JP2017512833A5 - - Google Patents
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- Publication number
- JP2017512833A5 JP2017512833A5 JP2017501110A JP2017501110A JP2017512833A5 JP 2017512833 A5 JP2017512833 A5 JP 2017512833A5 JP 2017501110 A JP2017501110 A JP 2017501110A JP 2017501110 A JP2017501110 A JP 2017501110A JP 2017512833 A5 JP2017512833 A5 JP 2017512833A5
- Authority
- JP
- Japan
- Prior art keywords
- heterocyclyl
- alkyl
- aralkyl
- alkynyl
- alkenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000000623 heterocyclic group Chemical group 0.000 claims 52
- 125000000217 alkyl group Chemical group 0.000 claims 41
- 125000003710 aryl alkyl group Chemical group 0.000 claims 39
- 125000001072 heteroaryl group Chemical group 0.000 claims 39
- 125000003118 aryl group Chemical group 0.000 claims 38
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 36
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 36
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 24
- 229910052739 hydrogen Inorganic materials 0.000 claims 24
- 239000001257 hydrogen Substances 0.000 claims 24
- 239000000203 mixture Substances 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000005843 halogen group Chemical group 0.000 claims 17
- 150000002431 hydrogen Chemical class 0.000 claims 17
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 14
- 230000000155 isotopic effect Effects 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 12
- 239000012453 solvate Substances 0.000 claims 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 11
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 9
- -1 C 7-15 aralkylene Chemical group 0.000 claims 9
- 239000000651 prodrug Substances 0.000 claims 8
- 229940002612 prodrug Drugs 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000000732 arylene group Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000005549 heteroarylene group Chemical group 0.000 claims 6
- 125000004043 oxo group Chemical group O=* 0.000 claims 6
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 4
- 125000006586 (C3-C10) cycloalkylene group Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000002993 cycloalkylene group Chemical group 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 208000024891 symptom Diseases 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 102000001301 EGF receptor Human genes 0.000 claims 1
- 101000851181 Homo sapiens Epidermal growth factor receptor Proteins 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 0 CC*c(c(O)c1nc(*C(**)=N)[n](CC2CC(*)C2)c1c1*)c1[U]* Chemical compound CC*c(c(O)c1nc(*C(**)=N)[n](CC2CC(*)C2)c1c1*)c1[U]* 0.000 description 7
- CWVIXYOYDKCWSV-UHFFFAOYSA-N CC(CC1)CCS1(=O)=[O]I Chemical compound CC(CC1)CCS1(=O)=[O]I CWVIXYOYDKCWSV-UHFFFAOYSA-N 0.000 description 1
- AOCWQPKHSMJWPL-UHFFFAOYSA-N CC(CCN1)C1=O Chemical compound CC(CCN1)C1=O AOCWQPKHSMJWPL-UHFFFAOYSA-N 0.000 description 1
- CODIMGJCYJUGOB-XMMPIXPASA-N CC(N(CC1)CCC1Nc1cccc2c1[n]([C@H](CCCC1)CN1C(C=C)=O)c(NC(c1cc(C)ncc1)=O)n2)=O Chemical compound CC(N(CC1)CCC1Nc1cccc2c1[n]([C@H](CCCC1)CN1C(C=C)=O)c(NC(c1cc(C)ncc1)=O)n2)=O CODIMGJCYJUGOB-XMMPIXPASA-N 0.000 description 1
- HYQPADRMGXDUSF-RGFWRHHQSA-N CCN(CC1)CCC1[U]c1c2[n]([C@H](CCCC3)CN3C(C=C)=[U])c(NC(c3ccnc(C)c3)=N)nc2ccc1 Chemical compound CCN(CC1)CCC1[U]c1c2[n]([C@H](CCCC3)CN3C(C=C)=[U])c(NC(c3ccnc(C)c3)=N)nc2ccc1 HYQPADRMGXDUSF-RGFWRHHQSA-N 0.000 description 1
- LVILGAOSPDLNRM-UHFFFAOYSA-N Cc1ccncn1 Chemical compound Cc1ccncn1 LVILGAOSPDLNRM-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461968225P | 2014-03-20 | 2014-03-20 | |
| US61/968,225 | 2014-03-20 | ||
| PCT/US2015/021455 WO2015143148A1 (en) | 2014-03-20 | 2015-03-19 | Benzimidazole derivatives as erbb tyrosine kinase inhibitors for the treatment of cancer |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019151001A Division JP7073316B2 (ja) | 2014-03-20 | 2019-08-21 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017512833A JP2017512833A (ja) | 2017-05-25 |
| JP2017512833A5 true JP2017512833A5 (enExample) | 2018-05-17 |
| JP6577012B2 JP6577012B2 (ja) | 2019-09-18 |
Family
ID=52997514
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017501110A Active JP6577012B2 (ja) | 2014-03-20 | 2015-03-19 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
| JP2019151001A Active JP7073316B2 (ja) | 2014-03-20 | 2019-08-21 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
| JP2022078150A Active JP7394168B2 (ja) | 2014-03-20 | 2022-05-11 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019151001A Active JP7073316B2 (ja) | 2014-03-20 | 2019-08-21 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
| JP2022078150A Active JP7394168B2 (ja) | 2014-03-20 | 2022-05-11 | 癌の治療のためのｅｒｂｂチロシンキナーゼ阻害剤としてのベンゾイミダゾール誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (4) | US10005765B2 (enExample) |
| EP (2) | EP3922630A1 (enExample) |
| JP (3) | JP6577012B2 (enExample) |
| KR (3) | KR102416358B1 (enExample) |
| CN (3) | CN114940673B (enExample) |
| AU (1) | AU2015231202B9 (enExample) |
| CA (2) | CA3175724C (enExample) |
| DK (1) | DK3119762T3 (enExample) |
| ES (1) | ES2891734T3 (enExample) |
| IL (3) | IL291000B2 (enExample) |
| MX (2) | MX377384B (enExample) |
| PT (1) | PT3119762T (enExample) |
| RU (2) | RU2021101430A (enExample) |
| SG (1) | SG11201607706SA (enExample) |
| TW (2) | TWI683813B (enExample) |
| WO (1) | WO2015143148A1 (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UY35464A (es) | 2013-03-15 | 2014-10-31 | Araxes Pharma Llc | Inhibidores covalentes de kras g12c. |
| JO3805B1 (ar) | 2013-10-10 | 2021-01-31 | Araxes Pharma Llc | مثبطات كراس جي12سي |
| CN114940673B (zh) | 2014-03-20 | 2025-03-18 | 卡佩拉医疗公司 | 苯并咪唑衍生物作为erbb酪氨酸激酶抑制剂用于治疗癌症 |
| TWI705967B (zh) | 2014-03-20 | 2020-10-01 | 美商卡佩拉醫療公司 | 苯并咪唑衍生物及其醫藥組合物及使用方法 |
| JO3556B1 (ar) | 2014-09-18 | 2020-07-05 | Araxes Pharma Llc | علاجات مدمجة لمعالجة السرطان |
| MX382355B (es) | 2015-04-10 | 2025-03-13 | Araxes Pharma Llc | Compuestos de quinazolina sustituidos y métodos de uso de los mismos. |
| MX2017013275A (es) | 2015-04-15 | 2018-01-26 | Araxes Pharma Llc | Inhibidores triciclicos fusionados de kras y metodos de uso de los mismos. |
| WO2017069822A2 (en) * | 2015-07-20 | 2017-04-27 | The Brigham And Women's Hospital, Inc. | Shear-thinning compositions as an intravascular embolic agent |
| US10144724B2 (en) | 2015-07-22 | 2018-12-04 | Araxes Pharma Llc | Substituted quinazoline compounds and methods of use thereof |
| WO2017053537A1 (en) * | 2015-09-23 | 2017-03-30 | Capella Therapeutics, Inc. | Benzimidazoles for use in the treatment of cancer and inflammatory diseases |
| WO2017058915A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| US10730867B2 (en) | 2015-09-28 | 2020-08-04 | Araxes Pharma Llc | Inhibitors of KRAS G12C mutant proteins |
| WO2017058728A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| WO2017058807A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| US10647703B2 (en) | 2015-09-28 | 2020-05-12 | Araxes Pharma Llc | Inhibitors of KRAS G12C mutant proteins |
| WO2017058792A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| WO2017058902A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| KR20180081596A (ko) | 2015-11-16 | 2018-07-16 | 아락세스 파마 엘엘씨 | 치환된 헤테로사이클릭 그룹을 포함하는 2-치환된 퀴나졸린 화합물 및 이의 사용 방법 |
| US10646488B2 (en) | 2016-07-13 | 2020-05-12 | Araxes Pharma Llc | Conjugates of cereblon binding compounds and G12C mutant KRAS, HRAS or NRAS protein modulating compounds and methods of use thereof |
| JP2019529484A (ja) | 2016-09-29 | 2019-10-17 | アラクセス ファーマ エルエルシー | Ｋｒａｓ ｇ１２ｃ変異体タンパク質の阻害剤 |
| US10377743B2 (en) | 2016-10-07 | 2019-08-13 | Araxes Pharma Llc | Inhibitors of RAS and methods of use thereof |
| WO2018140514A1 (en) | 2017-01-26 | 2018-08-02 | Araxes Pharma Llc | 1-(6-(3-hydroxynaphthalen-1-yl)quinazolin-2-yl)azetidin-1-yl)prop-2-en-1-one derivatives and similar compounds as kras g12c inhibitors for the treatment of cancer |
| US11279689B2 (en) | 2017-01-26 | 2022-03-22 | Araxes Pharma Llc | 1-(3-(6-(3-hydroxynaphthalen-1-yl)benzofuran-2-yl)azetidin-1 yl)prop-2-en-1-one derivatives and similar compounds as KRAS G12C modulators for treating cancer |
| EP3573964A1 (en) | 2017-01-26 | 2019-12-04 | Araxes Pharma LLC | Benzothiophene and benzothiazole compounds and methods of use thereof |
| EP3573954A1 (en) | 2017-01-26 | 2019-12-04 | Araxes Pharma LLC | Fused bicyclic benzoheteroaromatic compounds and methods of use thereof |
| WO2018140600A1 (en) | 2017-01-26 | 2018-08-02 | Araxes Pharma Llc | Fused hetero-hetero bicyclic compounds and methods of use thereof |
| CN110869357A (zh) | 2017-05-25 | 2020-03-06 | 亚瑞克西斯制药公司 | 化合物及其用于治疗癌症的使用方法 |
| KR20200010306A (ko) | 2017-05-25 | 2020-01-30 | 아락세스 파마 엘엘씨 | Kras의 공유적 억제제 |
| US11639346B2 (en) | 2017-05-25 | 2023-05-02 | Araxes Pharma Llc | Quinazoline derivatives as modulators of mutant KRAS, HRAS or NRAS |
| WO2019162323A1 (en) | 2018-02-21 | 2019-08-29 | Boehringer Ingelheim International Gmbh | New benzimidazole compounds and derivatives as egfr inhibitors |
| CN108191861B (zh) * | 2018-03-01 | 2020-10-02 | 天津大学 | N-[5-(嘧啶-2-氨基)-2,4-二取代苯基]-反式-2,4-戊二烯酰胺 |
| US12134620B2 (en) | 2018-08-01 | 2024-11-05 | Araxes Pharma Llc | Heterocyclic spiro compounds and methods of use thereof for the treatment of cancer |
| SG11202102377YA (en) | 2018-09-10 | 2021-04-29 | Mirati Therapeutics Inc | Combination therapies |
| CN111747931A (zh) * | 2019-03-29 | 2020-10-09 | 深圳福沃药业有限公司 | 用于治疗癌症的氮杂芳环酰胺衍生物 |
| EP3986564A1 (en) | 2019-06-24 | 2022-04-27 | Boehringer Ingelheim International GmbH | New macrocyclic compounds and derivatives as egfr inhibitors |
| EP4225309A4 (en) * | 2020-10-12 | 2024-12-25 | Dana-Farber Cancer Institute, Inc. | COVALENT INHIBITORS OF EGFR AND METHODS OF USE THEREOF |
| WO2022090481A1 (en) | 2020-11-02 | 2022-05-05 | Boehringer Ingelheim International Gmbh | Substituted 1h-pyrazolo[4,3-c]pyridines and derivatives as egfr inhibitors |
| WO2022117051A1 (zh) * | 2020-12-03 | 2022-06-09 | 北京鞍石生物科技有限责任公司 | 大环化合物及其制备方法和应用 |
| WO2024039691A1 (en) | 2022-08-15 | 2024-02-22 | Nalo Therapeutics, Inc. | N-(1-((r)-1-acryloylazepan-3-yl)-7-chloro-6-(((r)-tetrahydrofuran-3-yl)oxy)-1h-benzo[d]imidazol-2-yl)-2-methylisonicotinamide (nx-019) for use in the treatment of egfr mutant cancer |
| WO2025175145A1 (en) | 2024-02-14 | 2025-08-21 | Nalo Therapeutics, Inc. | N-(1-((r)-1-acryloylazepan-3-yl)-7-chloro-6-(((r)-tetrahydrofuran-3-yl)oxy)-1h-b enzo[d]imidazol-2-yl)-2-methylisonicotinamide (nx-019) for use in the treatment of egfr mutant cancer |
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