JP2003504360A5 - - Google Patents
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- Publication number
- JP2003504360A5 JP2003504360A5 JP2001509712A JP2001509712A JP2003504360A5 JP 2003504360 A5 JP2003504360 A5 JP 2003504360A5 JP 2001509712 A JP2001509712 A JP 2001509712A JP 2001509712 A JP2001509712 A JP 2001509712A JP 2003504360 A5 JP2003504360 A5 JP 2003504360A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- group
- ylmethoxy
- propoxy
- methoxy
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 description 88
- -1 cyano, isocyano, nitro, hydroxy, mercapto, amino, formyl Chemical group 0.000 description 45
- 229910052757 nitrogen Inorganic materials 0.000 description 23
- 125000001424 substituent group Chemical group 0.000 description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 18
- 239000001257 hydrogen Substances 0.000 description 18
- 229910052739 hydrogen Inorganic materials 0.000 description 18
- 125000003118 aryl group Chemical group 0.000 description 13
- 229910052760 oxygen Inorganic materials 0.000 description 13
- 125000001072 heteroaryl group Chemical group 0.000 description 11
- 125000000623 heterocyclic group Chemical group 0.000 description 11
- 125000005236 alkanoylamino group Chemical group 0.000 description 10
- 229910052717 sulfur Inorganic materials 0.000 description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 6
- 125000005115 alkyl carbamoyl group Chemical group 0.000 description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 6
- 125000000753 cycloalkyl group Chemical group 0.000 description 6
- 125000005843 halogen group Chemical group 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 150000003246 quinazolines Chemical class 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 125000004423 acyloxy group Chemical group 0.000 description 5
- 125000003282 alkyl amino group Chemical group 0.000 description 5
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 description 5
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 5
- 125000004414 alkyl thio group Chemical group 0.000 description 5
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 5
- 125000001589 carboacyl group Chemical group 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000003302 alkenyloxy group Chemical group 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 125000005133 alkynyloxy group Chemical group 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 125000001246 bromo group Chemical group Br* 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- PDKQWNNPSOCARZ-UHFFFAOYSA-N 1-(6,7-dimethoxyquinazolin-4-yl)-3-phenylurea Chemical compound C=12C=C(OC)C(OC)=CC2=NC=NC=1NC(=O)NC1=CC=CC=C1 PDKQWNNPSOCARZ-UHFFFAOYSA-N 0.000 description 2
- 125000005530 alkylenedioxy group Chemical group 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- SQQWBSBBCSFQGC-JLHYYAGUSA-N ubiquinone-2 Chemical compound COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O SQQWBSBBCSFQGC-JLHYYAGUSA-N 0.000 description 2
- LFKKTLUGAAHREA-UHFFFAOYSA-N 1-(2,6-dichlorophenyl)-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(Cl)C=CC=C1Cl LFKKTLUGAAHREA-UHFFFAOYSA-N 0.000 description 1
- XFMBZTKSOUNGDD-UHFFFAOYSA-N 1-(2,6-dichlorophenyl)-3-[7-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]urea Chemical compound ClC1=CC=CC(Cl)=C1NC(=O)NC1=NC=NC2=CC(OCCCN3CCOCC3)=CC=C12 XFMBZTKSOUNGDD-UHFFFAOYSA-N 0.000 description 1
- VJPCAEOLFMRBIO-UHFFFAOYSA-N 1-(2,6-dichlorophenyl)-3-[7-[3-(1,1-dioxo-1,4-thiazinan-4-yl)propoxy]quinazolin-4-yl]urea Chemical compound ClC1=CC=CC(Cl)=C1NC(=O)NC1=NC=NC2=CC(OCCCN3CCS(=O)(=O)CC3)=CC=C12 VJPCAEOLFMRBIO-UHFFFAOYSA-N 0.000 description 1
- KSNTYYGPIMDEGF-UHFFFAOYSA-N 1-(2,6-difluorophenyl)-3-[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCCCN3CCOCC3)C(OC)=CC2=C1NC(=O)NC1=C(F)C=CC=C1F KSNTYYGPIMDEGF-UHFFFAOYSA-N 0.000 description 1
- BVQIOKJOQYMERO-UHFFFAOYSA-N 1-(2,6-difluorophenyl)-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(F)C=CC=C1F BVQIOKJOQYMERO-UHFFFAOYSA-N 0.000 description 1
- VQANQTNLUVCABE-UHFFFAOYSA-N 1-(2,6-difluorophenyl)-3-[6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCCCN3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(F)C=CC=C1F VQANQTNLUVCABE-UHFFFAOYSA-N 0.000 description 1
- WEHHOPRHJGOSQH-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-3-[6-methoxy-7-(3-piperidin-1-ylpropoxy)quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCCCN3CCCCC3)C(OC)=CC2=C1NC(=O)NC1=C(C)C=CC=C1C WEHHOPRHJGOSQH-UHFFFAOYSA-N 0.000 description 1
- MYGNHGMKCUOIOX-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]thiourea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=S)NC1=C(C)C=CC=C1C MYGNHGMKCUOIOX-UHFFFAOYSA-N 0.000 description 1
- QGOLHIOJZCVCEQ-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(C)C=CC=C1C QGOLHIOJZCVCEQ-UHFFFAOYSA-N 0.000 description 1
- HJRYVXJYTOOIHN-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-3-[6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCCCN3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(C)C=CC=C1C HJRYVXJYTOOIHN-UHFFFAOYSA-N 0.000 description 1
- METZVMMERANODX-UHFFFAOYSA-N 1-(2-chloro-6-methylphenyl)-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC1=C(C)C=CC=C1Cl METZVMMERANODX-UHFFFAOYSA-N 0.000 description 1
- NXIYIURBAQLTKU-UHFFFAOYSA-N 1-(3-bromophenyl)-3-[5-(4-methoxyphenoxy)quinazolin-4-yl]urea Chemical compound C1=CC(OC)=CC=C1OC1=CC=CC2=NC=NC(NC(=O)NC=3C=C(Br)C=CC=3)=C12 NXIYIURBAQLTKU-UHFFFAOYSA-N 0.000 description 1
- KZNSMKOBZHUBQO-UHFFFAOYSA-N 1-[5-(4-methoxyphenoxy)quinazolin-4-yl]-3-(3-methoxyphenyl)urea Chemical compound C1=CC(OC)=CC=C1OC1=CC=CC2=NC=NC(NC(=O)NC=3C=C(OC)C=CC=3)=C12 KZNSMKOBZHUBQO-UHFFFAOYSA-N 0.000 description 1
- NIHRUDAZAJTAHA-UHFFFAOYSA-N 1-[5-(4-methoxyphenoxy)quinazolin-4-yl]-3-phenylurea Chemical compound C1=CC(OC)=CC=C1OC1=CC=CC2=NC=NC(NC(=O)NC=3C=CC=CC=3)=C12 NIHRUDAZAJTAHA-UHFFFAOYSA-N 0.000 description 1
- ARDYBEPURLDBAR-UHFFFAOYSA-N 1-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]-3-(1-phenylethyl)urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NC(C)C1=CC=CC=C1 ARDYBEPURLDBAR-UHFFFAOYSA-N 0.000 description 1
- PWLOZSWLRKABAU-UHFFFAOYSA-N 1-benzyl-3-[6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-yl]urea Chemical compound N1=CN=C2C=C(OCC3CCN(C)CC3)C(OC)=CC2=C1NC(=O)NCC1=CC=CC=C1 PWLOZSWLRKABAU-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99401692.1 | 1999-07-07 | ||
| EP99401692 | 1999-07-07 | ||
| EP00401221.7 | 2000-05-04 | ||
| EP00401221 | 2000-05-04 | ||
| PCT/GB2000/002566 WO2001004102A1 (en) | 1999-07-07 | 2000-07-04 | Quinazoline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003504360A JP2003504360A (ja) | 2003-02-04 |
| JP2003504360A5 true JP2003504360A5 (enExample) | 2007-08-02 |
Family
ID=26073473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001509712A Withdrawn JP2003504360A (ja) | 1999-07-07 | 2000-07-04 | キナゾリン誘導体 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6806274B1 (enExample) |
| EP (1) | EP1218353B1 (enExample) |
| JP (1) | JP2003504360A (enExample) |
| KR (1) | KR20020029419A (enExample) |
| CN (1) | CN1360582A (enExample) |
| AT (1) | ATE375984T1 (enExample) |
| AU (1) | AU6578900A (enExample) |
| BR (1) | BR0012157A (enExample) |
| CA (1) | CA2378291A1 (enExample) |
| DE (1) | DE60036812T2 (enExample) |
| ES (1) | ES2292461T3 (enExample) |
| IL (1) | IL147280A0 (enExample) |
| MX (1) | MXPA01012887A (enExample) |
| NO (1) | NO20020042L (enExample) |
| WO (1) | WO2001004102A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60112268T2 (de) * | 2000-03-06 | 2006-05-24 | Astrazeneca Ab | Verwendung von quinazolinderivate als inhibitoren der angiogenese |
| AU7425801A (en) * | 2000-06-24 | 2002-01-08 | Astrazeneca Ab | Guanidine derivatives of quinazoline and quinoline for use in the treatment of autoimmune diseases |
| US6503914B1 (en) | 2000-10-23 | 2003-01-07 | Board Of Regents, The University Of Texas System | Thienopyrimidine-based inhibitors of the Src family |
| EP1330444B1 (en) | 2000-11-01 | 2011-03-23 | Millennium Pharmaceuticals, Inc. | Nitrogenous heterocyclic compounds and process for making them |
| GB0128108D0 (en) * | 2001-11-23 | 2002-01-16 | Astrazeneca Ab | Therapeutic use |
| MXPA04007459A (es) | 2002-02-01 | 2005-09-08 | Astrazeneca Ab | Compuestos de quinazolina. |
| US6924285B2 (en) | 2002-03-30 | 2005-08-02 | Boehringer Ingelheim Pharma Gmbh & Co. | Bicyclic heterocyclic compounds, pharmaceutical compositions containing these compounds, their use and process for preparing them |
| GB0208224D0 (en) * | 2002-04-10 | 2002-05-22 | Celltech R&D Ltd | Chemical compounds |
| GB0221245D0 (en) * | 2002-09-13 | 2002-10-23 | Astrazeneca Ab | Chemical process |
| GB0317665D0 (en) | 2003-07-29 | 2003-09-03 | Astrazeneca Ab | Qinazoline derivatives |
| ES2315834T3 (es) | 2004-02-03 | 2009-04-01 | Astrazeneca Ab | Derivados de quinazolina. |
| PE20070619A1 (es) * | 2005-09-27 | 2007-07-02 | Wyeth Corp | TIENO(2,3-b)PIRIDIN-5-CARBONITRILOS COMO INHIBIDORES DE PROTEINAS QUINASA |
| EP1921070A1 (de) | 2006-11-10 | 2008-05-14 | Boehringer Ingelheim Pharma GmbH & Co. KG | Bicyclische Heterocyclen, diese Verbindungen enthaltende Arzneimittel, deren Verwendung und Verfahren zu ihrer Herstelllung |
| EA200901041A1 (ru) | 2007-02-06 | 2010-02-26 | Бёрингер Ингельхайм Интернациональ Гмбх | Бициклические гетероциклы, содержащие эти соединения лекарственные средства, их применение и способ их получения |
| WO2009059030A1 (en) * | 2007-10-31 | 2009-05-07 | Burnham Institute For Medical Research | Pyrazole derivatives as kinase inhibitors |
| PL2245026T3 (pl) | 2008-02-07 | 2013-01-31 | Boehringer Ingelheim Int | Spirocykliczne heterocykle, leki zawierające te związki, ich zastosowanie i sposób ich produkcji |
| ES2444128T3 (es) | 2008-05-13 | 2014-02-24 | Astrazeneca Ab | Nueva SAL-554 |
| JP5539351B2 (ja) | 2008-08-08 | 2014-07-02 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | シクロヘキシルオキシ置換ヘテロ環、これらの化合物を含有する医薬、およびそれらを生成するための方法 |
| CN102068434B (zh) * | 2011-01-25 | 2012-08-22 | 林治华 | 4-(环己基)-胺基喹唑啉类化合物的应用 |
| DK3126330T3 (en) * | 2014-04-04 | 2019-04-23 | Pfizer | BICYCLE-FUSED HETEROARYL OR ARYL COMPOUNDS AND USE THEREOF AS IRAC4 INHIBITORS |
| US10711036B2 (en) | 2015-08-28 | 2020-07-14 | Cornell University | MALT1 inhibitors and uses thereof |
| AU2017315572B2 (en) * | 2016-08-23 | 2021-07-15 | Beijing Innocare Pharma Tech Co., Ltd. | Fused heterocyclic derivative, preparation method therefor and medical use thereof |
| WO2018085247A1 (en) * | 2016-11-01 | 2018-05-11 | Cornell University | Compounds for malt1 degradation |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4659736A (en) * | 1984-01-21 | 1987-04-21 | Bayer Aktiengesellschaft | Benzoyl urea compounds as agents for repelling snails and slugs |
| JPH0720943B2 (ja) * | 1988-08-19 | 1995-03-08 | 宇部興産株式会社 | アミノピリミジン誘導体、その製法及び殺虫・殺菌剤 |
| EP0809492A4 (en) * | 1995-02-17 | 2007-01-24 | Smithkline Beecham Corp | IL-8 RECEPTOR ANTAGONISTS |
| US5773459A (en) | 1995-06-07 | 1998-06-30 | Sugen, Inc. | Urea- and thiourea-type compounds |
| GB9514265D0 (en) * | 1995-07-13 | 1995-09-13 | Wellcome Found | Hetrocyclic compounds |
| JP4713698B2 (ja) * | 1997-03-05 | 2011-06-29 | スージェン， インク． | 疎水性薬剤の処方 |
| AR012634A1 (es) * | 1997-05-02 | 2000-11-08 | Sugen Inc | Compuesto basado en quinazolina, composicion famaceutica que lo comprende, metodo para sintetizarlo, su uso, metodos de modulacion de la funcion deserina/treonina proteinaquinasa con dicho compuesto y metodo in vitro para identificar compuestos que modulan dicha funcion |
| CA2289731A1 (en) | 1997-05-09 | 1998-11-12 | The United States Of America, Represented By The Secretary, Department O F Health And Human Services | Methods and compositions for reducing ischemic injury of the heart by administering adenosine receptor agonists and antagonists |
| DE1019040T1 (de) | 1997-05-23 | 2001-02-08 | Bayer Corp., West Haven | Hemmung von p38 kinase aktivität durch arylharnstoff |
| AR016817A1 (es) | 1997-08-14 | 2001-08-01 | Smithkline Beecham Plc | Derivados de fenilurea o feniltiourea, procedimiento para su preparacion, coleccion de compuestos, compuestos intermediarios, composicion farmaceutica,metodo de tratamiento y uso de dichos compuestos para la manufactura de un medicamento |
| EP1232150B1 (en) * | 1999-11-16 | 2007-10-10 | Boehringer Ingelheim Pharmaceuticals Inc. | Urea derivatives as anti-inflammatory agents |
| AU7425801A (en) | 2000-06-24 | 2002-01-08 | Astrazeneca Ab | Guanidine derivatives of quinazoline and quinoline for use in the treatment of autoimmune diseases |
| US7074805B2 (en) * | 2002-02-20 | 2006-07-11 | Abbott Laboratories | Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor |
-
2000
- 2000-07-04 IL IL14728000A patent/IL147280A0/xx unknown
- 2000-07-04 KR KR1020027000188A patent/KR20020029419A/ko not_active Withdrawn
- 2000-07-04 AU AU65789/00A patent/AU6578900A/en not_active Abandoned
- 2000-07-04 AT AT00953271T patent/ATE375984T1/de not_active IP Right Cessation
- 2000-07-04 CA CA002378291A patent/CA2378291A1/en not_active Abandoned
- 2000-07-04 MX MXPA01012887A patent/MXPA01012887A/es unknown
- 2000-07-04 JP JP2001509712A patent/JP2003504360A/ja not_active Withdrawn
- 2000-07-04 BR BR0012157-6A patent/BR0012157A/pt not_active Application Discontinuation
- 2000-07-04 CN CN00810040A patent/CN1360582A/zh active Pending
- 2000-07-04 US US10/019,945 patent/US6806274B1/en not_active Expired - Fee Related
- 2000-07-04 ES ES00953271T patent/ES2292461T3/es not_active Expired - Lifetime
- 2000-07-04 DE DE60036812T patent/DE60036812T2/de not_active Expired - Fee Related
- 2000-07-04 WO PCT/GB2000/002566 patent/WO2001004102A1/en not_active Ceased
- 2000-07-04 EP EP00953271A patent/EP1218353B1/en not_active Expired - Lifetime
-
2002
- 2002-01-04 NO NO20020042A patent/NO20020042L/no unknown
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