JP5681723B2 - 2,4−ピリミジンジアミン化合物およびそのプロドラッグならびにそれらの使用 - Google Patents
2,4−ピリミジンジアミン化合物およびそのプロドラッグならびにそれらの使用 Download PDFInfo
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- JP5681723B2 JP5681723B2 JP2012540093A JP2012540093A JP5681723B2 JP 5681723 B2 JP5681723 B2 JP 5681723B2 JP 2012540093 A JP2012540093 A JP 2012540093A JP 2012540093 A JP2012540093 A JP 2012540093A JP 5681723 B2 JP5681723 B2 JP 5681723B2
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Description
本出願は、米国特許仮出願第61/263,169号の優先権を主張し、その全体が参照によって本明細書に組み入れられる。
開示の分野
本開示は、生物学的に活性な2,4−ピリミジンジアミン化合物およびそのプロドラッグ、これらの化合物を含む医薬組成物、これらの化合物を作製する合成方法および中間体、ならびに種々の疾患の処置または予防などの様々な状況においてこれらの化合物および組成物を使用する方法に関する。
高親和性IgE受容体(FcεRI)および/または高親和性IgG受容体(FcγRI)などのFc受容体が架橋されることで、肥満細胞、好塩基球細胞および他の免疫細胞においてシグナルカスケードが活性化され、多数の有害事象に関与する化学メディエーターの放出がもたらされる。例えば、そのような架橋によって、ヒスタミンなどの、I型(即時型)アナフィラキシー過敏症反応の前もって形成されたメディエーターの、脱顆粒を介した顆粒内の貯蔵部位からの放出が引き起こされる。また、架橋は、炎症反応において重要な役割を果たすロイコトリエン、プロスタグランジンおよび血小板活性化因子(PAF)を含む他のメディエーターの合成および放出を引き起こす。Fc受容体の架橋後に、合成されて放出されるさらなるメディエーターには、サイトカインおよび一酸化窒素がある。
広範な態様では、本開示は2,4−ピリミジンジアミン化合物およびそのプロドラッグを提供し、該化合物およびそのプロドラッグは、多数の生物活性を有し、したがって治療目的用途、該化合物およびプロドラッグを含む組成物、該化合物およびプロドラッグを合成するための有用な方法および中間体、ならびに少なくとも一部はFc受容体シグナルカスケードの活性化によって媒介される疾患の処置および/または予防を含む種々のインビトロおよびインビボでの状況において該化合物とプロドラッグを用いる方法を有する。
[本発明1001]
式(I)〜(III)
のいずれかの化合物またはその薬学的に許容される塩。
[本発明1002]
式(I)
を有する、本発明1001の化合物またはその薬学的に許容される塩。
[本発明1003]
式(II)
を有する、本発明1001の化合物またはその薬学的に許容される塩。
[本発明1004]
式(III)
を有する、本発明1001の化合物またはその薬学的に許容される塩。
[本発明1005]
本発明1001〜1004のいずれかの化合物の薬学的に許容される塩。
[本発明1006]
本発明1001〜1004のいずれかの化合物の一ナトリウム塩もしくは二ナトリウム塩、一カリウム塩もしくは二カリウム塩、一リチウム塩もしくは二リチウム塩、カルシウム塩、マグネシウム塩、アンモニウム塩。
[本発明1007]
本発明1001〜1004のいずれかの化合物の一トリフルオロ酢酸塩もしくは二トリフルオロ酢酸塩、p−トルエンスルホン酸塩、塩酸塩、ベンゼンスルホン酸塩、またはエタンスルホン酸塩。
[本発明1008]
本発明1001〜1007のいずれかの化合物または塩と、許容される担体、賦形剤および/または希釈剤とを含む医薬組成物。
[本発明1009]
対象において細胞脱顆粒を阻害する方法であって、脱顆粒を阻害するのに有効な、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を前記対象に投与することを含む方法。
[本発明1010]
対象において、アレルギー疾患、軽度の瘢痕、組織破壊を伴う疾患、組織炎症を伴う疾患、炎症および瘢痕から選択される疾患を処置または予防する方法であって、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を前記対象に投与することを含む方法。
[本発明1011]
前記疾患が関節リウマチである、本発明1010の方法。
[本発明1012]
対象においてSykキナーゼ活性を阻害する方法であって、前記Sykキナーゼ活性を阻害するのに有効な、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を前記対象に投与することを含む方法。
[本発明1013]
対象においてFc受容体シグナル伝達カスケードを阻害する方法であって、前記Fc受容体シグナル伝達カスケードを阻害するのに有効な、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を前記対象に投与することを含む方法。
[本発明1014]
前記Fc受容体がFcαRI、FcγRI、FcγRIIIおよびFcεRIから選択される、本発明1013の方法。
[本発明1015]
対象において自己免疫疾患および/またはそれに伴う1つもしくは複数の症状を処置または予防する方法であって、前記自己免疫疾患を処置または予防するのに有効な、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を前記対象に投与することを含む方法。
[本発明1016]
前記自己免疫疾患が、単一臓器型または単一細胞型の自己免疫障害と呼ばれることが多い自己免疫疾患、および全身性の自己免疫障害に関与すると呼ばれることが多い自己免疫疾患から選択される、本発明1015の方法。
[本発明1017]
前記自己免疫疾患が、橋本病、自己免疫性溶血性貧血、悪性貧血の自己免疫性萎縮性胃炎、自己免疫性脳脊髄炎、自己免疫性精巣炎、グッドパスチャー病、自己免疫性血小板減少症、交感性眼炎、重症筋無力症、グレーブス病、原発性胆汁性肝硬変症、慢性活動性肝炎、潰瘍性大腸炎、膜性糸球体症、全身性エリテマトーデス、関節リウマチ、シェーグレン症候群、ライター症候群、多発性筋炎・皮膚筋炎、全身性硬化症、結節性多発性動脈炎、多発性硬化症および水疱性類天疱瘡から選択される、本発明1016の方法。
[本発明1018]
対象において関節リウマチを処置する方法であって、関節リウマチを患う対象に、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を投与することを含む方法。
[本発明1019]
投与される化合物の量が、インビトロアッセイで測定して、薬物のSyk阻害のIC 50 以上である対応する薬物の血清中濃度を得るのに有効である、本発明1018の方法。
[本発明1020]
対象において細胞増殖障害を処置する方法であって、関節リウマチを患う対象に、本発明1001〜1007のいずれかの化合物もしくは塩の薬学的有効量、または本発明1008の医薬組成物の薬学的有効量を投与することを含む方法。
[本発明1021]
前記細胞増殖障害が造血器腫瘍である、本発明1020の方法。
[本発明1022]
前記細胞増殖障害が骨髄腫瘍である、本発明1020の方法。
[本発明1023]
前記増殖障害が、Sykキナーゼ活性の調節に起因するウイルス媒介腫瘍である、本発明1020の方法。
[本発明1024]
細胞においてSykキナーゼを調節または阻害する方法であって、SykキナーゼまたはSykキナーゼを含む細胞と、本発明1001〜1007のいずれかの化合物または塩とを接触させることを含む方法。
[本発明1025]
細胞の脱顆粒を調節または阻害する方法であって、脱顆粒している細胞と、本発明1001〜1007のいずれかの化合物または塩とを接触させることを含む方法。
[本発明1026]
Fc受容体シグナルカスケードを調節または阻害する方法であって、Fc受容体を発現する細胞と、本発明1001〜1007のいずれかの化合物または塩とを接触させることを含む方法。
[本発明1027]
シグナル伝達カスケードを調節または阻害する方法であって、Syk依存性受容体またはSyk依存性受容体を発現する細胞と、本発明1001〜1007のいずれかの化合物または塩とを接触させることを含む方法。
一実施形態では、本開示は、N4−(2,2−ジメチル−3−オキソ−4H−5−ピリド[1,4]オキサジン−6−イル)−5−フルオロ−N2−[6−モルホリノピリジン−3−イル]−2,4−ピリミジンジアミンおよびその薬学的に許容される塩を提供する。この化合物は、式(I)を有する:
式(I)〜(III)のいずれかに関する上述の化合物は、処置を必要とする対象において、Sykの活性化を介して媒介される、または該活性化によって増悪する疾患もしくは障害を処置するために有用である。本開示は、式(I)〜(III)のいずれかに関する上述の、その塩もしくは溶媒和化合物を含む化合物の有効量を投与することによって、対象における炎症状態もしくは疾患、自己免疫疾患、細胞増殖障害、および変性骨障害などの状態を処置する方法を提供する。
したがって、本開示は、その塩または溶媒和化合物を含む主題の化合物の有効量を投与することによって対象における炎症状態または疾患を処置する方法を提供する。療法を考慮される炎症状態は、Syk活性によって媒介されるか、または増悪する急性および慢性の炎症を含む。
本開示は、その塩または溶媒和化合物を含む主題の化合物の有効量を投与することによって対象における自己免疫疾患を処置する方法を提供する。
Sykが腫瘍抑制因子として作用し得ることを当技術は示唆しているが、本開示は、Sykがその推測される役割に反して機能するという徴候に一部は基づいている。例えば、腫瘍細胞におけるSykキナーゼの強制発現は、腫瘍細胞の形質転換表現型を逆転させるようには見えない。反対に、Sykは細胞増殖を促進するおよび/または維持する発癌能力において作用することが本明細書で示唆される。Sykの役割についてのこの観点に基づいて、本開示は、その塩または溶媒和化合物を含む主題の化合物の有効量を投与することによって、対象における細胞増殖障害を処置する方法を提供する。
本開示は、その塩または溶媒和化合物を含む主題の化合物の有効量を投与することによって対象における変性骨障害を処置する方法を提供する。
主題の化合物は、抗炎症薬に加えて、個々に、または適合する組み合わせとして投与され得る。異なる組み合わせでの主題の化合物を用いて、特定の炎症状態のための生物学的利用能、作用の持続、および有効性を調整することができる。本明細書での目的のための適切な組み合わせを同定することは、当業者の技術の範囲内である。
炎症性疾患を処置するために、主題の化合物は、抗炎症薬などの付加的な化学療法薬との併用で投与することができる。特定の例では、本開示された化合物との併用での使用の抗炎症薬は、ステロイド系抗炎症薬である。本明細書で用いる場合、「ステロイド系抗炎症薬」または「抗炎症ステロイド」とは、ステロイド核を含む構造に基づいた化合物または組成物であり、単独でまたは他の薬剤との併用のいずれかで抗炎症活性を有する。ビタミンD化合物を除いて、ステロイド化合物は、ステランまたはゴナンとも呼ばれる、飽和四環系の炭化水素、1,2−シクロペンタノペルヒドロフェナントレンに基づくステロイド核に由来する。ステロイド化合物には、天然に存在するステロイド化合物および合成的に生成されたステロイド化合物の両方が含まれる。ステロイド化合物の異なるグループには、とりわけ、副腎皮質ステロイド、エストロゲン/プロゲスチン、およびアンドロゲンがある。
特定の例では、抗炎症薬は非ステロイド系抗炎症薬(NSAID)である。このクラスの薬剤は、異なる構造を有するが、共通の治療標的を介して作用する化合物の混成群を含む。NSAIDは、それらの化学構造および生物活性に基づいて分類される。特定の例では、主題の化合物に有用なNSAIDは、非選択的COX−2阻害剤であり、これらはCOX−1とCOX−2の両イソ型の活性を阻害する。特定の非選択的COX阻害剤は、サリチル酸とその誘導体である。このクラスの特定の化合物には、限定ではなく一例として、アセチルサリチル酸、サリチル酸ナトリウム、コリンマグネシウムトリサリチル酸、サルサレート、ジフルニサル、スルファサラジン、オルサラジン、およびメサラミンが挙げられる。
特定の例では、主題の化合物と共に使用され得る非ステロイド系抗炎症薬は、リポキシゲナーゼ、または5−リポキシゲナーゼ活性化タンパク質(FLAP)アンタゴニストである。
特定の例では、主題の化合物は、通常H1受容体アンタゴニストである抗ヒスタミン剤と併用で使用され得る。特定のH1受容体アンタゴニストには、とりわけ、ドキセピン、カルビノキサミン、クレマスチン、ジフェニルヒドラミン、ジメンヒドリネート、ピリラミン、トリペレナミン、クロルフェニラミン、ブロモフェニラミン、ヒドロキシジン、シクリジン、メクリジン、プロメタジン、シプロヘプタジン、フェニンダミン、アクリバスチン、セチリジン、アゼラスチン、レボカバスチン、ロラタジン、フェキソフェナジン、ならびにその種々の塩、水和物、N−酸化物およびプロドラッグが含まれる。
特定の例では、主題の化合物は、β−アドレナリン受容体アゴニスト(同意語として、「β−アゴニスト」またはβ−アドレナリンアゴニスト」)と併用で用いられ、これらは、非選択的β−アドレナリンアゴニストならびにβ2−選択的アドレナリンアゴニストを含む。通常、短時間作用型β−アゴニストおよび長時間作用型β−アドレナリンアゴニストの2種類のβ−アゴニストがある。
特定の例では、抗炎症薬は、炎症に関与する細胞の活性化および/または増殖を減弱または阻害する代謝拮抗薬である。代謝拮抗薬は細胞静止効果または細胞毒性効果を有することもあり、したがって通常、免疫抑制特徴を示し得る。
上記のもの以外の抗炎症薬は、主題の化合物と併用で使用され得ることを理解すべきである。これらには、炎症反応を促進することに関与すると考えられる細胞因子に向けられる種々の薬剤が含まれる。特定の例では、抗炎症薬は、炎症疾患に関与する主要なサイトカインであるTNF−αの作用をブロックする薬剤である。特定の例では、抗TNFは、TNF−αの作用をブロックする抗体である。特定の抗TNF抗体は、商品名Remicade(登録商標)のもとで入手可能なインフリキシマブである。
特定の例では、主題の化合物は、スタチンと併用で使用される。スタチンは、コレステロールを低下させ、かつHMG−CoA還元酵素阻害剤として作用することができる薬物のクラスである。スタチンの例としては、アトルバスタチン、セリバスタチン、フルバスタチン、ロバスタチン、メバスタチン、ピタバスタチン、プラバスタチン、ロスバスタチン、およびシンバスタチンが挙げられる。特定のスタチンは、商品名Lipitor(商標)のもとで入手可能なアトルバスタチンである。別のスタチンは、商品名Zocor(登録商標)のもとで入手可能なシンバスタチンである。
別の態様では、本開示は、式(I)〜(III)のいずれかに関する上述の1つまたは複数の化合物または塩、および適切な担体、賦形剤または希釈剤を含む組成物を提供する。該担体、賦形剤または希釈剤の正確な性質は、該組成物の所望の用途に依存し、獣医学での適切なまたは許容される用途から、ヒトでの適切なまたは許容される用途にまで及び得る。該組成物は、1つまたは複数のさらなる化合物を随意に含んでもよい。
本明細書で用いるように、以下の用語は、以下の意味を持つように意図される。
開示された化合物を合成するために有用な一般に広く知られている化学合成スキームおよび条件を提供する多数の一般参照は、入手可能である(例えば、SmithおよびMarch, March's Advanced Organic Chemistry;Reactions,Mechanisms, and Structure,第5版, Wiley−Interscience,2001;またはVogel, A Textbook of Practical Organic Chemistry, Including Qualitative Organic Analysis,第4版, New York:Longman, 1978)。
N4−[2,2−ジメチル−4−[(二水素ホスホノキシ)メチル]−3−オキソ−5−ピリド[1,4]オキサジン−6−イル]−5−フルオロ−N2−(6−モルホリノピリジン−3−イル)−2,4−ピリミジンジアミン二ナトリウム塩(化合物2)
N4−[2,2−ジメチル−4−[(二水素ホスホノキシ)メチル]−3−オキソ−5−ピリド[1,4]オキサジン−6−イル]−5−フルオロ−N2−(4−モルホリノフェニル)−2,4−ピリミジンジアミン二ナトリウム塩(化合物4)
FcγRの架橋によって誘発される肥満細胞活性化の阻害について、脱顆粒後に放出されるトリプターゼの活性を以下のとおり測定することで化合物をアッセイする。
単離したSykキナーゼによる生化学的蛍光偏光アッセイにおいて、ペプチド基質のリン酸化を触媒するSykキナーゼを阻害する能力について、化合物を試験する。
アレルゲン誘発性の好塩基球脱顆粒を阻害する能力について、化合物を試験する。BASOTEST(登録商標)キット(Orpegen Pharma GmbH,#10−0500)を本アッセイで使用する。5mLのFACS試験管中の105μLのヘパリン処理した全血中で、25μLの試験化合物溶液(DMSO中)を室温で30〜60分間インキュベートする。脱顆粒を誘発するために、20μLの刺激緩衝液(試薬B)を加えて、該試験管を37℃の水浴中で10分間インキュベートする。次いで、100μLの抗IgE(2μg/mL)を加えるか、または100Lの洗浄液(試薬A)を加える(すなわち、負の対照として)。該試験管を37℃の水浴中で20分間インキュベートする。次いで、氷上で5分間インキュベートして脱顆粒を停止させる。20μLの染色試薬(試薬F)を加えて、該試験管を暗所、氷上で20分間インキュベートする。2mLの室温の溶解溶液を加えて、該試験管を室温で10分間インキュベートする。該試験管を4℃、1600rpmで5分間遠心沈殿させて、その上清を捨てる。3mLの洗浄溶液(試薬A)を加えて、該試験管を4℃、1600rpmで5分間遠心沈殿させて、その上清を捨てる。200μLの洗浄溶液を残りの細胞ペレットに加え、次いで該試料を分析まで暗所、氷上でインキュベートする(2時間以内)。活性化した好塩基性顆粒球のパーセンテージを決定するために、BASOTEST(登録商標)キットの使用説明書に特定される条件で、フローサイトメトリーを488nmで使用して分析を行う。
ELISAアッセイにおいて、VEGF2を阻害する能力について化合物を試験する。NUNC MAXISORP96ウェルプレート(#436110)を1×PBS中0.01mg/mLのNeutrAvidin(100μL/ウェル)で4℃で18〜24時間被覆する。次いで、プレート洗浄機を使用してプレートを1×PBSTで洗浄して、1×PBST中2%BSA(100μL/ウェル)を用いて室温で1時間ブロックする。NeutrAvidinで被覆したプレートを、プレート洗浄機を使用して1×PBSTで再度洗浄する。
HUVEC細胞においてVEGFRのVEGF誘発リン酸化を示す能力について化合物を試験する。
細胞においてRetキナーゼを阻害する能力について化合物を試験する。10%のウシ胎児血清(JRH,#12106−500M)を含むDMEM(Cellgro Mediatech,#10−013−CV)中で維持し平板培養したSK−N−SH脳神経芽細胞腫細胞(ATCC,#HTB−1)を、10cmプレート中10mLの培地に播種して、翌日までに85%コンフルエンスに達成させる。該培地をDMSOまたは試験化合物(最終0.1%DMSO)を含有するDMEM(ウシ胎児血清を含まない)5mLと交換して、37℃/5%CO2で1時間インキュベートする。次いで、SK−N−SH細胞を50ng/mLのヒト組換えGDNF(Peprotech,#450−10)で10分間刺激する。細胞を冷1×PBSで1回洗浄して、500μLの1%NP−40溶解緩衝液(150mMのNaCl、1mMのNaVn、1%Nonidet−P40(Fisher Scientific,#PI−28324)、プロテアーゼ阻害剤錠剤(Roche,1697498)を含むTris HCl(pH7.4))で溶解する。該プレートを氷上に10分間静置してから、溶解緩衝液中でプレートから細胞をこすり落とす。4℃で、14,000rpmで10分間遠心して、界面活性剤不溶の部分を取り除く。界面活性剤溶解細胞可溶化物を3μLの抗Retウサギポリクローナル抗体(Cell Signaling Technology,Cat#3220)および15μLのタンパク質A/Gアガロース(Fisher Scientific,#PI−20421)と共に4℃で一晩回転させて、Retを免疫沈降させる。
ELISAベースのアッセイにおいて、Retキナーゼを阻害する能力について化合物を試験する。このアッセイは、0.01mg/mLのNeutrAvidin(Pierce、100μL/ウェル)で一晩被覆したCostar白色96ウェルプレート(Fisher Scientific,#07−200−591)で4℃で行う。アッセイを開始する前に、前もって被覆した96ウェルプレートを、PBST緩衝液中2%BSAを用いて室温で少なくとも1時間ブロックする。段階希釈試験化合物保存液を、DMSO溶液中300μMから開始して別々に調製し、この希釈化合物2μL/ウェル(DMSO最終濃度3%)を、ATPおよびキナーゼ基質(TK2ペプチド)と前もって混合したキナーゼ反応緩衝液55.5μL/ウェル(20mMのHEPES(pH7.4)、5mMのMgCl2、1mMのDTT、0.01%Brij−35)を含有するNeutrAvidinで被覆したアッセイプレートに直接加える。Retキナーゼ2.5μL/ウェル(Millipore,#14−570)を加えることで反応を開始し、60μLの最終反応容量を得る。該反応を室温で30分間継続させる。60μL中の最終的な酵素反応条件は、20mMのHEPES(pH7.4)、5mMのMgCl2、1mMのDTT、0.01% Brij−35、0.15ngのRet、2μMのATP、2μMのペプチドTK2基質(ビオチン−EGPWLEEEEEAYGWMDF−CONH2、Anaspec,#60329−1)である。反応が完了してから、ウェルをPBSTで3回洗浄して、リンペプチド検出抗体溶液100μL/ウェル(1:10000希釈のマウス抗pTyrモノクローナル抗体(Cell Signal Technology,#9411)と、1:10000希釈のヤギHRPコンジュゲート抗マウスIgG(Jackson Immunoresearch,#115−035−003)との混合物)と共に室温で1時間インキュベートする。該プレートをPBSTで3回洗浄して、スーパーシグナルELISAピコ化学発光基質(Pierce)を用いて発色させ、次いでSpectraMax M5マイクロプレートリーダー(Molecular Devices)で読み取る。
トリプターゼアッセイ、FPベースSykアッセイ、CD63アッセイ、VEGFRアッセイおよびRetアッセイによる、化合物1、N4−(2,2−ジメチル−3−オキソ−4H−5−ピリド[1,4]オキサジン−6−イル)−5−フルオロ−N2−(6−モルホリノピリジン−3−イル)−2,4−ピリミジンジアミン、化合物3、N4−(2,2−ジメチル−3−オキソ−4H−5−ピリド[1,4]オキサジン−6−イル)−5−フルオロ−N2−(4−モルホリノフェニル)−2,4−ピリミジンジアミン、ならびに対照化合物、N4−(2,2−ジメチル−3−オキソ−4H−5−ピリド[1,4]オキサジン−6−イル)−5−フルオロ−N2−(3,4,5−トリメトキシフェニル)−2,4−ピリミジンジアミンについての結果を表2に示す。
Claims (26)
- 請求項1〜3のいずれか一項に記載の化合物の薬学的に許容される塩。
- 請求項1〜3のいずれか一項に記載の化合物の一ナトリウム塩もしくは二ナトリウム塩、一カリウム塩もしくは二カリウム塩、一リチウム塩もしくは二リチウム塩、カルシウム塩、マグネシウム塩、アンモニウム塩。
- 請求項1〜3のいずれか一項に記載の化合物の一トリフルオロ酢酸塩もしくは二トリフルオロ酢酸塩、p−トルエンスルホン酸塩、塩酸塩、ベンゼンスルホン酸塩、またはエタンスルホン酸塩。
- 請求項1〜6のいずれか一項に記載の化合物または塩と、許容される担体、賦形剤および/または希釈剤とを含む医薬組成物。
- 対象において細胞脱顆粒を阻害するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 対象において、アレルギー疾患、軽度の瘢痕、組織破壊を伴う疾患、組織炎症を伴う疾患、炎症および瘢痕から選択される疾患を処置または予防するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 前記疾患が関節リウマチである、請求項9に記載の医薬組成物。
- 対象においてSykキナーゼ活性を阻害するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 対象においてFc受容体シグナル伝達カスケードを阻害するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 前記Fc受容体がFcαRI、FcγRI、FcγRIIIおよびFcεRIから選択される、請求項12に記載の医薬組成物。
- 対象において自己免疫疾患および/またはそれに伴う1つもしくは複数の症状を処置または予防するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 前記自己免疫疾患が、単一臓器型または単一細胞型の自己免疫障害と呼ばれることが多い自己免疫疾患、および全身性の自己免疫障害に関与すると呼ばれることが多い自己免疫疾患から選択される、請求項14に記載の医薬組成物。
- 前記自己免疫疾患が、橋本病、自己免疫性溶血性貧血、悪性貧血の自己免疫性萎縮性胃炎、自己免疫性脳脊髄炎、自己免疫性精巣炎、グッドパスチャー病、自己免疫性血小板減少症、交感性眼炎、重症筋無力症、グレーブス病、原発性胆汁性肝硬変症、慢性活動性肝炎、潰瘍性大腸炎、膜性糸球体症、全身性エリテマトーデス、関節リウマチ、シェーグレン症候群、ライター症候群、多発性筋炎・皮膚筋炎、全身性硬化症、結節性多発性動脈炎、多発性硬化症および水疱性類天疱瘡から選択される、請求項15に記載の医薬組成物。
- 対象において関節リウマチを処置するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 化合物の量が、インビトロアッセイで測定して、薬物のSyk阻害のIC50以上である対応する薬物の血清中濃度を得るのに有効である、請求項17に記載の医薬組成物。
- 対象において細胞増殖障害を処置するための医薬組成物であって、請求項1〜6のいずれか一項に記載の化合物もしくは塩の薬学的有効量を含む、医薬組成物。
- 前記細胞増殖障害が造血器腫瘍である、請求項19に記載の医薬組成物。
- 前記細胞増殖障害が骨髄腫瘍である、請求項19に記載の医薬組成物。
- 前記増殖障害が、Sykキナーゼ活性の調節に起因するウイルス媒介腫瘍である、請求項19に記載の医薬組成物。
- インビトロにおいて細胞においてSykキナーゼを調節または阻害する方法であって、SykキナーゼまたはSykキナーゼを含む細胞と、請求項1〜6のいずれか一項に記載の化合物または塩とをインビトロで接触させることを含む方法。
- インビトロにおいて細胞の脱顆粒を調節または阻害する方法であって、脱顆粒している細胞と、請求項1〜6のいずれか一項に記載の化合物または塩とをインビトロで接触させることを含む方法。
- インビトロにおいてFc受容体シグナルカスケードを調節または阻害する方法であって、Fc受容体を発現する細胞と、請求項1〜6のいずれか一項に記載の化合物または塩とをインビトロで接触させることを含む方法。
- インビトロにおいてシグナル伝達カスケードを調節または阻害する方法であって、Syk依存性受容体またはSyk依存性受容体を発現する細胞と、請求項1〜6のいずれか一項に記載の化合物または塩とをインビトロで接触させることを含む方法。
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JP2013511547A (ja) | 2013-04-04 |
CA2780777A1 (en) | 2011-05-26 |
EP2501705B1 (en) | 2014-08-27 |
WO2011063241A1 (en) | 2011-05-26 |
US20130150329A1 (en) | 2013-06-13 |
CA2780777C (en) | 2017-12-05 |
US8642593B2 (en) | 2014-02-04 |
ES2524127T3 (es) | 2014-12-04 |
EP2501705A1 (en) | 2012-09-26 |
US8389515B2 (en) | 2013-03-05 |
US20110124599A1 (en) | 2011-05-26 |
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