JP2018501287A - ピリダジノン誘導体および癌の処置におけるそれらの使用 - Google Patents
ピリダジノン誘導体および癌の処置におけるそれらの使用 Download PDFInfo
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Classifications
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Abstract
Description
本出願は、2015年1月9日に出願された米国仮特許出願第62/101,953号からの優先権を主張し、当該出願は、その全体が本明細書において参考として援用される。
本発明は、P300/CBP関連因子(PCAF)およびその密接に関連するホモログGCN5のインヒビターとして有用な化合物およびかかるインヒビターを使用した癌の処置方法に関する。
クロマチンは、染色体を構成するDNAとタンパク質の複雑な組み合わせである。クロマチンは真核細胞の核内に見出され、ヘテロクロマチン形態(凝集型)とユークロマチン(弛緩型)形態に分類される。クロマチンの主な成分はDNAおよびタンパク質である。ヒストンは、クロマチンの主なタンパク質成分であり、DNAが巻き付くスプールとして作用する。クロマチンの機能は、細胞内で適合するようにDNAをより小さな体積にパッケージングし、DNAを強化して有糸分裂および減数分裂を可能にし、発現およびDNA複製の調節機構としての機能を果たすことである。クロマチン構造は、ヒストンタンパク質(特に、ヒストンH3およびH4、最も一般的にはコアヌクレオソーム構造を超えて伸長する「ヒストンテール」内)に対する一連の翻訳後修飾によって調節される。ヒストンテールは、タンパク質間相互作用を受けない傾向があり、最も翻訳後修飾を受ける傾向のあるヒストン部分でもある。これらの修飾には、アセチル化、メチル化、リン酸化、ユビキチン化、およびSUMO化が含まれる。これらのエピジェネティックマークは、ヒストンテール内の特異的残基上にタグを配置する特異的酵素によって書き込まれ、かつ消去され、それにより、エピジェネティック暗号を形成し、次いで、細胞によってクロマチン構造が遺伝子特異的に制御され、それにより転写されるように解釈される。
1つの態様は、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物、またはその薬学的に許容され得る塩を含む。
化合物および定義
定義および用語を以下により詳細に記載する。化学元素を、元素周期表、CASバージョン、Handbook of Chemistry and Physics,75th Edに従って同定する。
典型的な意義(value)
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はピペリジル環またはアゼパニル環であり、ピペリジル環またはアゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される。
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はピペリジル環であり、ピペリジル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される。
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はアゼパニル環であり、アゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される。
薬学的に許容され得る組成物
別の態様は、式(I)の化合物またはその薬学的に許容され得る塩を含む薬学的組成物を含む。1つの実施形態では、組成物は、薬学的に許容され得る担体、アジュバント、またはビヒクルをさらに含む。別の実施形態では、組成物は、PCAFのブロモドメインを測定可能に阻害するのに有効な量の化合物をさらに含む。ある特定の実施形態では、組成物を、必要とする患者へ投与するために製剤化する。
化合物および薬学的に許容され得る組成物の使用
PCAF媒介障害
GCN5媒介障害
式(I)の化合物またはその塩を、単独または他の処置用薬剤と組み合わせて使用することができる。例えば、薬学的併用製剤または投薬レジメンの第2の薬剤は、式(I)の化合物に対して、相互に悪影響を及ぼさないような補完的活性を有し得る。化合物を、1単位の薬学的組成物で共に投与するか、または個別に投与することができる。1つの実施形態では、化合物または薬学的に許容され得る塩を、増殖性疾患および癌を処置するために細胞毒性剤と共投与することができる。
工程2:(ラセミ)−4−クロロ−2−メチル−5−(ピペリジン−3−イルアミノ)ピリダジン−3(2H)−オン二塩酸塩
パートII、最終化合物の合成
実施例1
4−クロロ−2−メチル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例13
4−ブロモ−2−メチル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
工程2:4−ブロモ−2−メチル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例14
4−クロロ−2−イソプロピル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
4,5−ジクロロ−2−イソプロピルピリダジン−3(2H)−オン
工程2:4−クロロ−2−イソプロピル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例15、16、および17
ラセミ4−クロロ−5−(((3R*,5S*)−5−イソブチル−1−メチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
工程2:tert−ブチル(5−イソブチルピリジン−3−イル)カルバマート
工程3:tert−ブチル2−(tert−ブトキシカルボニル)−2−(5−イソブチルピリジン−3−イル)カルバマート
工程4:3−((ジ−tert−ブトキシカルボニル)アミノ)−5−イソブチル−1−メチルピリジン−1−イウムヨージド
工程5:ラセミ−tert−ブチル2−(tert−ブトキシカルボニル)−2−((3RS,5SR)−5−イソブチル−1−メチルピペリジン−3−イル)カルバマート
工程6:ラセミ−(3RS,5SR)−5−イソブチル−1−メチルピペリジン−3−アミン二塩酸塩
工程7:ラセミ4−クロロ−5−(((3RS,5SR)−5−イソブチル−1−メチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
実施例19および20
4−クロロ−5−(((3S,5R)−5−イソブチル−1−メチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オンおよび4−クロロ−5−(((3R,5S)−5−イソブチル−1−メチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
4−クロロ−2−メチル−5−((1−メチル−5−フェニルピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
工程2:3−((ジ−tert−ブトキシカルボニル)アミノ)−5−フェニル−1−メチルピリジン−1−イウムヨージド
工程3:ラセミ−(1−メチル−5−フェニルピペリジン−3−イル)カルバマート
工程4:ラセミの1−メチル−5−フェニルピペリジン−3−アミン二塩酸塩
工程5:(ラセミ)−4−クロロ−2−メチル−5−((1−メチル−5−フェニルピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例25
4−クロロ−5−((1,6−ジメチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
工程2:3−((ジ−tert−ブトキシカルボニル)アミノ)−6−メチル−1−メチルピリジン−1−イウムヨージド
工程3:tert−ブチル(1,6−ジメチルピペリジン−3−イル)カルバマート
工程4:1,6−ジメチルピペリジン−3−アミン二塩酸塩
工程5:4−クロロ−5−((1,6−ジメチルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
実施例26〜29
実施例30
4−クロロ−5−((1−(2−メトキシエチル)ピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
実施例31
4−クロロ−2−メチル−5−((1−(オキセタン−3−イル)ピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例32
4−クロロ−5−((1−イソプロピルピペリジン−3−イル)アミノ)−2−メチルピリダジン−3(2H)−オン
実施例33
4−クロロ−2−メチル−5−((1−(ピリジン−2−イルメチル)ピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例34
ラセミ−5−((1−ベンジルピペリジン−3−イル)アミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
実施例35
4−クロロ−2−メチル−5−((1−((R)−1−フェニルエチル)ピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
工程2:4−クロロ−2−メチル−5−((1−((R)−1−フェニルエチル)ピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例36
4−クロロ−2−メチル−5−((1−((S)−1−フェニルエチル)ピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例37〜38
5−((1−ベンジルアゼパン−3−イル)アミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
工程2:5−(アゼパン−3−イルアミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
工程3:5−((1−ベンジルアゼパン−3−イル)アミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
工程4:(R)−5−((1−ベンジルアゼパン−3−イル)アミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オンおよび(S)−5−((1−ベンジルアゼパン−3−イル)アミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
実施例39
(R)−4−クロロ−2−メチル−5−((2,3,4,5−テトラヒドロ−1H−ベンゾ[c]アゼピン−4−イル)アミノ)ピリダジン−3(2H)−オン
工程2:(R)−tert−ブチル(3−オキソ−2,3,4,5−テトラヒドロ−1H−ベンゾ[c]アゼピン−4−イル)カルバマート
工程3:(R)−4−アミノ−4,5−ジヒドロ−1H−ベンゾ[c]アゼピン−3(2H)−オン塩酸塩
工程4:(R)−4−((5−クロロ−1−メチル−6−オキソ−1,6−ジヒドロピリダジン−4−イル)アミノ)−4,5−ジヒドロ−1H−ベンゾ[c]アゼピン−3(2H)−オン
工程5:(R)−4−クロロ−2−メチル−5−((2,3,4,5−テトラヒドロ−1H−ベンゾ[c]アゼピン−4−イル)アミノ)ピリダジン−3(2H)−オン
工程6:(R)−4−クロロ−2−メチル−5−((2−メチル−2,3,4,5−テトラヒドロ−1H−ベンゾ[c]アゼピン−4−イル)アミノ)ピリダジン−3(2H)−オン
実施例40
4−クロロ−2−メチル−5−((1−メチルアゾカン−3−イル)アミノ)ピリダジン−3(2H)−オン
工程2:5−(アゾカン−3−イルアミノ)−4−クロロ−2−メチルピリダジン−3(2H)−オン
工程3:4−クロロ−2−メチル−5−((1−メチルアゾカン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例41
ラセミ−4−クロロ−2−メチル−5−[[1−(3−フェニルプロピル)−3−ピペリジル]アミノ]ピリダジン−3−オン
(S)−4−クロロ−2−メチル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オンおよび(R)−4−クロロ−2−メチル−5−((1−メチルアゼパン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例59〜60
(S)−4−クロロ−2−メチル−5−((1−メチルピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オンおよび(R)−4−クロロ−2−メチル−5−((1−メチルピペリジン−3−イル)アミノ)ピリダジン−3(2H)−オン
実施例61
生物学的データ
PCAF AlphaLisa結合アッセイを使用したインヒビターのIC50測定
Claims (47)
- 式(I)
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物であって、
但し、前記化合物が、
- R1はクロロである、請求項1に記載の化合物。
- R2は、メチル、イソプロピル、エチル、シクロプロピルメチル、2−ブテン−1−イルである、請求項1または2に記載の化合物。
- R3はピペリジル環またはアゼパニル環であり、ピペリジル環またはアゼパニル環は、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R3はピペリジル環であり、ピペリジル環は、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R3はアゼパニル環であり、アゼパニル環は、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R3はピペリジル環またはアゼパニル環であり、ピペリジル環またはアゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R3はピペリジル環であり、ピペリジル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R3はアゼパニル環であり、アゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。
- R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はピペリジル環またはアゼパニル環であり、ピペリジル環またはアゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。 - R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はピペリジル環であり、ピペリジル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。 - R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3はアゼパニル環であり、アゼパニル環は、C1〜6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキルは、Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換される、請求項1〜3のいずれか1項に記載の化合物。 - 請求項1〜15のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩、および薬学的に許容され得るアジュバント、担体、またはビヒクルを含む組成物。
- さらなる治療剤と組み合わせた請求項16に記載の組成物。
- 前記さらなる治療剤が化学療法剤である、請求項17に記載の組成物。
- 動物におけるPCAF媒介障害またはGCN5媒介障害を処置する方法であって、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物、またはその薬学的に許容され得る塩を前記動物に投与する工程を含む、方法。 - 前記障害が、癌、炎症性障害、または自己免疫疾患である、請求項19に記載の方法。
- 前記癌が、聴神経腫、急性白血病、急性リンパ球性白血病、急性骨髄球性白血病、急性T細胞白血病、アンドロゲン応答性前立腺癌、基底細胞癌腫、胆管癌腫、膀胱癌、脳癌、乳癌、気管支原性癌腫、子宮頸癌、軟骨肉腫、脊索腫、絨毛癌腫、慢性白血病、慢性リンパ球性白血病、慢性骨髄球性白血病、慢性骨髄性白血病、結腸癌、結腸直腸癌、頭蓋咽頭腫、嚢胞腺癌腫、びまん性大細胞型B細胞リンパ腫、薬物耐性乳癌、増殖異常性変化、胎児性癌腫、子宮内膜癌、内皮肉腫、上衣腫、上皮癌腫、赤白血病、食道癌、エストロゲン−受容体陽性乳癌、本態性血小板血症、ユーイング腫瘍、線維肉腫、濾胞性リンパ腫、胃がん、生殖細胞精巣癌、神経膠腫、膠芽腫、神経膠肉腫、重鎖病、頭頸部癌、血管芽細胞腫、ヘパトーム、肝細胞癌、ホルモン非感受性前立腺癌、平滑筋肉腫、白血病、脂肪肉腫、肺癌、リンパ管内皮肉腫、リンパ管肉腫、リンパ芽球性白血病、リンパ腫、T細胞またはB細胞起源のリンパ系悪性疾患、髄様癌腫、髄芽腫、黒色腫、髄膜腫、中皮腫、多発性骨髄腫、骨髄性白血病、骨髄腫、粘液肉腫、神経芽細胞腫、NUTミッドラインカルシノーマ(NMC)、非小細胞肺癌、乏突起膠腫、口腔癌、骨原性肉腫、卵巣癌、膵臓癌、乳頭腺癌腫、乳頭状癌腫、小児急性リンパ芽球性白血病、松果体腫、真性赤血球増加症、前立腺癌、直腸癌、腎細胞癌腫、網膜芽細胞腫、横紋筋肉腫、肉腫、脂腺癌腫、セミノーマ、皮膚癌、小細胞性肺癌腫、固形腫瘍(癌腫および肉腫)、小細胞肺癌、胃癌、扁平上皮癌腫、滑膜腫、汗腺癌腫、甲状腺癌、ワルデンシュトレームマクログロブリン血症、wnt依存性乳癌、精巣腫瘍、子宮癌、およびウィルムス腫瘍からなる群から選択される、請求項20に記載の方法。
- 前記癌が、胃がん、肺癌、非小細胞肺癌、膵臓癌、小児急性リンパ芽球性白血病、アンドロゲン応答性前立腺癌、乳癌、wnt依存性乳癌、薬物耐性乳癌、エストロゲン−受容体陽性乳癌、白血病、神経芽細胞腫、結腸癌、および子宮頸癌からなる群から選択される、請求項20に記載の方法。
- 前記炎症性障害または自己免疫疾患が、アジソン病、急性痛風、アルツハイマー病(炎症媒介神経毒性)、強直性脊椎炎、喘息、アテローム性動脈硬化症、ベーチェット病、水疱性皮膚疾患、慢性閉塞性肺疾患、クローン病、皮膚炎、湿疹、巨細胞動脈炎、線維症、糸球体腎炎、肝血管閉塞、肝炎、下垂体炎、免疫不全症候群、炎症性腸疾患、川崎病、ループス腎炎、多発性硬化症、心筋炎、筋炎、腎炎、移植臓器拒絶、骨関節炎、膵臓炎、心膜炎、結節性多発性動脈炎、肺臓炎、原発性胆汁性肝硬変、乾癬、乾癬性関節炎、関節リウマチ、強膜炎、硬化性胆管炎、敗血症、全身性エリテマトーデス、高安動脈炎、中毒性ショック、甲状腺炎、I型糖尿病、潰瘍性大腸炎、ブドウ膜炎、白斑、脈管炎、およびウェゲナー肉芽腫症からなる群から選択される、請求項20に記載の方法。
- 前記障害が骨粗鬆症である、請求項20に記載の方法。
- 前記障害が肥満である、請求項20に記載の方法。
- 前記障害がHIV感染である、請求項20に記載の方法。
- 前記障害が寄生虫感染である、請求項20に記載の方法。
- 医薬療法における使用のための、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物またはその薬学的に許容され得る塩。 - PCAF媒介障害またはGCN5媒介障害の予防的処置または治療的処置のための、
式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物またはその薬学的に許容され得る塩。 - 動物におけるPCAF媒介障害またはGCN5媒介障害を処置するための医薬を調製するための、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物、またはその薬学的に許容され得る塩の使用。 - a)動物における細胞毒性剤を含む癌処置の有効性を増大させるか、b)動物における細胞毒性剤に対する癌耐性の発生を遅延または防止するか、またはc)動物における癌治療に対する応答の持続時間を延長させる方法であって、有効量の式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物、またはその薬学的に許容され得る塩を前記動物に投与することを含む、方法。 - a)動物における細胞毒性剤を含む癌処置の有効性を増大させるか、b)動物における細胞毒性剤に対する癌耐性の発生を遅延または防止するか、またはc)動物における癌治療に対する応答の持続時間を延長させるための、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物またはその薬学的に許容され得る塩。 - a)動物における細胞毒性剤を含む癌処置の有効性を増大させるか、b)動物における細胞毒性剤に対する癌耐性の発生を遅延または防止するか、またはc)動物における癌治療に対する応答の持続時間を延長させるための医薬を調製するための、式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物またはその薬学的に許容され得る塩の使用。 - 細胞毒性剤を前記動物に投与することをさらに含む、請求項19〜33のいずれか1項に記載の方法、化合物、または使用。
- 個体における癌を処置する方法であって、
(a)式(I):
R1は、メチル、クロロ、およびブロモからなる群から選択され;
R2は、C1〜4アルキル、C2〜4アルケニル、シクロプロピル、またはシクロプロピルメチルであり;
R3は、3〜12員の飽和または部分不飽和のヘテロシクリルであり、ヘテロシクリルは、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、ヘテロシクリル、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−ORb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され、任意のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、カルボシクリル、およびヘテロシクリルは、Rb、オキソ、ハロ、−NO2、−N(Rb)2、−CN、−C(O)−N(Rb)2、−S(O)−N(Rb)2、−S(O)2−N(Rb)2、−O−Rb、−S−Rb、−O−C(O)−Rb、−C(O)−Rb、−C(O)−O−Rb、−S(O)−Rb、−S(O)2−Rb、−N(Rb)−C(O)−Rb、−N(Rb)−S(O)−Rb、−N(Rb)−C(O)−N(Rb)2、および−N(Rb)−S(O)2−Rbからなる群から独立して選択される1つまたは複数の基で任意選択的に置換され;
各々のRbは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、Rc、オキソ、ハロ、−NO2、−N(Rc)2、−CN、−C(O)−N(Rc)2、−S(O)−N(Rc)2、−S(O)2−N(Rc)2、−O−Rc、−S−Rc、−O−C(O)−Rc、−C(O)−Rc、−C(O)−ORc、−S(O)−Rc、−S(O)2−Rc、−N(Rc)−C(O)−Rc、−N(Rc)−S(O)−Rc、−N(Rc)−C(O)−N(Rc)2、および−N(Rc)−S(O)2−Rcからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成し;
各々のRcは、水素、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルからなる群から独立して選択され、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、C1〜6アルコキシ、カルボシクリル、およびヘテロシクリルは、オキソ、ハロ、アミノ、ヒドロキシ、C1〜6アルコキシ、カルボシクリル、ヘテロシクリル、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜C6アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されるか;または、2つのRcが、それらが結合する窒素とともに、オキソ、ハロ、ならびにオキソおよびハロからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたC1〜3アルキルからなる群から独立して選択される1つまたは複数の基で任意選択的に置換されたヘテロシクリルを形成する)の化合物またはその薬学的に許容され得る塩;および
(b)細胞毒性剤
を前記個体に投与することを含む、方法。 - 細胞毒性剤と組み合わせた癌の予防的処置または治療的処置のための、請求項1〜15および請求項19のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩。
- 細胞毒性剤と組み合わせた癌を処置するための医薬を調製するための、請求項1〜15および請求項19のいずれか1項に記載の式(I)の化合物またはその薬学的に許容され得る塩の使用。
- 前記細胞毒性剤が、抗微小管剤、白金配位錯体、アルキル化剤、抗生物質製剤、トポイソメラーゼIIインヒビター、代謝拮抗物質、トポイソメラーゼIインヒビター、ホルモンおよびホルモンアナログ、シグナル伝達経路インヒビター、非受容体チロシンキナーゼ血管形成インヒビター、免疫治療剤、アポトーシス促進剤、LDH−Aのインヒビター、脂肪酸生合成のインヒビター、細胞周期シグナル伝達インヒビター、HDACインヒビター、プロテアソームインヒビター、および癌代謝のインヒビターからなる群から選択される、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
- 前記細胞毒性剤がタキサンである、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
- 前記タキサンがパクリタキセルまたはドセタキセルである、請求項39に記載の方法、化合物、または使用。
- 前記細胞毒性剤が白金製剤である、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
- 前記細胞毒性剤がEGFRのアンタゴニストである、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
- 前記EGFRのアンタゴニストが、N−(3−エチニルフェニル)−6,7−ビス(2−メトキシエトキシ)キナゾリン−4−アミンまたはその薬学的に許容され得る塩である、請求項42に記載の方法、化合物、または使用。
- 前記細胞毒性剤がRAFインヒビターである、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
- 前記RAFインヒビターが、BRAFインヒビターまたはCRAFインヒビターである、請求項44に記載の方法、化合物、または使用。
- 前記RAFインヒビターがベムラフェニブである、請求項44に記載の方法、化合物、または使用。
- 前記細胞毒性剤がPI3Kインヒビターである、請求項35〜37のいずれか1項に記載の方法、化合物、または使用。
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