JP4828421B2 - 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 - Google Patents
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 Download PDFInfo
- Publication number
- JP4828421B2 JP4828421B2 JP2006523384A JP2006523384A JP4828421B2 JP 4828421 B2 JP4828421 B2 JP 4828421B2 JP 2006523384 A JP2006523384 A JP 2006523384A JP 2006523384 A JP2006523384 A JP 2006523384A JP 4828421 B2 JP4828421 B2 JP 4828421B2
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- heterocyclyl
- aryl
- heteroaryl
- 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.)
- Expired - Lifetime
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- 0 CCC(C)(*)CC(N(*)N=CC)=* Chemical compound CCC(C)(*)CC(N(*)N=CC)=* 0.000 description 6
- FIZYYYJQZBMOCD-UHFFFAOYSA-N CC1(C)N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(C)c2Oc2ccc(C)nc2)OC1 Chemical compound CC1(C)N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(C)c2Oc2ccc(C)nc2)OC1 FIZYYYJQZBMOCD-UHFFFAOYSA-N 0.000 description 1
- SASLBTYNKZEDFB-HRNYQHSQSA-N CC1C2C(NC(CC3)CC(Cl)=C3OCC(C3)C=CCC3F)NC=NC2CCC1NC1OC[C@H](CO[C@@H](CN(C)C)O)N1 Chemical compound CC1C2C(NC(CC3)CC(Cl)=C3OCC(C3)C=CCC3F)NC=NC2CCC1NC1OC[C@H](CO[C@@H](CN(C)C)O)N1 SASLBTYNKZEDFB-HRNYQHSQSA-N 0.000 description 1
- RUBJWKNIOKHRAC-UHFFFAOYSA-N CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2Cl)ccc2OCc2ccccn2)=NC1 Chemical compound CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2Cl)ccc2OCc2ccccn2)=NC1 RUBJWKNIOKHRAC-UHFFFAOYSA-N 0.000 description 1
- SKFPIBQLQMGMSB-UHFFFAOYSA-N Cc1cc(Nc(c2c3)ncnc2ccc3NC2=NC(CNC3)C3O2)ccc1Oc1ccc(C)nc1 Chemical compound Cc1cc(Nc(c2c3)ncnc2ccc3NC2=NC(CNC3)C3O2)ccc1Oc1ccc(C)nc1 SKFPIBQLQMGMSB-UHFFFAOYSA-N 0.000 description 1
- FLAYOMMMHOCWGP-UHFFFAOYSA-N Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCC3(CCNCC3)O2)c1OCc1ccccn1 Chemical compound Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NCC3(CCNCC3)O2)c1OCc1ccccn1 FLAYOMMMHOCWGP-UHFFFAOYSA-N 0.000 description 1
- TYCZDOZCSMTQMU-UHFFFAOYSA-N Clc1cc(Nc2ncnc(cc3)c2cc3NC2=NCC3(CCOCC3)O2)ccc1OCc1ccccn1 Chemical compound Clc1cc(Nc2ncnc(cc3)c2cc3NC2=NCC3(CCOCC3)O2)ccc1OCc1ccccn1 TYCZDOZCSMTQMU-UHFFFAOYSA-N 0.000 description 1
- GICNBHGJGXBSBL-UHFFFAOYSA-N NC1(CO)CCOCC1 Chemical compound NC1(CO)CCOCC1 GICNBHGJGXBSBL-UHFFFAOYSA-N 0.000 description 1
- KEMOXJCTKIZXNB-UHFFFAOYSA-N OC(C1)C(OCC2CC(F)=CCC2)=CCC1NC1NCNC(CC2)C1CC2NC1OCCN1 Chemical compound OC(C1)C(OCC2CC(F)=CCC2)=CCC1NC1NCNC(CC2)C1CC2NC1OCCN1 KEMOXJCTKIZXNB-UHFFFAOYSA-N 0.000 description 1
- SNTCOHILJKJZSY-UHFFFAOYSA-N OCC1(CO)N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(Cl)c2OCc2ncccc2)OCC1 Chemical compound OCC1(CO)N=C(Nc(cc2)cc3c2ncnc3Nc(cc2)cc(Cl)c2OCc2ncccc2)OCC1 SNTCOHILJKJZSY-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
- C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
- C04B35/632—Organic additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/10—Spiro-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Ceramic Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Structural Engineering (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pain & Pain Management (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Rheumatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/642,440 | 2003-08-14 | ||
| US10/642,440 US7501427B2 (en) | 2003-08-14 | 2003-08-14 | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| 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 JP2007502295A5 (enExample) | 2007-09-27 |
| JP4828421B2 true 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 (enExample) |
| EP (1) | EP1660090B1 (enExample) |
| JP (1) | JP4828421B2 (enExample) |
| KR (2) | KR101028952B1 (enExample) |
| CN (3) | CN103772373B (enExample) |
| AR (1) | AR045378A1 (enExample) |
| AU (1) | AU2004264937B2 (enExample) |
| BR (1) | BRPI0413565B8 (enExample) |
| CA (1) | CA2535614C (enExample) |
| CL (1) | CL2004002066A1 (enExample) |
| CY (1) | CY1113992T1 (enExample) |
| DK (1) | DK1660090T3 (enExample) |
| ES (1) | ES2399427T3 (enExample) |
| IL (1) | IL173593A (enExample) |
| IS (1) | IS8288A (enExample) |
| MX (1) | MXPA06001767A (enExample) |
| NO (1) | NO336275B1 (enExample) |
| NZ (1) | NZ545459A (enExample) |
| PL (1) | PL1660090T3 (enExample) |
| PT (1) | PT1660090E (enExample) |
| RU (1) | RU2350605C2 (enExample) |
| TW (1) | TWI353982B (enExample) |
| WO (1) | WO2005016346A1 (enExample) |
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 |
| KR101028952B1 (ko) | 2003-08-14 | 2011-04-12 | 어레이 바이오파마 인크. | 수용체 티로신 키나아제 억제제로서의 퀴나졸린 유사체 |
| US7501427B2 (en) | 2003-08-14 | 2009-03-10 | Array Biopharma, Inc. | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| KR101086967B1 (ko) * | 2005-11-15 | 2011-11-29 | 어레이 바이오파마 인크. | 과다증식성 질환의 치료를 위한 erbb 유형 i 수용체티로신 키나제 억제제로서의 n4-페닐-퀴나졸린-4-아민유도체 및 관련 화합물 |
| RU2629116C2 (ru) | 2011-10-14 | 2017-08-24 | Эррэй Биофарма Инк. | Полиморфы arry-380, селективного ингибитора erbb2, и фармацевтические составы, содержащие их |
| JP5944514B2 (ja) | 2011-10-14 | 2016-07-05 | アレイ バイオファーマ、インコーポレイテッド | 固体分散体 |
| NZ756264A (en) | 2012-03-23 | 2022-09-30 | Array Biopharma Inc | Treatment of brain cancer |
| CN108135900A (zh) * | 2015-09-04 | 2018-06-08 | 亚狮康私人有限公司 | 包含瓦尼替尼及抗癌剂之组合疗法 |
| WO2017184086A1 (en) * | 2016-04-21 | 2017-10-26 | Aslan Pharmaceuticals Pte. Ltd. | Method of treating liver cancer |
| GB201611580D0 (en) * | 2016-07-01 | 2016-08-17 | Aslan Pharmaceuticals Pte Ltd | Method |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| SG10201913858WA (en) | 2016-08-26 | 2020-03-30 | Agency Science Tech & Res | Macrophage stimulating protein receptor (or ron - recepteur d' origine nantais) antibodies and uses thereof |
| EP3589286B1 (en) | 2017-03-02 | 2022-08-03 | ASLAN Pharmaceuticals Pte Ltd | Dhodh inhibitor for treating haematological cancer |
| KR102845148B1 (ko) | 2017-04-28 | 2025-08-20 | 씨젠 인크. | Her2 양성 암의 치료 |
| 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 |
| LT3853220T (lt) | 2018-09-18 | 2024-03-12 | F. Hoffmann-La Roche Ag | Chinazolino dariniai kaip antinavikiniai preparatai |
| 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 |
| IL309252A (en) | 2021-06-26 | 2024-02-01 | Array Biopharma Inc | Inhibitors of HER2 mutations |
| WO2023081637A1 (en) * | 2021-11-02 | 2023-05-11 | Enliven Therapeutics, Inc. | Fused tetracyclic quinazoline derivatives as inhibitors of erbb2 |
| KR20240167844A (ko) * | 2022-03-28 | 2024-11-28 | 지앙수 헨그루이 파마슈티컬스 컴퍼니 리미티드 | 질소 함유 헤테로시클릭 화합물, 이의 제조 방법 및 이의 의학적 응용 |
| TW202530231A (zh) * | 2023-09-27 | 2025-08-01 | 大陸商江蘇恒瑞醫藥股份有限公司 | 喹唑啉衍生物的可藥用鹽、其結晶形式及用途 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002536414A (ja) * | 1999-02-10 | 2002-10-29 | アストラゼネカ アクチボラグ | 血管形成阻害剤としてのキナゾリン誘導体 |
| JP2003509500A (ja) * | 1999-09-21 | 2003-03-11 | アストラゼネカ アクチボラグ | 治療用キナゾリン誘導体 |
| WO2003040108A1 (en) * | 2001-11-03 | 2003-05-15 | Astrazeneca Ab | Quinazoline derivatives as antitumor agents |
| WO2003055491A1 (en) * | 2001-12-24 | 2003-07-10 | Astrazeneca Ab | Substituted quinazoline derivatives as inhibitors of aurora kinases |
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| US2583774A (en) | 1948-04-30 | 1952-01-29 | Merck & Co Inc | Vitamin b6 derivatives |
| BE795970A (fr) | 1972-02-29 | 1973-08-27 | Pfizer | Nouveaux derives de quinoleine, quinoxaline et quinazoline er composition pharmaceutiques les contenant |
| US5204348A (en) | 1988-10-06 | 1993-04-20 | Mitsui Toatsu Chemicals Inc. | Heterocyclic compounds and anticancer-drug potentiaters conaining them as effective components |
| CA1340821C (en) * | 1988-10-06 | 1999-11-16 | Nobuyuki Fukazawa | Heterocyclic compounds and anticancer-drug reinforcing agents containing them as effective components |
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| DE69522717T2 (de) * | 1995-03-30 | 2002-02-14 | Pfizer Inc., New York | Chinazolinderivate |
| GB9508538D0 (en) * | 1995-04-27 | 1995-06-14 | Zeneca Ltd | Quinazoline derivatives |
| AR004010A1 (es) | 1995-10-11 | 1998-09-30 | Glaxo Group Ltd | Compuestos heterociclicos |
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| GB9603095D0 (en) | 1996-02-14 | 1996-04-10 | Zeneca Ltd | Quinazoline derivatives |
| HU228446B1 (en) | 1996-04-12 | 2013-03-28 | Warner Lambert Co | Kinazoline derivatives as irreversible inhibitors of protein-kinase, pharmaceutical compositions containing these compounds and use thereof |
| JP4386967B2 (ja) | 1996-07-13 | 2009-12-16 | グラクソ、グループ、リミテッド | プロテインチロシンキナーゼ阻害剤としての縮合複素環式化合物 |
| US6225318B1 (en) | 1996-10-17 | 2001-05-01 | Pfizer Inc | 4-aminoquinazolone derivatives |
| ZA986732B (en) * | 1997-07-29 | 1999-02-02 | Warner Lambert Co | Irreversible inhibitiors of tyrosine kinases |
| TW436485B (en) | 1997-08-01 | 2001-05-28 | American Cyanamid Co | Substituted quinazoline derivatives |
| NZ520093A (en) | 1997-11-11 | 2004-03-26 | Pfizer Prod Inc | Thienopyrimidine and thienopyridine derivatives useful as anticancer agents |
| JP2002505288A (ja) | 1998-03-02 | 2002-02-19 | コセンシス,インコーポレイテッド | 置換キナゾリンおよびアナログならびにそれらの使用 |
| US6017922A (en) | 1998-05-18 | 2000-01-25 | U.S. Bioscience, Inc. | Thermally stable trimetrexates and processes for producing the same |
| EP1131304B1 (en) | 1998-11-19 | 2002-12-04 | Warner-Lambert Company | N- 4-(3-chloro-4-fluoro-phenylamino)-7-(3-morpholin-4-yl-propoxy)-quinazolin-6-yl]-acrylamide, an irreversible inhibitor of tyrosine kinases |
| HRP20010524A2 (en) | 1999-01-13 | 2002-08-31 | Warner Lambert Co | Benzoheterocycles and their use as mek inhibitors |
| CZ20021010A3 (cs) | 1999-09-21 | 2002-06-12 | Astrazeneca Ab | Nové sloučeniny chinazolinu a farmaceutické kompozice, které je obsahují |
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