WO2002002087A2 - Anthelmintika zur verhinderung von parasitären infektionen bei menschen und tieren ii - Google Patents
Anthelmintika zur verhinderung von parasitären infektionen bei menschen und tieren ii Download PDFInfo
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- WO2002002087A2 WO2002002087A2 PCT/EP2001/007200 EP0107200W WO0202087A2 WO 2002002087 A2 WO2002002087 A2 WO 2002002087A2 EP 0107200 W EP0107200 W EP 0107200W WO 0202087 A2 WO0202087 A2 WO 0202087A2
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- alkyl
- optionally substituted
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- hydrogen
- different
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- 230000003111 delayed effect Effects 0.000 description 1
- 230000036576 dermal application Effects 0.000 description 1
- UGMCXQCYOVCMTB-UHFFFAOYSA-K dihydroxy(stearato)aluminium Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[Al](O)O UGMCXQCYOVCMTB-UHFFFAOYSA-K 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
- 229940093471 ethyl oleate Drugs 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 231100000722 genetic damage Toxicity 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 231100000234 hepatic damage Toxicity 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 229940089456 isopropyl stearate Drugs 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 230000008818 liver damage Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000036244 malformation Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000003883 ointment base Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- BARWIPMJPCRCTP-UHFFFAOYSA-N oleic acid oleyl ester Natural products CCCCCCCCC=CCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC BARWIPMJPCRCTP-UHFFFAOYSA-N 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 description 1
- 229940043349 potassium metabisulfite Drugs 0.000 description 1
- 235000010263 potassium metabisulphite Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- JNYAEWCLZODPBN-CTQIIAAMSA-N sorbitan Polymers OCC(O)C1OCC(O)[C@@H]1O JNYAEWCLZODPBN-CTQIIAAMSA-N 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000004544 spot-on Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000035900 sweating Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000003860 topical agent Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4453—Non condensed piperidines, e.g. piperocaine only substituted in position 1, e.g. propipocaine, diperodon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
- A61P33/12—Schistosomicides
Definitions
- Anthelmintics to prevent parasitic infections in humans and animals II
- the present invention relates to compositions containing certain active substances suitable as repellents and their use for preventing infection of humans or animals with the infection stages of parasitic flatworms (plathelminths).
- the agents are used on the skin against such stages of flatworms, so-called cercariae, which can penetrate through the skin into the host body.
- a pretreatment of the skin according to the invention with anthelmintic substances can, however, protect against the penetration of the pathogens.
- Hexachlorophene has a killing effect on cercariae from Schistosomas mansoni (Fripp, P.J. and Armstrong, F.L., The efficacy of hexachlorophene skin cleanser as a cercariae repellent. South African Med. J. 47: 1973, 526-527). Because of health risks, especially liver damage, hexachlorophene cannot be applied to the skin in humans. It is poisonous in contact with the skin and if swallowed, may cause malformations and may be carcinogenic [Commission of the European Communities, Directive 93/72 / EEC of 1 September. 1993, Appendix Vol. I and II (EU Hazardous Substances Ordinance) with additions up to 1999, Official Journal of EUL258A, 36th year, Oct. 16, 1993, additions up to 1997].
- Niclosamide acts against the penetration of cercariae [Bruce, J.I. et al. (1992) Efficacy of niclosamide as apotential topical antipenetrant (TAP) against cercariae of Schistosoma mansoni in monkeys. Mem. Inst. Oswaldo Cruz 87:28 1-289.] Is toxicologically unsafe because it can cause inheritable genetic damage (Registry of Toxic Effects of Chemical Substances, National Institute of Occupational Safety and Health). Application on the skin after exposure in
- N, N-Diethyl-m-toluamide acts on cercariae from Schistosoma mansoni [Salafsky, B. et al. Evaluation of N, N-diethyl-m-toluamide (DEET) as a topical agent for preventing skin penetration by cercariae of Schistosoma mansoni. At the. J. Trop. Med. Hyg. 58: 1998, 828-834).
- DEET has some unfavorable properties. The effects of the anthelmintics described so far against infectious stages of plathelminths have so far only been tested on cercariae of the species Schistosoma mansoni, so that the effectiveness of these agents against other types of worms has not been demonstrated.
- the agents according to the invention are suitable for providing effective protection for humans and animals against infections with plathelminths, in particular Schistosoma haematobium, Schistosoma japonicum, Trichobilharzia spp. and Omithobilharzia spp., but also Echinostoma spp. et al to offer.
- the invention accordingly relates to
- Agent for defense against helminthic parasites characterized by a content of at least one compound of the formula (I)
- Y represents hydrogen, optionally substituted alkyl or the radical O-X,
- X represents hydrogen, COR 11 , COOR12, Rl3,
- R 1 represents an optionally substituted alkyl, alkenyl, cycloalkyl or cycloalkenyl radical
- R 2 , R 11 , R 12 and R 13 are identical or different and represent optionally substituted alkyl or alkenyl radicals
- R 3 to R 10 are the same or different and represent hydrogen or optionally substituted alkenyl radicals and where R 2 and R 3 together with the atoms to which they are bonded can also form an optionally substituted monocyclic ring and
- n and m are the same or different and denote 0 or 1, with the proviso that X is not hydrogen or R 13 if n and m are 0.
- Y represents hydrogen, Ci-C ö alkyl or the radical OX
- X represents hydrogen, COR 1 * or R 13 ,
- Cycloalkenyl rings of the aforementioned radicals are optionally substituted up to three times by C 1-6 alkyl or by a C 1 -C 6 -dialkylene bridge or
- R 1 represents C r C 7 alkyl or C 3 -C 7 alkenyl
- R 2 , R 11 , R 13 are the same or different and represent Ci-C ⁇ - alkyl
- R 3 to R 6 are the same or different and represent hydrogen or C 1 -C 6 -alkyl
- R 2 and R 3 together with the atoms to which they are attached can form a 5- or 6-membered monocyclic ring and
- a method for combating parasitic helminths characterized in that compounds of the formula (I) according to item 1 are allowed to act on helminths and / or their habitat.
- a process for the preparation of agents for defense against helminthic parasites characterized in that compounds of the formula (I) according to item 1 are mixed with extenders and / or surface-active agents.
- the substituent Y is hydrogen or -Ce-alkyl, such as. B. methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, iso-butyl or tert-butyl, pentyl or hexyl.
- R 1 preferably represents C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkenyl, C 1 -C 2 alkyl-C 3 -C 7 cycloalkyl, C 1 -C 2 alkyl- C 3 -C 7 cycloalkenyl, the cycloalkyl or cycloalkenyl rings of the abovementioned radicals optionally being substituted up to three times by C 1 -C 6 -alkyl or by a C 1 -C 6 -dialkylene bridge.
- X represents hydrogen, COR 1 COOR 12 , R l3 ,
- R 1 represents optionally substituted alkyl or alkenyl radicals
- R 2 , R 11 , R 12 and R 13 are identical or different and represent optionally substituted alkyl or alkenyl radicals
- R 3 to R 10 are the same or different and represent hydrogen or optionally substituted alkenyl radicals, and where R 2 and R 3 together with the atoms to which they are attached can also form an optionally substituted monocyclic ring and
- n and m are the same or different and represent 0 or 1, with the proviso that X is not hydrogen or R 13 if n and m are 0.
- X represents hydrogen, COR 11 or R 13 ,
- R 1 represents Ci-C-alkyl or C 3 -C 7 -alkenyl
- R 2 , R n , R 13 are the same or different and are C 3 -C 6 alkyl
- R 3 to R 6 are the same or different and stand for hydrogen or Ci- - alkyl, where R 2 and R 3 together with the atoms to which they are attached can form a 5- or 6-membered monocyclic ring and n for 1 and
- R 2 and R 3 very particularly preferably form, together with the atoms to which they are attached, a 5- or 6-membered monocyclic ring, in particular a piperazine ring.
- X represents hydrogen, COR 11 , COOR 12 , R 13 , where R 1 ⁇ R 12 and R 13 are the same or different and for optionally substituted alkyl or alkenyl radicals, in particular for hydrogen or CrGrAlkyl, such as. B.
- R 1 represents C r C 6 alkyl or C 3 -C 6 alkenyl.
- This compound is known and commercially available.
- the active substances contained in the agents according to the invention have already been used specifically for use as repellants on the skin against insects and ticks.
- a major advantage of using the compounds according to the invention is their high skin, plant and environmental compatibility and the generally low toxicity of these compounds.
- the mosquitoes with their bites can transmit diseases such as malaria, various viruses, filaria and parasites, especially in the tropics.
- the agents according to the invention now enable simultaneous prevention against infections with platinum helminths and protection against mosquitoes with one agent. This avoids the need to use two different, possibly incompatible agents on the skin at the same time.
- the agents according to the invention can also contain all customary auxiliaries and additives which are used in formulations for topical application.
- the active ingredients are used directly or in the form of suitable preparations dermally or with the aid of shaped articles containing active ingredients, e.g. Strips, plates, ribbons, collars, ear tags, limb straps, marking devices.
- the dermal application happens e.g. in the form of bathing, diving (dipping), spraying (spraying), pouring on (pour-on or spot-on), washing, shampooing, watering, powdering.
- Suitable preparations are:
- Emulsions and suspensions for dermal use and semi-solid preparations are Emulsions and suspensions for dermal use and semi-solid preparations
- Formuherungen in which the active ingredient is processed in an ointment base or in an oil in water or water in oil emulsion base;
- Solid preparations such as powders, shaped articles containing active ingredients.
- Solutions for use on the skin are dripped on, spread on, rubbed in, sprayed on, sprayed on or applied by dipping (dipping), bathing or washing.
- the solutions are prepared by dissolving the active ingredient in a suitable solvent and possibly adding additives such as solubilizers, acids, bases, buffer salts, antioxidants, preservatives.
- solvents such as
- Alcohols such as ethanol, butanol, benzyl alcohol, glycerin, hydrocarbons, propylene glycol, polyethylene glycols, N-methyl-pyrrolidone, and mixtures thereof.
- the active ingredients can optionally also be dissolved in physiologically compatible vegetable or synthetic oils.
- solubilizers solvents which require the active ingredient to be dissolved in the main solvent or prevent it from precipitating.
- solvents which require the active ingredient to be dissolved in the main solvent or prevent it from precipitating.
- examples are polyvinyl pyrrolidone, polyoxyethylated castor oil, polyoxyethylated sorbitan esters.
- Preservatives are: benzyl alcohol, trichlorobutanol, p-hydroxybenzoic acid ester, n-butanol.
- Thickeners are: inorganic thickeners such as bentonites, colloidal silica, aluminum monostearate, organic thickeners such as cellulose derivatives, polyvinyl alcohols and their copolymers, acrylates and methacrylates.
- Gels that are applied or spread on the skin are produced by adding enough thickening agent to solutions that have been prepared as described above to produce a clear mass with an ointment-like consistency.
- the thickeners specified above are used as thickeners. Pour-on formulations are poured or sprayed onto limited areas of the skin, the active ingredient being distributed over the surface of the body.
- pour-on formulations are prepared by dissolving, suspending or emulsifying the active ingredient in suitable skin-compatible solvents or solvent mixtures. If necessary, further auxiliaries such as dyes, antioxidants, light stabilizers and adhesives are added.
- solvents water, alkanols, glycols, polyethylene glycols, polypropylene glycols, glycerol, aromatic alcohols such as benzyl alcohol, phenylethanol, phenoxyethanol, esters such as ethyl acetate, butyl acetate, benzylbenzoate, ethers such as alkylene glycol alkyl ethers such as dipropylene glycol monomethyl ether, diethylene glycol, monobutyl glycol, monobutyl glycol Methyl ethyl ketone, aromatic and / or aliphatic hydrocarbons, vegetable or synthetic oils, DMF, dimethylacetamide, N-methylpyrrolidone, 2-dimethyl-4-oxy-methylene-l, 3-dioxolane.
- aromatic alcohols such as benzyl alcohol, phenylethanol, phenoxyethanol
- esters such as ethyl acetate, butyl acetate
- benzylbenzoate
- Dyes are all dyes approved for use on animals, which can be dissolved or suspended.
- Excipients are also spreading oils such as isopropyl myristate, dipropylene glycol pelargonate, silicone oils, fatty acid esters, triglycerides, fatty alcohols.
- Antioxidants are sulfites or metabisulfites such as potassium metabisulfite, ascorbic acid, butylated hydroxytoluene, butylated hydroxyanisole, tocopherol.
- Light stabilizers are e.g. Substances from the class of benzophenones or novantisolic acid.
- Adhesives are, for example, cellulose derivatives, starch derivatives, polyacrylates, natural polymers such as alginates, gelatin. Emulsions are either water in oil or oil in water.
- Preservatives antioxidants, light stabilizers, viscosity-increasing substances, homogenized with the solvent of the other phase.
- hydrophobic phase paraffin oils, silicone oils, natural vegetable oils such as sesame oil, almond oil, castor oil, synthetic triglycerides such as caprylic /
- Fatty acid esters such as ethyl stearate, di-n-butyryl adipate, lauric acid hexyl ester, dipropylene glycol pelargonate, esters of a branched fatty acid of medium chain length with saturated fatty alcohols of chain length C 6 -C 18 , isopropyl myristate, isopropyl palmitate, caprylic / capric alcohol esters of saturated fatty alcohol Chain length C 12 -C 18 , isopropyl stearate, oleic acid oleyl ester, oleic acid decyl ester, ethyl oleate, lactic acid ethyl ester, waxy fatty acid esters such as dibutyl phthalate, adipic acid diisopropyl ester, the latter related ester mixtures including fatty alcohols such as isotride-cyl alcohol, 2-octyl alcohol, 2-octyl alcohol,
- Fatty acids such as Oleic acid and its mixtures.
- hydrophilic phase The following can be mentioned as the hydrophilic phase:
- nonionic surfactants for example polyoxyethylated castor oil, polyoxyethylene sorbitan monooleate, sorbitan monostearate, glycerol monostearate, polyoxyethyl stearate, alkylphenol polyglycol ether;
- ampholytic surfactants such as di-Na-N-lauryl- ⁇ -iminodipropionate or lecithin;
- anionic surfactants such as sodium lauryl sulfate, fatty alcohol ether sulfates, mono / dialkyl polyglycol ether orthophosphoric acid ester monoethanolamine salt; cationic surfactants such as cetyltrimethylammonium chloride.
- auxiliaries substances which increase viscosity and stabilize the emulsion, such as carboxymethyl cellulose, methyl cellulose and other cellulose and starch derivatives, polyacrylates, alginates, gelatin, gum arabic, polyvinyl pyrrolidone, polyvinyl alcohol, copolymers of methyl vinyl ether and maleic anhydride, polyethylene glycols, waxes , colloidal silica or mixtures of the listed substances.
- Suspensions are produced by suspending the active ingredient in a carrier liquid, optionally with the addition of other auxiliary substances such as wetting agents, dyes, absorption-promoting substances, preservatives, antioxidants, light stabilizers.
- the surfactants specified above may be mentioned as wetting agents (dispersants).
- Solid preparations for dermal administration differ from the suspensions and emulsions described above only in their higher viscosity.
- the active ingredient is mixed with suitable carriers, if appropriate with the addition of auxiliaries, and brought into the desired shape.
- Inorganic and organic substances serve as such.
- Inorganic substances are e.g. Table salt, carbonates such as calcium carbonate, hydrogen carbonates, aluminum oxides, silicas, clays, precipitated or colloidal silicon dioxide, phosphates.
- Excipients are preservatives, antioxidants, dyes, which have already been listed above.
- auxiliaries are lubricants and lubricants such as Magnesium stearate, stearic acid, talc, bentonite.
- the agents according to the invention can also contain water-repellent or water-resistant substances.
- Suitable waterproof substances have previously been used in sunscreens which are intended to protect the user against the UV radiation from the sun (for example US 55 18712 and US 4810489). The aim was to maintain sun protection even when the user was swimming or sweating profusely, etc.
- Sunscreen compositions containing such water-resistant or water-repellent substances and insect repellents are already known (US5716602). However, no agents containing anthelmintics have yet been described.
- waterproof substances can also be used in the invention Means be included. These can be fat-soluble, water-insoluble substances as well as compounds that increase the adhesion of the agent to the skin.
- Skin protection products could contain, for example, 1-50% by weight of a polymer, such as polyynylpyrrolidones, polyacrylates, silicones, etc., as water-resistant components.
- a polymer such as polyynylpyrrolidones, polyacrylates, silicones, etc.
- the agents for topical use can be used as a spray, solution, cream, ointment or layer- or film-forming agent, according to the methods known for the production of cosmetics (Schrader, K. (1979) fundamentals and formulations of cosmetics.
- the formulations according to the invention are applied to the skin uniformly and without gaps in a consumer-appropriate amount.
- the agents according to the invention are of course also suitable for use on animals in order to prevent infection of the animals with parasites of these genera.
- the agents can be used in pet animals such as dogs and cats and in farm animals such as cattle, pigs, sheep and the like. a. be applied.
- 0.03 to 1 mg, preferably 0.03 to 0.1 mg and particularly preferably 0.04 to 0.06 mg of the active ingredient are generally applied per square centimeter of skin. This provides prophylactic protection against skin-penetrating worms or their pre-stages. The active ingredient must be applied repeatedly during a longer stay in the water.
- compositions according to the invention are illustrated by the following examples, but without restricting them.
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- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
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Abstract
Description
Claims
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2002506709A JP2004501959A (ja) | 2000-07-06 | 2001-06-25 | ヒトおよび動物iiへの寄生虫感染を予防する駆虫剤 |
CA002413581A CA2413581A1 (en) | 2000-07-06 | 2001-06-25 | Anthelminthic agents for the prevention of parasitic infections in humans and animals ii |
PL01359596A PL359596A1 (en) | 2000-07-06 | 2001-06-25 | Anthelminthic agents for the prevention of parasitic infections in humans and animals ii |
US10/311,463 US20040014813A1 (en) | 2000-07-06 | 2001-06-25 | Anthelminthic agents for the prevention of parasitic infections in humans and animals II |
AU2001267565A AU2001267565A1 (en) | 2000-07-06 | 2001-06-25 | Anthelminthic agents for the prevention of parasitic infections in humans and animals II |
BR0112369-6A BR0112369A (pt) | 2000-07-06 | 2001-06-25 | Anti-helmìnticos para evitar infecções parasitárias no homem e animal ii |
HU0301298A HUP0301298A3 (en) | 2000-07-06 | 2001-06-25 | Anthelminthic agents for the prevention of parasitic infections in humans and animals ii |
EP01945311A EP1309320A2 (de) | 2000-07-06 | 2001-06-25 | Anthelmintika zur verhinderung von parasitären infektionen bei mensch und tier ii |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10032879.2 | 2000-07-06 | ||
DE10032879A DE10032879A1 (de) | 2000-07-06 | 2000-07-06 | Anthelmintika zur Verhinderung von parasitären Infektionen bei Mensch und Tier II |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2002002087A2 true WO2002002087A2 (de) | 2002-01-10 |
WO2002002087A3 WO2002002087A3 (de) | 2002-06-20 |
Family
ID=7648013
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2001/007200 WO2002002087A2 (de) | 2000-07-06 | 2001-06-25 | Anthelmintika zur verhinderung von parasitären infektionen bei menschen und tieren ii |
Country Status (13)
Country | Link |
---|---|
US (1) | US20040014813A1 (de) |
EP (1) | EP1309320A2 (de) |
JP (1) | JP2004501959A (de) |
KR (1) | KR20030017542A (de) |
CN (1) | CN1440280A (de) |
AU (1) | AU2001267565A1 (de) |
BR (1) | BR0112369A (de) |
CA (1) | CA2413581A1 (de) |
DE (1) | DE10032879A1 (de) |
HU (1) | HUP0301298A3 (de) |
PL (1) | PL359596A1 (de) |
WO (1) | WO2002002087A2 (de) |
ZA (1) | ZA200300055B (de) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007093295A2 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Öl-in-wasser-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093298A1 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Gel-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093297A2 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Wasser-in-öl-formulierung zur arthropoden- und plathelminthen-abwehr |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3708033A1 (de) * | 1987-03-12 | 1988-09-22 | Bayer Ag | Mittel zur insekten- und milbenabwehr |
-
2000
- 2000-07-06 DE DE10032879A patent/DE10032879A1/de not_active Withdrawn
-
2001
- 2001-06-25 KR KR1020027017199A patent/KR20030017542A/ko not_active Application Discontinuation
- 2001-06-25 AU AU2001267565A patent/AU2001267565A1/en not_active Abandoned
- 2001-06-25 JP JP2002506709A patent/JP2004501959A/ja active Pending
- 2001-06-25 US US10/311,463 patent/US20040014813A1/en not_active Abandoned
- 2001-06-25 EP EP01945311A patent/EP1309320A2/de not_active Withdrawn
- 2001-06-25 HU HU0301298A patent/HUP0301298A3/hu unknown
- 2001-06-25 WO PCT/EP2001/007200 patent/WO2002002087A2/de not_active Application Discontinuation
- 2001-06-25 PL PL01359596A patent/PL359596A1/xx not_active Application Discontinuation
- 2001-06-25 BR BR0112369-6A patent/BR0112369A/pt not_active IP Right Cessation
- 2001-06-25 CN CN01812376A patent/CN1440280A/zh active Pending
- 2001-06-25 CA CA002413581A patent/CA2413581A1/en not_active Abandoned
-
2003
- 2003-01-03 ZA ZA200300055A patent/ZA200300055B/xx unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3708033A1 (de) * | 1987-03-12 | 1988-09-22 | Bayer Ag | Mittel zur insekten- und milbenabwehr |
Non-Patent Citations (8)
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FOSTER J M ET AL: "Effect of insect-growth-disrupting amines and amides on Schistosoma mansoni in vitro." JOURNAL OF PARASITOLOGY, Bd. 82, Nr. 2, 1996, Seiten 340-343, XP001059666 ISSN: 0022-3395 * |
HARDER A ET AL: "CHLORPROMAZINE, OTHER AMPHIPHILIC CATIONIC DRUGS AND PRAZIQUANTEL: EFFECTS ON CARBOHYDRATE METABOLISM OF SCHISTOSOMA MANSONI" PARASITOLOGY RESEARCH, SPRINGER VERLAG, BERLIN, DE, Bd. 73, Nr. 3, 1987, Seiten 245-249, XP000961786 ISSN: 0932-0113 * |
KIUCHI F ET AL: "NEMATOCIDAL ACTIVITY OF LONG ALKYL CHAIN AMIDES, AMINES, AND THEIR DERIVATIVES ON DOG ROUNDWORM LARVAE" CHEMICAL AND PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOCIETY OF JAPAN. TOKYO, JP, Bd. 40, Nr. 12, Dezember 1992 (1992-12), Seiten 3234-3244, XP000993418 ISSN: 0009-2363 * |
KIUCHI FUMIYUKI ET AL: "Synthesis and nematocidal activity of aralkyl- and aralkenylamides related to piperamide on second-stage larvae of Toxocara canis." CHEMICAL & PHARMACEUTICAL BULLETIN (TOKYO), Bd. 45, Nr. 4, 1997, Seiten 685-696, XP001063962 ISSN: 0009-2363 * |
SALAFSKY B ET AL: "Development and evaluation of LIPODEET, a new long-acting formulation of N, N-diethyl-m-toluamide (DEET) for the prevention of schistosomiasis." AMERICAN JOURNAL OF TROPICAL MEDICINE AND HYGIENE, Bd. 61, Nr. 5, November 1999 (1999-11), Seiten 743-750, XP001059703 ISSN: 0002-9637 * |
SALAFSKY B ET AL: "SCHISTOSOMA MANSONI: EXPERIMENTAL CHEMOPROPHYLAXIS IN MICE USING ORAL ANTI-PENETRATION AGENTS" EXPERIMENTAL PARASITOLOGY, NEW YORK, NY, US, Bd. 69, Nr. 3, 1989, Seiten 263-271, XP000918456 ISSN: 0014-4894 * |
SECOR W EVAN ET AL: "Short report: Prevention of Schistosoma mansoni infections in mice by the insect repellents AI3-37220 and N,N-diethyl-3-methylbenzamide." AMERICAN JOURNAL OF TROPICAL MEDICINE AND HYGIENE, Bd. 60, Nr. 6, Juni 1999 (1999-06), Seiten 1061-1062, XP001059704 ISSN: 0002-9637 * |
WALCHSHOFER N ET AL: "ANTHELMINTIC ACTIVITY OF SOME 3-SUBSTITUTED PHENYL-1-ALKYL OR PHENYL PROPENONES AND PROPENAMIDES" ARZNEIMITTEL-FORSCHUNG, Bd. 41, Nr. 10, 1991, Seiten 1068-1071, XP001063981 ISSN: 0004-4172 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007093295A2 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Öl-in-wasser-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093298A1 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Gel-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093297A2 (de) * | 2006-02-16 | 2007-08-23 | Saltigo Gmbh | Wasser-in-öl-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093297A3 (de) * | 2006-02-16 | 2007-12-13 | Saltigo Gmbh | Wasser-in-öl-formulierung zur arthropoden- und plathelminthen-abwehr |
WO2007093295A3 (de) * | 2006-02-16 | 2007-12-21 | Saltigo Gmbh | Öl-in-wasser-formulierung zur arthropoden- und plathelminthen-abwehr |
Also Published As
Publication number | Publication date |
---|---|
US20040014813A1 (en) | 2004-01-22 |
HUP0301298A3 (en) | 2005-04-28 |
DE10032879A1 (de) | 2002-01-17 |
JP2004501959A (ja) | 2004-01-22 |
CN1440280A (zh) | 2003-09-03 |
EP1309320A2 (de) | 2003-05-14 |
HUP0301298A2 (hu) | 2003-08-28 |
PL359596A1 (en) | 2004-08-23 |
BR0112369A (pt) | 2003-05-13 |
CA2413581A1 (en) | 2003-01-03 |
KR20030017542A (ko) | 2003-03-03 |
AU2001267565A1 (en) | 2002-01-14 |
ZA200300055B (en) | 2004-01-30 |
WO2002002087A3 (de) | 2002-06-20 |
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