EP1065926A1 - Utilisation d'acide quinique naturel et/ou synthetique et/ou de precurseurs de celui-ci comme parasiticide - Google Patents

Utilisation d'acide quinique naturel et/ou synthetique et/ou de precurseurs de celui-ci comme parasiticide

Info

Publication number
EP1065926A1
EP1065926A1 EP99916865A EP99916865A EP1065926A1 EP 1065926 A1 EP1065926 A1 EP 1065926A1 EP 99916865 A EP99916865 A EP 99916865A EP 99916865 A EP99916865 A EP 99916865A EP 1065926 A1 EP1065926 A1 EP 1065926A1
Authority
EP
European Patent Office
Prior art keywords
quinic acid
test
hours
natural
mosquitoes
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.)
Withdrawn
Application number
EP99916865A
Other languages
German (de)
English (en)
Inventor
Franz Bencsits
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Biolink Technologies AG
Original Assignee
Biolink Technologies AG
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
Application filed by Biolink Technologies AG filed Critical Biolink Technologies AG
Publication of EP1065926A1 publication Critical patent/EP1065926A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, 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
    • A01N37/36—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels

Definitions

  • the present invention relates to a pest repellent against flying, crawling, stinging, biting and sucking insects and other related types of arthropods (arthropods), such as mites and ticks (Acarina), and arachnids (Arachnida).
  • arthropods such as mites and ticks (Acarina), and arachnids (Arachnida).
  • Such pest repellents are generally also called repellents.
  • Repellents are chemical substances that have a repulsive effect on arthropods affecting humans and animals, particularly insects. Their use is of great practical importance in human and veterinary hygiene, where they protect humans and animals from infestation with blood-sucking, biting or other troublesome arthropods.
  • repellents In the case of repellents to be applied directly to the skin, fur or clothing, it is necessary that they are skin-friendly, non-toxic, in particular non-absorbable, sweat and light-fast and cosmetically perfect.
  • the protection of the treated areas should last as long as possible and the spectrum of activity of the repellents should be as broad as possible, i.e. they should work against as many pests and nuisances as possible.
  • repellents and their benefits can easily be explained solely from the fact that, statistically speaking, a human being dies from the consequences of a mosquito bite every thirty seconds worldwide and the number and extent of all other sequelae of pest attacks on humans and animals are inconceivable stay. Therefore, only the transmission of dangerous diseases such as malaria, yellow fever, dengue and filariasis should be referred to as a causal factor for the benefits of repellents. All of the repellents known to date have the chemical-physical property evaporate more or less quickly at room temperature, whereby two factors are effective for the intensity and duration of their protective action:
  • the present invention has for its object to provide an effective pest repellent based on natural and ⁇ atu ⁇ de ⁇ ter raw materials with the lowest toxicological risk, which also has a high effectiveness over a long period of time.
  • This object is achieved by the use of natural and / or synthetic Quinic acid and / or precursors dissolved thereof.
  • Quinic acid is preferably dissolved in at least one suitable, toxicologically acceptable, natural and / or natural and / or synthetic carrier
  • Natural and / or synthetic quinic acid and / or precursors thereof can be used in humans and animals to ward off creeping, flying, stinging, sucking and disease-carrying diseases, in particular insects and related species
  • the active ingredient used according to the invention is quinic acid (1 R, 3R, 4S, 5R) - (1, 3, 4,5-tetrahydroxycyclohexane carboxylic acid) with the
  • the molecular weight is 192.17
  • the quinic acid is preferably dissolved in a suitable carrier of natural or synthetic origin, preferably water.
  • the preferred active ingredient content is 0.1 to 50% by weight of quinic acid in the carrier.
  • a content of 5 to 30% by weight of quinic acid is particularly preferred
  • the carrier used according to the invention can also be a mixture of different carriers.
  • the use of a mixture of water with glycols, alcohols or propanediols is preferred.
  • the use of a mixture of 0.1 to 50% by weight of quinic acid in 50 to 99 is particularly preferred , 1% by weight of a mixture of 0.1 to 99 9% by weight of water and 0 1 to 99.9% by weight of the other carrier
  • the quinic acid used is produced by the known processes (leaching and recrystallization) from its natural occurrence in Chinese bark (Cortex Chinae), various types of Chinona (Rubiaceae), coffee beans, sugar beets, meadow hay, gooseberries and blackberries as well as bilberry and cranberry leaves .
  • Quinic acid can also be synthetically produced and used. Precursors of quinic acid can also be used. A preferred precursor is its dehydrated form, the shikimic acid (3, 4, 5-trihydroxy-1-cyclohexane carboxylic acid). In the following, all these substances are called quinic acid for the sake of simplicity.
  • 0.1 to 50% by weight of quinic acid and 50 to 99.9% by weight of water, or 0.1 to 50% by weight of quinic acid are dissolved in a mixture of glycerol and water or from 1 , 2-propylene glycol and water.
  • glycerol and water or from 1 , 2-propylene glycol and water.
  • the use of 5 to 30% by weight of quinic acid is particularly preferred.
  • the mixing ratios of the different carriers are as stated above.
  • Quinic acid can also be used in the form of an emulsion, dispersion, lotion, cream, gel or solution.
  • the generally customary preparation methods can be used to produce these forms of use.
  • the usual raw materials and additives can also be used.
  • These base materials and additives include the commonly used solvents, solution accelerators, emulsifiers, solvents, wetting agents, anti-foaming agents, salt formers, buffers, gel formers, thickeners, film formers, binders, lubricants, anti-adhesives, flow regulators, humectants or drying agents, fillers and auxiliaries such as antioxidants - tien, preservatives, odor correctors and colorants.
  • emulsion encompasses all disperse systems composed of two or more immiscible liquids, the emulsion partners also being able to be present as solid substances at room temperature. These emulsions can be macro or micro emulsions. Typically, water-in-oil or oil-in-water emulsions are used. To reduce the interfacial work (work to be done on emulsifying), emulsifiers are used. Emulsifiers are usually surface-active substances , typically with hydrophilic end groups. Typical examples include:
  • anionic emulsifiers i.e. Emulsifiers with carboxylate, sulfonate, sulfate, phosphate, polyphosphate, lactate, citrate, tartrate, glucose or polyglucose end groups;
  • cationic emulsifiers i.e. Emulsifiers with amine salt or quaternary ammonium end groups
  • amphoteric and zwitterionic emulsifiers i.e. Emulsifiers with zwitterionic end groups or betaine end groups; such as
  • non-ionic emulsifiers i.e. Emulsifiers with alcohol, polyether, glyceri, sorbitol, pentaerythritol, sucrose, acetic acid and / or lactic acid residues as the end group.
  • All emulsifiers also contain lipophilic end groups such as alkyl or alkenyl residues, each straight-chain, branched or cyclic, and aryl or alkylaryl residues.
  • hydrophilic side groups such as hydroxyl, ester, sulfamide, amide, amine, polyamide, polyamine, ether, polyether, glycerol, sorbitol, pentaerythritol or sucrose groups can be included.
  • gels encompasses dimensionally stable, easily deformable, liquid-rich systems consisting of at least 2 components. These two components are usually a) a liquid and b) a solid, colloidally distributed substance, such as gelatin, silica, montmorillonite, bentonite, polysaccharides, polyacrylic acid, pectins etc.
  • a completely harmless active ingredient which is produced directly from natural raw materials and is just as harmless, cosmetically and pharmaceutically 6
  • the use according to the invention offers a completely new mode of action. This is not based on a permanent evaporation cloud lying over the skin, which covers the locating receptors for nuisances that are secreted from the skin and is therefore naturally subject to fluctuations in effect that correspond to circumstances.
  • the use of quinic acid according to the invention blocks the formation of receptors on the skin, the fur or overlying clothing independently in a constant, permanent reaction with the starting materials on the skin and also soluble in the solvent of the pesticide, which are permanently formed or released by the body of fluctuations in environmental conditions.
  • These starting materials are, for example, ammonia, lactic and butyric acid, carbon dioxide and certain amino acids (such as cystine and glutamine). So there is no evaporation bell covering these already formed receptors, which prevents nuisances, but their emergence on the skin is prevented and the areas treated with it are thus unattractive for pests.
  • the quinic acid used according to the invention is unable to penetrate the skin. Nor is it a risk factor for health.
  • the pest repellants (I) and (II) were tested on two different people, a product from the market serving as reference (KIK AKTIV - 30% DEET).
  • the right forearm of a test subject was treated on an area of approximately 250 cm 2 with the corresponding test substance - TS (I) or (II). An amount of 2 ml of the corresponding test substance was distributed evenly.
  • the treated forearm area was sealed at both ends with a mosquito-proof adhesive tape and a short plastic tube.
  • the untreated hand was covered with a thick glove and thus also served as a control for the pricking activity of the test animals.
  • the left forearm was also treated with reference product (REF). About 300 to 400 yellow fever mosquitoes (Aedes aegypti), almost exclusively females, were used as experimental animals in a breeding cage of 40x40x40 cm.
  • the number of biting mosquitoes is the decisive factor for the duration of the effect and thus indirectly in the tropics for the risk of infection.
  • the tested substances guarantee protection for over 8 hours.
  • parameters b) and c) there is a certain number of mosquitoes flying and settling down when using the substances used according to the invention; however, these do not sting.
  • a strong repellent effect can therefore be attributed to all tested substances, whereby TEST PRODUCT (I) showed the most effective wrinkle.
  • the extremely low number of mosquitoes approaching and the fact that not a single mosquito has been dismantled shows the superior effect of the use of quinic acid according to the invention with an active substance content of 10% compared to the commercially available reference product with 30% active substance content.
  • the advantage of the prevention of formation of zeptors directly on the skin compared to the coverage of the receptors is particularly clearly shown.
  • the preparation of the test subjects was carried out immediately after the laboratory test.
  • the subjects of the tests against mosquitoes were exposed only from sunset at temperatures of 18 to 28 ° C, relative humidity of 50 to 95% and wind speeds below 1 m / s.
  • the subjects in the brake tests only during the day under the above conditions.
  • Groups of five subjects were formed for each experiment, of which 1 subject served as an untreated control, 2 subjects were treated with TEST PRODUCT (i) and 2 subjects with REFERENCE.
  • the untreated control served as a unit of measurement for the mosquitoes 'or brakes' reluctance to sting or bite and was only exposed for 1 minute each.
  • test carried out 12 times in the cross test also shows that the test product according to the invention has an effect duration which is at least two hours longer than that of the commercially available reference product.
  • a five-day field test was carried out to test the effectiveness of the repellant activity against ticks, as a typical representative of the Acarinae, which is also the most dangerous representative of this genus for humans and animals.
  • Three sheep dogs, male, of approximately the same size and weight, with three dog handlers were provided by an animal shelter, each of whom led the animals for four hours a day in a known tick-contaminated area.
  • 1 dog was marked daily with K (control), TP (I) and REF. Dog and the associated guide were treated with the entire body of the body with approx. 10 ml TEST PRODUCT (I) and REFERENCE.
  • An untreated dog served as a control, whose guide, although vaccinated against TBE, was treated with REFERENCE in order to counter the risk of transmission of Lyme disease through possible tick bites.
  • untreated control a total of 86 ticks were found in the dog on the five test days, including 68 of the genus L. ricinus and 18 R. sanguineus, the individual stages (adults and nymphs) not being distinguished. All ticks survived the 72 hour follow-up.
  • TESTPRODUKT (I) not only has a protection period against ticks of at least 4 hours, but also reliably kills them when they come into contact with the product and is therefore superior to the market-recognized reference in absolute protection against tick bites.
  • Ants (Lasius niger)

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne l'utilisation d'acide quinique naturel et/ou synthétique (acide 1,3,4,5-tétrahydroxycyclohexancarboxylique) et/ou de précurseurs de celui-ci comme parasiticide.
EP99916865A 1998-03-24 1999-03-22 Utilisation d'acide quinique naturel et/ou synthetique et/ou de precurseurs de celui-ci comme parasiticide Withdrawn EP1065926A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE1998112927 DE19812927C1 (de) 1998-03-24 1998-03-24 Verwendung von natürlicher und/oder synthetischer Chinasäure und/oder Shikimisäure als Schädlingsabwehrmittel
DE19812927 1998-03-24
PCT/EP1999/001931 WO1999048363A1 (fr) 1998-03-24 1999-03-22 Utilisation d'acide quinique naturel et/ou synthetique et/ou de precurseurs de celui-ci comme parasiticide

Publications (1)

Publication Number Publication Date
EP1065926A1 true EP1065926A1 (fr) 2001-01-10

Family

ID=7862140

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99916865A Withdrawn EP1065926A1 (fr) 1998-03-24 1999-03-22 Utilisation d'acide quinique naturel et/ou synthetique et/ou de precurseurs de celui-ci comme parasiticide

Country Status (10)

Country Link
EP (1) EP1065926A1 (fr)
JP (1) JP2002507549A (fr)
KR (1) KR20010034611A (fr)
CN (1) CN1298279A (fr)
AU (1) AU746660B2 (fr)
BR (1) BR9909152A (fr)
CA (1) CA2325372A1 (fr)
DE (1) DE19812927C1 (fr)
NO (1) NO20004708L (fr)
WO (1) WO1999048363A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19812927C1 (de) * 1998-03-24 1999-08-12 Straight Ag Verwendung von natürlicher und/oder synthetischer Chinasäure und/oder Shikimisäure als Schädlingsabwehrmittel
DE19825605A1 (de) * 1998-06-08 1999-12-09 Straight Ag Zuerich Verwendung mindestens einer Säure des Zitronensäure-Kreislaufs in Kombination mit Glycerin als Schädlingsbekämpfungsmittel
DE19961812A1 (de) * 1999-12-21 2001-07-05 Biolink Technologies Ag Neuhau Verwendung mindestens eines Fettsäurepolydialkanolamides in Kombination mit Chinasäure und/oder Shikimisäure zur Schädlingsbekämpfung
MX2018001594A (es) 2015-08-10 2018-09-26 Beem Biologics Inc Composiciones y su uso para control de plagas y para inducir una hormona vegetal y la regulacion genica para produccion y defensa mejoradas de las plantas.
WO2024038063A1 (fr) * 2022-08-16 2024-02-22 South China Botanical Garden Compositions pesticides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61291507A (ja) * 1985-06-19 1986-12-22 Hakuyo Kosan Kk ねずみ嫌畏剤
DE19812927C1 (de) * 1998-03-24 1999-08-12 Straight Ag Verwendung von natürlicher und/oder synthetischer Chinasäure und/oder Shikimisäure als Schädlingsabwehrmittel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9948363A1 *

Also Published As

Publication number Publication date
CA2325372A1 (fr) 1999-09-30
AU3520399A (en) 1999-10-18
WO1999048363A1 (fr) 1999-09-30
AU746660B2 (en) 2002-05-02
NO20004708L (no) 2000-11-24
JP2002507549A (ja) 2002-03-12
KR20010034611A (ko) 2001-04-25
DE19812927C1 (de) 1999-08-12
BR9909152A (pt) 2000-11-28
CN1298279A (zh) 2001-06-06
NO20004708D0 (no) 2000-09-20

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