JP2007502295A5 - - Google Patents
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- Publication number
- JP2007502295A5 JP2007502295A5 JP2006523384A JP2006523384A JP2007502295A5 JP 2007502295 A5 JP2007502295 A5 JP 2007502295A5 JP 2006523384 A JP2006523384 A JP 2006523384A JP 2006523384 A JP2006523384 A JP 2006523384A JP 2007502295 A5 JP2007502295 A5 JP 2007502295A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- heterocyclyl
- heteroaryl
- aryl
- 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 39
- 125000000217 alkyl group Chemical group 0.000 claims 30
- 125000001072 heteroaryl group Chemical group 0.000 claims 27
- 150000001875 compounds Chemical class 0.000 claims 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims 26
- 125000003118 aryl group Chemical group 0.000 claims 23
- 125000003710 aryl alkyl group Chemical group 0.000 claims 22
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims 16
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 16
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 15
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims 15
- 229910052736 halogen Inorganic materials 0.000 claims 15
- 150000002367 halogens Chemical class 0.000 claims 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 15
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 14
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 12
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 12
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 12
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 12
- 229910052799 carbon Inorganic materials 0.000 claims 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 9
- 125000004429 atom Chemical group 0.000 claims 8
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 7
- 125000004434 sulfur atom Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000002619 bicyclic group Chemical group 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- -1 resolved enantiomers Chemical class 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 230000003463 hyperproliferative effect Effects 0.000 claims 2
- FOVAPSHEBWJWGL-UHFFFAOYSA-N 1-[4-(3-chlorophenyl)-1-[3-(dimethylamino)propyl]piperidin-4-yl]propan-1-one;dihydrochloride Chemical compound Cl.Cl.C=1C=CC(Cl)=CC=1C1(C(=O)CC)CCN(CCCN(C)C)CC1 FOVAPSHEBWJWGL-UHFFFAOYSA-N 0.000 claims 1
- IVJNVMJPCBIFTA-UHFFFAOYSA-N 2-methylquinazoline-4,6-diamine Chemical compound C1=C(N)C=CC2=NC(C)=NC(N)=C21 IVJNVMJPCBIFTA-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 0 CCC(C)(*)N=*(NC)N(*)*(C)=N Chemical compound CCC(C)(*)N=*(NC)N(*)*(C)=N 0.000 description 11
- LNNFFEQNOYDBLO-UHFFFAOYSA-N C(c1ncccc1)Oc(cc1)c(C2[IH]C2)cc1Nc(c1c2)ncnc1ccc2NC1=NC(CNC2)C2O1 Chemical compound C(c1ncccc1)Oc(cc1)c(C2[IH]C2)cc1Nc(c1c2)ncnc1ccc2NC1=NC(CNC2)C2O1 LNNFFEQNOYDBLO-UHFFFAOYSA-N 0.000 description 1
- NTOIUWIFSFVQJQ-IPPBACCNSA-N CC(C1)C(Oc2ccccc2)=CC=C1Nc1ncnc2c1cc(/C=N/NC(COC)=N)cc2 Chemical compound CC(C1)C(Oc2ccccc2)=CC=C1Nc1ncnc2c1cc(/C=N/NC(COC)=N)cc2 NTOIUWIFSFVQJQ-IPPBACCNSA-N 0.000 description 1
- PXFBJRJPCQFUQY-UHFFFAOYSA-N CC(N)OCC(CO)(CO)N Chemical compound CC(N)OCC(CO)(CO)N PXFBJRJPCQFUQY-UHFFFAOYSA-N 0.000 description 1
- RVDBLABCOYZBMV-UHFFFAOYSA-N CC1(CO)N=C(Nc(cc23)ccc2ncnc3Nc(cc2)cc(Cl)c2OCc2cccc(F)c2)OC1 Chemical compound CC1(CO)N=C(Nc(cc23)ccc2ncnc3Nc(cc2)cc(Cl)c2OCc2cccc(F)c2)OC1 RVDBLABCOYZBMV-UHFFFAOYSA-N 0.000 description 1
- GUXJXWKCUUWCLX-UHFFFAOYSA-N CC1=NCCO1 Chemical compound CC1=NCCO1 GUXJXWKCUUWCLX-UHFFFAOYSA-N 0.000 description 1
- KLRJZHCELLGMCB-KLPHOBTLSA-N CC1C=C(/C=N/NC(C)=N)C=C2C(Nc(cc3Cl)ccc3OCc3cccc(F)c3)=NC=NC12 Chemical compound CC1C=C(/C=N/NC(C)=N)C=C2C(Nc(cc3Cl)ccc3OCc3cccc(F)c3)=NC=NC12 KLRJZHCELLGMCB-KLPHOBTLSA-N 0.000 description 1
- DKGHBASAZOGTAB-UHFFFAOYSA-N CC1N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(Cl)c2OCc2ccccn2)OC1 Chemical compound CC1N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(Cl)c2OCc2ccccn2)OC1 DKGHBASAZOGTAB-UHFFFAOYSA-N 0.000 description 1
- RUBJWKNIOKHRAC-UHFFFAOYSA-N CC1OC(Nc(cc2)cc3c2ncnc3Nc(cc2Cl)ccc2OCc2ccccn2)=NC1 Chemical compound CC1OC(Nc(cc2)cc3c2ncnc3Nc(cc2Cl)ccc2OCc2ccccn2)=NC1 RUBJWKNIOKHRAC-UHFFFAOYSA-N 0.000 description 1
- ZOQVYYINLXDVAA-UHFFFAOYSA-N CC1OC(Nc(cc23)ccc2N=CNC3Nc(cc2)cc(C)c2OC2=CNC(C)C=C2)=NC1 Chemical compound CC1OC(Nc(cc23)ccc2N=CNC3Nc(cc2)cc(C)c2OC2=CNC(C)C=C2)=NC1 ZOQVYYINLXDVAA-UHFFFAOYSA-N 0.000 description 1
- GIVFIMJOKVOQDT-UHFFFAOYSA-N CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2)cc(Cl)c2OCc2ncc[s]2)NC1 Chemical compound CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2)cc(Cl)c2OCc2ncc[s]2)NC1 GIVFIMJOKVOQDT-UHFFFAOYSA-N 0.000 description 1
- VTSUMCFFGMUODS-KLPHOBTLSA-N COCC(N/N=C/c(cc1)cc2c1ncnc2Nc(cc1Cl)ccc1OCc1cccc(F)c1)=N Chemical compound COCC(N/N=C/c(cc1)cc2c1ncnc2Nc(cc1Cl)ccc1OCc1cccc(F)c1)=N VTSUMCFFGMUODS-KLPHOBTLSA-N 0.000 description 1
- QZGIWJNNXZVDII-UHFFFAOYSA-N Cc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCCO2)c1Oc1ccc(C)nc1 Chemical compound Cc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCCO2)c1Oc1ccc(C)nc1 QZGIWJNNXZVDII-UHFFFAOYSA-N 0.000 description 1
- LFKSHLJVZXWZBV-UHFFFAOYSA-N Cc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c1OCc1ncc[s]1 Chemical compound Cc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c1OCc1ncc[s]1 LFKSHLJVZXWZBV-UHFFFAOYSA-N 0.000 description 1
- YQTHNULRNIAONX-UHFFFAOYSA-N Cc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c1Oc1cnc(C)cc1 Chemical compound Cc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c1Oc1cnc(C)cc1 YQTHNULRNIAONX-UHFFFAOYSA-N 0.000 description 1
- QIQNYHYMERTSPD-UHFFFAOYSA-N Cc1cc(NC2=NC=NC3C=CC(NC4=NCC5(CCOCC5)O4)=CC23)ccc1Oc1ccc(C)nc1 Chemical compound Cc1cc(NC2=NC=NC3C=CC(NC4=NCC5(CCOCC5)O4)=CC23)ccc1Oc1ccc(C)nc1 QIQNYHYMERTSPD-UHFFFAOYSA-N 0.000 description 1
- PVFIWCZYIRQZSL-UHFFFAOYSA-N Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NC(COC3)C3O2)c1OCc1ncc[s]1 Chemical compound Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NC(COC3)C3O2)c1OCc1ncc[s]1 PVFIWCZYIRQZSL-UHFFFAOYSA-N 0.000 description 1
- CWZISLULKPYASC-UHFFFAOYSA-N Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCC3(CCOCC3)O2)c1OCc1ncc[s]1 Chemical compound Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCC3(CCOCC3)O2)c1OCc1ncc[s]1 CWZISLULKPYASC-UHFFFAOYSA-N 0.000 description 1
- UDCKLYWMFGBYSA-UHFFFAOYSA-N Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCCO2)c1OCc1ncc[s]1 Chemical compound Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCCO2)c1OCc1ncc[s]1 UDCKLYWMFGBYSA-UHFFFAOYSA-N 0.000 description 1
- GINSUBFDDIACIY-UHFFFAOYSA-N Clc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(CNC3)C3O2)c1OCc1ncc[s]1 Chemical compound Clc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NC(CNC3)C3O2)c1OCc1ncc[s]1 GINSUBFDDIACIY-UHFFFAOYSA-N 0.000 description 1
- WJTSFUSWESMJEP-UHFFFAOYSA-N Clc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NCCO2)c1OCc1ccccn1 Chemical compound Clc(cc(cc1)Nc2ncnc(cc3)c2cc3NC2=NCCO2)c1OCc1ccccn1 WJTSFUSWESMJEP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/642,440 US7501427B2 (en) | 2003-08-14 | 2003-08-14 | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| US10/642,440 | 2003-08-14 | ||
| US55171804P | 2004-03-10 | 2004-03-10 | |
| US60/551,718 | 2004-03-10 | ||
| PCT/US2004/026235 WO2005016346A1 (en) | 2003-08-14 | 2004-08-10 | Quinazoline analogs as receptor tyrosine kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007502295A JP2007502295A (ja) | 2007-02-08 |
| JP2007502295A5 true JP2007502295A5 (https=) | 2007-09-27 |
| JP4828421B2 JP4828421B2 (ja) | 2011-11-30 |
Family
ID=34198338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006523384A Expired - Lifetime JP4828421B2 (ja) | 2003-08-14 | 2004-08-10 | 受容体チロシンキナーゼ阻害剤としてのキナゾリン誘導体 |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US7452895B2 (https=) |
| EP (1) | EP1660090B1 (https=) |
| JP (1) | JP4828421B2 (https=) |
| KR (2) | KR100953246B1 (https=) |
| CN (3) | CN103664802B (https=) |
| AR (1) | AR045378A1 (https=) |
| AU (1) | AU2004264937B2 (https=) |
| BR (1) | BRPI0413565B8 (https=) |
| CA (1) | CA2535614C (https=) |
| CL (1) | CL2004002066A1 (https=) |
| CY (1) | CY1113992T1 (https=) |
| DK (1) | DK1660090T3 (https=) |
| ES (1) | ES2399427T3 (https=) |
| IL (1) | IL173593A (https=) |
| IS (1) | IS8288A (https=) |
| MX (1) | MXPA06001767A (https=) |
| NO (1) | NO336275B1 (https=) |
| NZ (1) | NZ545459A (https=) |
| PL (1) | PL1660090T3 (https=) |
| PT (1) | PT1660090E (https=) |
| RU (1) | RU2350605C2 (https=) |
| TW (1) | TWI353982B (https=) |
| WO (1) | WO2005016346A1 (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7488823B2 (en) * | 2003-11-10 | 2009-02-10 | Array Biopharma, Inc. | Cyanoguanidines and cyanoamidines as ErbB2 and EGFR inhibitors |
| US7501427B2 (en) | 2003-08-14 | 2009-03-10 | Array Biopharma, Inc. | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| WO2005016346A1 (en) * | 2003-08-14 | 2005-02-24 | Array Biopharma Inc. | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| ES2364901T3 (es) | 2005-11-15 | 2011-09-16 | Array Biopharma, Inc. | Procesos e intermedios para la preparación de derivados de n4-fenil-quinazolin-4-amina. |
| BR122020010643B1 (pt) | 2011-10-14 | 2022-05-17 | Array Biopharma Inc | Dispersão sólida, composições farmacêuticas compreendendo a referida dispersão, usos das composições farmacêuticas e processo de preparação de uma dispersão sólida |
| RU2629116C2 (ru) | 2011-10-14 | 2017-08-24 | Эррэй Биофарма Инк. | Полиморфы arry-380, селективного ингибитора erbb2, и фармацевтические составы, содержащие их |
| WO2013142875A1 (en) | 2012-03-23 | 2013-09-26 | Array Biopharma Inc. | Treatment of brain cancer |
| WO2017037300A1 (en) * | 2015-09-04 | 2017-03-09 | Aslan Pharmaceuticals Pte Limited | Varlitinib for use in the treatment of resistant or refractory cancer |
| EP3445366A1 (en) * | 2016-04-21 | 2019-02-27 | Aslan Pharmaceuticals PTE Limited | Method of treating liver cancer |
| GB201611580D0 (en) * | 2016-07-01 | 2016-08-17 | Aslan Pharmaceuticals Pte Ltd | Method |
| CN106279135A (zh) * | 2016-08-09 | 2017-01-04 | 浙江医药高等专科学校 | 一种噻吩磺酰胺结构的苯并喹唑啉类酪氨酸激酶抑制剂 |
| CN106349231A (zh) * | 2016-08-09 | 2017-01-25 | 浙江医药高等专科学校 | 一类含卤代噻吩磺酰胺结构的苯并喹唑啉类酪氨酸激酶抑制剂 |
| CN106317040A (zh) * | 2016-08-09 | 2017-01-11 | 浙江医药高等专科学校 | 含噻吩磺酰胺结构的苯并喹唑啉类酪氨酸激酶抑制剂、制备方法及用途 |
| CN106317039A (zh) * | 2016-08-09 | 2017-01-11 | 浙江医药高等专科学校 | 一种含噻吩磺酰胺结构的乙氧苯并喹唑啉类酪氨酸激酶抑制剂、制备方法及用途 |
| CN106349230A (zh) * | 2016-08-09 | 2017-01-25 | 浙江医药高等专科学校 | 一种含硝基噻吩磺酰胺结构的苯并喹唑啉类酪氨酸激酶抑制剂及用途 |
| EP3504244A4 (en) | 2016-08-26 | 2020-08-19 | Agency for Science, Technology and Research | MACROPHAGE-STIMULATING PROTEIN RECEPTOR ANTIBODIES (OR OF NANTAIS ORIGINAL RON-RECEPTOR) AND THEIR USES |
| TW201834649A (zh) | 2017-03-02 | 2018-10-01 | 新加坡商亞獅康私人有限公司 | 癌症療法 |
| CA3060407A1 (en) | 2017-04-28 | 2018-11-01 | Seattle Genetics, Inc. | Treatment of her2 positive cancers |
| WO2018222134A1 (en) | 2017-06-02 | 2018-12-06 | Aslan Pharmaceuticals Pte Ltd | Cancer therapy |
| WO2018222135A1 (en) | 2017-06-02 | 2018-12-06 | Aslan Pharmaceuticals Pte Ltd | Cancer therapy |
| HRP20241743T1 (hr) | 2018-09-18 | 2025-02-28 | F. Hoffmann - La Roche Ag | Derivati kinazolina kao antitumorska sredstva |
| WO2020076239A1 (en) | 2018-10-09 | 2020-04-16 | Aslan Pharmaceuticals Pte Ltd | Malonate salt of varlitinib |
| CN111499622B (zh) * | 2019-07-08 | 2023-06-06 | 山东省科学院菏泽分院 | 一种治疗胆管癌的药物的制备方法 |
| TW202214641A (zh) | 2020-06-30 | 2022-04-16 | 美商艾瑞生藥股份有限公司 | Ｈｅｒ２突變抑制劑 |
| PE20250118A1 (es) | 2021-06-26 | 2025-01-16 | Array Biopharma Inc | Inhibidores de mutacion de her2 |
| WO2023081637A1 (en) * | 2021-11-02 | 2023-05-11 | Enliven Therapeutics, Inc. | Fused tetracyclic quinazoline derivatives as inhibitors of erbb2 |
| JP2025509995A (ja) * | 2022-03-28 | 2025-04-11 | 江蘇恒瑞医薬股▲ふん▼有限公司 | 含窒素複素環系化合物、その調製方法及びその医薬的使用 |
| WO2025067396A1 (zh) * | 2023-09-27 | 2025-04-03 | 江苏恒瑞医药股份有限公司 | 一种喹唑啉衍生物的可药用盐、其结晶形式及用途 |
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