou de monoacetais de alquila de mono-sacarídeos |
EP15820289.5A EP3233874A1 (fr) | 2014-12-17 | 2015-12-17 | Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides |
JP2017533013A JP6668354B2 (ja) | 2014-12-17 | 2015-12-17 | 単糖アルキルモノアセタールまたはモノエーテルの異性体混合物を含む抗菌性組成物 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1402895A FR3030279B1 (fr) | 2014-12-17 | 2014-12-17 | Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides |
FR1402895 | 2014-12-17 |
Publications (2)
Publication Number | Publication Date |
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FR3030279A1 FR3030279A1 (fr) | 2016-06-24 |
FR3030279B1 true FR3030279B1 (fr) | 2019-08-02 |
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FR1402895A Expired - Fee Related FR3030279B1 (fr) | 2014-12-17 | 2014-12-17 | Composition antibacterienne contenant un melange isomerique de monoethers ou de monoacetals d'alkyle de monosaccharides |
Country Status (9)
Country | Link |
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US (1) | US10537103B2 (fr) |
EP (1) | EP3233874A1 (fr) |
JP (1) | JP6668354B2 (fr) |
KR (1) | KR20170115489A (fr) |
CN (1) | CN107835636B (fr) |
BE (1) | BE1023234B1 (fr) |
BR (1) | BR112017012565A2 (fr) |
FR (1) | FR3030279B1 (fr) |
WO (1) | WO2016098046A1 (fr) |
Families Citing this family (2)
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KR102138862B1 (ko) * | 2019-03-08 | 2020-07-30 | 씨제이제일제당 주식회사 | 알룰로스를 생산하는 스태필로코커스 속 미생물 및 이를 이용한 알룰로스 제조방법 |
CN114668754B (zh) * | 2021-04-28 | 2022-09-13 | 清华大学 | 1,5-脱水山梨醇在制备治疗和预防SARS-CoV-2病毒所致疾病药物中的应用 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2974134A (en) * | 1957-12-02 | 1961-03-07 | Universal Oil Prod Co | Surface active glucose ethers |
FR1301375A (fr) | 1961-07-06 | 1962-08-17 | Mecelec Sa | Boîte de dérivation |
FR1401346A (fr) | 1964-04-21 | 1965-06-04 | Radiologie Cie Gle | Perfectionnements aux appareils radiologiques |
EP0019999B1 (fr) * | 1979-05-02 | 1983-09-07 | Imperial Chemical Industries Plc | Acétales et leur préparation |
DE3833780A1 (de) * | 1988-10-05 | 1990-04-12 | Henkel Kgaa | Verfahren zur direkten herstellung von alkylglykosiden |
US5576425A (en) * | 1988-10-05 | 1996-11-19 | Henkel Kommanditgesellschaft Auf Aktien | Process for the direct production of alkyl glycosides |
CN1159158A (zh) * | 1994-05-20 | 1997-09-10 | 诺瓦瓦克斯有限公司 | 抗菌水包油乳液 |
US5728372A (en) * | 1996-04-29 | 1998-03-17 | L'oreal, S.A. | Skin protection, fragrance enhancing and vitamin delivery composition |
JP2012140370A (ja) * | 2010-12-28 | 2012-07-26 | Kao Corp | アルキルガラクトシドの製造方法 |
US9650321B2 (en) | 2011-04-26 | 2017-05-16 | Dow Global Technologies Llc | Renewable surfactants derived from sugar alcohols |
EP2879492B1 (fr) | 2012-08-06 | 2018-10-03 | Isp Investments Inc. | Composition antimicrobienne non aqueuse et respectueuse de l'environnement contenant de l'hinokitiol et du 1,3-propanediol ou du caprylate de sorbitane |
FR3007031B1 (fr) * | 2013-06-14 | 2015-07-24 | Syral Belgium Nv | Procede pour la preparation d'acetals cycliques alkyl a longues chaines, a base de sucres |
FR3022246B1 (fr) * | 2014-06-13 | 2018-03-02 | Centre National De La Recherche Scientifique | Compositions d'ethers mono-alkyliques de monoanhydro-hexitols, procedes de preparation et leur utilisation |
FR3030278B1 (fr) * | 2014-12-17 | 2019-08-02 | Tereos Starch & Sweeteners Belgium | Composition antibacterienne comprenant un acetal ou un ether de sorbitane a longue chaine alkyle |
-
2014
- 2014-12-17 FR FR1402895A patent/FR3030279B1/fr not_active Expired - Fee Related
-
2015
- 2015-12-17 BR BR112017012565-0A patent/BR112017012565A2/pt not_active Application Discontinuation
- 2015-12-17 WO PCT/IB2015/059731 patent/WO2016098046A1/fr active Application Filing
- 2015-12-17 JP JP2017533013A patent/JP6668354B2/ja not_active Expired - Fee Related
- 2015-12-17 US US15/537,869 patent/US10537103B2/en not_active Expired - Fee Related
- 2015-12-17 KR KR1020177019506A patent/KR20170115489A/ko not_active Application Discontinuation
- 2015-12-17 BE BE2015/5828A patent/BE1023234B1/nl not_active IP Right Cessation
- 2015-12-17 EP EP15820289.5A patent/EP3233874A1/fr not_active Withdrawn
- 2015-12-17 CN CN201580073549.6A patent/CN107835636B/zh not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JP2018507171A (ja) | 2018-03-15 |
US20170347653A1 (en) | 2017-12-07 |
EP3233874A1 (fr) | 2017-10-25 |
CN107835636A (zh) | 2018-03-23 |
CN107835636B (zh) | 2021-06-01 |
FR3030279A1 (fr) | 2016-06-24 |
KR20170115489A (ko) | 2017-10-17 |
BR112017012565A2 (pt) | 2018-01-02 |
BE1023234B1 (nl) | 2017-01-05 |
BE1023234A1 (nl) | 2017-01-05 |
WO2016098046A1 (fr) | 2016-06-23 |
US10537103B2 (en) | 2020-01-21 |
JP6668354B2 (ja) | 2020-03-18 |
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