MXPA01002175A - Derivados de quinazolina como medicamentos. - Google Patents
Derivados de quinazolina como medicamentos.Info
- Publication number
- MXPA01002175A MXPA01002175A MXPA01002175A MXPA01002175A MXPA01002175A MX PA01002175 A MXPA01002175 A MX PA01002175A MX PA01002175 A MXPA01002175 A MX PA01002175A MX PA01002175 A MXPA01002175 A MX PA01002175A MX PA01002175 A MXPA01002175 A MX PA01002175A
- Authority
- MX
- Mexico
- Prior art keywords
- quinazoline
- alkyl
- pyridylamino
- substituents
- independently
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims description 10
- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 title description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 103
- 125000001424 substituent group Chemical group 0.000 claims abstract description 64
- 102000004887 Transforming Growth Factor beta Human genes 0.000 claims abstract description 44
- 108090001012 Transforming Growth Factor beta Proteins 0.000 claims abstract description 44
- ZRKFYGHZFMAOKI-QMGMOQQFSA-N tgfbeta Chemical compound C([C@H](NC(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCSC)C(C)C)[C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](C)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O)C1=CC=C(O)C=C1 ZRKFYGHZFMAOKI-QMGMOQQFSA-N 0.000 claims abstract description 41
- 125000003118 aryl group Chemical group 0.000 claims abstract description 39
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 8
- -1 aryl alkylaryl Chemical group 0.000 claims description 65
- 125000000217 alkyl group Chemical group 0.000 claims description 47
- 230000000694 effects Effects 0.000 claims description 43
- 125000005843 halogen group Chemical group 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 22
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 125000000304 alkynyl group Chemical group 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 11
- 125000005842 heteroatom Chemical group 0.000 claims description 11
- 125000002252 acyl group Chemical group 0.000 claims description 10
- 125000003435 aroyl group Chemical group 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000001041 indolyl group Chemical group 0.000 claims description 6
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 125000002950 monocyclic group Chemical group 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 230000002452 interceptive effect Effects 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- ISVKZMKGDXSOHM-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound C1=CC(F)=CC=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 ISVKZMKGDXSOHM-UHFFFAOYSA-N 0.000 claims description 3
- QGWNGFYEPGNYNY-UHFFFAOYSA-N 2-phenyl-n-pyridin-4-ylquinazolin-4-amine Chemical compound N=1C(C=2C=CC=CC=2)=NC2=CC=CC=C2C=1NC1=CC=NC=C1 QGWNGFYEPGNYNY-UHFFFAOYSA-N 0.000 claims description 3
- 125000005251 aryl acyl group Chemical group 0.000 claims description 3
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 3
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 3
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 3
- 125000002541 furyl group Chemical group 0.000 claims description 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000005956 isoquinolyl group Chemical group 0.000 claims description 3
- 125000002971 oxazolyl group Chemical group 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 3
- 125000005493 quinolyl group Chemical group 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000001544 thienyl group Chemical group 0.000 claims description 3
- ZVGAQVAHOPFEJQ-UHFFFAOYSA-N 2-(2-fluorophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound FC1=CC=CC=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 ZVGAQVAHOPFEJQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- UKTAMAPHRYOUJF-UHFFFAOYSA-N 2-(2,6-dibromophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound BrC1=CC=CC(Br)=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 UKTAMAPHRYOUJF-UHFFFAOYSA-N 0.000 claims 1
- YOOMHBKQLQDQNP-UHFFFAOYSA-N 2-(2,6-dichlorophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound ClC1=CC=CC(Cl)=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 YOOMHBKQLQDQNP-UHFFFAOYSA-N 0.000 claims 1
- NZFSBHMJKSDUJJ-UHFFFAOYSA-N 2-(2-bromophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound BrC1=CC=CC=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 NZFSBHMJKSDUJJ-UHFFFAOYSA-N 0.000 claims 1
- GFAMVEXIOQUVBP-UHFFFAOYSA-N 2-(2-chlorophenyl)-n-pyridin-4-ylquinazolin-4-amine Chemical compound ClC1=CC=CC=C1C1=NC(NC=2C=CN=CC=2)=C(C=CC=C2)C2=N1 GFAMVEXIOQUVBP-UHFFFAOYSA-N 0.000 claims 1
- HVFQVBSNHDYUFU-UHFFFAOYSA-N 2-(2-fluorophenyl)-4-n-pyridin-4-ylquinazoline-4,6-diamine Chemical compound C12=CC(N)=CC=C2N=C(C=2C(=CC=CC=2)F)N=C1NC1=CC=NC=C1 HVFQVBSNHDYUFU-UHFFFAOYSA-N 0.000 claims 1
- KWBWEHKATKLMFL-UHFFFAOYSA-N 2-(2-fluorophenyl)-4-n-pyridin-4-ylquinazoline-4,7-diamine Chemical compound N=1C(C=2C(=CC=CC=2)F)=NC2=CC(N)=CC=C2C=1NC1=CC=NC=C1 KWBWEHKATKLMFL-UHFFFAOYSA-N 0.000 claims 1
- URDICAFRQWPDGT-UHFFFAOYSA-N 2-(2-fluorophenyl)-6,7-dimethoxy-n-pyridin-4-ylquinazolin-4-amine Chemical compound C=12C=C(OC)C(OC)=CC2=NC(C=2C(=CC=CC=2)F)=NC=1NC1=CC=NC=C1 URDICAFRQWPDGT-UHFFFAOYSA-N 0.000 claims 1
- FREPRBGKBRCENL-UHFFFAOYSA-N 2-(2-fluorophenyl)-6-n-[(3-methoxyphenyl)methyl]-4-n-pyridin-4-ylquinazoline-4,6-diamine Chemical compound COC1=CC=CC(CNC=2C=C3C(NC=4C=CN=CC=4)=NC(=NC3=CC=2)C=2C(=CC=CC=2)F)=C1 FREPRBGKBRCENL-UHFFFAOYSA-N 0.000 claims 1
- VZEZHGMMOHNBQJ-UHFFFAOYSA-N 2-(2-fluorophenyl)-6-n-[(4-methoxyphenyl)methyl]-4-n-pyridin-4-ylquinazoline-4,6-diamine Chemical compound C1=CC(OC)=CC=C1CNC1=CC=C(N=C(N=C2NC=3C=CN=CC=3)C=3C(=CC=CC=3)F)C2=C1 VZEZHGMMOHNBQJ-UHFFFAOYSA-N 0.000 claims 1
- VSDBMQKTNZZXMO-UHFFFAOYSA-N 2-(2-fluorophenyl)-6-n-[(4-methylsulfanylphenyl)methyl]-4-n-pyridin-4-ylquinazoline-4,6-diamine Chemical compound C1=CC(SC)=CC=C1CNC1=CC=C(N=C(N=C2NC=3C=CN=CC=3)C=3C(=CC=CC=3)F)C2=C1 VSDBMQKTNZZXMO-UHFFFAOYSA-N 0.000 claims 1
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Landscapes
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/141,916 US6184226B1 (en) | 1998-08-28 | 1998-08-28 | Quinazoline derivatives as inhibitors of P-38 α |
| PCT/US1999/019846 WO2000012497A2 (en) | 1998-08-28 | 1999-08-27 | Quinazoline derivatives as medicaments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA01002175A true MXPA01002175A (es) | 2003-07-14 |
Family
ID=22497802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA01002175A MXPA01002175A (es) | 1998-08-28 | 1999-08-27 | Derivados de quinazolina como medicamentos. |
Country Status (14)
| Country | Link |
|---|---|
| US (7) | US6184226B1 (https=) |
| EP (1) | EP1107959B1 (https=) |
| JP (1) | JP2002523502A (https=) |
| KR (1) | KR20010083874A (https=) |
| CN (1) | CN1152867C (https=) |
| AT (1) | ATE342256T1 (https=) |
| AU (1) | AU771947B2 (https=) |
| BR (1) | BR9913648A (https=) |
| CA (1) | CA2342250A1 (https=) |
| DE (1) | DE69933573T2 (https=) |
| ES (1) | ES2274642T3 (https=) |
| IL (1) | IL141723A0 (https=) |
| MX (1) | MXPA01002175A (https=) |
| WO (1) | WO2000012497A2 (https=) |
Families Citing this family (292)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6858617B2 (en) | 1998-05-26 | 2005-02-22 | Smithkline Beecham Corporation | Substituted imidazole compounds |
| CA2341370A1 (en) | 1998-08-20 | 2000-03-02 | Smithkline Beecham Corporation | Novel substituted triazole compounds |
| US6184226B1 (en) * | 1998-08-28 | 2001-02-06 | Scios Inc. | Quinazoline derivatives as inhibitors of P-38 α |
| DE69914357T2 (de) | 1998-11-04 | 2004-11-11 | Smithkline Beecham Corp. | Pyridin-4-yl oder pyrimidin-4-yl substituierte pyrazine |
| EP1158985B1 (en) | 1999-01-13 | 2011-12-28 | Bayer HealthCare LLC | OMEGA-CARBOXY ARYL SUBSTITUTED DIPHENYL UREAS AS p38 KINASE INHIBITORS |
| US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| PT1154774E (pt) | 1999-02-10 | 2005-10-31 | Astrazeneca Ab | Derivados de quinazolina como inibidores de angiogenese |
| AU779908B2 (en) | 1999-09-10 | 2005-02-17 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| US6759410B1 (en) * | 1999-11-23 | 2004-07-06 | Smithline Beecham Corporation | 3,4-dihydro-(1H)-quinazolin-2-ones and their use as CSBP/p38 kinase inhibitors |
| EP1233950B1 (en) | 1999-11-23 | 2005-10-05 | Smithkline Beecham Corporation | 3,4-DIHYDRO-(1H)QUINAZOLIN-2-ONE COMPOUNDS AS CSBP/P39 kINASE INHIBITORS |
| JP2003514900A (ja) | 1999-11-23 | 2003-04-22 | スミスクライン・ビーチャム・コーポレイション | ＣＳＢＰ／ｐ３８キナーゼ阻害剤としての３，４−ジヒドロ−（１Ｈ）−キナゾリン−２−オン化合物 |
| ATE281439T1 (de) | 1999-11-23 | 2004-11-15 | Smithkline Beecham Corp | 3,4-dihydro-(1h)chinazolin-2-on-verbindungen als csbp/p38-kinase-inhibitoren |
| US7235551B2 (en) * | 2000-03-02 | 2007-06-26 | Smithkline Beecham Corporation | 1,5-disubstituted-3,4-dihydro-1h-pyrimido[4,5-d]pyrimidin-2-one compounds and their use in treating csbp/p38 kinase mediated diseases |
| ES2267748T3 (es) | 2000-04-07 | 2007-03-16 | Astrazeneca Ab | Compuestos de quinazolina. |
| WO2002012226A1 (en) | 2000-08-09 | 2002-02-14 | Astrazeneca Ab | Quinoline derivatives having vegf inhibiting activity |
| PE20020506A1 (es) | 2000-08-22 | 2002-07-09 | Glaxo Group Ltd | Derivados de pirazol fusionados como inhibidores de la proteina cinasa |
| CA2420122A1 (en) * | 2000-08-31 | 2002-03-07 | F. Hoffmann-La Roche Ag | 7-oxo pyridopyrimidines |
| US6660731B2 (en) | 2000-09-15 | 2003-12-09 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| WO2002022605A1 (en) | 2000-09-15 | 2002-03-21 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| US7473691B2 (en) * | 2000-09-15 | 2009-01-06 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| SI1318997T1 (sl) | 2000-09-15 | 2006-12-31 | Vertex Pharma | Pirazolne spojine, uporabne kot inhibitorji protein-kinaze |
| EP1318985A2 (en) * | 2000-09-20 | 2003-06-18 | MERCK PATENT GmbH | 4-amino-quinazolines |
| JP2004509876A (ja) * | 2000-09-20 | 2004-04-02 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | ４−アミノ−キナゾリン |
| CN100525768C (zh) * | 2000-10-23 | 2009-08-12 | 史密丝克莱恩比彻姆公司 | 新化合物 |
| SE0004054D0 (sv) * | 2000-11-06 | 2000-11-06 | Astrazeneca Ab | N-type calcium channel antagonists for the treatment of pain |
| US6867300B2 (en) | 2000-11-17 | 2005-03-15 | Bristol-Myers Squibb Company | Methods for the preparation of pyrrolotriazine compounds useful as kinase inhibitors |
| US6670357B2 (en) * | 2000-11-17 | 2003-12-30 | Bristol-Myers Squibb Company | Methods of treating p38 kinase-associated conditions and pyrrolotriazine compounds useful as kinase inhibitors |
| US6620482B2 (en) * | 2000-11-30 | 2003-09-16 | Avturf Llc | Safety system for airports and airfields |
| WO2002103115A2 (en) * | 2000-11-30 | 2002-12-27 | Avturf L.L.C. | Artificial turf for an airport filed |
| US6989385B2 (en) * | 2000-12-21 | 2006-01-24 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| JP2004521901A (ja) * | 2001-02-02 | 2004-07-22 | グラクソ グループ リミテッド | Ｔｇｆ阻害剤としてのピラゾール |
| GB0102668D0 (en) * | 2001-02-02 | 2001-03-21 | Glaxo Group Ltd | Compounds |
| ATE291020T1 (de) * | 2001-02-02 | 2005-04-15 | Smithkline Beecham Corp | Pyrazolderivate gegen tgf überexprimierung |
| UY27224A1 (es) * | 2001-03-23 | 2002-10-31 | Bayer Corp | Inhibidores de la rho-quinasa |
| PE20020958A1 (es) * | 2001-03-23 | 2002-11-14 | Bayer Corp | Inhibidores de la rho-quinasa |
| CA2444882A1 (en) | 2001-04-30 | 2002-11-07 | Vertex Pharmaceuticals Incorporated | Inhibitors of gsk-3 and crystal structures of gsk-3.beta. protein and protein complexes |
| US7132427B2 (en) * | 2001-06-21 | 2006-11-07 | Ariad Pharmaceuticals, Inc. | Quinazolines and uses thereof |
| WO2003000011A2 (en) * | 2001-06-21 | 2003-01-03 | Ariad Pharmaceuticals, Inc. | Novel pyridopyrimidines and uses thereof |
| CA2450562A1 (en) | 2001-06-22 | 2003-01-03 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| US7829566B2 (en) * | 2001-09-17 | 2010-11-09 | Werner Mederski | 4-amino-quinazolines |
| NZ532310A (en) | 2001-10-05 | 2007-02-23 | Combinatorx Inc | Combinations comprising a tetra-substituted pyrimidopyrimidine and a corticosteroid for the treatment of immunoinflammatory disorders |
| GB0124939D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124931D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124938D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124934D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124941D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124932D0 (en) * | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124933D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124936D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| AR037641A1 (es) * | 2001-12-05 | 2004-11-17 | Tularik Inc | Moduladores de inflamacion |
| US20030187026A1 (en) * | 2001-12-13 | 2003-10-02 | Qun Li | Kinase inhibitors |
| JP4505228B2 (ja) * | 2002-01-10 | 2010-07-21 | バイエル・シェーリング・ファルマ・アクチェンゲゼルシャフト | Ｒｈｏ−キナーゼ阻害剤 |
| EP1470121B1 (en) * | 2002-01-23 | 2012-07-11 | Bayer HealthCare LLC | Pyrimidine derivatives as rho-kinase inhibitors |
| MXPA04007196A (es) * | 2002-01-23 | 2005-06-08 | Bayer Pharmaceuticals Corp | Inhibidores de rho-quinasa. |
| SI1474420T1 (sl) | 2002-02-01 | 2012-06-29 | Astrazeneca Ab | Spojine kinazolina |
| WO2003066629A2 (en) * | 2002-02-06 | 2003-08-14 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds useful as inhibitors of gsk-3 |
| SI1478358T1 (sl) | 2002-02-11 | 2013-09-30 | Bayer Healthcare Llc | Sorafenib tozilat za zdravljenje bolezni, značilnih po abnormalni angiogenezi |
| ATE375980T1 (de) | 2002-02-12 | 2007-11-15 | Smithkline Beecham Corp | Nicotinamide und deren verwendung als p38 inhibitoren |
| US20040009981A1 (en) * | 2002-03-15 | 2004-01-15 | David Bebbington | Compositions useful as inhibitors of protein kinases |
| US7645878B2 (en) * | 2002-03-22 | 2010-01-12 | Bayer Healthcare Llc | Process for preparing quinazoline Rho-kinase inhibitors and intermediates thereof |
| US6900208B2 (en) | 2002-03-28 | 2005-05-31 | Bristol Myers Squibb Company | Pyrrolopyridazine compounds and methods of use thereof for the treatment of proliferative disorders |
| 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 |
| CA2479520A1 (en) * | 2002-04-05 | 2003-10-16 | Birgit Jung | P38 kinase inhibitors for treating mucus hypersecretion_ |
| US20030220336A1 (en) * | 2002-04-05 | 2003-11-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Method of treating mucus hypersecretion |
| US20030225089A1 (en) * | 2002-04-10 | 2003-12-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on anticholinergics and p38 kinase inhibitors |
| KR20040103972A (ko) * | 2002-04-19 | 2004-12-09 | 스미스클라인 비참 코포레이션 | 신규 화합물 |
| PT1497019E (pt) * | 2002-04-23 | 2015-09-10 | Bristol Myers Squibb Co | Compostos de pirrolotriazina anilina úteis como inibidores de quinase |
| TW200306841A (en) * | 2002-04-23 | 2003-12-01 | Bristol Myers Squibb Co | Aryl ketone pyrrolo-triazine compounds useful as kinase inhibitors |
| US7388009B2 (en) * | 2002-04-23 | 2008-06-17 | Bristol-Myers Squibb Company | Heteroaryl-substituted pyrrolo-triazine compounds useful as kinase inhibitors |
| AU2003229305A1 (en) * | 2002-05-17 | 2003-12-02 | Scios, Inc. | TREATMENT OF FIBROPROLIFERATIVE DISORDERS USING TGF-Beta INHIBITORS |
| TW200400034A (en) * | 2002-05-20 | 2004-01-01 | Bristol Myers Squibb Co | Pyrazolo-pyrimidine aniline compounds useful as kinase inhibitors |
| MY141867A (en) | 2002-06-20 | 2010-07-16 | Vertex Pharma | Substituted pyrimidines useful as protein kinase inhibitors |
| ES2278170T3 (es) | 2002-07-09 | 2007-08-01 | BOEHRINGER INGELHEIM PHARMA GMBH & CO.KG | Composiciones farmaceuticas de anticolinergicos e inhibidores de la quinasa p38 en el tratamiento de enfermedades respiratorias. |
| US20040044020A1 (en) * | 2002-07-09 | 2004-03-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on novel anticholinergics and p38 kinase inhibitors |
| US7576074B2 (en) | 2002-07-15 | 2009-08-18 | Rice Kenneth D | Receptor-type kinase modulators and methods of use |
| US6872724B2 (en) | 2002-07-24 | 2005-03-29 | Merck & Co., Inc. | Polymorphs with tyrosine kinase activity |
| EP1575506A4 (en) * | 2002-07-25 | 2008-04-23 | Scios Inc | METHOD FOR IMPROVING LUNG FUNCTION WITH TGF-BETA INHIBITORS |
| US20040146509A1 (en) * | 2002-07-25 | 2004-07-29 | Zhihe Li | Methods for improvement of lung function using TGF-beta inhibitors |
| GB0217757D0 (en) | 2002-07-31 | 2002-09-11 | Glaxo Group Ltd | Novel compounds |
| CN1319968C (zh) | 2002-08-02 | 2007-06-06 | 沃泰克斯药物股份有限公司 | 用作gsk－3的抑制剂的吡唑组合物 |
| WO2004018430A1 (ja) * | 2002-08-23 | 2004-03-04 | Kirin Beer Kabushiki Kaisha | ＴＧＦβ阻害活性を有する化合物およびそれを含んでなる医薬組成物 |
| US20060258692A1 (en) * | 2002-10-31 | 2006-11-16 | Mark Pines | Quinazolinone compositions for regulation of gene expression related to pathological processes |
| WO2004047818A2 (en) * | 2002-11-22 | 2004-06-10 | Scios, Inc. | USE OF TFG-β INHIBITORSTO COUNTERACT PATHOLOGIC CHANGES IN THE LEVEL OR FUNCTION OF STEROID/THYROID RECEPTORS |
| WO2004048930A2 (en) * | 2002-11-22 | 2004-06-10 | Scios, Inc. | METHOD FOR COUNTERACTING A PATHOLOGIC CHANGE IN THE ß-ADRENERGIC PATHWAY |
| AU2003297460A1 (en) * | 2002-12-19 | 2004-07-14 | Scios, Inc. | TREATMENT OF OBESITY AND ASSOCIATED CONDITIONS WITH TGF-Beta INHIBITORS |
| AU2003290279A1 (en) * | 2002-12-23 | 2004-07-14 | Astrazeneca Ab | Quinazoline derivatives |
| WO2004065392A1 (en) * | 2003-01-24 | 2004-08-05 | Smithkline Beecham Corporation | Condensed pyridines and pyrimidines and their use as alk-5 receptor ligands |
| US7601718B2 (en) * | 2003-02-06 | 2009-10-13 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of protein kinases |
| CL2004000409A1 (es) * | 2003-03-03 | 2005-01-07 | Vertex Pharma | Compuestos derivados de 2-(cilo sustituido)-1-(amino u oxi sustituido)-quinazolina, inhibidores de canales ionicos de sodio y calcio dependientes de voltaje; composicion farmaceutica; y uso del compuesto en el tratamiento de dolor agudo, cronico, neu |
| US7713983B2 (en) * | 2003-03-03 | 2010-05-11 | Vertex Pharmaceuticals Incorporated | Quinazolines useful as modulators of ion channels |
| DE602004014347D1 (de) * | 2003-03-12 | 2008-07-24 | Millennium Pharm Inc | Chinazolin-derivate als tgf-beta-inhibitoren |
| US7030112B2 (en) | 2003-03-25 | 2006-04-18 | Bristol-Myers Squibb Company | Pyrrolopyridazine compounds and methods of use thereof for the treatment of proliferative disorders |
| US7223766B2 (en) | 2003-03-28 | 2007-05-29 | Scios, Inc. | Bi-cyclic pyrimidine inhibitors of TGFβ |
| GB0307333D0 (en) * | 2003-03-29 | 2003-05-07 | Astrazeneca Ab | Therapeutic agent |
| GB0308186D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| GB0308185D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| JP4895806B2 (ja) * | 2003-04-09 | 2012-03-14 | エクセリクシス， インク． | Ｔｉｅ−２モジュレータと使用方法 |
| GB0308201D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| JP2006523638A (ja) * | 2003-04-16 | 2006-10-19 | エフ．ホフマン−ラ ロシュ アーゲー | キナゾリン化合物 |
| EP1636585B2 (en) | 2003-05-20 | 2012-06-13 | Bayer HealthCare LLC | Diaryl ureas with kinase inhibiting activity |
| TWI328009B (en) | 2003-05-21 | 2010-08-01 | Glaxo Group Ltd | Quinoline derivatives as phosphodiesterase inhibitors |
| US7652044B2 (en) | 2003-06-03 | 2010-01-26 | Novartis A.G. | P-38 inhibitors |
| CA2535980A1 (en) * | 2003-06-06 | 2005-01-06 | The Trustees Of The University Of Pennsylvania | P38 kinase inhibitor compositions and methods of use |
| ES2389258T3 (es) | 2003-06-17 | 2012-10-24 | Millennium Pharmaceuticals, Inc. | Composiciones y métodos para inhibir TGF-s |
| PL2298743T3 (pl) | 2003-06-26 | 2013-02-28 | Novartis Ag | Inhibitory kinaz P38 na bazie 5-członowych heterocykli |
| WO2006074147A2 (en) | 2005-01-03 | 2006-07-13 | Myriad Genetics, Inc. | Nitrogen containing bicyclic compounds and therapeutical use thereof |
| AU2004253967B2 (en) * | 2003-07-03 | 2010-02-18 | Cytovia, Inc. | 4-arylamino-quinazolines as activators of caspases and inducers of apoptosis |
| US8309562B2 (en) | 2003-07-03 | 2012-11-13 | Myrexis, Inc. | Compounds and therapeutical use thereof |
| EP1687284B1 (en) * | 2003-07-25 | 2008-10-29 | Novartis AG | p-38 KINASE INHIBITORS |
| GB0317665D0 (en) | 2003-07-29 | 2003-09-03 | Astrazeneca Ab | Qinazoline derivatives |
| GB0318814D0 (en) | 2003-08-11 | 2003-09-10 | Smithkline Beecham Corp | Novel compounds |
| ATE395346T1 (de) | 2003-09-16 | 2008-05-15 | Astrazeneca Ab | Chinazolinderivate als tyrosinkinaseinhibitoren |
| WO2005030091A2 (en) * | 2003-09-25 | 2005-04-07 | Scios Inc. | Stents and intra-luminal prostheses containing map kinase inhibitors |
| EP2210607B1 (en) * | 2003-09-26 | 2011-08-17 | Exelixis Inc. | N-[3-fluoro-4-({6-(methyloxy)-7-[(3-morpholin-4-ylpropyl)oxy]quinolin-4-yl}oxy)phenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide for the treatment of cancer |
| WO2005032481A2 (en) * | 2003-09-30 | 2005-04-14 | Scios Inc. | Quinazoline derivatives as medicaments |
| TW200517114A (en) | 2003-10-15 | 2005-06-01 | Combinatorx Inc | Methods and reagents for the treatment of immunoinflammatory disorders |
| US7419978B2 (en) | 2003-10-22 | 2008-09-02 | Bristol-Myers Squibb Company | Phenyl-aniline substituted bicyclic compounds useful as kinase inhibitors |
| US7901753B2 (en) * | 2003-11-12 | 2011-03-08 | Avturf L.L.C. | Synthetic runway surface system |
| EP1684762A4 (en) * | 2003-11-13 | 2009-06-17 | Ambit Biosciences Corp | UREA DERIVATIVES AS MODULATORS OF KINASE |
| US7592340B2 (en) * | 2003-12-04 | 2009-09-22 | Vertex Pharmaceuticals Incorporated | Quinoxalines useful as inhibitors of protein kinases |
| AU2004298486A1 (en) | 2003-12-12 | 2005-06-30 | Wyeth | Quinolines useful in treating cardiovascular disease |
| AP2006003632A0 (en) * | 2003-12-16 | 2006-06-30 | Pfizer Prod Inc | Pyridol[2,3-D] pyrimidine-2,4-Diamines as PDE 2 inhibitors |
| GB0330002D0 (en) | 2003-12-24 | 2004-01-28 | Astrazeneca Ab | Quinazoline derivatives |
| MXPA06008157A (es) * | 2003-12-24 | 2007-09-07 | Johnson & Johnson | Tratamiento de gliomas malignos con inhibidores de factor de crecimiento transformante-beta. |
| JP4121026B2 (ja) * | 2004-01-21 | 2008-07-16 | 富士フイルム株式会社 | 撮像装置および方法並びにプログラム |
| GB0402143D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| US7687502B2 (en) * | 2004-03-23 | 2010-03-30 | Banyu Pharmaceutical Co., Ltd. | Substituted quinazoline or pyridopyrimidine derivative |
| AU2005264998A1 (en) * | 2004-06-17 | 2006-01-26 | Wyeth | The present invention relates to methods of making Gonadotropin Releasing Hormone ('GnRH') (also known as Leutinizing Hormone Releasing Hormone) receptor antagonists |
| KR20070027584A (ko) * | 2004-06-17 | 2007-03-09 | 와이어쓰 | 고나도트로핀 방출 호르몬 수용체 길항제 |
| US20050282756A1 (en) * | 2004-06-18 | 2005-12-22 | Mehta Nozer M | Oral delivery of peptide pharmaceutical compositions |
| US20070244114A1 (en) * | 2004-07-06 | 2007-10-18 | Myriad Genetics, Incorporated | Compounds and therapeutical use thereof |
| US7504521B2 (en) | 2004-08-05 | 2009-03-17 | Bristol-Myers Squibb Co. | Methods for the preparation of pyrrolotriazine compounds |
| US20060035893A1 (en) | 2004-08-07 | 2006-02-16 | Boehringer Ingelheim International Gmbh | Pharmaceutical compositions for treatment of respiratory and gastrointestinal disorders |
| TW200618803A (en) | 2004-08-12 | 2006-06-16 | Bristol Myers Squibb Co | Process for preparing pyrrolotriazine aniline compounds useful as kinase inhibitors |
| US7928107B2 (en) * | 2004-09-02 | 2011-04-19 | Vertex Pharmaceuticals Incorporated | Quinazolines useful as modulators of ion channels |
| US7718658B2 (en) * | 2004-09-02 | 2010-05-18 | Vertex Pharmaceuticals Incorporated | Quinazolines useful as modulators of ion channels |
| CN101084007A (zh) * | 2004-09-22 | 2007-12-05 | 金齐姆公司 | TGF－β拮抗剂限制免疫抑制剂肾毒性的用途 |
| KR20070058602A (ko) * | 2004-09-30 | 2007-06-08 | 티보텍 파마슈티칼즈 리미티드 | Ｈｃｖ 저해 바이-사이클릭 피리미딘 |
| US20080051416A1 (en) * | 2004-10-05 | 2008-02-28 | Smithkline Beecham Corporation | Novel Compounds |
| WO2006044433A2 (en) * | 2004-10-13 | 2006-04-27 | The Ohio State University Research Foundation | Methods to treat or prevent viral-associated lymphoproliferative disorders |
| CA2587853A1 (en) * | 2004-11-23 | 2006-06-01 | Wyeth | Gonadotropin releasing hormone receptor antagonists |
| WO2006058201A2 (en) * | 2004-11-23 | 2006-06-01 | Reddy Us Therapeutics, Inc. | Heterocyclic and bicyclic compounds, compositions and methods |
| ATE549314T1 (de) * | 2004-12-17 | 2012-03-15 | Vertex Pharma | Verfahren zur herstellung von 4-aminochinazolinen |
| PE20060777A1 (es) | 2004-12-24 | 2006-10-06 | Boehringer Ingelheim Int | Derivados de indolinona para el tratamiento o la prevencion de enfermedades fibroticas |
| GB0428475D0 (en) * | 2004-12-30 | 2005-02-02 | 4 Aza Bioscience Nv | Pyrido(3,2-D)pyrimidine derivatives and pharmaceutical compositions useful as medicines for the treatment of autoimmune disorders |
| KR20060079121A (ko) * | 2004-12-31 | 2006-07-05 | 에스케이케미칼주식회사 | 당뇨 및 비만 치료예방에 유효한 퀴나졸린 유도체 |
| US8258145B2 (en) * | 2005-01-03 | 2012-09-04 | Myrexis, Inc. | Method of treating brain cancer |
| US20060178388A1 (en) | 2005-02-04 | 2006-08-10 | Wrobleski Stephen T | Phenyl-substituted pyrimidine compounds useful as kinase inhibitors |
| US7582634B2 (en) * | 2005-02-18 | 2009-09-01 | Wyeth | 7-substituted imidazo[4,5-c]pyridine antagonists of gonadotropin releasing hormone receptor |
| US7538113B2 (en) * | 2005-02-18 | 2009-05-26 | Wyeth | 4-substituted imidazo[4,5-c]pyridine antagonists of gonadotropin releasing hormone receptor |
| US7534796B2 (en) * | 2005-02-18 | 2009-05-19 | Wyeth | Imidazo[4,5-b]pyridine antagonists of gonadotropin releasing hormone receptor |
| US20060189619A1 (en) * | 2005-02-24 | 2006-08-24 | Wyeth | 3-({4-[2-(4-Tert-butylphenyl)-1h-benzimidazol-4-yl]piperazin-1-yl}methyl)pyrido[2,3-b]]pyrazi ne compounds |
| WO2006097441A1 (en) * | 2005-03-14 | 2006-09-21 | Neurosearch A/S | Potassium channel modulating agents and their medical use |
| US8030318B2 (en) * | 2005-03-25 | 2011-10-04 | Tibotec Pharmaceuticals Ltd. | Fused bicyclic inhibitors of HCV |
| WO2006105222A2 (en) * | 2005-03-25 | 2006-10-05 | Scios Inc. | Carboxamide inhibitors of tgfb |
| US20080096905A1 (en) * | 2005-03-25 | 2008-04-24 | Glaxo Group Limited | Process For Preparing Pyrido[2,3-D]Pyrimidin-7-One And 3,4-Dihydropyrimido{4,5-D}Pyrimidin-2(1H)-One Derivatives |
| PE20061193A1 (es) * | 2005-03-25 | 2006-12-02 | Glaxo Group Ltd | DERIVADOS DE 3,4-DIHIDROPIRIMIDO[4,5-d]PIRIMIDIN-2-[1H]-0NA COMO INHIBIDORES DE QUINASA p38 |
| MY145343A (en) * | 2005-03-25 | 2012-01-31 | Glaxo Group Ltd | Novel compounds |
| CN101189234B (zh) * | 2005-03-25 | 2011-08-17 | 泰博特克药品有限公司 | Hcv的杂二环抑制剂 |
| US7423042B2 (en) * | 2005-03-25 | 2008-09-09 | Glaxo Group Limited | Compounds |
| US20060235020A1 (en) * | 2005-04-18 | 2006-10-19 | Soojin Kim | Process for preparing salts of 4-[[5-[(cyclopropylamino)carbonyl]-2-methylphenyl]amino]-5-methyl-N-propylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide and novel stable forms produced therein |
| TW200716631A (en) | 2005-05-12 | 2007-05-01 | Tibotec Pharm Ltd | Pyrido[2,3-d]pyrimidines useful as HCV inhibitors, and methods for the preparation thereof |
| AR056347A1 (es) | 2005-05-12 | 2007-10-03 | Tibotec Pharm Ltd | Uso de compuestos de pteridina para fabricar medicamentos y composiciones farmaceuticas |
| CN101171014B (zh) * | 2005-05-12 | 2012-02-15 | 泰博特克药品有限公司 | 可用作hcv抑制剂的蝶啶类物质及其制备方法 |
| US7531542B2 (en) | 2005-05-18 | 2009-05-12 | Wyeth | Benzooxazole and benzothiazole antagonists of gonadotropin releasing hormone receptor |
| US7582636B2 (en) * | 2005-05-26 | 2009-09-01 | Wyeth | Piperazinylimidazopyridine and piperazinyltriazolopyridine antagonists of Gonadotropin Releasing Hormone receptor |
| GB0512429D0 (en) * | 2005-06-17 | 2005-07-27 | Smithkline Beecham Corp | Novel compound |
| UA95244C2 (ru) | 2005-06-22 | 2011-07-25 | Плексикон, Инк. | Соединения и способ модулирования активности киназ, и показания для их применения |
| AU2006261607A1 (en) | 2005-06-24 | 2006-12-28 | Gilead Sciences, Inc. | Pyrido(3,2-d)pyrimidines and pharmaceutical compositions useful for treating hepatitis C. |
| AU2006286654A1 (en) | 2005-07-27 | 2007-03-08 | F. Hoffmann-La Roche Ag | 4-aryloxy quinoline derivatives as 5-HT6 modulators |
| US7473784B2 (en) | 2005-08-01 | 2009-01-06 | Bristol-Myers Squibb Company | Benzothiazole and azabenzothiazole compounds useful as kinase inhibitors |
| ATE542814T1 (de) * | 2005-08-18 | 2012-02-15 | Vertex Pharma | Pyrazinkinaseinhibitoren |
| AU2006201635A1 (en) * | 2005-10-20 | 2007-05-10 | Ludwig Institute For Cancer Research | Novel inhibitors and methods for their preparation |
| MX2008005814A (es) * | 2005-11-03 | 2008-10-15 | Vertex Pharma | Aminopirimidinas utiles como inhibidores de cinasa. |
| EP1790342A1 (de) | 2005-11-11 | 2007-05-30 | Zentaris GmbH | Pyridopyrazin-Derivate und deren Verwendung als Modulatoren der Signaltransduktionswege |
| US8217042B2 (en) | 2005-11-11 | 2012-07-10 | Zentaris Gmbh | Pyridopyrazines and their use as modulators of kinases |
| US8329646B2 (en) * | 2005-11-30 | 2012-12-11 | Nestec S.A. | Methods for the treatment of muscle loss |
| TW200804288A (en) | 2005-12-12 | 2008-01-16 | Astrazeneca Ab | Alkylsulphonamide quinolines |
| CN101330914A (zh) * | 2005-12-16 | 2008-12-24 | 爱尔康公司 | 使用alk5调节剂控制眼内压 |
| US7910595B2 (en) * | 2005-12-21 | 2011-03-22 | Abbott Laboratories | Anti-viral compounds |
| EP1979349B1 (en) * | 2005-12-21 | 2010-07-28 | Abbott Laboratories | Anti-viral compounds |
| WO2007081517A2 (en) | 2005-12-21 | 2007-07-19 | Abbott Laboratories | Anti-viral compounds |
| KR20080107408A (ko) | 2006-03-07 | 2008-12-10 | 브리스톨-마이어스 스큅 컴퍼니 | 키나제 억제제로서 유용한 피롤로트리아진 아닐린 전구약물화합물 |
| AU2007238690B2 (en) | 2006-04-12 | 2013-05-02 | Vertex Pharmaceuticals Incorporated | 4, 5-dihydro- [1, 2, 4] triazolo [4, 3-f] pteridines as protein kinase PLK1 inhibitors for the treatment of proliferative disorders |
| CN101484457B (zh) * | 2006-04-12 | 2014-09-03 | 弗特克斯药品有限公司 | 作为用于治疗增殖病症的蛋白激酶PLK1抑制剂的4,5-二氢-[1,2,4]三唑并[4,3-f]蝶啶 |
| JP2009536657A (ja) * | 2006-05-10 | 2009-10-15 | レノビス， インコーポレイテッド | イオンチャンネルリガンドとしてのアミド誘導体およびそれを用いる医薬組成物および方法 |
| US8338435B2 (en) | 2006-07-20 | 2012-12-25 | Gilead Sciences, Inc. | Substituted pyrido(3,2-D) pyrimidines and pharmaceutical compositions for treating viral infections |
| MX2009003518A (es) | 2006-10-03 | 2009-08-25 | Genzyme Corp | Uso de antagonistas de tgf-beta para tratar a los infantes en riesgo de desarrollar displasia brocopulmonar. |
| CA2665438C (en) * | 2006-10-04 | 2014-12-02 | Tibotec Pharmaceuticals Ltd. | Carboxamide 4-[(4-pyridyl)amino]pyrimidines useful as hcv inhibitors |
| EP2083816A2 (en) | 2006-10-27 | 2009-08-05 | Brystol-Myers Squibb Company | Heterocyclic amide compounds useful as kinase inhibitors |
| CA2668429A1 (en) * | 2006-11-02 | 2008-05-15 | Vertex Pharmaceuticals Incorporated | Aminopyridines and aminopyrimidines useful as inhibitors of protein kinases |
| 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 |
| US7943617B2 (en) | 2006-11-27 | 2011-05-17 | Bristol-Myers Squibb Company | Heterobicyclic compounds useful as kinase inhibitors |
| ES2446269T3 (es) | 2006-12-19 | 2014-03-06 | The Board Of Trustees Of The University Of Illinois | 3-Benzofuranil-4-indolil-maleimidas como potentes inhibidores de GSK-3 para trastornos neurodegenerativos |
| ES2347721T3 (es) * | 2006-12-19 | 2010-11-03 | Vertex Pharmaceuticals, Inc. | Aminopirimidinas utiles como inhibidores de proteina quinasas. |
| US8236950B2 (en) * | 2006-12-20 | 2012-08-07 | Abbott Laboratories | Anti-viral compounds |
| WO2008077650A1 (en) * | 2006-12-26 | 2008-07-03 | Gilead Sciences, Inc. | Pyrido(3,2-d)pyrimidines useful for treating viral infections |
| TW200840584A (en) * | 2006-12-26 | 2008-10-16 | Gilead Sciences Inc | Pyrido(3,2-d)pyrimidines useful for treating viral infections |
| WO2008077649A1 (en) * | 2006-12-26 | 2008-07-03 | Gilead Sciences, Inc. | Pyrido(3,2-d)pyrimidines useful for treating viral infectons |
| EP2114916A2 (en) * | 2007-02-02 | 2009-11-11 | NeuroSearch A/S | Pyridinyl-pyrazole derivatives and their use as potassium channel modulators |
| AU2008212999A1 (en) | 2007-02-06 | 2008-08-14 | Boehringer Ingelheim International Gmbh | Bicyclic heterocycles, drugs containing said compounds, use thereof, and method for production thereof |
| EP2137183B1 (en) * | 2007-03-09 | 2011-09-28 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as inhibitors of protein kinases |
| AU2008226457B2 (en) * | 2007-03-09 | 2014-03-20 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as inhibitors of protein kinases |
| EP2134709A1 (en) | 2007-03-09 | 2009-12-23 | Vertex Pharmaceuticals, Inc. | Aminopyridines useful as inhibitors of protein kinases |
| NZ580343A (en) | 2007-04-13 | 2012-03-30 | Vertex Pharma | Aminopyrimidines useful as kinase inhibitors |
| CA2694381A1 (en) * | 2007-05-02 | 2008-11-13 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as kinase inhibitors |
| MX2009011811A (es) * | 2007-05-02 | 2010-01-14 | Vertex Pharma | Aminopirimidinas utiles como inhibidores de cinasa. |
| JP5389785B2 (ja) | 2007-05-02 | 2014-01-15 | バーテックス ファーマシューティカルズ インコーポレイテッド | キナーゼ阻害剤として有用なチアゾールおよびピラゾール |
| EP1992344A1 (en) | 2007-05-18 | 2008-11-19 | Institut Curie | P38 alpha as a therapeutic target in pathologies linked to FGFR3 mutation |
| EP2164842A2 (en) * | 2007-05-24 | 2010-03-24 | Vertex Pharmaceuticals Incorporated | Thiazoles and pyrazoles useful as kinase inhibitors |
| UY31137A1 (es) * | 2007-06-14 | 2009-01-05 | Smithkline Beecham Corp | Derivados de quinazolina como inhibidores de la pi3 quinasa |
| WO2008157500A1 (en) * | 2007-06-17 | 2008-12-24 | Kalypsys, Inc. | Aminoquinazoline cannabinoid receptor modulators for treatment of disease |
| WO2009000085A1 (en) * | 2007-06-27 | 2008-12-31 | Painceptor Pharma Corporation | Quinoline and quinazoline derivatives useful as modulators of gated ion channels |
| NZ582879A (en) * | 2007-07-31 | 2012-03-30 | Vertex Pharma | Process for preparing 5-fluoro-1h-pyrazolo [3, 4-b] pyridin-3-amine and derivatives thereof |
| JP2011509156A (ja) | 2008-01-08 | 2011-03-24 | イェール ユニバーシティ | 血管移植片の開存性を促進するための組成物および方法 |
| SG187502A1 (en) | 2008-02-01 | 2013-02-28 | Takeda Pharmaceutical | Oxim derivatives as hsp90 inhibitors |
| US8497369B2 (en) | 2008-02-07 | 2013-07-30 | Boehringer Ingelheim International Gmbh | Spirocyclic heterocycles medicaments containing said compounds, use thereof and method for their production |
| JP5739802B2 (ja) | 2008-05-13 | 2015-06-24 | アストラゼネカ アクチボラグ | ４−（３−クロロ−２−フルオロアニリノ）−７−メトキシ−６−｛［１−（ｎ−メチルカルバモイルメチル）ピペリジン−４−イル］オキシ｝キナゾリンのフマル酸塩 |
| US20100087486A1 (en) * | 2008-05-30 | 2010-04-08 | Hiroshi Nakamura | Methods for using tgf-b receptor inhibitors or activin-like kinase (alk) 5 inhibitors a-83-01 and sb-431542 to treat eye disease and wound healing conditions |
| WO2009155389A1 (en) | 2008-06-20 | 2009-12-23 | Bristol-Myers Squibb Company | Triazolopyridine compounds useful as kinase inhibitors |
| CN102131805A (zh) | 2008-06-20 | 2011-07-20 | 百时美施贵宝公司 | 用作激酶抑制剂的咪唑并吡啶和咪唑并吡嗪化合物 |
| WO2010002998A1 (en) * | 2008-07-03 | 2010-01-07 | Gilead Sciences, Inc. | 2,4,6-TRISUBSTITUTED PYRIDO (3,2-d) PYRIMIDINES USEFUL FOR TREATING VIRAL INFECTIONS |
| EP2313397B1 (de) | 2008-08-08 | 2016-04-20 | Boehringer Ingelheim International GmbH | Cyclohexyloxy-substituierte heterocyclen, diese verbindungen enthaltende arzneimittel, deren verwendung und verfahren zu ihrer herstellung |
| BRPI0918846A2 (pt) * | 2008-09-02 | 2019-09-24 | Novartis Ag | inibidores de cinase heterocíclica |
| MX2011002312A (es) * | 2008-09-03 | 2011-04-26 | Vertex Pharma | Co-cristales y formulaciones farmaceuticas que comprenden los mismos. |
| WO2010077955A1 (en) | 2008-12-17 | 2010-07-08 | The Scripps Research Institute | Generation and maintenance of stem cells |
| NZ779754A (en) | 2009-01-16 | 2023-04-28 | Exelixis Inc | Malate salt of n-(4-{ [6,7-bis(methyloxy)quinolin-4-yl] oxy} phenyl)-n’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide, and crystalline forms thereof for the treatment of cancer |
| CN102695511A (zh) * | 2009-04-17 | 2012-09-26 | 舒玛健康系统有限责任公司 | 抑制眼部瘢痕形成的转化生长因子-β受体抑制剂的用途 |
| UA108618C2 (uk) | 2009-08-07 | 2015-05-25 | Застосування c-met-модуляторів в комбінації з темозоломідом та/або променевою терапією для лікування раку | |
| EA021113B1 (ru) | 2009-09-03 | 2015-04-30 | Бристол-Майерс Сквибб Кампани | Хиназолины в качестве ингибиторов калиевых каналов |
| CN103492391A (zh) | 2009-09-25 | 2014-01-01 | 沃泰克斯药物股份有限公司 | 用于制备用作蛋白激酶抑制剂的嘧啶衍生物的方法 |
| CN102548994A (zh) | 2009-09-25 | 2012-07-04 | 沃泰克斯药物股份有限公司 | 用于制备用作蛋白激酶抑制剂的嘧啶衍生物的方法 |
| EP2496234A1 (en) | 2009-11-07 | 2012-09-12 | Merck Patent GmbH | Heteroarylaminoquinolines as tgf-beta receptor kinase inhibitors |
| EP2528606B1 (en) | 2010-01-28 | 2014-09-24 | Alexander Levitzki | Quinazoline-based t cell proliferation inhibitors |
| SG183233A1 (en) * | 2010-02-22 | 2012-09-27 | Merck Patent Gmbh | Hetarylaminonaphthyridines |
| AU2011273931B2 (en) | 2010-06-28 | 2015-04-23 | Merck Patent Gmbh | 2,4- diaryl - substituted [1,8] naphthyridines as kinase inhibitors for use against cancer |
| US8609672B2 (en) | 2010-08-27 | 2013-12-17 | University Of The Pacific | Piperazinylpyrimidine analogues as protein kinase inhibitors |
| WO2012031057A1 (en) | 2010-09-01 | 2012-03-08 | Bristol-Myers Squibb Company | Bms- 582949 for the treatment of resistant rheumatic disease |
| WO2012079079A1 (en) * | 2010-12-10 | 2012-06-14 | President And Fellows Of Harvard College | Production of induced pluripotent stem cells |
| WO2012080729A2 (en) * | 2010-12-14 | 2012-06-21 | Electrophoretics Limited | CASEIN KINASE 1δ (CK1δ) INHIBITORS |
| ES2542647T3 (es) | 2011-03-09 | 2015-08-07 | Merck Patent Gmbh | Derivados de pirido[2,3 b]pirazina y sus usos terapéuticos |
| US9446175B2 (en) | 2011-06-03 | 2016-09-20 | Yale University | Compositions and methods for treating and preventing neointimal stenosis |
| US20140308275A1 (en) | 2011-07-27 | 2014-10-16 | Inserm (Institut National De La Sante Et De La Recherche Medicale | Methods for diagnosing and treating myhre syndrome |
| AU2011379972B2 (en) | 2011-10-26 | 2016-05-12 | Seattle Children's Research Institute | Cysteamine in the treatment of fibrotic disease |
| WO2013078286A1 (en) | 2011-11-22 | 2013-05-30 | Cornell University | Methods for stimulating hematopoietic recovery by inhibiting tgf beta signaling |
| ES2638144T3 (es) * | 2011-12-21 | 2017-10-18 | Bayer Intellectual Property Gmbh | Bencilpirazoles sustituidos |
| WO2013162027A1 (ja) | 2012-04-27 | 2013-10-31 | 学校法人 慶應義塾 | 神経分化促進剤 |
| US9145411B2 (en) | 2012-08-02 | 2015-09-29 | Asana Biosciences, Llc | Substituted amino-pyrimidine derivatives |
| KR102215272B1 (ko) * | 2012-09-28 | 2021-02-15 | 이그니타, 인코포레이티드 | 비정형 단백질 키나제 c의 아자퀴나졸린 억제제 |
| US20140128349A1 (en) * | 2012-11-02 | 2014-05-08 | Indiana University School of Medicine | Administering inhibitors of tgfbeta signaling in combination with benzothiazepine derivatives to improve muscle function in cancer patients |
| PL2970890T3 (pl) | 2013-03-14 | 2020-11-16 | The Brigham And Women's Hospital, Inc. | Kompozycje i sposoby ekspansji i hodowli nabłonkowych komórek macierzystych |
| WO2014170648A1 (en) | 2013-04-19 | 2014-10-23 | Astrazeneca Ab | A nk3 receptor antagonist compound (nk3ra) for use in a method for the treatment of polycystic ovary syndrome (pcos) |
| ES2750236T3 (es) * | 2013-12-09 | 2020-03-25 | UCB Biopharma SRL | Derivados heteroaromáticos bicíclicos condensados como moduladores de la actividad del TNF |
| PL3089971T3 (pl) | 2014-01-01 | 2021-01-25 | Medivation Technologies Llc | Związki i sposoby ich zastosowania |
| CN113398271A (zh) | 2014-05-16 | 2021-09-17 | 归属疗法有限公司 | 抗流感病毒和金黄色葡萄球菌合并感染的新型抗感染策略 |
| EP3189134A1 (en) | 2014-09-03 | 2017-07-12 | The Brigham and Women's Hospital, Inc. | Compositions, systems, and methods for generating inner ear hair cells for treatment of hearing loss |
| CN104496915B (zh) * | 2014-12-19 | 2017-05-03 | 华侨大学 | 一种喹唑啉酮芳香化合物的合成方法 |
| EP3283479B1 (en) | 2015-04-01 | 2022-12-14 | Rigel Pharmaceuticals, Inc. | Tgf-beta inhibitors |
| US10669528B2 (en) | 2015-06-25 | 2020-06-02 | Children's Medical Center Corporation | Methods and compositions relating to hematopoietic stem cell expansion, enrichment, and maintenance |
| WO2017100782A1 (en) | 2015-12-11 | 2017-06-15 | Research Institute At Nationwide Children's Hospital | Systems and methods for optimized patent specific tissue engineering vascular grafts |
| US11021687B2 (en) | 2016-01-08 | 2021-06-01 | The Brigham And Women's Hospital, Inc. | Production of differentiated enteroendocrine cells and insulin producing cells |
| US10201540B2 (en) | 2016-03-02 | 2019-02-12 | Frequency Therapeutics, Inc. | Solubilized compositions for controlled proliferation of stem cells / generating inner ear hair cells using GSK3 inhibitors: I |
| US10213511B2 (en) | 2016-03-02 | 2019-02-26 | Frequency Therapeutics, Inc. | Thermoreversible compositions for administration of therapeutic agents |
| US11260130B2 (en) | 2016-03-02 | 2022-03-01 | Frequency Therapeutics, Inc. | Solubilized compositions for controlled proliferation of stem cells / generating inner ear hair cells using a GSK3 inhibitor: IV |
| EP4049665B1 (en) | 2016-03-15 | 2025-03-12 | The Children's Medical Center Corporation | Methods and compositions relating to hematopoietic stem cell expansion |
| KR101965642B1 (ko) | 2016-08-23 | 2019-08-13 | 김유신 | 목재 해충 처리용 스팀 건 및 이를 이용한 해충 처리방법 |
| TW201815787A (zh) | 2016-09-23 | 2018-05-01 | 美商基利科學股份有限公司 | 磷脂醯肌醇3-激酶抑制劑 |
| TW201813963A (zh) | 2016-09-23 | 2018-04-16 | 美商基利科學股份有限公司 | 磷脂醯肌醇3-激酶抑制劑 |
| TW201825465A (zh) | 2016-09-23 | 2018-07-16 | 美商基利科學股份有限公司 | 磷脂醯肌醇3-激酶抑制劑 |
| US10016425B2 (en) | 2016-11-03 | 2018-07-10 | King Saud University | Anti-ulcerative colitis compound |
| EP3562827A1 (en) | 2016-12-30 | 2019-11-06 | Frequency Therapeutics, Inc. | 1h-pyrrole-2,5-dione compounds and methods of using them to induce self-renewal of stem/progenitor supporting cells |
| US10342786B2 (en) | 2017-10-05 | 2019-07-09 | Fulcrum Therapeutics, Inc. | P38 kinase inhibitors reduce DUX4 and downstream gene expression for the treatment of FSHD |
| BR112020006677A2 (pt) | 2017-10-05 | 2020-10-06 | Fulcrum Therapeutics, Inc. | uso de inibidores p38 para reduzir a expressão de dux4 |
| CN112135613A (zh) | 2018-03-20 | 2020-12-25 | 西奈山伊坎医学院 | 激酶抑制剂化合物和组合物及使用方法 |
| US20210254006A1 (en) | 2018-06-06 | 2021-08-19 | Ideaya Biosciences, Inc. | Methods of culturing and/or expanding stem cells and/or lineage committed progenitor cells using lactam compounds |
| CN108912060B (zh) * | 2018-06-14 | 2021-03-19 | 温州医科大学 | 一种喹唑啉类抗炎化合物及其合成方法 |
| CN108912061B (zh) * | 2018-06-14 | 2021-03-19 | 温州医科大学 | 一种喹唑啉类炎症抑制化合物的合成方法 |
| CN109053597B (zh) * | 2018-06-14 | 2021-03-19 | 温州医科大学附属第二医院、温州医科大学附属育英儿童医院 | 一种炎症抑制化合物及其制备方法 |
| CN108727283B (zh) * | 2018-06-14 | 2021-03-02 | 温州医科大学附属第一医院 | 一种苯磺酰氨类抗炎化合物的合成方法 |
| CN108727282B (zh) * | 2018-06-14 | 2021-03-02 | 温州医科大学附属第一医院 | 一种含苯磺酰氨基的抗炎化合物及其合成方法 |
| CN108912059B (zh) * | 2018-06-14 | 2021-03-02 | 温州医科大学附属第一医院 | 一种含氮杂环炎症抑制化合物的合成方法 |
| US11617745B2 (en) | 2018-08-17 | 2023-04-04 | Frequency Therapeutics, Inc. | Compositions and methods for generating hair cells by downregulating FOXO |
| JP2021533788A (ja) | 2018-08-17 | 2021-12-09 | フリークエンシー セラピューティクス インコーポレイテッド | Ｊａｇ−１を上方制御することにより有毛細胞を生成するための組成物及び方法 |
| WO2020142485A1 (en) | 2018-12-31 | 2020-07-09 | Icahn School Of Medicine At Mount Sinai | Kinase inhibitor compounds and compositions and methods of use |
| EP3947737A2 (en) | 2019-04-02 | 2022-02-09 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods of predicting and preventing cancer in patients having premalignant lesions |
| US20240166669A1 (en) * | 2021-03-05 | 2024-05-23 | Nikang Therapeutics, Inc. | Quinazoline amine derivatives as kras inhibitors |
| JP2024511012A (ja) * | 2021-03-24 | 2024-03-12 | アトス セラピューティクス，インコーポレイテッド | キナーゼ関連疾患の処置のための小分子 |
| WO2023280911A1 (en) | 2021-07-06 | 2023-01-12 | Westfälische Wilhelms-Universität Münster | P38-inhibitors for the treatment of coronavirus infections and/or covid-19 cytokine storm |
| JP2026506169A (ja) * | 2023-02-21 | 2026-02-20 | プロセッタ バイオサイエンシズ， インク． | キナゾリン化合物及び使用 |
| WO2024243025A1 (en) * | 2023-05-19 | 2024-11-28 | Ikena Oncology, Inc. | Naphthyl-substituted pyrido[4,3-d]pyrimidines and related compounds and their use in treating medical conditions |
| WO2025009910A1 (ko) * | 2023-07-04 | 2025-01-09 | 부산대학교 산학협력단 | 퀴나졸린 유도체 화합물 및 이의 용도 |
| CN119161336B (zh) * | 2024-07-24 | 2025-09-05 | 四川大学 | 一种作为Blimp1抑制剂的小分子化合物及其用途 |
Family Cites Families (107)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2697710A (en) * | 1953-01-02 | 1954-12-21 | Burroughs Wellcome Co | Pyrido (2,3-d) pyrimidines and method of preparing same |
| NL258384A (https=) * | 1959-11-26 | |||
| US3637693A (en) * | 1968-07-12 | 1972-01-25 | Du Pont | Hydroxyarylquinazolines and their use as uv-absorbers |
| DE2039861C3 (de) * | 1970-08-11 | 1973-12-13 | Kalle Ag, 6202 Wiesbaden-Biebrich | Photopolymensierbare Kopier masse |
| US3772274A (en) * | 1970-12-23 | 1973-11-13 | Du Pont | Process for preparing 2-(o-hydroxyphenyl)quinazolines |
| US3971783A (en) | 1973-03-07 | 1976-07-27 | Pfizer Inc. | 4-Aminoquinazoline derivatives as cardiac stimulants |
| JPS56120768A (en) * | 1980-01-31 | 1981-09-22 | Ciba Geigy Ag | Color developing quinazoline compound |
| FI70036C (fi) * | 1980-01-31 | 1986-09-12 | Ciba Geigy Ag | Kromogena kinazolinfoereningar |
| DE3130041A1 (de) | 1981-07-30 | 1983-02-17 | Bayer Ag, 5090 Leverkusen | Dihydropyridine mit positiv inotroper wirkung, neue verbindungen, ihre verwendung in arzneimitteln und verfahren zu ihrer herstellung |
| CA1247916A (en) | 1981-09-02 | 1989-01-03 | Jasbir Sidhu | Method of forming a photographic image dye |
| DE3134945A1 (de) | 1981-09-03 | 1983-03-17 | Bayer Ag, 5090 Leverkusen | Substituierte 2-amino-3,4-dihydropyridinderivate, verfahren zu ihrer herstellung und ihre verwendung in arzneimittel |
| US4521793A (en) | 1982-02-27 | 1985-06-04 | Asahi Kasei Kogyo Kabushiki Kaisha | Coloring method and color-forming material |
| JPS5975146A (ja) | 1982-10-21 | 1984-04-27 | Chugoku X Sen Kk | 金属管の渦流探傷装置 |
| CA1175875A (en) | 1983-02-25 | 1984-10-09 | Office Specialty Division Of Hollanding Inc. | Anti-tip blocking device |
| US4695575A (en) | 1984-11-13 | 1987-09-22 | Janssen Pharmaceutica, N.V. | 4-[(bicycle heterocyclyl)-methyl and -hetero]-piperidines |
| CH663770A5 (de) | 1984-05-09 | 1988-01-15 | Sig Schweiz Industrieges | Verpackungsvorrichtung fuer stangenfoermiges gut. |
| EP0164204A1 (en) | 1984-05-12 | 1985-12-11 | FISONS plc | Novel pharmaceutically useful pyrimidines |
| IN165525B (https=) | 1984-07-23 | 1989-11-04 | Shinetsu Chemical Co | |
| JPS6193453A (ja) | 1984-10-12 | 1986-05-12 | Fuji Photo Film Co Ltd | 直接画像観察用ハロゲン化銀カラー写真感光材料 |
| US4557998A (en) | 1985-01-02 | 1985-12-10 | Eastman Kodak Company | Colorless ligand-releasing monomers and polymers and their use to provide dyes with metal ions |
| DE3501696A1 (de) | 1985-01-19 | 1986-07-24 | Bayer Ag, 5090 Leverkusen | Pyridopyrimidine, mehrere verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| JPS62165657A (ja) | 1986-01-17 | 1987-07-22 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
| JPS62165654A (ja) | 1986-01-18 | 1987-07-22 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
| JPH071381B2 (ja) | 1986-01-19 | 1995-01-11 | コニカ株式会社 | ハロゲン化銀写真感光材料 |
| JPS62168157A (ja) | 1986-01-20 | 1987-07-24 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
| JPS62168144A (ja) | 1986-01-20 | 1987-07-24 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
| DE3760745D1 (en) | 1986-04-07 | 1989-11-16 | Ciba Geigy Ag | Process for dyeing cellulosic fibres without tailing |
| JPH07117722B2 (ja) | 1986-06-12 | 1995-12-18 | 富士写真フイルム株式会社 | ハロゲン化銀カラ−写真感光材料 |
| JPS6341854A (ja) | 1986-08-07 | 1988-02-23 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| US4669575A (en) * | 1986-10-27 | 1987-06-02 | Skyba Helmut K | Tree step |
| DE3641872A1 (de) | 1986-12-08 | 1988-06-09 | Bayer Ag | Pyrazinylthio-carbapeneme, verfahren zu ihrer herstellung und ihre verwendung |
| DE3642315A1 (de) | 1986-12-11 | 1988-06-23 | Boehringer Mannheim Gmbh | Neue pyrrolobenzimidazole, verfahren zu ihrer herstellung sowie arzneimittel |
| CN1030415A (zh) | 1987-02-20 | 1989-01-18 | 山之内制药株式会社 | 饱和的杂环碳酰胺衍生物和它的制备方法 |
| DE3706427A1 (de) | 1987-02-27 | 1988-09-08 | Boehringer Mannheim Gmbh | Neue substituierte 3h-indole, zwischenprodukte, verfahren zu ihrer herstellung sowie arzneimittel |
| CA1340284C (en) | 1987-03-19 | 1998-12-22 | Zeneca Inc. | Herbicidal substituted cyclic diones |
| JPS63251282A (ja) | 1987-04-08 | 1988-10-18 | Fuji Photo Film Co Ltd | 顕色剤シ−ト |
| JPS63307451A (ja) | 1987-06-09 | 1988-12-15 | Konica Corp | 粒状性が改良されたハロゲン化銀カラ−写真感光材料 |
| FI95572C (fi) | 1987-06-22 | 1996-02-26 | Eisai Co Ltd | Menetelmä lääkeaineena käyttökelpoisen piperidiinijohdannaisten tai sen farmaseuttisen suolan valmistamiseksi |
| CA1317939C (en) | 1987-07-01 | 1993-05-18 | Janssen Pharmaceutica Naamloze Vennootschap | ¬(bicyclic heterocyclyl)methyl and -hetero| substituted hexahydro-1h-azepines and pyrrolidines |
| CA1319612C (en) | 1987-07-02 | 1993-06-29 | Haile Mehansho | Iron-calcium mineral supplements with enhanced bioavailability |
| JPH0830871B2 (ja) | 1987-10-20 | 1996-03-27 | 富士写真フイルム株式会社 | ハロゲン化銀カラー写真感光材料 |
| IL89029A (en) | 1988-01-29 | 1993-01-31 | Lilly Co Eli | Fungicidal quinoline and cinnoline derivatives, compositions containing them, and fungicidal methods of using them |
| IL89028A0 (en) | 1988-01-29 | 1989-08-15 | Lilly Co Eli | Quinoline,quinazoline and cinnoline derivatives |
| JPH01231049A (ja) | 1988-03-11 | 1989-09-14 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料及びその処理方法 |
| JPH07113758B2 (ja) | 1988-03-28 | 1995-12-06 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
| GB8828679D0 (en) | 1988-12-08 | 1989-01-11 | Beecham Group Plc | Novel treatment |
| IE70521B1 (en) | 1989-02-28 | 1996-12-11 | Zeneca Pharma Sa | Heterocycles with inhibitory activity of 5-lipoxygenase |
| IL93343A0 (en) | 1989-02-28 | 1990-11-29 | Ici Plc | Heterocyclic cycloalkanes |
| DE3909595A1 (de) | 1989-03-11 | 1990-09-13 | Bayer Ag | Heterocyclische verbindungen |
| US5077142A (en) * | 1989-04-20 | 1991-12-31 | Ricoh Company, Ltd. | Electroluminescent devices |
| GB8912336D0 (en) * | 1989-05-30 | 1989-07-12 | Smithkline Beckman Intercredit | Compounds |
| DE3921025A1 (de) | 1989-06-27 | 1991-01-03 | Langhals Heinz | Ein neues syntheseverfahren zur darstellung von bipyridylen durch arylkopplung und neue bipyridyle |
| YU133090A (sh) | 1989-07-12 | 1993-10-20 | Boehringer Ingelheim Kg. | Novi heteroazepini s paf-antaganostičnim učinkom in postopek za njihovo pripravo |
| US5034393A (en) * | 1989-07-27 | 1991-07-23 | Dowelanco | Fungicidal use of pyridopyrimidine, pteridine, pyrimidopyrimidine, pyrimidopyridazine, and pyrimido-1,2,4-triazine derivatives |
| WO1991004027A1 (en) | 1989-09-15 | 1991-04-04 | Pfizer Inc. | New n-aryl and n-heteroarylamide and urea derivatives as inhibitors of acyl coenzyme a: cholesterol acyl transferase (acat) |
| SE8904361D0 (sv) | 1989-12-22 | 1989-12-22 | Astra Ab | New chroman and thiochroman derivatives |
| JPH03240067A (ja) | 1990-02-19 | 1991-10-25 | Canon Inc | 電子写真感光体 |
| JP2839106B2 (ja) | 1990-02-19 | 1998-12-16 | キヤノン株式会社 | 電子写真感光体 |
| DE4010528A1 (de) | 1990-04-02 | 1991-10-17 | Boehringer Ingelheim Kg | Praeparativ chromatographisches trennverfahren zur herstellung enantiomerenreiner hetrazepine |
| EP0462830B1 (en) | 1990-06-21 | 1995-10-18 | Zeneca Limited | Cyclic ether derivatives |
| IL99731A0 (en) | 1990-10-18 | 1992-08-18 | Merck & Co Inc | Hydroxylated pyridine derivatives,their preparation and pharmaceutical compositions containing them |
| DK0556310T3 (da) | 1990-11-06 | 1995-08-21 | Pfizer | Quinazolinderivater til forhøjelse af antitumoraktivitet |
| FR2668770A1 (fr) | 1990-11-07 | 1992-05-07 | Nyco Sa | Esters d'acides amines heterocycliques et leurs derives, et leur application comme additifs anti-oxydants pour les huiles de graissage a temperature elevee. |
| MX9200299A (es) * | 1991-02-07 | 1992-12-01 | Roussel Uclaf | Nuevos derivados biciclicos nitrogenados, su procedimiento de preparacion los nuevos compuestos intermedios obtenidos su aplicacion como medicamentos y las composiciones farmaceuticas que los contienen. |
| SG64322A1 (en) | 1991-05-10 | 1999-04-27 | Rhone Poulenc Rorer Int | Bis mono and bicyclic aryl and heteroaryl compounds which inhibit egf and/or pdgf receptor tyrosine kinase |
| US5721237A (en) | 1991-05-10 | 1998-02-24 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Protein tyrosine kinase aryl and heteroaryl quinazoline compounds having selective inhibition of HER-2 autophosphorylation properties |
| US5480883A (en) | 1991-05-10 | 1996-01-02 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Bis mono- and bicyclic aryl and heteroaryl compounds which inhibit EGF and/or PDGF receptor tyrosine kinase |
| KR100207360B1 (ko) | 1991-06-14 | 1999-07-15 | 돈 더블유. 슈미츠 | 이미다조[1,5,-a]퀸옥살린 |
| PT100905A (pt) | 1991-09-30 | 1994-02-28 | Eisai Co Ltd | Compostos heterociclicos azotados biciclicos contendo aneis de benzeno, ciclo-hexano ou piridina e de pirimidina, piridina ou imidazol substituidos e composicoes farmaceuticas que os contem |
| GB9300059D0 (en) | 1992-01-20 | 1993-03-03 | Zeneca Ltd | Quinazoline derivatives |
| DE4208254A1 (de) | 1992-03-14 | 1993-09-16 | Hoechst Ag | Substituierte pyrimidine, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel und fungizid |
| US5430148A (en) | 1992-03-31 | 1995-07-04 | Agouron Pharmaceuticals, Inc. | Antiproliferative quinazolines |
| JP2648434B2 (ja) * | 1992-04-24 | 1997-08-27 | 武田薬品工業株式会社 | キノリンまたはキナゾリン誘導体を含有する医薬組成物 |
| TW232013B (https=) | 1992-04-24 | 1994-10-11 | Takeda Pharm Industry Co Ltd | |
| WO1993023404A1 (en) | 1992-05-19 | 1993-11-25 | Immunopharmaceutics, Inc. | Compounds that modulate endothelin activity |
| JP2657760B2 (ja) | 1992-07-15 | 1997-09-24 | 小野薬品工業株式会社 | ４−アミノキナゾリン誘導体およびそれを含有する医薬品 |
| DE4313412A1 (de) | 1993-04-23 | 1994-10-27 | Basf Ag | 3-(Het)aryl-Carbonsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung |
| DE4313413A1 (de) | 1993-04-23 | 1994-10-27 | Basf Ag | 3-(Het)aryloxy(thio)-Carbonsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung |
| WO1995000524A1 (fr) * | 1993-06-17 | 1995-01-05 | Otsuka Pharmaceutical Factory, Inc. | Derive de diester phosphonique |
| ATE188377T1 (de) | 1993-06-29 | 2000-01-15 | Takeda Chemical Industries Ltd | Chinoline oder chinazolin-derivate und deren verwendung zur herstellung eines medikaments für die behandlung von osteoporose |
| GB9314893D0 (en) | 1993-07-19 | 1993-09-01 | Zeneca Ltd | Quinazoline derivatives |
| JPH08127768A (ja) * | 1994-10-28 | 1996-05-21 | Pilot Ink Co Ltd | 可逆熱変色性組成物 |
| JP3306605B2 (ja) * | 1993-12-24 | 2002-07-24 | パイロットインキ株式会社 | 可逆熱変色性組成物 |
| US5654307A (en) * | 1994-01-25 | 1997-08-05 | Warner-Lambert Company | Bicyclic compounds capable of inhibiting tyrosine kinases of the epidermal growth factor receptor family |
| JPH08225531A (ja) * | 1994-03-08 | 1996-09-03 | Takeda Chem Ind Ltd | キノリンまたはキナゾリン誘導体を含んでなる医薬およびそれに用いる新規誘導体 |
| EP0749426A1 (en) | 1994-03-08 | 1996-12-27 | Takeda Chemical Industries, Ltd. | Quinoline or quinazoline derivatives as anti-inflammatory agents, in particular for treating arthritis |
| GB2295387A (en) | 1994-11-23 | 1996-05-29 | Glaxo Inc | Quinazoline antagonists of alpha 1c adrenergic receptors |
| US5589482A (en) | 1994-12-14 | 1996-12-31 | Pfizer Inc. | Benzo-thiophene estrogen agonists to treat prostatic hyperplasia |
| US5658902A (en) * | 1994-12-22 | 1997-08-19 | Warner-Lambert Company | Quinazolines as inhibitors of endothelin converting enzyme |
| FR2731396B1 (fr) | 1995-03-06 | 1997-05-30 | Manducher Sa | Piece decorative en matiere plastique |
| IL118544A (en) | 1995-06-07 | 2001-08-08 | Smithkline Beecham Corp | History of imidazole, the process for their preparation and the pharmaceutical preparations containing them |
| GB9514265D0 (en) | 1995-07-13 | 1995-09-13 | Wellcome Found | Hetrocyclic compounds |
| USH2007H1 (en) | 1996-01-19 | 2001-12-04 | Fmc Corporation | Insecticidal N-heterocyclylalkyl-or N-[(polycyclyl)alkyl]-N′substituted piperazines |
| JP2001506230A (ja) | 1996-08-09 | 2001-05-15 | スミスクライン・ビーチャム・コーポレイション | 新規ピペラジン含有化合物 |
| WO1998007425A1 (en) | 1996-08-21 | 1998-02-26 | Smithkline Beecham Corporation | Imidazole compounds, compositions and use |
| EP0882717B1 (en) * | 1996-10-01 | 2010-09-08 | Kyowa Hakko Kirin Co., Ltd. | Nitrogenous heterocyclic compounds |
| US6147080A (en) | 1996-12-18 | 2000-11-14 | Vertex Pharmaceuticals Incorporated | Inhibitors of p38 |
| AU754830C (en) * | 1997-05-22 | 2004-02-12 | G.D. Searle Llc | Substituted pyrazoles as p38 kinase inhibitors |
| US5939421A (en) | 1997-07-01 | 1999-08-17 | Signal Pharmaceuticals, Inc. | Quinazoline analogs and related compounds and methods for treating inflammatory conditions |
| TW436485B (en) | 1997-08-01 | 2001-05-28 | American Cyanamid Co | Substituted quinazoline derivatives |
| IL125658A0 (en) | 1997-08-18 | 1999-04-11 | Hoffmann La Roche | Ccr-3 receptor antagonists |
| EP1021173A1 (en) * | 1997-10-10 | 2000-07-26 | Imperial College Innovations Limited | Use of csaid?tm compounds for the management of uterine contractions |
| DE19756388A1 (de) | 1997-12-18 | 1999-06-24 | Hoechst Marion Roussel De Gmbh | Substituierte 2-Aryl-4-amino-chinazoline |
| WO1999043674A1 (en) * | 1998-02-27 | 1999-09-02 | Kyowa Hakko Kogyo Co., Ltd. | Remedies for erectile dysfunction |
| JPH11302177A (ja) * | 1998-04-27 | 1999-11-02 | Otsuka Pharmaceut Factory Inc | 腎炎治療剤 |
| US6184226B1 (en) * | 1998-08-28 | 2001-02-06 | Scios Inc. | Quinazoline derivatives as inhibitors of P-38 α |
| WO2002022605A1 (en) * | 2000-09-15 | 2002-03-21 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
-
1998
- 1998-08-28 US US09/141,916 patent/US6184226B1/en not_active Expired - Lifetime
-
1999
- 1999-08-27 MX MXPA01002175A patent/MXPA01002175A/es not_active Application Discontinuation
- 1999-08-27 WO PCT/US1999/019846 patent/WO2000012497A2/en not_active Ceased
- 1999-08-27 KR KR1020017002716A patent/KR20010083874A/ko not_active Ceased
- 1999-08-27 US US09/383,825 patent/US6476031B1/en not_active Expired - Lifetime
- 1999-08-27 AU AU62413/99A patent/AU771947B2/en not_active Expired
- 1999-08-27 DE DE69933573T patent/DE69933573T2/de not_active Revoked
- 1999-08-27 AT AT99949568T patent/ATE342256T1/de not_active IP Right Cessation
- 1999-08-27 BR BR9913648-1A patent/BR9913648A/pt not_active Application Discontinuation
- 1999-08-27 CN CNB998116599A patent/CN1152867C/zh not_active Expired - Lifetime
- 1999-08-27 CA CA002342250A patent/CA2342250A1/en not_active Abandoned
- 1999-08-27 ES ES99949568T patent/ES2274642T3/es not_active Expired - Lifetime
- 1999-08-27 EP EP99949568A patent/EP1107959B1/en not_active Revoked
- 1999-08-27 JP JP2000567525A patent/JP2002523502A/ja active Pending
- 1999-08-27 IL IL14172399A patent/IL141723A0/xx unknown
-
2000
- 2000-03-14 US US09/525,034 patent/US6277989B1/en not_active Expired - Lifetime
-
2001
- 2001-10-02 US US09/969,936 patent/US20030069248A1/en not_active Abandoned
- 2001-10-05 US US09/972,582 patent/US6903096B2/en not_active Expired - Lifetime
-
2005
- 2005-02-07 US US11/053,121 patent/US7345045B2/en not_active Expired - Fee Related
- 2005-05-23 US US11/136,242 patent/US20050220784A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| BR9913648A (pt) | 2002-01-02 |
| JP2002523502A (ja) | 2002-07-30 |
| DE69933573T2 (de) | 2007-05-03 |
| WO2000012497B1 (en) | 2000-09-08 |
| US20020161010A1 (en) | 2002-10-31 |
| HK1035897A1 (en) | 2001-12-14 |
| US20030069248A1 (en) | 2003-04-10 |
| EP1107959B1 (en) | 2006-10-11 |
| ES2274642T3 (es) | 2007-05-16 |
| AU6241399A (en) | 2000-03-21 |
| WO2000012497A3 (en) | 2000-06-29 |
| US6476031B1 (en) | 2002-11-05 |
| CN1333757A (zh) | 2002-01-30 |
| CA2342250A1 (en) | 2000-03-09 |
| US6277989B1 (en) | 2001-08-21 |
| US6903096B2 (en) | 2005-06-07 |
| US20050171123A1 (en) | 2005-08-04 |
| IL141723A0 (en) | 2002-03-10 |
| US7345045B2 (en) | 2008-03-18 |
| EP1107959A2 (en) | 2001-06-20 |
| US20050220784A1 (en) | 2005-10-06 |
| US6184226B1 (en) | 2001-02-06 |
| AU771947B2 (en) | 2004-04-08 |
| CN1152867C (zh) | 2004-06-09 |
| DE69933573D1 (de) | 2006-11-23 |
| ATE342256T1 (de) | 2006-11-15 |
| KR20010083874A (ko) | 2001-09-03 |
| WO2000012497A2 (en) | 2000-03-09 |
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| Date | Code | Title | Description |
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| FA | Abandonment or withdrawal |