JP2017530984A - ヒストンデメチラーゼのインヒビターとしてのピロリドンアミド化合物 - Google Patents
ヒストンデメチラーゼのインヒビターとしてのピロリドンアミド化合物 Download PDFInfo
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- JP2017530984A JP2017530984A JP2017518802A JP2017518802A JP2017530984A JP 2017530984 A JP2017530984 A JP 2017530984A JP 2017518802 A JP2017518802 A JP 2017518802A JP 2017518802 A JP2017518802 A JP 2017518802A JP 2017530984 A JP2017530984 A JP 2017530984A
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- IPMYMEWFZKHGAX-ZKSIBHASSA-N theaflavin Chemical compound C1=C2C([C@H]3OC4=CC(O)=CC(O)=C4C[C@H]3O)=CC(O)=C(O)C2=C(O)C(=O)C=C1[C@@H]1[C@H](O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-ZKSIBHASSA-N 0.000 description 1
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- 229940026509 theaflavin Drugs 0.000 description 1
- 229960004559 theobromine Drugs 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000005308 thiazepinyl group Chemical group S1N=C(C=CC=C1)* 0.000 description 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 description 1
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- YEZNLOUZAIOMLT-UHFFFAOYSA-N tolfenamic acid Chemical compound CC1=C(Cl)C=CC=C1NC1=CC=CC=C1C(O)=O YEZNLOUZAIOMLT-UHFFFAOYSA-N 0.000 description 1
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- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 description 1
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- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 description 1
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- 229960005267 tositumomab Drugs 0.000 description 1
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- 239000006211 transdermal dosage form Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 229960000575 trastuzumab Drugs 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
- 229950001353 tretamine Drugs 0.000 description 1
- 229960005294 triamcinolone Drugs 0.000 description 1
- GFNANZIMVAIWHM-OBYCQNJPSA-N triamcinolone Chemical compound O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 GFNANZIMVAIWHM-OBYCQNJPSA-N 0.000 description 1
- 229960002117 triamcinolone acetonide Drugs 0.000 description 1
- YNDXUCZADRHECN-JNQJZLCISA-N triamcinolone acetonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O YNDXUCZADRHECN-JNQJZLCISA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- LZAJKCZTKKKZNT-PMNGPLLRSA-N trichothecene Chemical compound C12([C@@]3(CC[C@H]2OC2C=C(CCC23C)C)C)CO1 LZAJKCZTKKKZNT-PMNGPLLRSA-N 0.000 description 1
- 229930013292 trichothecene Natural products 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- KVJXBPDAXMEYOA-CXANFOAXSA-N trilostane Chemical compound OC1=C(C#N)C[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CC[C@@]32O[C@@H]31 KVJXBPDAXMEYOA-CXANFOAXSA-N 0.000 description 1
- 229960001670 trilostane Drugs 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 229960000875 trofosfamide Drugs 0.000 description 1
- UMKFEPPTGMDVMI-UHFFFAOYSA-N trofosfamide Chemical compound ClCCN(CCCl)P1(=O)OCCCN1CCCl UMKFEPPTGMDVMI-UHFFFAOYSA-N 0.000 description 1
- 208000029387 trophoblastic neoplasm Diseases 0.000 description 1
- 229950010147 troxacitabine Drugs 0.000 description 1
- RXRGZNYSEHTMHC-BQBZGAKWSA-N troxacitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1O[C@@H](CO)OC1 RXRGZNYSEHTMHC-BQBZGAKWSA-N 0.000 description 1
- HDZZVAMISRMYHH-LITAXDCLSA-N tubercidin Chemical compound C1=CC=2C(N)=NC=NC=2N1[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O HDZZVAMISRMYHH-LITAXDCLSA-N 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 208000025443 tumor of adipose tissue Diseases 0.000 description 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 description 1
- 229950009811 ubenimex Drugs 0.000 description 1
- 229960001055 uracil mustard Drugs 0.000 description 1
- 201000005112 urinary bladder cancer Diseases 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 229960003824 ustekinumab Drugs 0.000 description 1
- 206010046766 uterine cancer Diseases 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 206010046885 vaginal cancer Diseases 0.000 description 1
- 208000013139 vaginal neoplasm Diseases 0.000 description 1
- 229960002004 valdecoxib Drugs 0.000 description 1
- LNPDTQAFDNKSHK-UHFFFAOYSA-N valdecoxib Chemical compound CC=1ON=C(C=2C=CC=CC=2)C=1C1=CC=C(S(N)(=O)=O)C=C1 LNPDTQAFDNKSHK-UHFFFAOYSA-N 0.000 description 1
- MSRILKIQRXUYCT-UHFFFAOYSA-M valproate semisodium Chemical compound [Na+].CCCC(C(O)=O)CCC.CCCC(C([O-])=O)CCC MSRILKIQRXUYCT-UHFFFAOYSA-M 0.000 description 1
- 229960000604 valproic acid Drugs 0.000 description 1
- 229960000653 valrubicin Drugs 0.000 description 1
- ZOCKGBMQLCSHFP-KQRAQHLDSA-N valrubicin Chemical compound O([C@H]1C[C@](CC2=C(O)C=3C(=O)C4=CC=CC(OC)=C4C(=O)C=3C(O)=C21)(O)C(=O)COC(=O)CCCC)[C@H]1C[C@H](NC(=O)C(F)(F)F)[C@H](O)[C@H](C)O1 ZOCKGBMQLCSHFP-KQRAQHLDSA-N 0.000 description 1
- 229940099039 velcade Drugs 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 229960003048 vinblastine Drugs 0.000 description 1
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
- CILBMBUYJCWATM-PYGJLNRPSA-N vinorelbine ditartrate Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.OC(=O)[C@H](O)[C@@H](O)C(O)=O.C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC CILBMBUYJCWATM-PYGJLNRPSA-N 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229960000237 vorinostat Drugs 0.000 description 1
- WAEXFXRVDQXREF-UHFFFAOYSA-N vorinostat Chemical compound ONC(=O)CCCCCCC(=O)NC1=CC=CC=C1 WAEXFXRVDQXREF-UHFFFAOYSA-N 0.000 description 1
- 201000005102 vulva cancer Diseases 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229940002005 zometa Drugs 0.000 description 1
- FBTUMDXHSRTGRV-ALTNURHMSA-N zorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(\C)=N\NC(=O)C=1C=CC=CC=1)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 FBTUMDXHSRTGRV-ALTNURHMSA-N 0.000 description 1
- 229960000641 zorubicin Drugs 0.000 description 1
Classifications
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
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- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
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- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
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- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
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Abstract
Description
KDM5などのヒストンデメチラーゼのインヒビターとして有用な化合物を提供する。
30億個のヒトゲノムのヌクレオチドを細胞の核内にパッケージングするには、高度に凝縮される必要がある。この偉業を達成するために、我々の染色体内のDNAは、ヒストンと呼ばれるタンパク質のスプールに巻き付けられてクロマチンとして公知の高密度の反復タンパク質/DNAポリマーを形成する。単なるパッケージングモジュールとして働くことにとどまらず、クロマチンテンプレートは、エピジェネティック制御と名付けられた新規に認識され、根本的に重要な一連の遺伝子調節機構の基盤である。様々な特異的化学修飾をヒストンおよびDNAに施すことにより、エピジェネティック制御因子は、我々のゲノムの構造、機能、およびアクセス性を調整し、それにより、遺伝子発現に甚大な影響を及ぼす。現在、数百のエピジェネティックエフェクターが同定されており、その多くがクロマチン結合酵素またはクロマチン修飾酵素である。意義深いことに、増加するこれらの酵素は、癌などの種々の障害に関連している。したがって、この新興の遺伝子制御酵素クラスに指向する治療剤は、ヒト疾患処置への新規のアプローチとして見込まれる。
さらに、抗癌薬に対して比較的迅速に耐性を獲得することが依然として癌治療成功における重要な障壁である。かかる薬物耐性の分子基盤を解明するための実質的な努力により、種々の機構(薬物流出、標的の薬物結合欠失変異体の獲得、代替生存経路の関与、およびエピジェネティックな変化が含まれる)が明らかとなっている。稀で、確率的な、耐性を付与する遺伝子変化が、薬物処置中に選択された腫瘍細胞集団内で見出されている。Sharmaら、Cell 141(1):69−80(2010)を参照のこと。ヒストンデメチラーゼのKDM5/JARID1ファミリーは、癌耐性で役割を果たすことが見出された。ヒトにおけるデメチラーゼのKDM5/JARID1ファミリーは、4つのメンバー(KDM5A、KDM5B、KDM5C、およびKDM5D)を含む。KDM5ファミリーメンバーは、以下の5つの保存されたドメインを含む:JmjN、ARID、JmjC、PHD、およびC5HC2ジンクフィンガー。KDM5A、KDM5B、KDM5C、およびKDM5Dのアミノ酸配列は、公知であり、公的に利用可能である(例えば、UniProtKB/Swiss−Prot(例えば、KDM5A(例えば、P29375−1およびP29375−2)、KDM5B(例えば、Q9UGL1−1およびQ9UGL1−2)、KDM5C(例えば、P41229−1、P41229−2、P41229−3、およびP41229−4)、およびKDM5D(例えば、Q9BY66−1、Q9BY66−2、およびQ9BY66−3)を参照のこと)。過剰増殖性疾患の処置、薬物耐性の防止、および/または他の癌処置(例えば、標的治療、化学療法、および放射線療法)の有効性の改良のためのKDM5デメチラーゼを阻害する化合物が現在必要とされている。
1つの態様は、式(I):
Aは、
R1は、ハロ、−N(Rx)2、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、C1〜6アルコキシ、5〜10員アリール、5〜10員ヘテロアリール、または3〜8員ヘテロシクリルであり、前記C1〜6アルキル、C1〜6アルケニル、C1〜6アルキニル、3〜8員カルボシクリル、C1〜6アルコキシ、5〜10員アリール、5〜10員ヘテロアリール、および3〜8員ヘテロシクリルは、オキソ、ヒドロキシ、ハロ、C1〜3アルコキシ、3〜8員カルボシクリル、5〜10員アリール、−N(Rx)2、−N(Rx)C(O)Rx、および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;
各々のRxは、Hならびにハロ、ヒドロキシ、およびC1〜3アルコキシ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C1〜6アルキルからなる群から独立して選択され;
R2は、5〜10員カルボシクリル、5〜10員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−ORa、−C(O)N(Ra)2、またはNRaRbであり、各々の5〜10員カルボシクリル、5〜10員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、1つまたは複数のRd基で任意選択的に置換され;
RaおよびRbは各々、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール −C(O)Rc、−CO2Rc、−C(O)N(Rc)2、−C(O)SRc、および−C(O)C(O)Rc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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、−ORc、−SRc、−N(Rc)2、−C(O)Rc、−CO2Rc、−C(O)N(Rc)2、−C(O)SRc、−C(O)C(O)Rc、−S(O)Rc、−SO2Rc、−SO2N(Rc)2、−N(Rc)C(O)Rc、−N(Rc)C(O)N(Rc)2、−N(Rc)SO2Rc、−N(Rc)SO2N(Rc)2、−N(Rc)N(Rc)2、−N(Rc)C(=N(Rc))N(Rc)2、−C(=N)N(Rc)2、−C=NORc、および−C(=N(Rc))N(Rc)2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Rcは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、1つまたは複数のRh基で任意選択的に置換され;
各々のRdは、ハロ、ニトロ、シアノ、オキソ、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−ORe、−SRe、−N(Re)2、−C(O)Re、−CO2Re、−C(O)N(Re)2、−C(O)SRe、−C(O)C(O)Re、−S(O)Re、−SO2Re、−SO2N(Re)2、−N(Re)C(O)Re、−N(Re)C(O)N(Re)2、−N(Re)SO2Re、−N(Re)SO2N(Re)2、−N(Re)N(Re)2、−N(Re)C(=N(Re))N(Re)2、−C(=N)N(Re)2、−C=NORe、および−C(=N(Re))N(Re)2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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、Rf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Reは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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;
各々のRfは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、−ORg、−SRg、−N(Rg)2、−C(O)Rg、−CO2Rg、−C(O)N(Rg)2、−C(O)SRg、−C(O)C(O)Rg、−S(O)Rg、−SO2Rg、−SO2N(Rg)2、−N(Rg)C(O)Rg、−N(Rg)C(O)N(Rg)2、−N(Rg)SO2Rg、−N(Rg)SO2N(Rg)2、−N(Rg)N(Rg)2、−N(Rg)C(=N(Rg))N(Rg)2、−C(=N)N(Rg)2、および−C=NORg、−C(=N(Rg))N(Rg)2からなる群から独立して選択され、各々のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、および3〜8員カルボシクリルは、ハロ、シアノ、オキソ、3〜8員カルボシクリル、−ORg、−N(Rg)2、−C(O)Rg、−CO2Rg、−C(O)N(Rg)2、−SO2Rg、−SO2N(Rg)2、および−N(Rg)C(O)Rg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Rgは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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;
各々のRhは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−N(Rk)2、および−ORkからなる群から独立して選択され、各々のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、ハロ、ヒドロキシ、C1〜4アルコキシ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリー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;
各々のRkは、H、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリールからなる群から独立して選択され、任意のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリールカルボシクリルは、ハロ、シアノ、オキソ ヒドロキシ、および3〜8員カルボシクリ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;
R3はHまたはC1〜6アルキルであり;
R4は、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、または3〜8員カルボシクリル、5〜10員アリール、5〜10員ヘテロアリールであり、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、および3〜8員カルボシクリル、5〜10員アリール、5〜10員ヘテロアリールは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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;
R5は、H、ハロ、またはC1〜6アルキルであり、R6は、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、ハロ、ヒドロキシ、または3〜8員カルボシクリルであり、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、および3〜8員カルボシクリルは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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、R5およびR6が、それらが結合する原子とともに、3〜8員カルボシクリルまたは3〜8員ヘテロシクリルを形成し、3〜8員カルボシクリルおよび3〜8員ヘテロシクリルは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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)
の化合物またはその塩を提供する。
定義
特定の官能基および化学用語の定義を、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.の内表紙に従って同定し、特定の官能基を、本明細書中に記載のように一般的に定義する。さらに、有機化学ならびに特定の官能部分および反応の一般的原理は、Organic Chemistry,Thomas Sorrell,University Science Books,Sausalito,1999;Smith and March March’s Advanced Organic Chemistry,5th Edition,John Wiley & Sons,Inc.,New York,2001;Larock,Comprehensive Organic Transformations,VCH Publishers,Inc.,New York,1989;Carruthers,Some Modern Methods of Organic Synthesis,3rd Edition,Cambridge University Press,Cambridge,1987(各々の内容全体が本明細書中で参照として援用される)に記載されている。
薬学的に許容され得る組成物
別の態様は、本明細書中に記載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、KDM5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、ある特定の実施形態を必要とする患者へ投与するために製剤化する。
別の態様は、KDM5の阻害のための本明細書中に記載の化合物の使用を含む。本明細書中に記載の化合物(Ccompound)を使用して、ヒストンリジン残基上のメチルマークの除去を阻害(ヒストンH1、H2A、H2B、H3、およびH4(H3K4など)のモノメチル化、ジメチル化、またはトリメチル化(例えば、KDM5基質H3K4me3が含まれる)からのメチルマークの除去の阻害が含まれる)し、それにより、これらのヒストンタンパク質のDNAおよび/または他のタンパク質との相互作用を変化させ、ある特定のその後の遺伝子発現またはタンパク質発現を変化させることもできる。本明細書中に記載の化合物を使用して、KDM5を阻害し、薬物耐性細胞を減少させ、それにより、薬物耐性疾患(薬物耐性癌など)を処置または防止することもできる。ある特定の実施形態では、例えば、化学療法の標的が変異してかかる化学療法に対する耐性を付与されるようになる前に、疾患を本明細書中に記載の化合物を使用して処置して耐性が確立されるのを防止することができる。
本明細書中に記載の化合物を、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、本明細書中に記載の化合物に対して、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の処置のために細胞毒性剤と共投与することができる。
以下の実施例に示すように、ある特定の例示的な実施形態では、化合物を以下の一般的手順にしたがって調製する。本明細書中に記載のように、一般的方法にはある特定の化合物の合成を示しているが、以下の一般的方法および当業者に公知の他の方法を典型的には全ての化合物ならびにこれらの各化合物のサブクラスおよび種に適用することができると理解されたい。
スキーム2(方法B)
スキーム3(方法C)
スキーム4(方法D)
LCMS方法A(Agilent 10−80 AB、ELSD、2分)
LCMS方法B(Agilent 0−30 AB、ELSD、2分)
LCMS方法C(Agilent 0−60 AB、ELSD、2分)
LCMS方法D(Agilent 30−90 AB、ELSD、2分)
LCMS方法E(SHIMADZU 5−95 AB、ELSD、1.5分)
LCMS方法F(Agilent 5−95 AB、ELSD、10分)
実施例1および2
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KDM5酵素アッセイ手順
実施例249
KDM5細胞アッセイ手順:
Claims (63)
- 式(I):
Aは、
R1は、ハロ、−N(Rx)2、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、C1〜6アルコキシ、5〜10員アリール、5〜10員ヘテロアリール、または3〜8員ヘテロシクリルであり、前記C1〜6アルキル、C1〜6アルケニル、C1〜6アルキニル、3〜8員カルボシクリル、C1〜6アルコキシ、5〜10員アリール、5〜10員ヘテロアリール、および3〜8員ヘテロシクリルは、オキソ、ヒドロキシ、ハロ、C1〜3アルコキシ、3〜8員カルボシクリル、5〜10員アリール、−N(Rx)2、−N(Rx)C(O)Rx、および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;
各々のRxは、Hならびにハロ、ヒドロキシ、およびC1〜3アルコキシ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C1〜6アルキルからなる群から独立して選択され;
R2は、5〜10員カルボシクリル、5〜10員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−ORa、−C(O)N(Ra)2、またはNRaRbであり、各々の5〜10員カルボシクリル、5〜10員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、1つまたは複数のRd基で任意選択的に置換され;
RaおよびRbは各々、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール −C(O)Rc、−CO2Rc、−C(O)N(Rc)2、−C(O)SRc、および−C(O)C(O)Rc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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、−ORc、−SRc、−N(Rc)2、−C(O)Rc、−CO2Rc、−C(O)N(Rc)2、−C(O)SRc、−C(O)C(O)Rc、−S(O)Rc、−SO2Rc、−SO2N(Rc)2、−N(Rc)C(O)Rc、−N(Rc)C(O)N(Rc)2、−N(Rc)SO2Rc、−N(Rc)SO2N(Rc)2、−N(Rc)N(Rc)2、−N(Rc)C(=N(Rc))N(Rc)2、−C(=N)N(Rc)2、−C=NORc、および−C(=N(Rc))N(Rc)2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Rcは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、1つまたは複数のRh基で任意選択的に置換され;
各々のRdは、ハロ、ニトロ、シアノ、オキソ、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−ORe、−SRe、−N(Re)2、−C(O)Re、−CO2Re、−C(O)N(Re)2、−C(O)SRe、−C(O)C(O)Re、−S(O)Re、−SO2Re、−SO2N(Re)2、−N(Re)C(O)Re、−N(Re)C(O)N(Re)2、−N(Re)SO2Re、−N(Re)SO2N(Re)2、−N(Re)N(Re)2、−N(Re)C(=N(Re))N(Re)2、−C(=N)N(Re)2、−C=NORe、および−C(=N(Re))N(Re)2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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、Rf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Reは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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;
各々のRfは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、−ORg、−SRg、−N(Rg)2、−C(O)Rg、−CO2Rg、−C(O)N(Rg)2、−C(O)SRg、−C(O)C(O)Rg、−S(O)Rg、−SO2Rg、−SO2N(Rg)2、−N(Rg)C(O)Rg、−N(Rg)C(O)N(Rg)2、−N(Rg)SO2Rg、−N(Rg)SO2N(Rg)2、−N(Rg)N(Rg)2、−N(Rg)C(=N(Rg))N(Rg)2、−C(=N)N(Rg)2、および−C=NORg、−C(=N(Rg))N(Rg)2からなる群から独立して選択され、各々のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、および3〜8員カルボシクリルは、ハロ、シアノ、オキソ、3〜8員カルボシクリル、−ORg、−N(Rg)2、−C(O)Rg、−CO2Rg、−C(O)N(Rg)2、−SO2Rg、−SO2N(Rg)2、および−N(Rg)C(O)Rg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Rgは、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリー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;
各々のRhは、ハロ、ニトロ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、5〜10員ヘテロアリール、−N(Rk)2、および−ORkからなる群から独立して選択され、各々のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、3〜8員ヘテロシクリル、5〜10員アリール、および5〜10員ヘテロアリールは、ハロ、ヒドロキシ、C1〜4アルコキシ、シアノ、オキソ、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリー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;
各々のRkは、H、C1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリールからなる群から独立して選択され、任意のC1〜4アルキル、C2〜4アルケニル、C2〜4アルキニル、3〜8員カルボシクリル、および5〜10員アリールカルボシクリルは、ハロ、シアノ、オキソ ヒドロキシ、および3〜8員カルボシクリ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;
R3はHまたはC1〜6アルキルであり;
R4は、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、または3〜8員カルボシクリル、5〜10員アリール、5〜10員ヘテロアリールであり、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、および3〜8員カルボシクリル、5〜10員アリール、5〜10員ヘテロアリールは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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;
R5は、H、ハロ、またはC1〜6アルキルであり、R6は、H、C1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、ハロ、ヒドロキシ、または3〜8員カルボシクリルであり、各々のC1〜6アルキル、C2〜6アルケニル、C2〜6アルキニル、および3〜8員カルボシクリルは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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、R5およびR6が、それらが結合する原子とともに、3〜8員カルボシクリルまたは3〜8員ヘテロシクリルを形成し、3〜8員カルボシクリルおよび3〜8員ヘテロシクリルは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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)
の化合物であって、
但し、該化合物は、
- R1はC1〜6アルキルであり、前記C1〜6アルキルは、オキソ、ヒドロキシ、ハロ、C1〜3アルコキシ、3〜8員カルボシクリル、5〜10員アリール、−N(Ra)2、−N(Ra)C(O)Ra、および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る、請求項1に記載の化合物。
- R1は、ハロ、−N(Ra)2、3〜8員カルボシクリル、C1〜6アルコキシ、5〜10員アリールであり、前記3〜8員カルボシクリルおよび5〜10員アリールは、オキソ、ヒドロキシ、ハロ、C1〜3アルコキシ、3〜8員カルボシクリル、5〜10員アリール、−N(Ra)2、−N(Ra)C(O)Ra、および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る、請求項1に記載の化合物。
- R1は、ブロモ、シクロヘキシル、イソプロピル、イソブチル、シクロペンチル、1−メトキシエチル、シクロプロピル、シクロブチル、アミノ、4−フェニルブタ−2−イル、ブチル、フェネチル、シクロペンチル、1−(アセチルアミノ)エチル、または1−(ヒドロキシメチルカルボニルアミノ)エチルである、請求項1に記載の化合物。
- R1はイソプロピルである、請求項1に記載の化合物。
- R4は、H、メチル、またはイソプロピルである、請求項7に記載の化合物。
- R2は、1つまたは複数のRd基で任意選択的に置換された5〜10員カルボシクリルである、請求項1〜8のいずれか1項に記載の化合物。
- R2は、1つまたは複数のRd基で任意選択的に置換された5〜10員ヘテロシクリルである、請求項1〜8のいずれか1項に記載の化合物。
- R2は、1つまたは複数のRd基で任意選択的に置換された5〜10員アリールである、請求項1〜8のいずれか1項に記載の化合物。
- R2は、1つまたは複数のRd基で任意選択的に置換された5〜10員ヘテロアリールである、請求項1〜8のいずれか1項に記載の化合物。
- R2は−ORaである、請求項1〜8のいずれか1項に記載の化合物。
- R2はNRaRbである。請求項1〜8のいずれか1項に記載の化合物。
- R2は−C(O)N(Ra)2である、請求項1〜8のいずれか1項に記載の化合物。
- R3はHである、請求項1〜22のいずれか1項に記載の化合物。
- R3はメチルである、請求項1〜22のいずれか1項に記載の化合物。
- R5はHである、請求項1〜24のいずれか1項に記載の化合物。
- R6はC1〜6アルキルまたはヒドロキシである、請求項1〜25のいずれか1項に記載の化合物。
- R6はメチルまたはヒドロキシである、請求項1〜25のいずれか1項に記載の化合物。
- R6はHである、請求項1〜25のいずれか1項に記載の化合物。
- R5およびR6が、それらが結合する原子とともに、3〜8員カルボシクリルまたは3〜8員ヘテロシクリルを形成し、3〜8員カルボシクリルおよび3〜8員ヘテロシクリルは、ハロ、ヒドロキシ、シアノ、C1〜6アルコキシ、および3〜8員カルボシクリル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1〜24のいずれか1項に記載の化合物。
- R5およびR6が、それらが結合する原子とともに、シクロプロピル環を形成する、請求項1〜24のいずれか1項に記載の化合物。
- 請求項1〜31のいずれか1項に記載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32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33に記載の組成物。
- 個体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方法であって、(a)有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩、および(b)有効量の該細胞毒性剤を該個体に投与することを含む、方法。
- 細胞毒性剤に対する耐性を生じる可能性が増大した、癌を有する個体を処置する方法であって、(a)有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩、および(b)有効量の細胞毒性剤を該個体に投与することを含む、方法。
- 個体における癌を処置する方法であって、(a)請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩、および(b)細胞毒性剤を該個体に投与することを含む、方法。
- 請求項1〜請求項31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩および前記細胞毒性剤のそれぞれの量が、癌感受性期間を増大させ、かつ/または前記細胞毒性剤の細胞耐性の発生を遅延させるのに有効である、請求項37に記載の方法。
- 個体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方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 個体における癌を処置する方法であって、癌処置が(a)有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩および(b)細胞毒性剤を該個体に投与することを含み、該癌処置が、請求項1〜請求項31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を使用せずに(非存在下で)有効量の該細胞毒性剤を投与することを含む標準的な処置と比較して有効性が高い、方法。
- 個体における細胞毒性剤に対する癌の耐性の発生を遅延および/または防止する方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 細胞毒性剤に対する耐性を生じる可能性が増大した、癌を有する個体を処置する方法であって、(a)有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩および(b)有効量の該細胞毒性剤を該個体に投与することを含む、方法。
- 癌を有する個体における細胞毒性剤に対する感受性を増大させる方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 癌を有する個体における癌治療剤への感受性期間を延長させる方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 癌を有する個体における癌治療に対する応答期間を延長させる方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 前記方法が、(b)有効量の前記細胞毒性剤を前記個体に投与することをさらに含む、請求項38、39、41、および43のいずれか1項に記載の方法。
- 前記細胞毒性剤が化学療法剤である、請求項35〜46のいずれか1項に記載の方法。
- 前記化学療法剤がタキサンである、請求項47に記載の方法。
- 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48に記載の方法。
- 前記化学療法剤が白金製剤である、請求項47に記載の方法。
- 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選択される、請求項35〜46のいずれか1項に記載の方法。
- 前記化学療法剤がEGFRのアンタゴニストである、請求項47に記載の方法。
- 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52に記載の方法。
- 前記化学療法剤がRAFインヒビターである、請求項47に記載の方法。
- 前記RAFインヒビターがBRAFインヒビターおよび/またはCRAFインヒビターである、請求項54に記載の方法。
- 前記RAFインヒビターがベムラフェニブである、請求項54に記載の方法。
- 前記化学療法剤がPI3Kインヒビターである、請求項47に記載の方法。
- 個体における増殖性障害を処置する方法であって、有効量の請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩を該個体に投与することを含む、方法。
- 前記増殖性障害が、肺癌、黒色腫、結腸直腸癌、膵臓癌、および/または乳癌である、請求項58に記載の方法。
- 医薬療法における使用のための、請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩。
- 増殖性障害の予防的処置または治療的処置のための、請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩。
- 増殖性障害の処置に有用な医薬を調製するための、請求項1〜31のいずれか1項に記載の化合物またはその薬学的に許容され得る塩の使用。
- 前記増殖性障害が、肺癌、黒色腫、結腸直腸癌、膵臓癌、および/または乳癌である、請求項61〜62のいずれか1項に記載の化合物または使用。
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