AU707737B2 - Deodorising formulations containing cationic biopolymers, aluminium chlorhydrate and esterase inhibitors - Google Patents
Deodorising formulations containing cationic biopolymers, aluminium chlorhydrate and esterase inhibitors Download PDFInfo
- Publication number
- AU707737B2 AU707737B2 AU72966/96A AU7296696A AU707737B2 AU 707737 B2 AU707737 B2 AU 707737B2 AU 72966/96 A AU72966/96 A AU 72966/96A AU 7296696 A AU7296696 A AU 7296696A AU 707737 B2 AU707737 B2 AU 707737B2
- Authority
- AU
- Australia
- Prior art keywords
- deodorising
- esterase inhibitors
- formulations
- weight
- aluminium
- 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
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/26—Aluminium; Compounds thereof
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic 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
- A61K8/33—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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
-
- 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
- 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
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
-
- 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
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/78—Enzyme modulators, e.g. Enzyme agonists
- A61K2800/782—Enzyme inhibitors; Enzyme antagonists
Landscapes
- 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)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Medicinal Preparation (AREA)
- Treating Waste Gases (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The invention concerns novel deodorizing preparations with an increased synergistic effect and containing (a) cationic biopolymers, (b) aluminium hydrochlorate and/or (c) esterase inhibitors.
Description
Deodorising Formulations Containing Cationic Biopolymers, Aluminium Chlorohydrate and Esterase Inhibitors Field of the Invention This invention relates to deodorising formulations containing cationic biopolymers, aluminium chlorohydrate and esterase inhibitors.
Prior Art In the field of personal hygiene, deodorants are used to eliminate troublesome body odours. Body odours are formed by the bacterial decomposition of basically odourless perspiration, particularly in the damp underarm regions or under similar conditions favourable to microorganism growth. Body odours can be masked by suitable perfumes. They can also be controlled by using formulations which inhibit the actual secretion of perspiration or its decomposition (so-called antihydrotics, antiperspirants or antitranspirants). Typical examples of such substances are aluminium compounds, such as aluminium sulfate or aluminium chlorohydrate, zinc salts and citric acid compounds. An overview of these agents was published, for example, in Umbach "Kosmetik", pages 141 et seq., Thieme Verlag, Stuttgart, 1988.
However, it is clear from everyday living that the problem of odour inhibition, particularly in heat or in the event of bodily activity, has by no means been 20 completely solved. Commercial products are unable permanently to suppress the secretion of perspiration or the formation of odours. Instead, their inhibiting effect is of limited duration and is also dependent on the extent to which perspiration is secreted. Accordingly, there is a constant need for improved products which minimise the secretion of perspiration and reduce the formation of body odours and 25 which, at the same time, show increased dermatological compatibility, ie. reduced irritation potential towards particularly sensitive skin. The problem addressed by the present invention was to provide such products.
Description of the Invention 3The present invention relates to deodorising formulations containing chitosan, aluminium chlorohydrate and/or esterase inhibitors.
The use of aluminium chlorohydrates and esterase inhibitors of the triethyl citrate type for producing deodorising and/or antiperspirant compositions is known from the prior art. It has surprisingly been found that cationic biopolymers, preferably of the chitosan type, inhibit the activity of esterase-producing bacteria and that a synergistic deodorising effect is obtained in conjunction with the two components mentioned above. The biopolymers have a bacteriostatic effect, ie.
\the population of the germs in question is controlled, but not destroyed in order not
S
N:\LIBC]03541:TAB T:.c~ impair the biological equilibrium of the dermal flora. At the same time, the use of the cationic biopolymers leads to an improvement in the dermatological compatibility of the products.
Cationic biopolymers Cationic biopolymers suitable for use as component are preferably partly deacetylated chitins with various molecular weights which contain the idealised monomer unit In contrast to most hydrocolloids, which are negatively charged at biological pH values, the chitosans preferably used are cationic compounds under these conditions. The positively charged chitosans are capable of interacting with oppositely charged surfaces and, accordingly, are used in cosmetic hair-care and body-care formulations. Overviews on this subject have been published, for example, by B. Gesslein et al. in HAPPI 27, 57 (1990), by 0. Skaugrud in Drug Cosm. Ind. 148, 24 (1991) and by E. Onsoyen et al. in Seifen-Ole-Fette-Wachse 117, 633 (1991). Chitosans are produced from chitin, preferably from the shell remains of crustaceans which are available in large quantities as inexpensive raw materials. Normally, the chitin is first deproteinised by addition of bases, demineralised by addition of mineral acids and, finally, deacetylated by addition of strong bases, the molecular weights being spread over a broad range. Chitosans subsequently degraded with hydrogen peroxide are preferred. Corresponding processes for the production of microcrystalline chitosan are described, for example, in WO 91/05808 (Firextra Oy) and in EP-B1 0 382 150 (Hoechst).
Aluminium chlorohydrate The aluminium chlorohydrates of component are colourless hygroscopic crystals which readily coalesce in air and which accumulate during the concentration of aqueous aluminium chloride solutions by evaporation. Aluminium chlorohydrate is used for the production of antiperspirant and deodorising formulations and probably acts by contracting or blocking the sweat glands by protein precipitation and/or removal of moisture [cf. J. Soc. Cosm. Chem. 24, 281 (1973)]. An aluminium chlorohydrate which corresponds to the formula [A1 2 (OH)sCI]*2.5H 2 0 is commercially available under the name of Locron® from Hoechst AG of Frankfurt, FRG. This aluminium chlorohydrate is particularly preferred for the purposes of the invention [cf. J. Pharm. Pharmacol. 26, 531 (1975)].
Esterase inhibitors When perspiration is present in and around the underarm region, enzymes (esterases) which cleave esters and thus emit odour-forming substances are activated by bacteria and released into the extracellular space. The esterase inhibitors of component preferably trialkyl citrates, such as trimethyl citrate, 4o0 tripropyl citrate, tributyl citrate and, in particular, triethyl citrate (Hydagen® CAT, j\l 'b k :i ~5 ~JI, -n j*nlp ?bl~'i Libc/03541 Henkel KGaA, DUsseldorf, FRG) inhibit the enzyme activity and thus reduce odour formation. The free acid is probably released by the cleavage of the citric acid ester, reducing the pH value on the skin to such an extent that the enzymes are blocked.
Other substances suitable for use as esterase inhibitors are dicarboxylic acids and esters thereof such as, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, adipic monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, hydroxycarboxylic acids and esters thereof such as, for example, citric acid, malic acid, tartaric acid or tartaric acid diethyl ester. 5-chloro-2-(2,4-dichlorophenoxy)-phenol, which is marketed by Ciba-Geigy of Basel, Switzerland under the name of Irgasan®, has also proved to be particularly effective.
Commercial Applications Cationic biopolymers have proved to be bacteriostatic for the described application. Accordingly, the present invention also relates to their use either on their own or in the form of mixtures with aluminium chlorohydrates and/or esterase inhibitors for the production of deodorising formulations.
In one preferred embodiment of the invention, the compositions according to the invention may contain components and advantageously in the following quantities, based on their solids content: 0.01 to 50, preferably 2 to 5% by weight of cationic biopolymers, 1 to 50, preferably 10 to 50% by weight of aluminium chlorohydrate and 0.01 to 20, preferably 1 to 5% by weight of esterase inhibitors, with the proviso that the quantities shown add up to 100% by weight. The above figures apply to the active substance content of the components.
Germ-inhibiting agents The formulations according to the invention may contain known germ inhibitors as further additives. Typical examples are preservatives which act specifically against gram-positive bacteria such as, for example, 2,4,4'-trichloro-2'hydroxydiphenyl ether, chlorhexidine (1,6-di-(4-chlorophenyl-biguanido)-hexane) or TCC (3,4,4'-trichlorocarbanilide). Numerous perfumes and essential oils also have antimicrobial properties. Typical examples are the active substances eugenol, menthol and thymol in nettle, mint and thyme oil. An interesting natural deodorant is the terpene alcohol farnesol (3,7,11-trimethyl-2,6,10-dodecatrien-1-ol) which is present in linden blossom oil and which smells of lily-of-the-valley. Glycerol monolaurate has also been successfully used as a bacteriostatic agent. The percentage content of the additional germ-inhibiting agents is normally about 0.1 to 2% by weight, based on the solids component of the formulations.
Libc/03541
N;T°
4 Auxiliaries and additives To enable the active substances to be applied to the skin in a measured, economical, convenient and cosmetically attractive manner, they are normally incorporated in formulation bases. The most important of these are alcoholic and/or aqueous/alcoholic solutions, emulsions, gels, oils, wax/fat compounds, stick preparations and powders. Thus, the formulations according to the invention may contain, for example, up to 60% by weight of lower aliphatic alcohols, preferably ethanol, and up to 60% by weight of organic acids, such as glycolic acid for example. Other suitable auxiliaries and additives include superfatting agents, emulsifiers, antioxidants, talcum, silica (for example as a support for the aluminium chlorohydrate) and perfume oils, essential oils, dyes and for spray applications propellent gases such as, for example, propane and/or butane. The formulations are preferably marketed as rollers (roll-on emulsions), sticks, deodorant sprays or pump sprays.
Examples I. Ingredients A) Cationic biopolymer of the chitosan type (Hydagen® CMF, Henkel KGaA); 1% by weight in 0.4% by weight aqueous glycolic acid B) Aluminium chlorohydrate (Locron® L, Hoechst AG) C) Triethyl citrate (Hydagen® CAT, Henkel KGaA) II. Performance tests The effectiveness of the formulations according to the invention was representatively determined as their esterase-inhibiting effect. To this end, the residual activity of the test mixtures after acting on the esterase for 15 minutes in quantities of 2000ppm at pH6 was determined parallel to an uninhibited esterase (standard 100%). Formulations F1, F2, F4, F6 and F7 correspond to the invention while formulations F3, F5 and F8 are intended for comparison. The results are set out in Table 1 below (quantities in by weight).
Table 1 Formulations and esterase inhibition Components F, F2 F3 F4 F5 F6 F7 F8 A 4 4 4 4 4 B 50 10 50 50 C 6 5 5 5 Ethanol 20 20 20 20 20 20 Glycolic acid 0.016 0.016 0.016 0.016 0.016 Farnesol 1 Water to 100 Esterase activity 30 28 100 78 77 73 75 Libc/03541
Claims (4)
1. Deodorising formulations containing chitosan, aluminium chlorohydrate and esterase inhibitors.
2. Formulations as claimed in claim 1, characterised in that they contain trialkyl citrates as the other esterase inhibitors.
3. Formulations as claimed in claim 1 and claim 2, characterised in that, based on the solids content, they contain 0.01 to 5% by weight of chitosan, 1 to 50% by weight of aluminium chlorohydrate and 0.01 to 20% by weight of esterase inhibitors, with the proviso that the quantities shown add up to 100% by weight.
4. Deodorising formulations, substantially as hereinbefore described with reference to any one of the examples. Dated 7 May, 1999 Henkel Kommanditgesellschaft Auf Aktien Patent Attorneys for the Applicant/Nominated Person SPRUSON FERGUSON o* o.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19540296 | 1995-10-28 | ||
DE19540296A DE19540296C2 (en) | 1995-10-28 | 1995-10-28 | Deodorising preparations |
PCT/EP1996/004563 WO1997016164A1 (en) | 1995-10-28 | 1996-10-21 | Deodorizing preparations containing cationic biopolymers, aluminium hydrochlorate and esterase inhibitors |
Publications (2)
Publication Number | Publication Date |
---|---|
AU7296696A AU7296696A (en) | 1997-05-22 |
AU707737B2 true AU707737B2 (en) | 1999-07-15 |
Family
ID=7776105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU72966/96A Ceased AU707737B2 (en) | 1995-10-28 | 1996-10-21 | Deodorising formulations containing cationic biopolymers, aluminium chlorhydrate and esterase inhibitors |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0857057B1 (en) |
JP (1) | JP2000506495A (en) |
KR (1) | KR19990067152A (en) |
CN (1) | CN1200666A (en) |
AT (1) | ATE212826T1 (en) |
AU (1) | AU707737B2 (en) |
CA (1) | CA2236174C (en) |
DE (2) | DE19540296C2 (en) |
ES (1) | ES2172682T3 (en) |
NO (1) | NO981019D0 (en) |
NZ (1) | NZ320259A (en) |
WO (1) | WO1997016164A1 (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19858812A1 (en) * | 1998-12-21 | 2000-06-29 | Cognis Deutschland Gmbh | Deodorising cosmetic products |
DE19917743C2 (en) | 1999-04-20 | 2003-08-14 | Biotec Asa | Deodorising preparations |
DE19924496A1 (en) * | 1999-05-28 | 2000-11-30 | Wella Ag | Skin-compatible, long-lasting cosmetic deodorant contains a synergistic combination of a 5-15C alcohol and a trialkyl citrate as active ingredients |
DE10002643A1 (en) | 2000-01-21 | 2001-07-26 | Cognis Deutschland Gmbh | New deodorant preparations which have improved storage stability and may have improved skin feel, include a dialkyl carbonate to improve emulsification of the components |
DE10014529A1 (en) | 2000-03-23 | 2001-09-27 | Cognis Deutschland Gmbh | Cosmetic deodorant compositions, comprise chitosan and/or chitosan derivatives in the form of nanoparticles |
DE102004049282A1 (en) * | 2004-10-09 | 2006-04-20 | Beiersdorf Ag | Cosmetic or dermatological formulation containing chitosan |
KR100679750B1 (en) * | 2005-09-14 | 2007-02-06 | 김진만 | Supplementary food composition for reducing body odor |
FR2909279B1 (en) * | 2006-11-30 | 2014-06-13 | Oreal | PEELING PROCESS BASED ON CATIONIC MICROGEL |
KR100945177B1 (en) * | 2007-04-03 | 2010-03-03 | 김진만 | Supplementary food composition for reducing body odor, comprising chitosan oligosaccharides |
EA201690565A1 (en) * | 2013-10-23 | 2016-10-31 | Юнилевер Н.В. | ANTI-PERSPIRENT COMPOSITION |
WO2020207844A1 (en) * | 2019-04-08 | 2020-10-15 | Medoderm Gmbh | Liquid composition for influencing the microbiota on a subject's skin comprising chitosan |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU71635A1 (en) * | 1975-01-13 | 1976-11-11 | ||
GB8611650D0 (en) * | 1986-05-13 | 1986-06-18 | Robertet Sa | Personal deodorant |
JP2507425B2 (en) * | 1987-05-23 | 1996-06-12 | 新田ゼラチン株式会社 | Cosmetics |
GB8925833D0 (en) * | 1989-11-15 | 1990-01-04 | Robertet Sa | Derivatives of aromatic benzoates as inhibitors of esterase-producing micro-organisms |
US5271934A (en) * | 1990-10-22 | 1993-12-21 | Revlon Consumer Products Corporation | Encapsulated antiperspirant salts and deodorant/antiperspirants |
US5194262A (en) * | 1990-10-22 | 1993-03-16 | Revlon Consumer Products Corporation | Encapsulated antiperspirant salts and deodorant/antiperspirants |
US5411731A (en) * | 1992-07-21 | 1995-05-02 | Kao Corporation | Bath additive composition comprising aluminum salt and carbonate or bicarbonate which yields a bath water of pH 8 to 9 |
-
1995
- 1995-10-28 DE DE19540296A patent/DE19540296C2/en not_active Expired - Fee Related
-
1996
- 1996-10-21 CA CA002236174A patent/CA2236174C/en not_active Expired - Fee Related
- 1996-10-21 KR KR1019980703101A patent/KR19990067152A/en not_active Application Discontinuation
- 1996-10-21 AT AT96934768T patent/ATE212826T1/en not_active IP Right Cessation
- 1996-10-21 WO PCT/EP1996/004563 patent/WO1997016164A1/en not_active Application Discontinuation
- 1996-10-21 NZ NZ320259A patent/NZ320259A/en unknown
- 1996-10-21 CN CN96197914A patent/CN1200666A/en active Pending
- 1996-10-21 AU AU72966/96A patent/AU707737B2/en not_active Ceased
- 1996-10-21 JP JP9517031A patent/JP2000506495A/en not_active Ceased
- 1996-10-21 EP EP96934768A patent/EP0857057B1/en not_active Expired - Lifetime
- 1996-10-21 DE DE59608714T patent/DE59608714D1/en not_active Expired - Fee Related
- 1996-10-21 ES ES96934768T patent/ES2172682T3/en not_active Expired - Lifetime
-
1998
- 1998-03-09 NO NO981019A patent/NO981019D0/en unknown
Also Published As
Publication number | Publication date |
---|---|
KR19990067152A (en) | 1999-08-16 |
DE19540296C2 (en) | 1998-01-29 |
JP2000506495A (en) | 2000-05-30 |
ATE212826T1 (en) | 2002-02-15 |
AU7296696A (en) | 1997-05-22 |
CN1200666A (en) | 1998-12-02 |
CA2236174C (en) | 2003-05-13 |
DE19540296A1 (en) | 1997-04-30 |
WO1997016164A1 (en) | 1997-05-09 |
ES2172682T3 (en) | 2002-10-01 |
EP0857057B1 (en) | 2002-02-06 |
DE59608714D1 (en) | 2002-03-21 |
EP0857057A1 (en) | 1998-08-12 |
NZ320259A (en) | 1999-06-29 |
NO981019L (en) | 1998-03-09 |
CA2236174A1 (en) | 1997-05-09 |
NO981019D0 (en) | 1998-03-09 |
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Legal Events
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MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |