JP2018533611A5 - - Google Patents
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- JP2018533611A5 JP2018533611A5 JP2018524781A JP2018524781A JP2018533611A5 JP 2018533611 A5 JP2018533611 A5 JP 2018533611A5 JP 2018524781 A JP2018524781 A JP 2018524781A JP 2018524781 A JP2018524781 A JP 2018524781A JP 2018533611 A5 JP2018533611 A5 JP 2018533611A5
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- Prior art keywords
- compound according
- alkyl
- compound
- heteroaryl
- item
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- 150000001875 compounds Chemical class 0.000 claims description 157
- 125000000217 alkyl group Chemical group 0.000 claims description 63
- 125000000623 heterocyclic group Chemical group 0.000 claims description 40
- 125000001072 heteroaryl group Chemical group 0.000 claims description 32
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 28
- -1 cyano, hydroxyl Chemical group 0.000 claims description 26
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 21
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 20
- 239000008194 pharmaceutical composition Substances 0.000 claims description 19
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 18
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- 102200124918 NRAS G12C Human genes 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 125000003545 alkoxy group Chemical group 0.000 claims description 15
- 230000035772 mutation Effects 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000002837 carbocyclic group Chemical group 0.000 claims description 14
- 102100009283 HRAS Human genes 0.000 claims description 13
- 101710033925 HRAS Proteins 0.000 claims description 13
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 12
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 12
- 125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims description 11
- 102100009279 KRAS Human genes 0.000 claims description 11
- 101710033922 KRAS Proteins 0.000 claims description 11
- 201000011510 cancer Diseases 0.000 claims description 11
- 125000003386 piperidinyl group Chemical group 0.000 claims description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 8
- 125000001188 haloalkyl group Chemical group 0.000 claims description 8
- 125000004043 oxo group Chemical group O=* 0.000 claims description 8
- 235000018102 proteins Nutrition 0.000 claims description 8
- 102000004169 proteins and genes Human genes 0.000 claims description 8
- 108090000623 proteins and genes Proteins 0.000 claims description 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 102200006538 KRAS G12C Human genes 0.000 claims description 7
- 125000002393 azetidinyl group Chemical group 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 6
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 4
- 102200006614 HRAS G12C Human genes 0.000 claims description 4
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 4
- 208000008443 Pancreatic Carcinoma Diseases 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 201000011231 colorectal cancer Diseases 0.000 claims description 4
- 201000010099 disease Diseases 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 201000005202 lung cancer Diseases 0.000 claims description 4
- 230000001404 mediated Effects 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000002757 morpholinyl group Chemical group 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 201000002528 pancreatic cancer Diseases 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 4
- 201000005787 hematologic cancer Diseases 0.000 claims description 3
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims description 2
- 206010027476 Metastasis Diseases 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- ZADPBFCGQRWHPN-UHFFFAOYSA-N OBO Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 2
- 125000005189 alkyl hydroxy group Chemical group 0.000 claims description 2
- 125000005418 aryl aryl group Chemical group 0.000 claims description 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 2
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 2
- 230000003833 cell viability Effects 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 230000000051 modifying Effects 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000002971 oxazolyl group Chemical group 0.000 claims description 2
- 125000003566 oxetanyl group Chemical group 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 125000004193 piperazinyl group Chemical group 0.000 claims description 2
- 239000000651 prodrug Substances 0.000 claims description 2
- 229940002612 prodrugs Drugs 0.000 claims description 2
- 230000035755 proliferation Effects 0.000 claims description 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 2
- 125000006085 pyrrolopyridyl group Chemical group 0.000 claims description 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 2
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims description 2
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 2
- 125000001425 triazolyl group Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 230000002489 hematologic Effects 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- 102100001119 NRAS Human genes 0.000 description 1
- 101710033916 NRAS Proteins 0.000 description 1
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2022004542A JP2022050628A (ja) | 2015-11-16 | 2022-01-14 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
JP2023202981A JP2024028804A (ja) | 2015-11-16 | 2023-11-30 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201562255879P | 2015-11-16 | 2015-11-16 | |
US62/255,879 | 2015-11-16 | ||
US201662340291P | 2016-05-23 | 2016-05-23 | |
US62/340,291 | 2016-05-23 | ||
US201662406247P | 2016-10-10 | 2016-10-10 | |
US62/406,247 | 2016-10-10 | ||
PCT/US2016/062288 WO2017087528A1 (en) | 2015-11-16 | 2016-11-16 | 2-substituted quinazoline compounds comprising a substituted heterocyclic group and methods of use thereof |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2022004542A Division JP2022050628A (ja) | 2015-11-16 | 2022-01-14 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2018533611A JP2018533611A (ja) | 2018-11-15 |
JP2018533611A5 true JP2018533611A5 (US07846941-20101207-C00217.png) | 2019-12-05 |
JP7015059B2 JP7015059B2 (ja) | 2022-02-15 |
Family
ID=57472059
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2018524781A Active JP7015059B2 (ja) | 2015-11-16 | 2016-11-16 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
JP2022004542A Pending JP2022050628A (ja) | 2015-11-16 | 2022-01-14 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
JP2023202981A Pending JP2024028804A (ja) | 2015-11-16 | 2023-11-30 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
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JP2022004542A Pending JP2022050628A (ja) | 2015-11-16 | 2022-01-14 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
JP2023202981A Pending JP2024028804A (ja) | 2015-11-16 | 2023-11-30 | 置換複素環式基を含む2-置換キナゾリン化合物およびその使用方法 |
Country Status (11)
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP7357644B2 (ja) | 2018-06-11 | 2023-10-06 | アムジエン・インコーポレーテツド | がんを処置するためのkras g12c阻害剤 |
JP7373014B2 (ja) | 2016-12-22 | 2023-11-01 | アムジエン・インコーポレーテツド | 肺がん、膵臓がん、または大腸がんを治療するためのKRAS G12C阻害剤としての、ベンズイソチアゾール、イソチアゾロ[3,4-b]ピリジン、キナゾリン、フタラジン、ピリド[2,3-d]ピリダジンおよびピリド[2,3-d]ピリミジン誘導体 |
Families Citing this family (142)
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US9227978B2 (en) | 2013-03-15 | 2016-01-05 | Araxes Pharma Llc | Covalent inhibitors of Kras G12C |
TWI659021B (zh) | 2013-10-10 | 2019-05-11 | 亞瑞克西斯製藥公司 | Kras g12c之抑制劑 |
JO3556B1 (ar) | 2014-09-18 | 2020-07-05 | Araxes Pharma Llc | علاجات مدمجة لمعالجة السرطان |
EP3280708B1 (en) | 2015-04-10 | 2021-09-01 | Araxes Pharma LLC | Substituted quinazoline compounds and methods of use thereof |
MX2017013275A (es) | 2015-04-15 | 2018-01-26 | Araxes Pharma Llc | Inhibidores triciclicos fusionados de kras y metodos de uso de los mismos. |
US10144724B2 (en) | 2015-07-22 | 2018-12-04 | Araxes Pharma Llc | Substituted quinazoline compounds and methods of use thereof |
WO2017058902A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
US10858343B2 (en) | 2015-09-28 | 2020-12-08 | Araxes Pharma Llc | Inhibitors of KRAS G12C mutant proteins |
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US10875842B2 (en) | 2015-09-28 | 2020-12-29 | Araxes Pharma Llc | Inhibitors of KRAS G12C mutant proteins |
CA3005089A1 (en) * | 2015-11-16 | 2017-05-26 | Araxes Pharma Llc | 2-substituted quinazoline compounds comprising a substituted heterocyclic group and methods of use thereof |
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US10377743B2 (en) | 2016-10-07 | 2019-08-13 | Araxes Pharma Llc | Inhibitors of RAS and methods of use thereof |
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 |
US11274093B2 (en) | 2017-01-26 | 2022-03-15 | Araxes Pharma Llc | Fused bicyclic benzoheteroaromatic compounds and methods of use thereof |
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2016
- 2016-11-16 CA CA3005089A patent/CA3005089A1/en not_active Abandoned
- 2016-11-16 TW TW105137373A patent/TW201726656A/zh unknown
- 2016-11-16 US US15/353,402 patent/US10414757B2/en active Active
- 2016-11-16 WO PCT/US2016/062288 patent/WO2017087528A1/en active Application Filing
- 2016-11-16 EP EP16805647.1A patent/EP3377481A1/en active Pending
- 2016-11-16 EA EA201891191A patent/EA038635B9/ru unknown
- 2016-11-16 AU AU2016355433A patent/AU2016355433C1/en active Active
- 2016-11-16 MX MX2018005967A patent/MX2018005967A/es unknown
- 2016-11-16 JP JP2018524781A patent/JP7015059B2/ja active Active
- 2016-11-16 KR KR1020187016874A patent/KR20180081596A/ko not_active Application Discontinuation
- 2016-11-16 CN CN201680077873.XA patent/CN108779097A/zh active Pending
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2019
- 2019-07-17 US US16/514,675 patent/US11021470B2/en active Active
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2022
- 2022-01-14 JP JP2022004542A patent/JP2022050628A/ja active Pending
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2023
- 2023-11-30 JP JP2023202981A patent/JP2024028804A/ja active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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JP7373014B2 (ja) | 2016-12-22 | 2023-11-01 | アムジエン・インコーポレーテツド | 肺がん、膵臓がん、または大腸がんを治療するためのKRAS G12C阻害剤としての、ベンズイソチアゾール、イソチアゾロ[3,4-b]ピリジン、キナゾリン、フタラジン、ピリド[2,3-d]ピリダジンおよびピリド[2,3-d]ピリミジン誘導体 |
JP7357644B2 (ja) | 2018-06-11 | 2023-10-06 | アムジエン・インコーポレーテツド | がんを処置するためのkras g12c阻害剤 |