WO2003002072A1 - Compositions containing a hydroxydiphenyl ether derivative inhibiting body odours - Google Patents
Compositions containing a hydroxydiphenyl ether derivative inhibiting body odours Download PDFInfo
- Publication number
- WO2003002072A1 WO2003002072A1 PCT/FR2002/001788 FR0201788W WO03002072A1 WO 2003002072 A1 WO2003002072 A1 WO 2003002072A1 FR 0201788 W FR0201788 W FR 0201788W WO 03002072 A1 WO03002072 A1 WO 03002072A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hydroxy
- diphenyl ether
- aluminum
- composition
- methyl
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K8/347—Phenols
Definitions
- the present invention relates to an aerosol device consisting of a container comprising an aerosol composition consisting, on the one hand, of a liquid phase (a) (or juice) comprising at least one derivative of hydroxydiphenyl ether and (b) of at least at least one particular propellant and by a means of distributing said aerosol composition as well as to the process for treating human body odors and in particular axillary using this device.
- Antiperspirants have the effect of limiting sweat flow. They generally consist of aluminum salts which, on the one hand, are irritating to the skin and which, on the other hand, reduce the sweat flow by modifying the cutaneous physiology, which is not satisfactory.
- Bactericidal substances inhibit the development of the skin flora responsible for axillary odors.
- Triclosan (2,4,4'-trichloro-2'-hydroxydiphenylether).
- the present invention thus firstly relates to an aerosol device consisting of a container comprising an aerosol composition and a means of dispensing said aerosol composition, the latter comprising a liquid phase (or juice) containing: a) at least one derivative of 'hydroxydiphenyl ethers of formula (1):
- Z and Z ' identical or different, denote H, a linear or branched C ⁇ -C 30 hydrocarbon radical, cyclic or acyclic, saturated or unsaturated, interrupted or not by one or more heteroatoms or carbonyl groups, substituted or not by one or more groups chosen from OH, NH 2 , halogen, carboxy or alkoxy
- At least one propellant selected from dimethyl ether, linear or branched alkanes containing from 2 to 6 carbon atoms or their mixtures.
- the concentration of compound (s) of formula (1) preferably varies from 0.001 to 20%, more preferably from 0.01 to 15% and even more preferably from 0.1 to 10% by weight per relative to the total weight of the composition.
- the propellant is chosen from dimethyl ether, volatile hydrocarbons such as n-butane, propane, isobutane and their mixtures.
- composition containing the compound (s) of formula (1) and the propellant (s) may be in the same compartment or in different compartments in the aerosol container.
- the concentration of propellant (s) generally varies from 5 to 90% by weight pressurized and more preferably from 15 to 70% by weight relative to the total weight of the pressurized composition.
- composition according to the invention may also contain deodorant active agents or antiperspirant active agents.
- deodorant active agents there may be mentioned for example, zinc pyrrolidone carboxylate (more commonly called zinc pidolate), zinc sulfate, zinc chloride, zinc lactate, zinc gluconate and zinc phenoisulfonate, 2,4,4'-trichloro-2'-hydroxydiphenylether (Triclosan), 2,4-dichloro-2 '-hydroxydiphenylether, 3', 4 ', 5'-trichlorosalicylanilide, 1- (3', 4'- dichlorophenyl) -3- (4'-chlorophenyl) urea (triclocarban) or 3,7,11-trimethyldodeca -2,5,10-trienol (Famesol).
- zinc pyrrolidone carboxylate more commonly called zinc pidolate
- zinc sulfate zinc chloride
- zinc lactate zinc gluconate
- zinc phenoisulfonate 2,4,4'-trichloro-2'-
- antiperspirant active agents there may be mentioned for example aluminum hydrochloride, aluminum chlorohydrex, aluminum chlorohydrex PEG, aluminum chlorohydrex PG, aluminum dichlorohydrate, aluminum dichlorohydrex PEG, aluminum dichlorohydrex PG, l aluminum sesquichlorohydrate, aluminum sesquichlorohydrex PEG, aluminum sesquichlorohydrex PG, aluminum sulfate, aluminum zirconium octachlorohydrate, aluminum zirconium pentachlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium trichlorohydrate, metal complexes (such as aluminum or zirconium) with an amino acid and as described in US Pat. No. 3,792,068.
- Such complexes are generally known by the name ZAG.
- ZAG complexes usually have an Al / Zr quotient ranging from approximately 1.67 to 12.5 and a Metal / Cl quotient ranging from approximately 0.73 to 1.93.
- the preferred amino acid for preparing such ZAG complexes is glycine.
- glycine aluminum zirconium octachlorohydrex GLY, aluminum zirconium pentachlorohydrex GLY, aluminum zirconium tetrachlorohydrate GLY and aluminum zirconium trichlorohydrate-GLY.
- deodorant or antiperspirant active agents may be present in the composition according to the invention in an amount of approximately 0.001 to 20% by weight relative to the total composition, and preferably in an amount of approximately 0.1 to 10% by weight.
- the cosmetic composition according to the invention is conventionally formulated according to the form of presentation for which it is intended.
- a cosmetically acceptable vehicle which may in particular be essentially aqueous, or contain organic solvents and in particular CrC monoalcohols, preferably of ethanol to accelerate the evaporation of the product, or propylene glycol, dipropylene glycol or their ethers.
- the cosmetic composition according to the invention can also be formulated as a water-in-oil, oil-in-water emulsion, or as a triple water-in-oil-in-water emulsion (such emulsions are known and described for example by C. FOX in "Cosmetics and Toiletries” - November 1986 - Vol 101 - pages 101-112).
- the cosmetic composition according to the invention can also comprise cosmetic adjuvants chosen from fatty substances, gelling agents, emollients, softeners, antioxidants, opacifiers, stabilizers, anti-foaming agents, moisturizing agents, vitamins, perfumes, preservatives, surfactants, fillers, sequestrants, polymers, basifying or acidifying agents, perfumes, dyes, pigments, thickening agents, or any other ingredient usually used in cosmetics for this type of application .
- cosmetic adjuvants chosen from fatty substances, gelling agents, emollients, softeners, antioxidants, opacifiers, stabilizers, anti-foaming agents, moisturizing agents, vitamins, perfumes, preservatives, surfactants, fillers, sequestrants, polymers, basifying or acidifying agents, perfumes, dyes, pigments, thickening agents, or any other ingredient usually used in cosmetics for this type of application .
- the surfactants are preferably chosen from anionic, amphoteric or nonionic surfactants.
- the fatty substances can consist of an oil or a wax or a mixture thereof, petrolatum, paraffin, lanolin, hydrogenated lanolin, acetylated lanolin; they also include fatty acids, fatty alcohols such as lauric, cetyl, myristic, stearic, palmitic, oleic alcohol as well as 2-octyldodecanol, fatty acid esters such as glycerol monostearate, polyethylene glycol monostearate , isopropyl myristate, isoprppyl adipate, isopropyl palmitate, octyl palmitate, C12-C15 fatty alcohol benzoates (Finsolv TN from FINETEX), myristic alcohol polyoxypropylenated to 3 moles of propylene oxide (WITCONOL APM from WITCO), triglycerides of fatty acids in C ⁇ -C-js such as caprylic / capric acid triglycer
- oils are chosen from animal, vegetable, mineral or synthetic oils and in particular hydrogenated palm oil, hydrogenated castor oil, petroleum jelly oil, paraffin oil, purcellin oil (octanoate stearyl), silicone oils and isoparaffins.
- the waxes are chosen from animal, fossil, vegetable, mineral or synthetic waxes. Mention may in particular bees beeswaxes, Camauba, Candellila, sugar cane, Japanese waxes, ozokerites, Montan wax, microcrystalline waxes, paraffins, waxes and silicone resins.
- the thickeners preferably nonionic, can be chosen from guar gums and modified or unmodified celluloses such as hydroxypropylated guar gum, cetylhydroxyethylcellulose, silicas such as, for example, Bentone Gel MiO sold by the company NL INDUSTRIES or Veegum Ultra, sold by the company POLYPLASTIC.
- the cosmetic composition can comprise emollients, which contribute to a soft, dry feeling, non-sticky when the composition is applied to the skin.
- emollients can be chosen from products of the volatile silicone type, non-volatile silicones and other non-volatile emollients.
- Volatile silicones are defined in a known manner as volatile compounds at room temperature. Among these compounds, mention may be made of cyclic and linear volatile silicones of the dimethylsiloxane type, the chains of which comprise from 3 to 9 silicone residues. Preferably, cyclomethicones D4 or D5 are chosen.
- Non-volatile silicones are defined in a known manner as compounds with low vapor pressure at room temperature.
- polyalkylsiloxanes in particular linear polyalkylsiloxanes such as, for example, the linear polydimethylsiloxanes, or dimethicones, sold by the company Dow Corning under the name of "Dow Corning 200 Fluid”
- polyalkylarylsiloxanes such as, for example, polymethylphenylsiloxanes, sold by the company Dow Corning under the name of “Dow Corning 556 Fluid”
- polyether and siloxane copolymers such as, for example, dimethicone copolyols.
- nonvolatile emollients useful in the present invention include for example: hydrocarbon-based derivatives, mineral oils, fatty alcohols, alcohol esters of C 3 -C ⁇ 8 with acids C 3 -C ⁇ 8 , the esters of benzoic acid with alcohols in C ⁇ 2 -C ⁇ 8 and their mixtures, polyols in C 2 -C 6 preferably chosen from glycerol, propylene glycol or sorbitol, polymers of polalkylene glycol.
- the cosmetic composition according to the invention can thus be in the form of a lotion, cream or fluid gel distributed in aerosol spray, and in this regard contain the ingredients generally used in this type of product and well known to those skilled in the art. 'art.
- the dispensing means which forms part of the aerosol device, generally consists of a dispensing valve controlled by a dispensing head, itself comprising a nozzle by which the aerosol composition is vaporized.
- the container containing the pressurized composition can be opaque or transparent.
- the following aerosol device is produced in accordance with the invention by introducing the following juice and the propellants into an aerosol container provided with conventional dispensing means.
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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)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0108660A FR2826572B1 (en) | 2001-06-29 | 2001-06-29 | COMPOSITIONS CONTAINING A HYDROXYDIPHENYL ETHER DERIVATIVE INHIBITING THE DEVELOPMENT OF BODY ODORS |
FR0108660 | 2001-06-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2003002072A1 true WO2003002072A1 (en) | 2003-01-09 |
Family
ID=8864955
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2002/001788 WO2003002072A1 (en) | 2001-06-29 | 2002-05-28 | Compositions containing a hydroxydiphenyl ether derivative inhibiting body odours |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR2826572B1 (en) |
WO (1) | WO2003002072A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003086338A1 (en) * | 2002-04-12 | 2003-10-23 | Ciba Specialty Chemicals Holding Inc. | Use of hydroxydiphenyl ether derivatives as arylsulfatase- inhibitors in deodorants and antiperspirants |
EP2719700A1 (en) | 2008-01-09 | 2014-04-16 | Amura Therapeutics Limited | Tetrahydrofuro(3,2-b)pyrrol-3-one derivatives as inhibitors of cysteine proteinases |
US10533033B2 (en) * | 2015-01-06 | 2020-01-14 | Immunovaccine Technologies Inc. | Lipid A mimics, methods of preparation, and uses thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1288747B (en) * | 1967-04-19 | 1969-02-06 | Henkel & Cie Gmbh | Use of 2-hydroxydiphenyl ethers as potentizing agents in antimicrobial agents |
US5098693A (en) * | 1989-07-21 | 1992-03-24 | Cast Blast | Anti-irritant spray for use with cast and method of application |
WO1997046218A2 (en) * | 1996-06-04 | 1997-12-11 | Ciba Specialty Chemicals Holding Inc. | Concentrated liquid formulations comprising a microbicidally active ingredient |
US5902569A (en) * | 1995-03-10 | 1999-05-11 | Kao Corporation | Ultraviolet shielding composite fine particles, method for producing the same, and cosmetics |
EP1053989A2 (en) * | 1999-05-20 | 2000-11-22 | Ciba SC Holding AG | Hydroxydiphenyl ether compounds |
WO2001084937A1 (en) * | 2000-05-08 | 2001-11-15 | Novozymes A/S | Oxidoreductase mediated antimicrobial activity |
-
2001
- 2001-06-29 FR FR0108660A patent/FR2826572B1/en not_active Expired - Fee Related
-
2002
- 2002-05-28 WO PCT/FR2002/001788 patent/WO2003002072A1/en not_active Application Discontinuation
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1288747B (en) * | 1967-04-19 | 1969-02-06 | Henkel & Cie Gmbh | Use of 2-hydroxydiphenyl ethers as potentizing agents in antimicrobial agents |
US5098693A (en) * | 1989-07-21 | 1992-03-24 | Cast Blast | Anti-irritant spray for use with cast and method of application |
US5902569A (en) * | 1995-03-10 | 1999-05-11 | Kao Corporation | Ultraviolet shielding composite fine particles, method for producing the same, and cosmetics |
WO1997046218A2 (en) * | 1996-06-04 | 1997-12-11 | Ciba Specialty Chemicals Holding Inc. | Concentrated liquid formulations comprising a microbicidally active ingredient |
EP1053989A2 (en) * | 1999-05-20 | 2000-11-22 | Ciba SC Holding AG | Hydroxydiphenyl ether compounds |
WO2001084937A1 (en) * | 2000-05-08 | 2001-11-15 | Novozymes A/S | Oxidoreductase mediated antimicrobial activity |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003086338A1 (en) * | 2002-04-12 | 2003-10-23 | Ciba Specialty Chemicals Holding Inc. | Use of hydroxydiphenyl ether derivatives as arylsulfatase- inhibitors in deodorants and antiperspirants |
EP2719700A1 (en) | 2008-01-09 | 2014-04-16 | Amura Therapeutics Limited | Tetrahydrofuro(3,2-b)pyrrol-3-one derivatives as inhibitors of cysteine proteinases |
US10533033B2 (en) * | 2015-01-06 | 2020-01-14 | Immunovaccine Technologies Inc. | Lipid A mimics, methods of preparation, and uses thereof |
US10988500B2 (en) | 2015-01-06 | 2021-04-27 | Immunovaccine Technologies Inc. | Lipid A mimics, methods of preparation, and uses thereof |
Also Published As
Publication number | Publication date |
---|---|
FR2826572A1 (en) | 2003-01-03 |
FR2826572B1 (en) | 2005-10-07 |
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