JP5042997B2 - 外部寄生虫の制御のための、メタフルミゾンを含む多目的高充填濃縮組成物 - Google Patents
外部寄生虫の制御のための、メタフルミゾンを含む多目的高充填濃縮組成物 Download PDFInfo
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- JP5042997B2 JP5042997B2 JP2008513550A JP2008513550A JP5042997B2 JP 5042997 B2 JP5042997 B2 JP 5042997B2 JP 2008513550 A JP2008513550 A JP 2008513550A JP 2008513550 A JP2008513550 A JP 2008513550A JP 5042997 B2 JP5042997 B2 JP 5042997B2
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- metaflumizone
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- 239000000203 mixture Substances 0.000 title claims description 75
- 239000005914 Metaflumizone Substances 0.000 title claims description 31
- MIFOMMKAVSCNKQ-HWIUFGAZSA-N Metaflumizone Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)N\N=C(C=1C=C(C=CC=1)C(F)(F)F)\CC1=CC=C(C#N)C=C1 MIFOMMKAVSCNKQ-HWIUFGAZSA-N 0.000 title claims description 31
- 244000078703 ectoparasite Species 0.000 title claims description 13
- 239000004094 surface-active agent Substances 0.000 claims description 28
- 241001465754 Metazoa Species 0.000 claims description 27
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 15
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 238000011200 topical administration Methods 0.000 claims description 9
- 206010061217 Infestation Diseases 0.000 claims description 7
- 241000283690 Bos taurus Species 0.000 claims description 6
- 241000282326 Felis catus Species 0.000 claims description 6
- 208000015181 infectious disease Diseases 0.000 claims description 6
- 241001494479 Pecora Species 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 241000282472 Canis lupus familiaris Species 0.000 claims description 4
- 241000283086 Equidae Species 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 241000283707 Capra Species 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 3
- 241000271566 Aves Species 0.000 claims description 2
- 241000282832 Camelidae Species 0.000 claims description 2
- 241000282994 Cervidae Species 0.000 claims description 2
- 241000282887 Suidae Species 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 238000005187 foaming Methods 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 description 27
- 239000002904 solvent Substances 0.000 description 18
- 239000012141 concentrate Substances 0.000 description 12
- 239000007921 spray Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 6
- 239000004544 spot-on Substances 0.000 description 6
- 239000004971 Cross linker Substances 0.000 description 5
- 239000013543 active substance Substances 0.000 description 5
- 239000003431 cross linking reagent Substances 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 241000238876 Acari Species 0.000 description 4
- 241000238421 Arthropoda Species 0.000 description 4
- 239000004540 pour-on Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000008389 polyethoxylated castor oil Substances 0.000 description 3
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 241001674048 Phthiraptera Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- -1 alkyl methyl sulfoxides Chemical class 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001983 poloxamer Polymers 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 description 1
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 1
- WDQFELCEOPFLCZ-UHFFFAOYSA-N 1-(2-hydroxyethyl)pyrrolidin-2-one Chemical compound OCCN1CCCC1=O WDQFELCEOPFLCZ-UHFFFAOYSA-N 0.000 description 1
- AXTGDCSMTYGJND-UHFFFAOYSA-N 1-dodecylazepan-2-one Chemical compound CCCCCCCCCCCCN1CCCCCC1=O AXTGDCSMTYGJND-UHFFFAOYSA-N 0.000 description 1
- NZJXADCEESMBPW-UHFFFAOYSA-N 1-methylsulfinyldecane Chemical compound CCCCCCCCCCS(C)=O NZJXADCEESMBPW-UHFFFAOYSA-N 0.000 description 1
- KRUABTDBQQLWLS-UHFFFAOYSA-N 1-methylsulfinyltetradecane Chemical compound CCCCCCCCCCCCCCS(C)=O KRUABTDBQQLWLS-UHFFFAOYSA-N 0.000 description 1
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical group CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 description 1
- DFEMJYIRAXUQQB-UHFFFAOYSA-N 3-ethyloxolan-2-one Chemical compound CCC1CCOC1=O DFEMJYIRAXUQQB-UHFFFAOYSA-N 0.000 description 1
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 description 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 description 1
- 241000692095 Cuterebra Species 0.000 description 1
- 241000202813 Dermatobia Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 1
- 241001660203 Gasterophilus Species 0.000 description 1
- 241000257176 Hypoderma <fly> Species 0.000 description 1
- 150000008575 L-amino acids Chemical class 0.000 description 1
- 241000257162 Lucilia <blowfly> Species 0.000 description 1
- 241000771994 Melophagus ovinus Species 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 1
- 229920002685 Polyoxyl 35CastorOil Polymers 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229960005233 cineole Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940031578 diisopropyl adipate Drugs 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229960003639 laurocapram Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 230000001617 migratory effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
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- 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
- A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
- A61K31/175—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine having the group, >N—C(O)—N=N— or, e.g. carbonohydrazides, carbazones, semicarbazides, semicarbazones; Thioanalogues thereof
-
- 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
- A01N47/00—Biocides, 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
- A01N47/08—Biocides, 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
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
- A61K9/0017—Non-human animal skin, e.g. pour-on, spot-on
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- 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
- A61P33/14—Ectoparasiticides, e.g. scabicides
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Dermatology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
一般に温血動物に感染する節足動物外部寄生虫としては、マダニ、ダニ、シラミ、ノミ、クロバエ類、ヒツジの外部寄生虫であるLucilia sp.、刺咬性昆虫(ヒツジシラミバエ(Melophagus ovinus)を含む)および体内移行性の双翅類の幼虫(例えば、ウシ中のHypoderma sp.およびDermataobia、ウマ中のGastrophilus、ならびに齧歯動物中のCuterebra sp.)が挙げられる。
本発明は、局所投与用の高充填濃縮組成物であって、重量対容量ベースで:
約5%〜約25%のメタフルミゾン;
約0%〜約15%の架橋剤;
約2%〜約15%の界面活性剤;および
約50%〜約80%のキャリア溶媒
を含む組成物を提供する。
本発明に従い、高充填濃縮組成物は、メタフルミゾン;必要に応じて、架橋剤または経皮吸収促進剤、界面活性剤、およびキャリア溶媒を含む。本発明はまた、上記処方物の局所投与により、温血動物におけるコナダニまたは節足動物外部寄生虫の感染または外寄生を予防または処置するための方法を提供する。
約5%〜約25%のメタフルミゾン;
約0%〜約15%の架橋剤;
約2%〜約15%、特に約2%〜約8%の界面活性剤;および
約50%〜約80%のキャリア溶媒
を含む。
(スポットオン剤としての使用に適したメタフルミゾン高充填濃縮物の調製)
10gのDMSOに、40gのγ−ヘキサラクトンを加える。この溶媒混合物に、20gのメタフルミゾンを加える。穏やかな熱(40℃)を使用して、溶解のプロセスを促進し得る。得られた溶液に、攪拌しながら、6gのSynperonic(登録商標)NCA830という銘柄のアルコールアルコキシレート界面活性剤を加える。γ−ヘキサラクトンで100mlにする。
(実施例1の高充填濃縮物からのメタフルミゾンプア−オンの調製)
実施例1で調製された高充填濃縮物25mlに、全量100mlとなるように適量のγ−ヘキサラクトンを加える。これは、200Kgの体重の5頭のウシを各5mg/kgの用量割合で処理するのに十分なメタフルミゾンおよび容量を有するプア−オン処方物を提供する。
(メタフルミゾン散布剤または飼料/水用の補給物を調製するための濃縮物としての使用のための高充填濃縮物の調製)
12.59gのメタフルミゾンを穏やかな熱(約40℃)を用いてジメチルイソソルビドに加える。この溶液に、攪拌しながら、109.92gのCremophor(登録商標)EL(Basf Aktiengesellschaftより販売されるポリエトキシ化されたヒマシ油)を加え、続いて、全量200mlとなるように適量の酢酸1−メトキシ−2−プロピルを加える。得られた溶液を使用直前まで保管し、使用の際に、この溶液を、散布剤(17mlの濃縮物を3500mlの水で希釈)としての使用のために、または飼料/水用添加物(ほぼ同様な比率で希釈)としての使用のために水で希釈し得る。
Claims (12)
- 局所投与用の組成物であって、重量対容量ベースで:
5%〜25%のメタフルミゾン;
0%〜15%のジメチルスルホキシド;
2%〜15%の界面活性剤;および
50%〜80%のγ−ヘキサラクトン
を含む、組成物。 - 局所投与用の組成物であって、重量対容量ベースで:
5%〜25%のメタフルミゾン;
0%〜15%のジメチルスルホキシド;
2%〜15%の界面活性剤;および
50%〜80%の酢酸1−メトキシ−2−プロピル
を含む、組成物。 - 請求項1または2に記載の組成物であって、15%〜25%のメタフルミゾンを含む、組成物。
- 請求項1〜3のいずれか1項に記載の組成物であって、前記界面活性剤が、非イオン性低泡性界面活性剤である、組成物。
- 請求項1〜4のいずれか1項に記載の組成物であって、前記界面活性剤が、2%〜8%w/vのレベルで存在する、組成物。
- 請求項1〜5のいずれか1項に記載の組成物であって、1種以上の保存剤、着色剤、酸化防止剤または安定剤を更に2%まで含む、組成物。
- 温血動物における外部寄生虫の感染または外寄生を予防または処置するための、請求項1〜6のいずれか1項に記載の組成物。
- 請求項7に記載の組成物であって、前記動物が、ウシ、ヒツジ、ウマ、ラクダ、シカ、ブタ、ヤギ、イヌ、ネコおよびトリからなる群より選択される、組成物。
- 局所投与用の組成物であって、重量対容量ベースで:
5%〜25%のメタフルミゾン;
10%のジメチルスルホキシド;
2%〜8%の界面活性剤;および
50%〜60%のγ−ヘキサラクトン
を含む、組成物。 - 請求項9に記載の組成物であって、該組成物が、プア−オン組成物としての使用のために更に希釈される、組成物。
- 局所投与用の組成物であって、重量対容量ベースで:
5%〜25%のメタフルミゾン;
10%のジメチルスルホキシド;
2%〜8%の界面活性剤;および
50%〜60%の酢酸1−メトキシ−2−プロピル
を含む、組成物。 - 請求項11に記載の組成物であって、該組成物が、散布剤または飼料/水用の添加物としての使用のために更に希釈される、組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68394905P | 2005-05-24 | 2005-05-24 | |
US60/683,949 | 2005-05-24 | ||
PCT/US2006/019284 WO2006127399A2 (en) | 2005-05-24 | 2006-05-18 | Versatile high load concentrate compositions comprising metaflumizone for control of ecto-parasites |
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JP2008542271A JP2008542271A (ja) | 2008-11-27 |
JP2008542271A5 JP2008542271A5 (ja) | 2009-07-09 |
JP5042997B2 true JP5042997B2 (ja) | 2012-10-03 |
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US (1) | US7763267B2 (ja) |
EP (1) | EP1896000B1 (ja) |
JP (1) | JP5042997B2 (ja) |
KR (1) | KR20080012949A (ja) |
CN (1) | CN101180043B (ja) |
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AR (1) | AR059113A1 (ja) |
AT (1) | ATE516023T1 (ja) |
AU (1) | AU2006249423B2 (ja) |
BR (1) | BRPI0610146A2 (ja) |
CA (1) | CA2609057A1 (ja) |
CY (1) | CY1111742T1 (ja) |
DK (1) | DK1896000T3 (ja) |
EA (1) | EA013682B1 (ja) |
ES (1) | ES2367584T3 (ja) |
HK (1) | HK1114563A1 (ja) |
IL (1) | IL187460A0 (ja) |
MX (1) | MX2007014770A (ja) |
NO (1) | NO20076004L (ja) |
NZ (1) | NZ563525A (ja) |
PL (1) | PL1896000T3 (ja) |
PT (1) | PT1896000E (ja) |
SI (1) | SI1896000T1 (ja) |
TW (1) | TWI368505B (ja) |
UA (1) | UA96415C2 (ja) |
WO (1) | WO2006127399A2 (ja) |
ZA (1) | ZA200710181B (ja) |
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US20100095900A1 (en) * | 2005-05-24 | 2010-04-22 | Wyeth Llc | Device and method for controlling insects |
TW200846029A (en) * | 2007-02-09 | 2008-12-01 | Wyeth Corp | High dose, long-acting ectoparasiticide for extended control |
CL2008001614A1 (es) * | 2007-06-05 | 2008-08-08 | Wyeth Corp | Composicion parasiticida veterinaria que comprende un disolvente que no contiene hidroxilo, un estabilizador, amitraz y opcionalmente una lactona macrociclica y miristato de isopropilo; y su uso para tratar o controlar una infestacion o infeccion par |
WO2009035908A1 (en) * | 2007-09-11 | 2009-03-19 | Wyeth | Compositions and their use for the treatment of protozoal infections comprising metaflumi zone |
KR20110106943A (ko) * | 2009-02-23 | 2011-09-29 | 와이어쓰 엘엘씨 | 개선된-향의 살외부기생충 제제 |
GB0912975D0 (en) * | 2009-07-24 | 2009-09-02 | Syngenta Ltd | Formulations |
CA2822839C (en) | 2010-12-27 | 2020-12-29 | Intervet International B.V. | Topical localized isoxazoline formulation |
GB201101209D0 (en) | 2011-01-24 | 2011-03-09 | Syngenta Ltd | Formulation component |
CN102657220A (zh) * | 2012-03-31 | 2012-09-12 | 广西田园生化股份有限公司 | 含氰氟虫腙与有机磷类杀虫剂的超低容量液剂 |
US9703217B1 (en) * | 2016-03-25 | 2017-07-11 | Xerox Corporation | Toner compositions for magnetic ink character recognition |
GB201707930D0 (en) * | 2017-05-17 | 2017-06-28 | Syngenta Participations Ag | Formulation component |
CN107568214B (zh) * | 2017-09-28 | 2020-12-11 | 中国农业科学院农业环境与可持续发展研究所 | 一种农药固体纳米分散体及其制备方法 |
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