WO2007093298A1 - Gel formulations for arthropod and plathelminth control - Google Patents

Gel formulations for arthropod and plathelminth control

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Publication number
WO2007093298A1
WO2007093298A1 PCT/EP2007/000956 EP2007000956W WO2007093298A1 WO 2007093298 A1 WO2007093298 A1 WO 2007093298A1 EP 2007000956 W EP2007000956 W EP 2007000956W WO 2007093298 A1 WO2007093298 A1 WO 2007093298A1
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Prior art keywords
formulation
used
acid
oil
according
Prior art date
Application number
PCT/EP2007/000956
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German (de)
French (fr)
Inventor
Thomas Gernot
Petra Krebs
Friedrich Koch
Nikolaus Müller
Beate Tombeux
Original Assignee
Saltigo Gmbh
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/02Barrier 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

Abstract

The present invention relates to a formulation for arthropod and plathelminth control based on piperidine derivatives in gel formulations.

Description

Gel formulation for arthropod and flatworms defense

The present invention relates to "a ~ Formüliefüng to AfthropöderT-ürld PläthelmiritheifAbwehf based on piperidine derivatives in gel formulations.

From EP 0281908 Al and EP 0289842 Al, it is known that certain piperidine derivatives as a means for repelling arthropods (especially insects) and helminthic parasites can also be used. As one of the most important structures, the compound has 1-

Piperidinecarboxylic acid 2-hydroxyethyl-l-methylpropyl proven and in the market under the

Wirkstoffhamen Icaridin and Bayrepel ® established. This connection is not as

Pure substance used, but sold as formulated liquid in the form of lotion. The usual concentrations of the active compound are here based 1 to 40% by mass of the

Formulation.

As stable formulations here lotions based on these piperidine compounds and water and a volatile alcohol component have been established. The alcohol physiologically compatible volatile solvents are used here. This includes mono- and mehrfiinktionale next phenethyl alcohol and benzyl alcohol, aliphatic alcohols (alkanols, alkanediols, alkanetriols). These are, for example, ethanol, propanol, isopropanol, n-butanol, sec-butanol, propylene glycol, polypropylene glycol, ethylene glycol, polyethylene glycol, copolymers of ethylene or propylene oxide polyether based (both block copolymers and random copolymers), 2-ethyl-1,3 hexanediol, glycerol, trimethylolpropane, etc.

As an example of the state of this technique, the following Löslichkeitsreihe is given of a ternary system (Icaridin, alcohol, water). These mixtures each give stable lotions. In addition to the stability and the viscosity according to DIN 53019 from November 1983 were determined on the formulations:

!) Due to the measurement system could only be found for various formulations that the viscosity values are below 10 mPas.

Thus, these lotions have a very low viscosity as a significant technical disadvantage.

Partly this is so low that the viscosity outside the measuring range of measuring instruments are to the viscosity determination. Therefore, a more targeted and uniform product order for the consumer is problematic. Another technical drawback of lotions lies in the very high ethanol content. This leads firstly to poorer cosmetic properties

(Skin irritation). On the other hand he is preparing with values ​​of 40% also problems of

Fire behavior of these formulations. These offer a significant advantage, as the share of highly combustible components of the formulation can be significantly reduced.

Alternatively, this formulation have been established in the pharmaceutical and cosmetic industries gel. They consist essentially of the ternary system of water, a thickener and alcohol. Thickeners are substances that increase the "Konzistenz" a medium, so make it more viscous. The consistency is closely related to the rheological properties of the medium. Here a Zusammnspiel of viscosity, thixotropy, casting properties, viscoelasticity and surface tension affects. The thickeners are for example, Carbomer, polyacrylic acid, polyacrylamide, polyvinyl pyrrolidone or derivatives thereof employed. often the gel formulation must be set in a cosmetisch usable pH range even further by means of a so-called neutralizer.

Insektenrepellentformulierungen as emulsions are toluamide (DEET) based on the active ingredient N, N-diethyl-m-are already known. For example, US 5,916,541 Al emulsions containing a msektenrepellentwirkstoff, a sunscreen and a film former. Also US 5,989,529 Al describes emulsions that include a Blockpolmer, a Soπnenschutzmittel and optionally a repellent. US 5,980,871 Al discloses emulsions which include a Insektenrepellent- active, an inorganic sunscreen agent and an anionic emulsifier.

The invention is therefore based on the object to provide stable gel formulations which have a high viscosity.

This object is achieved by a formulation for repelling arthropods and platyhelminths comprising the mixture:

• 1 to 39 weight percent of a repellents

• 0 to 35 weight percent of an alcohol • 0.05 to 25 weight percent of a thickener and

• from 0.1 to 98.95 percent by weight water

having a viscosity of> 20 mPas.

The formulations are clear and stable.

The formulation preferably has a viscosity of> 1000 mPas, very particularly preferably> Looo mPas.

The method for measuring the viscosity is indicated in the examples.

The formulation preferably has as thickener polyacrylic acid, carbomer, polyvinylpyrrolidone, quartemäres polyvinyl pyrrolidone, vinyl imidazole copolymer, Dimethylamiαoethylmethacrylat copolymer, poly (dimethyldiallylammonium chloride), dimethyldiallylammonium chloride copolymer, chitosan, Vmylcaprolactam-vMpyrrolidon-dimethylamino-ethyl methacrylate copolymer, tert-butyl acrylamide-ethyl acrylate acrylic acid copolymer, polyacrylamide or their mixtures.

With the use of various thickeners (for example, Carbomer or acrylic acid polymers) it is advantageous to the formulation with HiUe a neutralizer such as 2-Arniao-2-methyl-l- propanol, triisopropanolamine (TIPA), 2-Amiαo-2-methyl- 3-propanediol (AMPD), adjust l, potassium hydroxide solution or sodium hydroxide solution in a pH neutral area, so there is no skin irritation.

m the formulation are from 0 to 35% by weight of N-methylpyrrolidone, phenethyl alcohol, benzyl alcohol, an aliphatic alcohol, aliphatic ether, aliphatic polyethers and / or mixtures thereof.

The formulation preferably further contains 0.1 to 20% by weight of ethanol, propanol, isopropanol, n-butanol, sec-butanol, propylene glycol, polypropylene glycol, ethylene glycol, polyethylene glycol, copolymers of polyether polyols based on ethylene oxide or propylene oxide base, 2-ethyl-l, 3- hexanediol, glycerol, trimethylolpropane and / or mixtures thereof.

As a repellent is preferably a piperidine derivative of general formula: - A -

wherein

Ri 'and R 2' is independently alkyl, alkenyl, alkynyl, hydroxyalkyl, hydroxyalkenyl, hydroxyalkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, cycloalkoxy, Cycloalkenoxy and Cycloalkinoxy, and

n is 0 or 1, or mixtures thereof used.

Repellent as a piperidine derivative of general formula is preferably used in which R 'and R 2' are independently Ci-Ci 2 alkyl, C 2 -C 20 alkenyl, C 2 -C 20 alkynyl, Ci-Ci2 hydroxyalkyl, C3- C 20 hydroxyalkenyl, C 3 -C 20 hydroxyalkynyl, C 3 -C 20 cycloalkyl, C 3 -C 20 Cycloalkeyl, C 3 -C 20 cycloalkynyl, C 3 -C 20 cycloalkoxy, Ci-Ci 2 Cycloalkenoxy and Ci-Ci 2 Cycloalkinoxy , and n is 0 or 1, or mixtures thereof.

As repellent l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl ester is preferably (Icaridin) and l- (3-cyclohexen-l-ylcarbonyl) -2-methylpiperidine both as racemic mixture as well as the chiral compound, for example, (1S, 2'S) - used l- (3-cyclohexen-l-ylcarbonyl) -2-methylpiperidine. Very particularly preferably l-piperidinecarboxylic acid-2-hydroxyethyl-l- methylpropyl ester is (Icaridin).

Particularly preferred is a formulation containing a mixture l-piperidinecarboxylic acid-2-hydroxyethyl-1-methylpropyl ester, acrylic acid polymer, ethanol, 2-amino-2-methyl-l-propanol and water.

Particularly preferred is a formulation containing a mixture l-piperidinecarboxylic acid-2-hydroxyethyl-1-methylpropyl, Carbomer, ethanol, 2-amino-2-methyl-l-propanol and water.

Particularly preferred is a formulation containing a mixture l-piperidinecarboxylic acid-2-hydroxyethyl-1-methylpropyl ester, polyvinyl pyrrolidone, ethanol, and water.

Particularly preferred is a formulation containing a mixture l-piperidinecarboxylic acid-2-hydroxyethyl-1-methylpropyl ester, polyacrylamide, ethanol and water. Particularly preferred is a formulation containing a mixture 1 -Piperidincarbonsäure-2-hydroxyethyl-1-methylpropyl ester, acrylate / octyl acrylamide copolymer, ethanol and water.

In the formulation preferably components are used to produce a skin care effect in addition. As components of this oils. It created so-called hydrodispersion gels. As oils are preferably mineral oils, polycyclic aromatic hydrocarbons, paraffin oils, silicone oils such as polysiloxane, cyclosiloxane, methicone.

Animal oils such as mink oil, fish oils, natural vegetable oils such as olive oil, sesame oil linseed oil, palm oil,

Sunflower oil, peanut oil. Rapeseed oil, soybean oil, coconut oil, palm kernel oil, peach kernel oil, almond oil, castor oil, dehydrated castor oil, pine oil, tall oil and / or mixtures thereof.

As an additional oil phase systems are preferably synthetic triglycerides such as caprylic / Caprinsäurebiglycerid, triglyceride mixtures with vegetable fatty acids of chain length Crπ or other specially selected natural fatty acids, partial glyceride mixtures of saturated or unsaturated fatty acids possibly also hydroxyl group, mono- and diglycerides of the C S / io fatty acids. Fatty acid ester such as ethyl stearate, di-n-butyl adipate, hexyl laurate, dipropylene glykolpelargonat, esters of a branched fatty acid of medium chain length with saturated fatty alcohols of chain length Q 6 - I s, isopropyl myristate, isopropyl palmitate, caprylic / Caprinsäureester of saturated fatty alcohols of chain length Cms, isopropyl , isopropyl palmitate, caprylic / Caprinsäureester of saturated fatty alcohols of chain length Q 2 - 1 8, decyl oleate, ethyl oleate, ethyl lactate, waxy fatty acid ester such as dibutyl phthalate, diisopropyl adipate, related to the latter Estergemische inter alia fatty alcohols such as isotridecyl alcohol, 2-octyldodecanol, cetylstearyl alcohol, oleyl alcohol and / or mixtures thereof used.

In the formulation components are preferably used to generate a UV filter effect in addition. As components for producing a UV filter effect are particularly preferred oxybenzone, sulisobenzone (2-hydroxy-4-methylbenzophenone-5-sulfonic acid), dioxy Benzon (2,2'-dihydroxy-4-methoxybenzophenone), menthyl anthranilate, avobenzone, para aminobenzoic acid , Octyhnethoxycinnamat, octocrylene, Drometrizoltrisiloxan, octyl salicylate, homomenthyl salicylate, octyl dimethyl PABA, TEA salicylate, titanium dioxide, zinc oxide, butyl methoxydibenzoylmethane, Metliylbenzylidenkamfer, octyl, diendücamfersulfonsäure terephthalyl, ethyl PABA, hydroxymethylphenyl-benzotriazole, methylene bi- benzotriazoyltetramethylbutylphenol, bis-octyloxyphenol methoxy-phenol-triazine, Novantisol acid and / or mixtures thereof. In the formulation of biocides are preferably used in addition. As biocides are particularly preferred benzyl alcohol, trichlorobutanol, o-phenyl, para-hydroxybenzoic methylester, para-hydroxybenzoate. Para-hydroxybenzoate, para-hydroxybenzoate, n-butanol, propanol, iso-propanol, ethanol and / or mixtures thereof.

Antioxidants in the formulation preferably be used in addition. Antioxidants are particularly preferably butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tocopherol, sulfites, metabisulfites such as potassium metabisulfite, ascorbic acid, and / or mixtures thereof.

In the formulation viscosity preferably be used in addition. As viscosity modifiers are particularly preferred CarboxymethylcelMose, cellulose hydroxyethyl cellulose, methyl cellulose and other cellulose and starch derivatives, polyacrylates, polyvinyl acetate, vinyl acetate-crotonic acid copolymer, alginates, gelatin, pectin, casein, agar-agar, gum arabic, Aloe Vera, polyvinylpyrrolidone , polyvinyl alcohol, copolymers of methyl vinyl ether and maleic anhydride, polyethylene glycols, polypropylene glycols, block and / or random copolymer of propylene and ethylene glycol, waxes, colloidal silicas, and / or mixtures thereof are used.

In the formulation of dyes or pigments preferably be used in addition. As dyes or pigments, all permitted for use on human or animal dyes in dissolved or suspended form as pigments and all are approved for use in humans or animals pigments in dissolved or suspended form, and / or mixtures thereof are particularly preferably used.

In the formulation fragrances preferably are used in addition. As fragrances are particularly preferred perfume oils and other low-boiling substances that are approved for use in humans or animals, and / or mixtures thereof are used.

In the formulation plasticizer preferably be used in addition. As the plasticizer, diethyl citrate, adipate, silicones, polyglycols and / or mixtures thereof are particularly preferably diethyl phthalate, di (ethylhexyl) phthalate, thereof.

The invention also includes a process for preparing the formulation, characterized in that

• 1 to 39 weight percent of a repellents • 0 to 35 weight percent of an alcohol

• 0.05 to 25 weight percent of a thickener and

"0.1 to 98.95 percent by weight water

and optionally additional substances are mixed together in any desired order.

The invention also includes the use of the formulations for the expulsion of arthropods and / or Plathebninthen. The formulation is preferably for repelling harmful or troublesome sucking and biting arthropods, preferably insects, ticks and mites used.

To the sucking insects essentially include the mosquitoes (e.g., Aedes aegypti, Aedes vexans, Aedes taeniorhynchus, Aedes albopictus, Culex pipiens fatigans, Culex quinquefasciatus, Culex tarsalis, Anopheles albimanus, Anopheles dirus, Anopheles gambiae, Anopheles sinensis, Anopheles stephensi, Mansonia titillans), sandflies (damnosum for example Phlebotomus papatasii, Phlebotomus duboscqi), groats (for example, Culicoides furens, Highland Midge), black flies (e.g. Simulium. Simulium venustum), stable flies (e.g., Stomoxys calcitrans), tsetse flies (e.g., Glossina morsitans morsitans), brakes (eg Tabanus nigrovittatus, haematopota pluvialis, Chrysops caecutiens), True flies (for example Musca domestica, Musca autumnalis, Musca vetustissima, Fannia canicularis), flesh flies (for example Sarcophaga carnaria), myiasis-producing flies (for example Lucilia cuprina, Chrysomyia chloropyga, Hypoderma bovi s, Hypoderma lineatum, Dermatobia hominis, Oestrus ovis, Gasterophilus intestinalis, Cochliomyia hominivorax), bugs ((for BeispielCimex lectularius, Rhodnius prolixus, Triatoma infestans), lice (for example, Pediculus humanis, Haematopinus suis, Damalina ovis), fleas, for example Pulex irritans, Xenopsylla cheopis, Ctenocephalides canis, Ctenocephalides felis) and chiggers (Dermatophilus penetrans).

The biting insects essentially include cockroaches (e.g. Blattella germanica, Periplaneta americana, Blatta orientalis, Supella longipalpa), beetles (e.g. Sitiophilus granarius, Tenebrio molitor, Dermestes lardarius, Stegobium paniceum, Anobium punctatum,

Hylotrupes bajulus), termites (Reticulitermes lucifugus, for example), ants (for example,

Lasius niger, Monomorium pharaonis), wasps (Vespula germanica, for example) and larvae of

Moths (Ephestia elutella, for example, Ephestia cautella, Plodia interpunctella, Hofmannophila pseudospretella, Tineola bisselliella, Tinea pellionella, Trichophaga tapetzella). To the other arthropods including ticks (e.g. Ixodes ricinus, Ixodes scapulaπs, Argas reflexus, Omitliodorus moubata, Ripicephalus sangumeus, Boophihus microplus, Amblyomma hebraeum) and mites (for example, Sarcoptes scabiei, Dermatophagoides pteronyssinus, Dermatophagoides faπnae, Dermanyssus galhnae, Acarus siro)

Further, the formulations are the formulation to repel Plathelrrunthen as Schistosoma haematobium, Schistosoma japomcum, Tnchobilharzia spp and Ornithobilharzia spp Preferably preferably against Plathelmmthen, especially against infectious stages of Plathelmmthen used, but also Echinostoma spp used

The formulations are preferably used by applying to the skin of humans or animals by means of trickling, spreading, rubbing, spraying, spraying, by immersion / dipping, bathing or washing

The formulations are preferably Selung to Trankung emes wearer or Verkap- / microencapsulation in a shell of liposomes and / or ureas or for filling a container or peπneablen emes container for spateren use on the body of a living being used, the systems thus obtained may then on the body of a living being be used as a carrier preferably tissue, nonwoven, gel and / or polyacrylate is used

The invention object of the present invention results mcht only from the subject of the individual claims, but also from the combination of the individual claims with each other with the same applies to all in the description parameters disclosed and any desired combinations thereof

By the following examples, the invention will erlautet near without having thereby to bring about a restriction of the invention

Examples

I. Description of Measurement Methods Used

A. Determination of the viscosity

The viscosity is determined according to DIN 53019 from November 1983rd

B. Determination of the stability of the formulation

The stability of the formulation was determined by the centrifuges microwave test. The test is used to evaluate the structure of disperse systems. The test method is as follows:

processing

The test pattern of the test formulation is acclimatized to manufacture about 2 days at room temperature. Approximately 10 g of product (25 mL nominal volume) are weighed from the sample in a Zentrifügenglas.

Stress test the formulation

The centrifuge tube is irradiated 75 seconds with stage 1 of the apparatus AEG Micromat ® 114 (corresponding to a durchsclinittlichen power output of 75 watts) in the microwave. Then, this sample is acclimatized for one hour at room temperature and centrifuged in an Eppendorf centrifuge 5403 11 minutes at 4350 revolutions / minute.

exam

The examination of the sample is visually by the laboratory technician. It is investigated on the sample homogeneity of the formulation. Deviating appearance to the untreated sample, for example, phase separation occurring or bubbles in the centrifuge tube are described.

Comparative Example IL

A lotion of the following composition is prepared:

phase A

16.8% wt .-% water (dist. Water) Phase B

40% wt .-% l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl (Icaridin, Bayrepel ®)

43.2% wt .-% ethanol (96%)

All materials are mixed at room temperature until a clear solution is established.

III. example 2

A gel formulation having the following composition is prepared:

phase A

39.63% wt .-% water (dist. Water)

35.0% wt .-% ethanol (96%)

phase B

25% wt .-% l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl (Icaridin, Bayrepel ®)

0, 17% wt .-% acrylic acid polymer (Carbopol Ultrez 10)

0.5% wt .-% of 2-amino-2-methyl-l-propanol (AMP 95)

First, Phase A is mixed at room temperature. Then phase B is mixed at room temperature for 15 min and added slowly with vigorous stirring, to Phase A. Subsequently, a pH control is performed and adjusted by means of 2-amino-2-methyl-l-propanol in the range pH 5.5 to 7.0.

Example 3 IV.

A gel formulation having the following composition is prepared:

phase A

39.63% wt .-% water (dist. Water)

35.0% wt .-% ethanol (96%) Phase B

25% wt .-% 1 -Piperidincarbonsäure-2-hydroxyethyl 1 -Methylpropylester (Icaridin, Bayrepel ®)

0.3% wt .-% Carbomer (pioneer NP37K)

0.07% wt .-% of 2-amino-2-methyl-l-propanol

First, Phase A is mixed at room temperature. Then phase B is mixed at room temperature for 15 min and added slowly with vigorous stirring. Subsequently, a pH control is performed and adjusted by means of 2-amino-2-methyl-l-propanol in the range pH 5.5 to 7.0.

The formulations thus prepared were stored at room temperature for one week and then visually evaluated and the viscosity measured:

2) Since the formulation is very low viscosity, the viscosity of such a formulation can not be uniquely determined

Claims

claims
1. Formulation for repelling arthropods and Plathelrninthen comprising the mixture:
1.0 to 39 weight percent of a repellents against arthropods and Plathelrninthen
0 to 35 percent by weight of an alcohol
0.05 to 25 weight percent of a thickener and
1.0 to 98.95 weight percent water
having a viscosity of> 20 mPas.
2. Formulation according to claim 1, characterized in that the formulation has a viscosity of> 1000 mPas.
3. Formulation according to one or more of claims 1 and 2, characterized in that a thickener, preferably polyacrylic acid, polymethacrylic acid, carbomer, polyvinyl pyrrolidone, quaternary polyvinyl pyrrolidone, vinyl imidazole copolymer, dimethylaminoethyl methacrylate copolymer, poly (dimethyldiallylammonium chloride), dimethyl diallyl ammonium chloride copolymer, chitosan, vinylcaprolactam vinlpyrrolidon - dimethylaminoethyl methacrylate copolymer, tert-butylacrylamide-ethylacrylate-acrylic acid
Copolymer, polyacrylamide or mixtures thereof be used.
4. Formulation according to one or more of claims 1 to 3, characterized in that 0 to 35% by weight of N-methylpyrrolidone, phenethyl alcohol, benzyl alcohol, an aliphatic alcohol, aliphatic ether, aliphatic polyethers and / or mixtures thereof.
5. Formulation according to claim 4, characterized in that ethanol, propanol, isopropanol, n-butanol, sec-butanol, propylene glycol, polypropylene glycol, ethylene glycol, polyethylene glycol, copolymers of ethylene or propylene oxide Polyetheφolyole, 2-ethyl-1,3-hexanediol , glycerol, Trimetliylolpropan and / or mixtures thereof.
6. Formlierung according to one or more of claims 1 to 5, characterized in that as a repellent is preferably a piperidine derivative of the general formula wherein
Ri 'and R 2' is independently alkyl, alkenyl, alkynyl, hydroxyalkyl, hydroxyalkenyl, hydroxyalkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, cycloalkoxy, Cycloalkenoxy and Cycloalkinoxy, and
n is 0 or 1, or mixtures thereof is used.
7. A formulation according to one or more of claims 1 to 6, characterized in that as a repellent, a piperidine derivative of the general formula is used where Ri 'and R 2' are independently Ci-Ci 2 alkyl, C 2 -C 20 alkenyl, C 2 -C 2 O alkynyl, Ci-C] 2
Hydroxyalkyl, C 3 -C 2 O hydroxyalkenyl, C 2 -C 20 hydroxyalkynyl, C 3 -C 20 cycloalkyl, C 3 -C 20 Cycloalkeyl, C 3 -C 20 cycloalkynyl, C 3 -C 20 cycloalkoxy, C 3 -C 20 Cycloalkenoxy and C 3 -C 20 Cycloalkinoxy, and n is 0 or 1 or is mixtures thereof.
8. A formulation according to one or more of claims 1 to 7, characterized in that as a repellent l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl ester and l- (3-cyclohexen-l-ylcarbonyl) -2-methylpiperidine as a racemic mixture of both is used as a chiral compound.
9. A formulation according to one or more of claims 1 to 8, characterized in that the mixture of l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl ester, acrylic acid polymer, ethanol, 2-amino-2-methyl-l-propanol and water contains.
10. Formulation according to one or more of claims 1 to 8, characterized in that the mixture of l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl, carbomer, ethanol containing 2-amino-2-methyl-l-propanol and water.
11. Formulation according to one or more of claims 1 to 8, characterized in that the mixture of l-piperidinecarboxylic acid-2-hydroxyethyl-l-methylpropyl, polyvinyl pyrrolidone, ethanol, and water.
12. Formulation according to one or more of claims 1 to 8 3, characterized in that the mixture of l-Piperidmcarbonsäure-2-hydroxyethyl-l-methylpropyl, polyacrylamide, ethanol and water.
13. Formulation according to one or more of claims 1 to 8, characterized in that the mixture of l-Piperidmcarbonsäure-2-hydroxyethyl-l-methylpropyl, acrylated lat / octylacrylamide copolymer contains, ethanol and water.
14. Formulation according to one or more of claims 1 to 13, characterized in that in addition as oils, mineral oils, polycyclic aromatic hydrocarbons, paraffin oils, silicone oils such as polysiloxane, cyclosiloxane, methicone, animal oils such as mink oil, fish oils, natural vegetable oils such as olive oil, sesame oil, linseed oil , palm oil, sunflower oil,
Peanut oil, rapeseed oil, soybean oil, coconut oil, palm kernel oil, peach kernel oil, almond oil, castor oil, dehydrated castor oil, pine oil, tall oil or mixtures thereof are used.
15. Formulation according to one or more of claims 1 to 13, characterized in that in addition, the oil phase systems synthetic triglycerides such as caprylic / Caprinsäurebiglycerid, triglyceride mixture with vegetable fatty acids of chain length
Cg-π or other specially selected natural fatty acids, partial glyceride mixtures of saturated or unsaturated fatty acids, mono- and diglycerides of C8 / io fatty acids. Fatty acid ester such as ethyl stearate, di-n-butylryl adipate, hexyl laurate, dipropylene glykolpelargonat, esters of a branched fatty acid of medium chain length with saturated fatty alcohols of chain length C 6 -Is, isopropyl myristate, isopropyl palmitate,
Caprylic / Caprinsäureester of saturated fatty alcohols of chain length Isopropyl stearate, isopropyl palmitate, caprylic / Caprinsäureester be used thereof of saturated fatty alcohols of chain length Cn-is, decyl oleate, ethyl oleate, lactic acid ethyl ester, waxy fatty acid ester and / or fatty alcohols and / or mixtures thereof.
16. Formulation according to one or more of claims 1 to 15, characterized in that in addition components are used to generate a UV-filter effect.
17. Formulation according to claim 16, characterized in that components for generating a UV Fütereffekts oxybenzone, sulisobenzone (2-hydroxy-4-methylbenzophenone-5-sulfonic acid), dioxybenzone (2,2'-dihydroxy-4-methoxybenzophenone),
Menthyl, avobenzone, para Aminobenzoesäue, octyl, octocrylene, Drometrizoltrisiloxan, octyl salicylate, homomenthyl, octyl dimethyl PABA. TEA salicylate. Titanium dioxide. Zinc oxide, Butyhnethoxydibenzoyhnethan, Metiiylbenzylidenkamfer, octyl. Terephthalyldiendikamfersulfonsäure, ethyl PABA, Hydroxymetliylphenyl-benzotriazole, methylene-bi-benzotriazoyltetramethylbutylphenol, bis octyloxyphenol-methoxy-phenol-triazine, novantisolic acid and / or mixtures thereof.
18. Formulation according to one or more of claims 1 to 17, characterized in that additionally biocides are employed.
19. Formulation according to claim 18, characterized in that as biocides benzyl alcohol, trichlorobutanol, o-phenylphenol, para-hydroxybenzoate, para-hydroxybenzoate, para-hydroxybenzoate, para-hydroxybenzoate, n-butanol, propanol, iso-propanol, ethanol and / or
Mixtures thereof.
20. Formulation according to one or more of claims 1 to 19, characterized in that additionally antioxidants are used.
21. Formulation according to claim 20, characterized in that as antioxidants butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tocopherol, sulphites,
Metabisulfite as potassium metabisulfite, ascorbic acid, and / or mixtures thereof.
22. Formulation according to one or more of claims 1 to 21, characterized in that in addition viscosity modifiers are used.
23. Formulation according to claim 22, characterized in that as a viscosity modifier, carboxymethyl cellulose, hydroxyethyl cellulose, methyl cellulose and other cellulose and starch derivatives, polyacrylates, polyvinyl acetate, vinyl acetate-crotonic acid copolymer, alginates. Gelatin, pectin. Casein, agar-agar, gum arabic, aloe vera, polyvinylpyrrolidone, polyvinyl alcohol, copolymers of methyl vinyl ether and maleic anhydride, polyethylene glycols, polypropylene glycols, block and / or random
Copolymer of propylene and ethylene glycol, waxes, colloidal silicas, and / or mixtures thereof.
24. Formulation according to one or more of claims 1 to 23, characterized in that in addition dyes or color pigments.
25. Formulation according to claim 24, characterized in that the dyes are all approved for use in human or animal dyes in dissolved or suspended form as pigments and all are approved for use in humans or animals pigments in dissolved or suspended form, and / or mixtures thereof be used.
26. Formulation according to one or more of claims 1 to 25, characterized in that in addition aromatic substances are used.
27. Formulation according to claim 26, characterized in that thereof can be used as fragrances perfume oils and other low-boiling substances which are approved for use in humans or animals, and / or mixtures thereof.
28. Formulation according to one or more of claims 1 to 27, characterized in that additionally plasticizers are used.
29. A formulation according to spoke 28, characterized in that as the plasticizer diethyl phthalate, di (ethylhexyl) phthalate, diethyl citrate, adipate, silicones, polyglycols and / or mixtures thereof.
30. A process for the preparation of the formulation according to one or more of claims 1 to 29, characterized in that
• 1 to 39 weight percent of a repellents
• 0 to 35 weight percent of an alcohol
• 0.05 to 25 weight percent of a thickener and
• from 0.1 to 98.95 percent by weight water
and optionally additional substances are mixed in any desired order with each other.
31. The use of formulations according to one or more of claims 1 to 29 for the expulsion of arthropods.
32. The use of formulations according to one or more of claims 1 to 29 for the expulsion of platyhelminths.
33. The use of formulations according to one or more of claims 1 to 29, characterized in that the formulations are prepared by application to the skin of humans or animals by means of trickling, brushing. Rubbing, spraying, spraying, dipping / dipping. Bathing or washing.
34. Use of formulations according to one or more of claims 1 to 29 for impregnation of a carrier or encapsulation / microencapsulation in a shell of liposomes and / or ureas or filling a permeable packaging or container for later use on the body of a living being.
35. The use of formulations according to claim 34, characterized in that are used as the base fabric, nonwoven fabric, gel and / or polyacrylate.
PCT/EP2007/000956 2006-02-16 2007-02-05 Gel formulations for arthropod and plathelminth control WO2007093298A1 (en)

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DE102006007547.1 2006-02-16

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WO2007093297A2 (en) * 2006-02-16 2007-08-23 Saltigo Gmbh Water-in-oil formulation for arthropod and plathelminth control
WO2007093295A2 (en) * 2006-02-16 2007-08-23 Saltigo Gmbh Oil-in-water formulation for arthropod and plathelminth control

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WO2007093297A2 (en) * 2006-02-16 2007-08-23 Saltigo Gmbh Water-in-oil formulation for arthropod and plathelminth control
WO2007093295A2 (en) * 2006-02-16 2007-08-23 Saltigo Gmbh Oil-in-water formulation for arthropod and plathelminth control
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WO2007093295A3 (en) * 2006-02-16 2007-12-21 Saltigo Gmbh Oil-in-water formulation for arthropod and plathelminth control

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