CN102432552B - 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 - Google Patents
作为受体酪氨酸激酶抑制剂的喹唑啉类似物 Download PDFInfo
- Publication number
- CN102432552B CN102432552B CN201110283526.1A CN201110283526A CN102432552B CN 102432552 B CN102432552 B CN 102432552B CN 201110283526 A CN201110283526 A CN 201110283526A CN 102432552 B CN102432552 B CN 102432552B
- Authority
- CN
- China
- Prior art keywords
- group
- base
- alkyl
- phenyl
- quinazoline
- 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
Links
- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 title abstract 2
- 229940127361 Receptor Tyrosine Kinase Inhibitors Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 8
- 229910052799 carbon Inorganic materials 0.000 claims abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 2
- 125000004429 atom Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000001118 alkylidene group Chemical group 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- WHURNFFIVLGXIE-UHFFFAOYSA-N 6-methyl-5H-quinazoline-4,6-diamine Chemical class CC1(CC=2C(=NC=NC2C=C1)N)N WHURNFFIVLGXIE-UHFFFAOYSA-N 0.000 claims 1
- 206010033296 Overdoses Diseases 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 230000003463 hyperproliferative effect Effects 0.000 abstract 1
- 229940124617 receptor tyrosine kinase inhibitor Drugs 0.000 abstract 1
- AGXYSBDOGOLRIH-UHFFFAOYSA-N CC1(C)N=C(Nc2cc3c(Nc(cc4)cc(C)c4Oc4cc(Cl)cnc4)ncnc3cc2)OC1 Chemical compound CC1(C)N=C(Nc2cc3c(Nc(cc4)cc(C)c4Oc4cc(Cl)cnc4)ncnc3cc2)OC1 AGXYSBDOGOLRIH-UHFFFAOYSA-N 0.000 description 1
- KMGLXGYWBFSSTB-UHFFFAOYSA-N CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2)cc(C)c2Oc2ccc(C)nc2)=NC1 Chemical compound CC1OC(Nc(cc23)ccc2ncnc3Nc(cc2)cc(C)c2Oc2ccc(C)nc2)=NC1 KMGLXGYWBFSSTB-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
- DRMNUOPDRATOCN-UHFFFAOYSA-N Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NC3(CC3)CO2)c1OCc1ccccn1 Chemical compound Clc(cc(cc1)Nc(c2c3)ncnc2ccc3NC2=NC3(CC3)CO2)c1OCc1ccccn1 DRMNUOPDRATOCN-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
- 0 Fc1cccc(COc(ccc(*c2ncnc(cc3)c2cc3NC2=NCC3(CCOCC3)O2)c2)c2Cl)c1 Chemical compound Fc1cccc(COc(ccc(*c2ncnc(cc3)c2cc3NC2=NCC3(CCOCC3)O2)c2)c2Cl)c1 0.000 description 1
- MUGQWAPKWHAXJL-UHFFFAOYSA-N Fc1cccc(COc(ccc(Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c2)c2Cl)c1 Chemical compound Fc1cccc(COc(ccc(Nc2ncnc(cc3)c2cc3NC2=NC(COC3)C3O2)c2)c2Cl)c1 MUGQWAPKWHAXJL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Ceramic Engineering (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)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Structural Engineering (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (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 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 | ||
| CNA2004800264589A CN1852714A (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2004800264589A Division CN1852714A (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102432552A CN102432552A (zh) | 2012-05-02 |
| CN102432552B true CN102432552B (zh) | 2016-01-20 |
Family
ID=34198338
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110283526.1A Expired - Lifetime CN102432552B (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
| CN201310428856.4A Expired - Lifetime CN103664802B (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
| CN201310581100.3A Expired - Lifetime CN103772373B (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310428856.4A Expired - Lifetime CN103664802B (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
| CN201310581100.3A Expired - Lifetime CN103772373B (zh) | 2003-08-14 | 2004-08-10 | 作为受体酪氨酸激酶抑制剂的喹唑啉类似物 |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US7452895B2 (enExample) |
| EP (1) | EP1660090B1 (enExample) |
| JP (1) | JP4828421B2 (enExample) |
| KR (2) | KR101028952B1 (enExample) |
| CN (3) | CN102432552B (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 (29)
| 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 |
| JP4828421B2 (ja) * | 2003-08-14 | 2011-11-30 | アレイ バイオファーマ、インコーポレイテッド | 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 |
| US7501427B2 (en) | 2003-08-14 | 2009-03-10 | Array Biopharma, Inc. | Quinazoline analogs as receptor tyrosine kinase inhibitors |
| CA2755268C (en) | 2005-11-15 | 2013-12-31 | Array Biopharma, Inc. | Erbb inhibitors |
| DK2765990T3 (da) | 2011-10-14 | 2017-11-13 | Array Biopharma Inc | Faststofdispersion |
| RU2629116C2 (ru) | 2011-10-14 | 2017-08-24 | Эррэй Биофарма Инк. | Полиморфы arry-380, селективного ингибитора erbb2, и фармацевтические составы, содержащие их |
| KR102317166B1 (ko) | 2012-03-23 | 2021-10-26 | 어레이 바이오파마 인크. | 뇌암의 치료 |
| JP2018526382A (ja) * | 2015-09-04 | 2018-09-13 | アスラン ファーマシューティカルズ ピーティーイー リミテッド | 耐性癌または難治性癌の治療用バルリチニブ |
| JP2019514864A (ja) * | 2016-04-21 | 2019-06-06 | アスラン ファーマシューティカルズ ピーティーイー リミテッド | 肝癌の治療方法 |
| 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 |
| 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 |
| 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 |
| 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 |
| WO2018201016A1 (en) | 2017-04-28 | 2018-11-01 | Cascadian Therapeutics, 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 |
| HUE065578T2 (hu) | 2018-09-18 | 2024-06-28 | Hoffmann La Roche | Kinazolin-származékok, mint daganatellenes szerek |
| KR20210090625A (ko) | 2018-10-09 | 2021-07-20 | 아슬란 파마슈티컬스 피티이 엘티디 | 바를리티닙의 말론산 염 |
| ES2989387T3 (es) | 2019-05-31 | 2024-11-26 | Janssen Pharmaceutica Nv | Pequeñas moléculas inhibidoras de la quinasa inductora de nf-kb |
| 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 |
| JP7511097B1 (ja) | 2021-06-26 | 2024-07-04 | アレイ バイオファーマ インコーポレイテッド | Her2変異阻害薬 |
| 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 |
| AU2024353411A1 (en) * | 2023-09-27 | 2026-05-07 | Jiangsu Hengrui Pharmaceuticals Co., Ltd. | Pharmaceutically acceptable salt and crystalline form of quinazoline derivative, and use thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1211240A (zh) * | 1996-02-14 | 1999-03-17 | 曾尼卡有限公司 | 作为抗肿瘤剂的喹唑啉衍生物 |
| WO2001098277A2 (en) * | 2000-06-22 | 2001-12-27 | Pfizer Products Inc. | Substituted bicyclic derivatives for the treatment of abnormal cell growth |
| WO2002002552A1 (en) * | 2000-06-30 | 2002-01-10 | Glaxo Group Limited | Quinazoline ditosylate salt compounds |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| US5502187A (en) * | 1992-04-03 | 1996-03-26 | The Upjohn Company | Pharmaceutically active bicyclic-heterocyclic amines |
| GB9510757D0 (en) | 1994-09-19 | 1995-07-19 | Wellcome Found | Therapeuticaly active compounds |
| TW321649B (enExample) * | 1994-11-12 | 1997-12-01 | Zeneca Ltd | |
| GB9424233D0 (en) * | 1994-11-30 | 1995-01-18 | Zeneca Ltd | Quinazoline derivatives |
| DE69536015D1 (de) * | 1995-03-30 | 2009-12-10 | Pfizer Prod Inc | Chinazolinone Derivate |
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