WO1994005261A1 - Compositions topiques anhydres sechant rapidement au contact de la peau - Google Patents

Compositions topiques anhydres sechant rapidement au contact de la peau Download PDF

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Publication number
WO1994005261A1
WO1994005261A1 PCT/US1992/007578 US9207578W WO9405261A1 WO 1994005261 A1 WO1994005261 A1 WO 1994005261A1 US 9207578 W US9207578 W US 9207578W WO 9405261 A1 WO9405261 A1 WO 9405261A1
Authority
WO
WIPO (PCT)
Prior art keywords
anhydrous
weight
composition
composition according
microspherical particles
Prior art date
Application number
PCT/US1992/007578
Other languages
English (en)
Inventor
Leonard Mackles
Leonard Chavkin
Original Assignee
Leonard Mackles
Leonard Chavkin
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to US07/684,246 priority Critical patent/US5178881A/en
Priority claimed from US07/684,246 external-priority patent/US5178881A/en
Priority to US07/933,788 priority patent/US5294447A/en
Application filed by Leonard Mackles, Leonard Chavkin filed Critical Leonard Mackles
Priority to PCT/US1992/007578 priority patent/WO1994005261A1/fr
Priority to CA002123118A priority patent/CA2123118C/fr
Priority claimed from CA002123118A external-priority patent/CA2123118C/fr
Publication of WO1994005261A1 publication Critical patent/WO1994005261A1/fr

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Classifications

    • 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
    • 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
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • A61K8/025—Explicitly spheroidal or spherical shape
    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • A61K8/345—Alcohols 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • 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
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • 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
    • A61K2800/31—Anhydrous
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/654—The particulate/core comprising macromolecular material
    • 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
    • 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
    • A61Q17/02—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 containing insect repellants
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin

Definitions

  • This invention concerns anhydrous compositions for topical application which dry quickly after application, have substantially no greasy or oily feel and have good retention even when the skin is moistened.
  • Anhydrous liquids or semi-solids were the original topical ointment and lotion vehicles.
  • Mineral oil and petrolatum are examples, as are the animal and vegetable fats and oils, of the bases used as dermatological vehicles or cosmetic carriers.
  • Pharmaceutical formularies include ointments, creams and lotions, containing examples of anhydrous dermatological vehicles for topical application to the skin.
  • Newer washable systems are more easily removed so their action i fleeting.
  • the emulsifier in these systems used are sometimes irritating to the skin
  • the protective, emollient or moisturizing effect of the washable system is very significantly less than the anhydrous systems.
  • S ⁇ Bsr ⁇ r - Emulsions are inherently unstable systems that separate in time.
  • Moisturizing and skin protection properties are not diminished as in emulsion systems. Preservation problems, even in the absence of preservatives, are absent.
  • the anhydrous compositions which have the above desirable characteristics of both anhydrous and washable compositions comprise from 10 to 80% anhydrous base and 5 to 50% polyolefin microspherical particles of average diameter less than 25 microns.
  • the amount of polyolefin microspherical particles in the composition is from 30 to 130% by weight of the base.
  • These anhydrous compositions may be in lotion, ointment, solid or aerosol form.
  • the anhydrous compositions may contain from 1 to 50% of an active ingredient. Suitable active ingredients for these compositions are antiperspirant, analgesic, sunscreen and insect repellent compounds.
  • the anhydrous compositions of the invention are made by conventional mixing techniques.
  • Anhydrous bases for use in the invention include animal, vegetable and mineral fats or oils or synthetic anhydrous substances, all of which have a melting point of below 50°C.
  • Suitable animal fats include lanolin, lard, fish oils and fish liver oils.
  • Suitable vegetable oils include cotton seed, corn, soybean, canola and castor oil as well as, coconut oil and cocoa butter. Also suitable are mineral oils and petrolatums.
  • Suitable synthetic substances include isopropyl fatty acid esters such as palmitate and myristate; glycerol monolaurate or monooleate; polyglyceryl fatty acid esters; medium chain triglycerides (i.e., C4 to C14); acetylated monoglycerides; propylene glycol; polypropylene oxide polymers and their fatty acid esters; glycerin; polyethylene oxide polymers and their fatty acid esters; isostearyl alcohol, silicone oils and esters such as cyclomethicones; e.g., octamethylcyclotetrasiloxane.
  • a l t h o u g h t h e s u i t a b l e c y c l o m e t h i c o n e s s u c h a octamethylcyclotetrasiloxane and decamethyl-cyclopentasiloxane are volatile silicones they are not as volatile as ethanol. Therefore, cyclomethicones do no feel cold on the skin when applied thereto and are not perceived to be wet.
  • anhydrous "absorbable" oils ar suitable as bases in the invention. These include, ethyl phthalate, butyl phthalate polyoxypropylene 14 butyl ether, polyoxypropylene 15 stearyl ether and othe liquid esters and ethers. Although all of these oily materials feel warm and dr
  • one or more of these base materials may be combined in the anhydrous compositions in order to yield a liquid semisolid or solid composition at room temperature. Additionally, different combinations of base substances may be made to produce a liquid composition having a desirable viscosity.
  • the polyolefin microspherical particles suitable for use in the anhydrous compositions are well known.
  • the preferred particles for use in the composition are those having average diameter of less than 25 microns.
  • One such material is a microfine polyolefin powder produced by U.S.I. Chemicals: "Microthene” is a polyethylene with regular spherical uniform particles of average diameter of less than 20 microns. These particles have a density of 0.915-0.960 grams per cubic centimeter, a melt index of 5-55 (g/10 min.) and a softening point between 75-128°C.
  • Most preferred of the polyolefin powders is Microthene FN 510.
  • polyolefin microspherical particles form a low density material with small particle size, the particles do not readily settle in liquid systems. Therefore, problems of settling and packing are eliminated.
  • the polyolefin microspherical particles are suitably incorporated in the anhydrous compositions at from 5 to 50% by weight of the composition and in an amount which is from 30 to 130% by weight of the base material present in the composition.
  • the composition may include from 30 to 40% by weight of the polyolefin microspherical particles.
  • antiperspirant compounds include aluminum chloride, aluminum chlorohydrate, aluminum chloro- hydrate-propyleneglycol complex, aluminum zirconiumtetrachlorohydrate-glycine and aluminum pentachlorohydrate. Many of these antiperspirant compounds are usually found in the form of fine powders. As such, the antiperspirant materials may be suspended in the anhydrous system where they remain relatively inert until they come in contact with moisture from the skin.
  • the anhydrous compositions may suitably include antiperspirant compound at a level of 5 to 50% by weight of the composition, preferably 10 to 30% by weight of the composition.
  • insect repellent e.g., N,N-diethyl toluamide DEET
  • sunscreen octyl dimethyl
  • PABA PABA
  • analgesic compounds e.g., methyl salicylate.
  • the amounts of these active ingredients may also be 1 to 50% by weight of the composition o alternatively, 20 to 30% by weight of the composition.
  • Optional ingredients for including in the anhydrous compositions include waxes, fragrances, talcs, germicides, color and suspending agents such as fume silica or treated bentonites.
  • the anhydrous compositions of the invention may take several forms liquid, ointment, solid stick or aerosol. In each of these forms the anhydrou composition, when applied, achieves a smooth dry application with no greasy o oily feel.
  • anhydrous composition which is a lotion, the bas
  • - B ⁇ T.T ' includes mineral oil and lanolin accompanied by the Microthene FN510.
  • the base may be triglyceride or isopropyl myristate.
  • the base may be white petrolatum and where a cream is desired may be mineral oil.
  • Aerosol embodiments of the anhydrous composition may be made by conventional methods thus, an initial concentrate is made including anhydrous base with polyolefin microspherical particles optionally with active ingredient or other elements. The concentrate is then added to a propellent (e. g. isobutane) and submitted for aerosol filling.
  • a propellent e. g. isobutane
  • the anhydrous base and polyolefin microspherical particles should be stirred together and subjected to high speed mixing to achieve uniform dispersion.
  • the base should initially be heated sufficient to render it easily mixable; for example, where the base is decamethyl cyclopentasiloxane and stearyl alcohol, the base material may suitable be heated to 70°C prior to addition of the polyolefin microspherical particles. This heating renders the mixing step easier and effects suitable dispersion of the microspherical particles more quickly and easily.
  • the concentrate includes the anhydrous base, as well as, polyolefin microspherical particles and other active or optional ingredients. As with lotions, ointments and sticks this concentrate is made by
  • the homogenized concentrate is then combined with sufficient propellant for example, isobutane under pressure and this "aerosol fill" is then subjected to filling in pressurized containers.
  • sufficient propellant for example, isobutane under pressure and this "aerosol fill" is then subjected to filling in pressurized containers.
  • An anhydrous hand and skin lotion composition comprising 50% mineral oil (USP 200/210 SSU) 5% lanolin (anhydrous) and 45% Microthene FN510.
  • the lotion is made by initially heating the mineral oil and lanolin together to 60°C. Upon reaching this temperature the FN510 is stirred in followed by cooling to room temperature.
  • the resultant hand and skin lotion rubs in dry almost instantly to give a smooth, silky feel to the skin.
  • An anhydrous after bath lotion composition comprising 55% isopropyl myristate, 44% Microthene FF510 and 1 % Cabosil M-5 (fumed silica) . All ingredients are mixed without heating under high speed stirring to achieve uniform dispersion. The resultant after bath lotion rubs into the skin to give a smooth soft feel without oily or greasiness.
  • This petrolatum ointment rubs into the skin almost immediately leaving a dry and powdery feeling on the surface in contrast to untreated petrolatum which leaves a greasy and messy feeling.
  • a topical analgesic ointment is made including 19% methyl salicylate, 15% menthol USP, 25% white petrolatum USP, 40% Microthene FN510 and 1 % Cabosil M-5 (fumed silica).
  • the methyl salicylate, menthol and petrolatum are combined in mixing vessel and heated together to 60°C.
  • the microspheres are then added to the liquified mixture and stirred at high speed to achieve uniform dispersion.
  • the fumed silica is added; the batch is then cooled to room temperature and removed into a storage vessel.
  • An anhydrous liquid roll-on antiperspirant composition is made from the following:
  • Microthene FN510 33.00 Polyoxypropylene 14 butyl ether 4.00
  • the cyclomethicone and the polyoxypropylene 14 butyl ether are mixed with high speed stirring.
  • the ACH is then stirred in followed by the FN510.
  • ITUTE SHEET batch is mixed until uniform. The batch is homogenized for uniformity and then packaged in roll-on containers.
  • antiperspirant active chemicals may be substituted for the ACH without any noticeable difference.
  • An anhydrous antiperspirant cream composition is made from the following:
  • Cyclomethicone is mixed in a mixing vessel with the ACH and the polyoxypropylene 14 butyl ether. When this mixture is uniform the microspheres
  • FN510 are added with high speed mixing until the mixture is smooth and uniform. At this point, the fumed silicon dioxide is added to the mixing vessel and high speed mixing until a uniform paste is formed.
  • the resulting antiperspirant cream ointment delivers a product which feels dry upon application.
  • Other antiperspirant actives may be substituted for ACH without noticeable difference.
  • SHEET EXAMPLE 7 An anhydrous antiperspirant stick composition is made from the following:
  • Ingredients 1 , 3 and 5 are heated in a mixing vessel to 70°C until all are melted. At this point, the three ingredients are mixed until uniform. ACH is then stirred into the mixture with high speed mixing until uniform afterward, the microsphere FN510 are stirred into the mixture, high speed mixing again occurs to achieve uniform dispersion. The resulting uniform mixture is cooled to 55- 60°C, the product is then poured into stick mold containers and cooled.
  • anhydrous antiperspirant stick compositions rub off on the skin as a powder rather than as a gelled liquid.
  • Other active antiperspirant chemical may used in lieu of ACH without any noticeable difference.
  • An anhydrous aerosol concentrate composition is made from the following:
  • IPM Isopropyl myristate
  • TITUTE SHEET Isopropyl myristate and the Bentone 38 are added in a mixing vessel to the cyclomethicone.
  • the three ingredients are mixed under a high speed stirring, after which time, the Bentone has expanded and the mixture is uniform.
  • the ACH is stirred into the mixture at high speed, subsequent to which the microspheres FN510 are blended in at high speed mixing.
  • the mixture is then homogenized.
  • This concentrate is made into an aerosol fill by adding concentrate to propellent isobutane propellant in a ratio of 30% concentrate to 70% isobutane.
  • the aerosol fill is then submitted for filling in pressurized containers.
  • the resulting aerosol antiperspirant delivers a dry powder upon application.
  • EXAMPLE 9 An insect repellent lotion is made from the following:
  • the DEET and ethyl alcohol are mixed in a mixing vessel until uniform after which, the FN510 microspheres are added with high speed mixing to achieve uniform dispersion.
  • the DEET is both a carrier and an active constituent.
  • the resulting insect repellent lotion dries almost instantaneously when rubbed into the skin.
  • a sun protectant lotion is made from the following:
  • the octyl dimethyl PABA and benzophenone-3 are heated together to 50°C in a mixing vessel, at this point the mixture is clear.
  • the mineral oil is then stirred into the mixture at medium speed stirring.
  • the FN510 microspheres are added with high speed stirring to achieve uniform dispersion.
  • the batch is cooled to room temperature and removed to a storage vessel.
  • the resulting sunscreen lotion rubs into the skin immediately without stickiness, yet is completely dry to the touch and water resistant.
  • the skin bleaching lotion rubs into the skin without any sign of greasiness
  • the glycerin lotion rubs into the skin without any feeling of stickiness and dries almost instantly to give a smooth feel.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)

Abstract

Composition sensiblement anhydre convenant à une application topique, et contenant de 10 à 80 % en poids d'une base anhydre liquide ou semi-solide à la température ambiante; et de 5 à 50 % en poids de particules microsphériques de polyoléfine d'un diamètre moyen inférieur à 25 microns, ces particules microsphériques constituant au moins 30 % en poids de la base anhydre.
PCT/US1992/007578 1991-04-12 1992-09-08 Compositions topiques anhydres sechant rapidement au contact de la peau WO1994005261A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US07/684,246 US5178881A (en) 1991-04-12 1991-04-12 Anhydrous topical compositions which dry rapidly on contact
US07/933,788 US5294447A (en) 1991-04-12 1992-08-24 Anhydrous topical compositions which dry rapidly on contact
PCT/US1992/007578 WO1994005261A1 (fr) 1991-04-12 1992-09-08 Compositions topiques anhydres sechant rapidement au contact de la peau
CA002123118A CA2123118C (fr) 1991-04-12 1992-09-08 Compositions anhydres topiques sechant rapidement au contact

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US07/684,246 US5178881A (en) 1991-04-12 1991-04-12 Anhydrous topical compositions which dry rapidly on contact
PCT/US1992/007578 WO1994005261A1 (fr) 1991-04-12 1992-09-08 Compositions topiques anhydres sechant rapidement au contact de la peau
CA002123118A CA2123118C (fr) 1991-04-12 1992-09-08 Compositions anhydres topiques sechant rapidement au contact

Publications (1)

Publication Number Publication Date
WO1994005261A1 true WO1994005261A1 (fr) 1994-03-17

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/007578 WO1994005261A1 (fr) 1991-04-12 1992-09-08 Compositions topiques anhydres sechant rapidement au contact de la peau

Country Status (1)

Country Link
WO (1) WO1994005261A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000086500A (ja) * 1998-09-18 2000-03-28 Toyo Aerosol Ind Co Ltd エアゾール型軟膏組成物
EP1337145A1 (fr) * 2000-11-28 2003-08-27 Avon Products, Inc. Composition repulsive anhydre pour insectes

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4009254A (en) * 1974-05-06 1977-02-22 Colgate-Palmolive Company Topical compositions
US4579844A (en) * 1976-05-13 1986-04-01 Johnson & Johnson Topical anti-inflammatory drug therapy
US4869897A (en) * 1987-10-22 1989-09-26 The Procter & Gamble Company Photoprotection compositions comprising sorbohydroxamic acid

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4009254A (en) * 1974-05-06 1977-02-22 Colgate-Palmolive Company Topical compositions
US4579844A (en) * 1976-05-13 1986-04-01 Johnson & Johnson Topical anti-inflammatory drug therapy
US4869897A (en) * 1987-10-22 1989-09-26 The Procter & Gamble Company Photoprotection compositions comprising sorbohydroxamic acid

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000086500A (ja) * 1998-09-18 2000-03-28 Toyo Aerosol Ind Co Ltd エアゾール型軟膏組成物
EP1337145A1 (fr) * 2000-11-28 2003-08-27 Avon Products, Inc. Composition repulsive anhydre pour insectes
EP1337145A4 (fr) * 2000-11-28 2009-05-27 Avon Prod Inc Composition repulsive anhydre pour insectes

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