JP2015509502A - フィプロニルおよびペルメトリンを含む局所組成物ならびに使用方法 - Google Patents
フィプロニルおよびペルメトリンを含む局所組成物ならびに使用方法 Download PDFInfo
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Abstract
Description
本願は、2012年2月23日出願の米国仮特許出願第61/602,472号の優先権の利益を主張するものであり、参照によりその全体が本願に組み込まれる。
本開示の主題事項は、本明細書でさらに十分に説明される。しかしながら、前述の説明で提示した教示を利用すれば、本開示の主題事項が属する当業者には、本明細書で述べた本開示の主題事項の多くの改変および他の実施形態が明らかになるであろう。従って、本開示の主題事項は、開示された特定の実施形態に限定されるべきではなく、改変および他の実施形態は、添付の請求項の範囲に含まれると考えられるべきであることが理解されなければならない。
製剤の製造に用いられるフィプロニルは、製剤時にフィプロニルスルホンを含む場合がある。すなわち、有用なグレードのフィプロニルには、その製造の副生成物として、すでに一定量のフィプロニルスルホンが存在する可能性がある。一実施形態において、NMPでの製剤時に、フィプロニルは約3.5%未満のフィプロニルスルホンを有する。より低レベルの、0%までものフィプロニルスルホンを有するグレードのフィプロニルもありうる。しかしながら、ひとたびフィプロニルがNMPと接触すれば、溶液中でフィプロニルスルホンが生成し続ける可能性があると考えられる。さらにまた、フィプロニルスルホンを完全に含まないフィプロニルを使用することは、かなり高コストである。しかしながら、本明細書に記載の製剤は、好都合には、局所組成物に用いられる他の通常の溶媒を含む製剤と比較して、製剤時にどれだけ存在しても、さらなるフィプロニルスルホンの生成を最小化するかまたは低下させる。
これは、当該分野で公知の化学物質のクラスの1つであり、哺乳動物、例えば家畜もしくはペット動物または鳥における害虫、例えばノミ、サシバエ、ノサシバエまたはカならびにコナダニ科の害虫、例えばマダニ、コダニおよびシラミを含む寄生虫の制御における、単独で、あるいは他の農薬例えば昆虫成長制御剤と組み合わせてのそれらの使用方法もまた公知である。例えば、EP-A-295,217、EP 295 177、EP-A-840-686、EP-A-352,944、WO 00/35844、WO 98/39972、米国特許第5,122,530号、第5,236,938号、第5,232,940号、第5,576,429号、第5,814,652号、第5,567,429号、第6,090,751号および第6,096,329号を参照のこと。これらの参照は、これによって、その全体が本願に組み込まれる。これらの特許において定義されているファミリーの化合物は極めて活性が高い。フィプロニルは特に効果的であり、限定するものではないが、ノミおよびマダニに効果的である。しかしながら、フィプロニルは、外部寄生虫に対して忌避活性を有することは知られていない。
ピレスロイドは合成的に誘導された殺虫剤のクラスである。これらの化合物は、特に、ウエストナイルウイルスを媒介するカ(クレクス種)に対して有効である。ピレスロイドは、天然に存在するピレトリン、ピレトリンIおよびピレトリンIIに構造が関連する。合成ピレスロイドは、ペルメトリン(米国特許第4,113,968号)、レスメトリンおよびスミトリン(米国特許第3,934,023号および第2,348,930号)を含む。ペルメトリンは、種々の節足動物に対するその忌避効果で知られている。これらの参照は、これによって、その全体が本願に組み込まれる。
一実施形態において、本発明は、1以上の追加の活性薬と組み合わせてフィプロニルおよびペルメトリンを含む局所組成物を提供する。いくつかの実施形態において、フィプロニルおよびペルメトリンと組み合わされる追加の活性薬は、限定するものではないが、本明細書に記載の種々のクラスの殺ダニ剤、駆虫薬、殺虫剤および他の殺寄生虫剤を含むことができる。
一実施形態において、本主題事項は、動物における寄生虫侵入を治療および/または制御するための方法に関する。本方法は、本明細書に記載の製剤の有効量を動物に投与することを含む。驚くべきことに、フィプロニルおよびペルメトリンは、特定の濃度で、サシバエに対して驚くべき増強された忌避活性を有することが見いだされ、本明細書に開示された。一実施形態において、フィプロニルおよびペルメトリンの組み合わせを有する本発明の製剤は、意外にも、同じ用量を送達するために投与された、同じ濃度でペルメトリン単独を含む製剤と比較して、サシバエに対して有意に高い忌避効果を有することが見出された。フィプロニルは大変強力な殺虫剤であるが、外部寄生虫に対して忌避効果を有することは知られていないため、この観察された増強された忌避効果は驚くべきことである。従って、本発明の一方法は、ハエ種の中でとりわけ、サシバエ(ストモキス・カルシトランス)およびノサシバエ(ヘマトビア・イリタンス)を含む寄生バエの害虫の侵入を阻止することに関する。
この試験によって、フィプロニルおよびペルメトリンを含む本発明の製剤の、ラットにおけるストモキス・カルシトランスを忌避し殺す有効性を単回投与後に評価した。治療群(第2群)のラットは、0日目に1回、DMDA対DGMEの比率が0.73:1のDMDAおよびDGMEを含む溶媒系中にフィプロニル9.2(w/w)およびペルメトリン41.5%(w/w)を含む本発明の局所製剤で治療し、ペルメトリン30mg/kgおよびフィプロニル6.7mg/kgの用量を送達した。第3群のラットは、ペルメトリンを単独で含む製剤で治療し、30mg/kgの用量を送達した。これら2つの治療群を溶媒系プラセボで治療した対照群と比較した。
EOE=暴露期間終了時
この試験によって、フィプロニルおよびペルメトリンを含む本発明の製剤の、イヌにおけるストモキス・カルシトランスを忌避し殺す有効性を単回投与後に評価した。
フィプロニル6%w/wおよびペルメトリン44.9%w/wならびに様々な量の賦形剤N-ジメチルデカンアミド(DMDA)およびジエチレングリコールモノエチルエーテル(DGME)を含む4つの実験製剤を製造した。DMDA濃度は5〜20%w/wの間で変化させた。これらの製剤を、-20℃、4℃および10℃を含む種々の低温条件に供した。一部の試料には、以前のバッチで成長した種結晶を入れた。種々の条件のすべての製剤において結晶化が見られた。
注:1)これらの結果はおおよそであり、実験室のスクリーニングデータに基づく。2)DGME、DMDA、NMPの量はおおよそであり、活性物質のアッセイに左右される。3)これらの実験および計算において、全活性物質のアッセイは100%と仮定されている。
ペルメトリン単独を50.3mg/kgの用量を送達する量で含む製剤と比較した、フィプロニルおよびペルメトリンを、それぞれ6.7mg/kgおよび50.3mg/kgの用量を送達する量で含む本発明の3つの異なる製剤の有効性を評価するために試験を行った。
この試験によって、フィプロニルおよびペルメトリンを含む本発明の2つの製剤の、単回投与後にイヌにおいてフレオボトムス・ペルニキオススを忌避し殺す有効性を評価した。
この試験は、単回局所投与後の、ストモキス・カルシトランス(サシバエ)に対する、フィプロニルおよびペルメトリンの組み合わせを含む表8に記載の本発明のスポットオン製剤の忌避性および有効性を評価するために行った。
この試験は、単回局所投与後の、クレクス・ピピエンスに対する、表8に記載の本発明のスポットオン製剤の忌避性および有効性を評価するために行った。
Claims (27)
- 外部寄生虫侵入の治療および予防のための局所組成物であって、
フィプロニル約2%(w/w)〜約15%(w/w);
ペルメトリン約30%(w/w)〜約55%(w/w);ならびに
中性油およびN-メチルピロリドンを含む局所組成物において、前記中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.0〜約1:3.5の重量対重量比で存在する局所組成物。 - フィプロニルが約4%(w/w)〜約8%(w/w)の濃度で存在する、請求項1に記載の組成物。
- フィプロニルが約6%(w/w)の濃度で存在する、請求項1に記載の組成物。
- ペルメトリンが約35%(w/w)〜約50%(w/w)の濃度で存在する、請求項1に記載の組成物。
- ペルメトリンが約40%(w/w)〜約48%(w/w)の濃度で存在する、請求項1に記載の組成物。
- ペルメトリンが約45%(w/w)の濃度で存在する、請求項1に記載の組成物。
- フィプロニルが約6.0%(w/w)の濃度で存在し、ペルメトリンが約45%(w/w)の濃度で存在する、請求項1に記載の組成物。
- 中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.0〜約1:3.0の重量対重量比で存在する、請求項1に記載の組成物。
- 中性油が約12%(w/w)〜約14%(w/w)の濃度で存在し、N-メチルピロリドンが約35%(w/w)の濃度で存在する、請求項1に記載の組成物。
- 中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.5〜約1:3.0の重量対重量比で存在する、請求項1に記載の組成物。
- 中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.5〜約1:3.5の重量対重量比で存在する、請求項1に記載の組成物。
- 中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.2〜約1:2.4の重量対重量比で存在する、請求項1に記載の組成物。
- 中性油およびN-メチルピロリドンが、中性油対N-メチルピロリドンで、約1:2.5〜約1:2.8の重量対重量比で存在する、請求項1に記載の組成物。
- 中性油が、鎖長C8およびC10を有する分別植物脂肪酸のトリグリセリドである、請求項1に記載の組成物。
- フィプロニル約6%(w/w);
ペルメトリン約45%(w/w);
鎖長C8およびC10(w/w)を有する分別植物脂肪酸のトリグリセリド約12%〜約14%(w/w);
N-メチルピロリドン約35%(w/w);ならびに
ブチル化ヒドロキシトルエン約0.1%(w/w)を含む、請求項1に記載の組成物。 - 抗酸化剤をさらに含む、請求項1のいずれか1つに記載の組成物。
- 抗酸化剤がブチル化ヒドロキシトルエンである、請求項16に記載の組成物。
- 1以上の追加の活性薬をさらに含む、請求項1〜17のいずれか1つに記載の組成物。
- 1以上の追加の活性薬が、アベルメクチン、ミルベマイシン、スピノシン、スピノソイド、ベンゾイミダゾール、レバミゾール、ピランテル、モランテル、プラジカンテル、クロサンテル、クロルスロン、アミノアセトニトリル活性薬、昆虫成長制御剤、ネオニコチノイドもしくはアリーロアゾール-2-イルシアノエチルアミノ活性薬またはそれらの組み合わせである、請求項18に記載の組成物。
- フィプロニル約2%(w/w)〜約15%(w/w);
ペルメトリン約30%(w/w)〜約55%(w/w);ならびに
中性油およびN-メチルピロリドンを含むスポットオン組成物であって、前記中性油およびN-メチルピロリドンが約1:2.5〜約1:3.5の重量対重量比で存在し、前記組成物が約1mL〜約10mLの容量を有する液体であるスポットオン組成物。 - 製剤化後約3ヶ月においてHPLCで測定するとき、フィプロニルのピーク面積に対して面積比で約3.5%未満のフィプロニルスルホンをさらに含む、請求項1または20に記載の組成物。
- フィプロニルスルホンをさらに含む請求項1または20に記載の組成物であって、製剤化後約3ヶ月におけるフィプロニルスルホンの量は、製剤時に存在するフィプロニルスルホンの元の量の50%を超えて増加していない、前記組成物。
- フィプロニル約2%(w/w)〜約15%(w/w);
ペルメトリン約30%(w/w)〜約55%(w/w);
中性油およびN-メチルピロリドン;
ならびにフィプロニルスルホンを含む組成物であって、製剤化後約3ヶ月におけるフィプロニルスルホンの量が製剤時に存在するフィプロニルスルホンの元の量の50%を超えて増加していない量で、前記中性油が存在する、前記組成物。 - 動物における寄生虫侵入の治療および/または防御のための方法であって、請求項1に記載の組成物の有効量を動物に投与することを含む方法。
- 前記投与が、前記動物の外被および/または皮膚と前記組成物とを接触させることを含む、請求項24に記載の方法。
- 動物における寄生虫侵入の治療および予防のための医薬の製造における、フィプロニルおよびペルメトリンの組み合わせならびにNMPおよび1以上の中性油の使用。
- 動物における寄生虫侵入の治療および予防のための、請求項1に記載の組成物の使用。
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