JP2004526756A - hYAK1及びhYAK3キナーゼのキノリン阻害剤 - Google Patents
hYAK1及びhYAK3キナーゼのキノリン阻害剤 Download PDFInfo
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- JP2004526756A JP2004526756A JP2002580090A JP2002580090A JP2004526756A JP 2004526756 A JP2004526756 A JP 2004526756A JP 2002580090 A JP2002580090 A JP 2002580090A JP 2002580090 A JP2002580090 A JP 2002580090A JP 2004526756 A JP2004526756 A JP 2004526756A
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- Prior art keywords
- quinoline
- methoxy
- carboxylic acid
- phenylamino
- alkyl
- Prior art date
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- 108091000080 Phosphotransferase Proteins 0.000 title claims abstract description 32
- 102000020233 phosphotransferase Human genes 0.000 title claims abstract description 32
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 title abstract description 23
- 239000003112 inhibitor Substances 0.000 title abstract description 8
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 24
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- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 239000012453 solvate Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 127
- -1 -C 3-7 cycloalkyl Chemical group 0.000 claims description 120
- 125000000217 alkyl group Chemical group 0.000 claims description 70
- 229910052736 halogen Inorganic materials 0.000 claims description 47
- 150000002367 halogens Chemical class 0.000 claims description 47
- 208000007502 anemia Diseases 0.000 claims description 46
- 238000004519 manufacturing process Methods 0.000 claims description 46
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 239000003814 drug Substances 0.000 claims description 17
- WTVGLLDWXXCLPJ-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 WTVGLLDWXXCLPJ-UHFFFAOYSA-N 0.000 claims description 14
- OFFCAXYJHYTDKZ-UHFFFAOYSA-N 2-(2-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC=C1Cl OFFCAXYJHYTDKZ-UHFFFAOYSA-N 0.000 claims description 13
- RPXRPLRCZYWQNV-UHFFFAOYSA-N 2-(2-fluoroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC=C1F RPXRPLRCZYWQNV-UHFFFAOYSA-N 0.000 claims description 13
- FQNACTFBGVNKGO-UHFFFAOYSA-N 2-(3-chloroanilino)-7-methylsulfanylquinoline-3-carboxylic acid Chemical compound N=1C2=CC(SC)=CC=C2C=C(C(O)=O)C=1NC1=CC=CC(Cl)=C1 FQNACTFBGVNKGO-UHFFFAOYSA-N 0.000 claims description 13
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- JOWSCPICBZWDET-UHFFFAOYSA-N 2-(4-chloroanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(Cl)C=C1 JOWSCPICBZWDET-UHFFFAOYSA-N 0.000 claims description 13
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- QIMNRORHUCVTQU-UHFFFAOYSA-N 7-methoxy-2-(quinolin-5-ylamino)quinoline-3-carboxylic acid Chemical compound C1=CC=C2C(NC=3C(C(O)=O)=CC4=CC=C(C=C4N=3)OC)=CC=CC2=N1 QIMNRORHUCVTQU-UHFFFAOYSA-N 0.000 claims description 11
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- FKCPDRDTDFXFRG-UHFFFAOYSA-N 2-(3,4-dimethoxyanilino)-7-methoxyquinoline-3-carboxylic acid Chemical compound N=1C2=CC(OC)=CC=C2C=C(C(O)=O)C=1NC1=CC=C(OC)C(OC)=C1 FKCPDRDTDFXFRG-UHFFFAOYSA-N 0.000 claims description 9
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- BTVKBYHEJQZDQT-UHFFFAOYSA-N 2-chloro-7-methoxyquinoline-3-carboxylic acid Chemical compound C1=C(C(O)=O)C(Cl)=NC2=CC(OC)=CC=C21 BTVKBYHEJQZDQT-UHFFFAOYSA-N 0.000 claims description 7
- GUJSMCBHCHONBA-UHFFFAOYSA-N 7-methoxy-2-(quinolin-3-ylamino)quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=CC(NC=3C(C(O)=O)=CC4=CC=C(C=C4N=3)OC)=CN=C21 GUJSMCBHCHONBA-UHFFFAOYSA-N 0.000 claims description 7
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- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Virology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Tropical Medicine & Parasitology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Immunology (AREA)
- AIDS & HIV (AREA)
- Molecular Biology (AREA)
- Toxicology (AREA)
- Urology & Nephrology (AREA)
- Physical Education & Sports Medicine (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28222901P | 2001-04-06 | 2001-04-06 | |
| PCT/US2002/010657 WO2002081728A2 (en) | 2001-04-06 | 2002-04-04 | Quinoline inhibitors of hyak1 and hyak3 kinases |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004526756A true JP2004526756A (ja) | 2004-09-02 |
| JP2004526756A5 JP2004526756A5 (enExample) | 2006-01-05 |
Family
ID=23080586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002580090A Pending JP2004526756A (ja) | 2001-04-06 | 2002-04-04 | hYAK1及びhYAK3キナーゼのキノリン阻害剤 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US7087758B2 (enExample) |
| EP (1) | EP1372654A4 (enExample) |
| JP (1) | JP2004526756A (enExample) |
| AU (1) | AU2002256085A1 (enExample) |
| WO (1) | WO2002081728A2 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006503094A (ja) * | 2002-10-16 | 2006-01-26 | スミスクライン ビーチャム コーポレーション | 化合物 |
| JP2009510113A (ja) * | 2005-09-30 | 2009-03-12 | ブリストル−マイヤーズ スクイブ カンパニー | Metキナーゼインヒビター |
| JP2012520249A (ja) * | 2009-03-12 | 2012-09-06 | グリュネンタール・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | Kcnq2/3モジュレータとしての置換された2−メルカプトキノリン−3−カルボキサミド |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100453946B1 (ko) * | 2002-10-11 | 2004-10-20 | (주) 비엔씨바이오팜 | 6-메틸피리딘 유도체, 그 제조방법 및 이를 포함하는 항바이러스용 약학적 조성물 |
| EP1718297A4 (en) * | 2004-01-09 | 2009-09-02 | Smithkline Beecham Corp | NEW CHEMICAL COMPOUNDS |
| AR053602A1 (es) * | 2005-05-03 | 2007-05-09 | Smithkline Beecham Corp | Compuesto de 2- arilamino -4-oxo-1,3-tiazol-5(4h)- substituido, composicion farmaceutica que lo comprende, proceso para prepararla y uso del compuesto para preparar un medicamento |
| PE20070083A1 (es) * | 2005-06-08 | 2007-01-27 | Smithkline Beecham Corp | (5z)-5-(6-quinoxalinilmetilideno)-2-[(2,6-diclorofenil)amino]-1,3-tiazol-4(5h)-ona |
| US8106071B2 (en) * | 2007-02-21 | 2012-01-31 | Biobud Co., Ltd. | Compositions for treating hyperproliferative vascular disorders and cancers |
| US20100286041A1 (en) * | 2007-03-22 | 2010-11-11 | Smithkline Beecham Corporation | (5z)-5-(6-quinoxalinylmethylidene)-2-[(2,6-dichlorophenyl)amino]-1,3-thiazol-4(5h)-one |
| WO2009001224A2 (en) | 2007-06-22 | 2008-12-31 | Eth Zurich | Antivirals |
| TWI504395B (zh) | 2009-03-10 | 2015-10-21 | Substituted 3-amino-2-mercaptoquinoline as a KCNQ2 / 3 modifier | |
| TW201038565A (en) | 2009-03-12 | 2010-11-01 | Gruenenthal Gmbh | Substituted 2-mercapto-3-aminopyridines as KCNQ2/3 modulators |
| TWI475020B (zh) | 2009-03-12 | 2015-03-01 | The substituted nicotine amide as a KCNQ2 / 3 modifier | |
| CA2809287C (en) | 2010-08-27 | 2018-05-22 | Gruenenthal Gmbh | Substituted 2-oxo- and 2-thioxo-dihydroquinoline-3-carboxamides as kcnq2/3 modulators |
| WO2012025237A1 (en) | 2010-08-27 | 2012-03-01 | Grünenthal GmbH | Substituted 2-amino-quinoline-3-carboxamides as kcnq2/3 modulators |
| PT2609083E (pt) | 2010-08-27 | 2015-07-01 | Gruenenthal Gmbh | 2-oxi-quinolina-3-carboxamidas substituídas como moduladores de kcnq2/3 |
| EP2611780A1 (en) | 2010-09-01 | 2013-07-10 | Grünenthal GmbH | Substituted 1-oxo-dihydroisoquinoline-3-carboxamides as kcnq2/3 modulators |
| US12012394B2 (en) | 2018-02-19 | 2024-06-18 | Washington University | Alpha-synuclein ligands |
| JP2025529185A (ja) * | 2022-08-30 | 2025-09-04 | パンネックス セラピューティクス インコーポレイテッド | パネキシン-1調節剤及びパネキシン-1が関与する疾患の治療方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3210063A1 (de) * | 1982-03-19 | 1983-09-22 | Hoechst Ag, 6230 Frankfurt | Sulfonylharnstoffe, verfahren zu ihrer herstellung, pharmazeutische praeparate auf basis dieser verbindungen und ihre verwendung |
| PT79699B (en) * | 1983-12-22 | 1986-12-10 | Pfizer | Process for preparing quinolone inotropic agents |
| GB8727737D0 (en) | 1987-11-26 | 1987-12-31 | Ici Plc | Antitumour agents |
| WO1996028444A1 (en) | 1995-03-15 | 1996-09-19 | Pfizer Inc. | 5,10-DIHYDROPYRIMIDO[4,5-b]QUINOLIN-4(1H)-ONE TYROSINE KINASE INHIBITORS |
| US6342514B1 (en) * | 1996-10-23 | 2002-01-29 | Zymogenetics, Inc. | Compositions and methods for treating bone deficit conditions |
| US6225329B1 (en) | 1998-03-12 | 2001-05-01 | Novo Nordisk A/S | Modulators of protein tyrosine phosphatases (PTPases) |
| EP1147094A1 (en) * | 1999-01-15 | 2001-10-24 | Novo Nordisk A/S | Non-peptide glp-1 agonists |
| JP2000309585A (ja) * | 1999-02-26 | 2000-11-07 | Kyorin Pharmaceut Co Ltd | 6−置換ヘテロキノリンカルボン酸誘導体とその付加塩及びそれらの製造方法 |
| GB0109103D0 (en) * | 2001-04-11 | 2001-05-30 | Pfizer Ltd | Novel compounds |
-
2002
- 2002-04-04 EP EP02725526A patent/EP1372654A4/en not_active Withdrawn
- 2002-04-04 WO PCT/US2002/010657 patent/WO2002081728A2/en not_active Ceased
- 2002-04-04 JP JP2002580090A patent/JP2004526756A/ja active Pending
- 2002-04-04 AU AU2002256085A patent/AU2002256085A1/en not_active Abandoned
- 2002-04-04 US US10/474,084 patent/US7087758B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006503094A (ja) * | 2002-10-16 | 2006-01-26 | スミスクライン ビーチャム コーポレーション | 化合物 |
| JP2009510113A (ja) * | 2005-09-30 | 2009-03-12 | ブリストル−マイヤーズ スクイブ カンパニー | Metキナーゼインヒビター |
| JP2012520249A (ja) * | 2009-03-12 | 2012-09-06 | グリュネンタール・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | Kcnq2/3モジュレータとしての置換された2−メルカプトキノリン−3−カルボキサミド |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002081728A3 (en) | 2002-11-21 |
| WO2002081728A2 (en) | 2002-10-17 |
| EP1372654A2 (en) | 2004-01-02 |
| EP1372654A4 (en) | 2007-10-03 |
| AU2002256085A1 (en) | 2002-10-21 |
| US20050043352A1 (en) | 2005-02-24 |
| US7087758B2 (en) | 2006-08-08 |
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