JP2009504692A - 新規４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸アミド - Google Patents
新規４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸アミド Download PDFInfo
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- JP2009504692A JP2009504692A JP2008526383A JP2008526383A JP2009504692A JP 2009504692 A JP2009504692 A JP 2009504692A JP 2008526383 A JP2008526383 A JP 2008526383A JP 2008526383 A JP2008526383 A JP 2008526383A JP 2009504692 A JP2009504692 A JP 2009504692A
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- Prior art keywords
- substituted
- lower alkyl
- heterocycle
- thieno
- aryl
- 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.)
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- HJRDTJWMWFIQBH-UHFFFAOYSA-N 4-aminothieno[3,2-c]pyridine-7-carboxamide Chemical compound NC(=O)C1=CN=C(N)C2=C1SC=C2 HJRDTJWMWFIQBH-UHFFFAOYSA-N 0.000 title abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 212
- 238000000034 method Methods 0.000 claims abstract description 35
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 31
- 150000003839 salts Chemical class 0.000 claims abstract description 28
- 150000002148 esters Chemical class 0.000 claims abstract description 22
- 238000011282 treatment Methods 0.000 claims abstract description 19
- 201000011510 cancer Diseases 0.000 claims abstract description 12
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 11
- 239000003814 drug Substances 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 170
- 125000000623 heterocyclic group Chemical group 0.000 claims description 119
- 125000001072 heteroaryl group Chemical group 0.000 claims description 87
- 125000003118 aryl group Chemical group 0.000 claims description 76
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 57
- 125000006413 ring segment Chemical group 0.000 claims description 49
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 45
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 43
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 39
- -1 (4-bromo-phenoxymethyl) -thieno [3,2-c] pyridine-7-carboxylic acid (2,3-dihydroxy-propyl) -amide Chemical compound 0.000 claims description 37
- 125000003107 substituted aryl group Chemical group 0.000 claims description 34
- 125000005842 heteroatom Chemical group 0.000 claims description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims description 30
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 17
- AGSBUGHXQWLWRV-UHFFFAOYSA-N ethyl 4-amino-3-[(4-bromophenoxy)methyl]thieno[3,2-c]pyridine-7-carboxylate Chemical compound C=1SC=2C(C(=O)OCC)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 AGSBUGHXQWLWRV-UHFFFAOYSA-N 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 9
- 208000029742 colonic neoplasm Diseases 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 208000026310 Breast neoplasm Diseases 0.000 claims description 8
- LXLXFZVZXDUUSO-UHFFFAOYSA-N ethyl 3-(bromomethyl)-4-chlorothieno[3,2-c]pyridine-7-carboxylate Chemical compound CCOC(=O)C1=CN=C(Cl)C2=C1SC=C2CBr LXLXFZVZXDUUSO-UHFFFAOYSA-N 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- NHYYWHIRXTZMDE-UHFFFAOYSA-N ethyl 4-chloro-3-(phenoxymethyl)thieno[3,2-c]pyridine-7-carboxylate Chemical compound C=1SC=2C(C(=O)OCC)=CN=C(Cl)C=2C=1COC1=CC=CC=C1 NHYYWHIRXTZMDE-UHFFFAOYSA-N 0.000 claims description 7
- YCBCHKDACLRYNZ-UHFFFAOYSA-N 3-methyl-5h-thieno[3,2-c]pyridin-4-one Chemical compound C1=CNC(=O)C2=C1SC=C2C YCBCHKDACLRYNZ-UHFFFAOYSA-N 0.000 claims description 6
- UFNMXGNTPWVJOF-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(2-hydroxyethyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2C(N)=NC=C(C(=O)NCCO)C=2SC=C1COC1=CC=C(Br)C=C1 UFNMXGNTPWVJOF-UHFFFAOYSA-N 0.000 claims description 6
- JADBBBSLRXQXFF-UHFFFAOYSA-N 7-iodo-3-methyl-5h-thieno[3,2-c]pyridin-4-one Chemical compound IC1=CNC(=O)C2=C1SC=C2C JADBBBSLRXQXFF-UHFFFAOYSA-N 0.000 claims description 5
- 206010006187 Breast cancer Diseases 0.000 claims description 5
- 206010009944 Colon cancer Diseases 0.000 claims description 5
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 5
- 206010060862 Prostate cancer Diseases 0.000 claims description 5
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 5
- YPHSTCWMEFAYRV-UHFFFAOYSA-N ethyl 3-[(4-bromo-2,6-difluorophenoxy)methyl]-4-chlorothieno[3,2-c]pyridine-7-carboxylate Chemical compound C=1SC=2C(C(=O)OCC)=CN=C(Cl)C=2C=1COC1=C(F)C=C(Br)C=C1F YPHSTCWMEFAYRV-UHFFFAOYSA-N 0.000 claims description 5
- ZQIKCKYDCDCDJE-UHFFFAOYSA-N ethyl 3-methyl-4-oxo-5h-thieno[3,2-c]pyridine-7-carboxylate Chemical compound CCOC(=O)C1=CNC(=O)C2=C1SC=C2C ZQIKCKYDCDCDJE-UHFFFAOYSA-N 0.000 claims description 5
- 201000005202 lung cancer Diseases 0.000 claims description 5
- 208000020816 lung neoplasm Diseases 0.000 claims description 5
- HFNLITQKFVMKJR-UHFFFAOYSA-N 4-amino-3-(1,3-benzodioxol-5-yloxymethyl)-n-(2-hydroxyethyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=C2OCOC2=CC(OCC2=CSC=3C(C(=O)NCCO)=CN=C(C2=3)N)=C1 HFNLITQKFVMKJR-UHFFFAOYSA-N 0.000 claims description 4
- ZHUOXDNPKVSAJE-UHFFFAOYSA-N 4-amino-3-[(2-chloro-4-methoxyphenoxy)methyl]-n-(2-hydroxyethyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound ClC1=CC(OC)=CC=C1OCC1=CSC2=C(C(=O)NCCO)C=NC(N)=C12 ZHUOXDNPKVSAJE-UHFFFAOYSA-N 0.000 claims description 4
- FEOBGBMJIJPBGW-UHFFFAOYSA-N 4-amino-3-[(4-bromo-2,6-difluorophenoxy)methyl]-n-(2-hydroxyethyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2C(N)=NC=C(C(=O)NCCO)C=2SC=C1COC1=C(F)C=C(Br)C=C1F FEOBGBMJIJPBGW-UHFFFAOYSA-N 0.000 claims description 4
- XPIJPMXHHBYPSO-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(1,3-dihydroxypropan-2-yl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2C(N)=NC=C(C(=O)NC(CO)CO)C=2SC=C1COC1=CC=C(Br)C=C1 XPIJPMXHHBYPSO-UHFFFAOYSA-N 0.000 claims description 4
- XWOAIVJGPKSBML-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(1-hydroxy-2-methylpropan-2-yl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NC(C)(CO)C)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 XWOAIVJGPKSBML-UHFFFAOYSA-N 0.000 claims description 4
- NDIZYTMFKUMLIG-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(2-hydroxypropyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NCC(O)C)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 NDIZYTMFKUMLIG-UHFFFAOYSA-N 0.000 claims description 4
- ZRIGIERYMLJQNB-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(2-morpholin-4-ylethyl)thieno[3,2-c]pyridine-7-carboxamide;hydrochloride Chemical compound Cl.C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCN1CCOCC1 ZRIGIERYMLJQNB-UHFFFAOYSA-N 0.000 claims description 4
- XGTCGHXGXAOLGU-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(4-pyrrolidin-1-ylbutyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCCCN1CCCC1 XGTCGHXGXAOLGU-UHFFFAOYSA-N 0.000 claims description 4
- SXQIRRYUEWXRLE-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(4-pyrrolidin-1-ylbutyl)thieno[3,2-c]pyridine-7-carboxamide;hydrochloride Chemical compound Cl.C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCCCN1CCCC1 SXQIRRYUEWXRLE-UHFFFAOYSA-N 0.000 claims description 4
- IPRSBFSQYOMSDI-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[2-(2-piperidin-1-ylethoxy)ethyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCOCCN1CCCCC1 IPRSBFSQYOMSDI-UHFFFAOYSA-N 0.000 claims description 4
- ZQHBRAMGPUWSIA-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[3-(2,3-dihydroxypropoxy)propyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2C(N)=NC=C(C(=O)NCCCOCC(O)CO)C=2SC=C1COC1=CC=C(Br)C=C1 ZQHBRAMGPUWSIA-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 4
- BLZWTSVLIALUJF-UHFFFAOYSA-N ethyl 4-amino-3-(phenoxymethyl)thieno[3,2-c]pyridine-7-carboxylate Chemical compound C=1SC=2C(C(=O)OCC)=CN=C(N)C=2C=1COC1=CC=CC=C1 BLZWTSVLIALUJF-UHFFFAOYSA-N 0.000 claims description 4
- OGGMPOZTPMKXCG-UHFFFAOYSA-N ethyl 4-chloro-3-methylthieno[3,2-c]pyridine-7-carboxylate Chemical compound CCOC(=O)C1=CN=C(Cl)C2=C1SC=C2C OGGMPOZTPMKXCG-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- AOCDTVWJEURYGG-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(1-hydroxypropan-2-yl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NC(CO)C)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 AOCDTVWJEURYGG-UHFFFAOYSA-N 0.000 claims description 3
- OZWUCKOIYBLMIT-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(2-morpholin-4-ylethyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCN1CCOCC1 OZWUCKOIYBLMIT-UHFFFAOYSA-N 0.000 claims description 3
- NFPITRKPCDTNOM-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(4-morpholin-4-ylbutyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCCCN1CCOCC1 NFPITRKPCDTNOM-UHFFFAOYSA-N 0.000 claims description 3
- BEHGCGMOEUTSOG-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-(4-piperidin-1-ylbutyl)thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCCCN1CCCCC1 BEHGCGMOEUTSOG-UHFFFAOYSA-N 0.000 claims description 3
- XDRUVIZPBVLFKJ-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[2-(2-morpholin-4-ylethoxy)ethyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCOCCN1CCOCC1 XDRUVIZPBVLFKJ-UHFFFAOYSA-N 0.000 claims description 3
- RRVOYYABKPUINM-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[2-(2-pyrrolidin-1-ylethoxy)ethyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1=2SC=C(COC=3C=CC(Br)=CC=3)C=2C(N)=NC=C1C(=O)NCCOCCN1CCCC1 RRVOYYABKPUINM-UHFFFAOYSA-N 0.000 claims description 3
- GOVWOCDUJOEDBN-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[2-(diethylamino)ethyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NCCN(CC)CC)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 GOVWOCDUJOEDBN-UHFFFAOYSA-N 0.000 claims description 3
- KNSLOQAHCTWHGH-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[3-(dimethylamino)-2,2-dimethylpropyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NCC(C)(C)CN(C)C)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 KNSLOQAHCTWHGH-UHFFFAOYSA-N 0.000 claims description 3
- YEDSCRQJUMZMHX-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[4-(3-methoxypiperidin-1-yl)butyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1C(OC)CCCN1CCCCNC(=O)C1=CN=C(N)C2=C1SC=C2COC1=CC=C(Br)C=C1 YEDSCRQJUMZMHX-UHFFFAOYSA-N 0.000 claims description 3
- KRGAPJSEZRYCLI-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[4-(3-methoxypyrrolidin-1-yl)butyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1C(OC)CCN1CCCCNC(=O)C1=CN=C(N)C2=C1SC=C2COC1=CC=C(Br)C=C1 KRGAPJSEZRYCLI-UHFFFAOYSA-N 0.000 claims description 3
- XUGNPVWQKUCTBT-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[6-(diethylamino)hexan-2-yl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)NC(C)CCCCN(CC)CC)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 XUGNPVWQKUCTBT-UHFFFAOYSA-N 0.000 claims description 3
- PPSCDLNYOKXAAY-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C=1SC=2C(C(=O)N)=CN=C(N)C=2C=1COC1=CC=C(Br)C=C1 PPSCDLNYOKXAAY-UHFFFAOYSA-N 0.000 claims description 3
- 239000002552 dosage form Substances 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- KQPVCSLDJLLKII-UHFFFAOYSA-N 4-amino-3-[(4-bromophenoxy)methyl]-n-[4-(4-methoxypiperidin-1-yl)butyl]thieno[3,2-c]pyridine-7-carboxamide Chemical compound C1CC(OC)CCN1CCCCNC(=O)C1=CN=C(N)C2=C1SC=C2COC1=CC=C(Br)C=C1 KQPVCSLDJLLKII-UHFFFAOYSA-N 0.000 claims description 2
- 229940124597 therapeutic agent Drugs 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims 1
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- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 8
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP2005/054022 WO2007019884A1 (fr) | 2005-08-16 | 2005-08-16 | Nouveaux amides de l'acide 4-amino-thiéno[3,2-c]pyridine-7-carboxylique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2009504692A true JP2009504692A (ja) | 2009-02-05 |
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ID=35159670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008526383A Withdrawn JP2009504692A (ja) | 2005-08-16 | 2005-08-16 | 新規４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸アミド |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1917015A1 (fr) |
| JP (1) | JP2009504692A (fr) |
| KR (1) | KR100995790B1 (fr) |
| AU (1) | AU2005335661A1 (fr) |
| BR (1) | BRPI0520482A2 (fr) |
| CA (1) | CA2619459A1 (fr) |
| IL (1) | IL189181A0 (fr) |
| MX (1) | MX2008002060A (fr) |
| WO (1) | WO2007019884A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009507883A (ja) * | 2005-09-15 | 2009-02-26 | エフ．ホフマン−ラ ロシュ アーゲー | ４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸誘導体 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR070317A1 (es) * | 2008-02-06 | 2010-03-31 | Osi Pharm Inc | Furo (3,2-c) piridina y tieno (3,2-c) piridinas |
| US20120189641A1 (en) | 2009-02-25 | 2012-07-26 | OSI Pharmaceuticals, LLC | Combination anti-cancer therapy |
| US8642834B2 (en) | 2009-02-27 | 2014-02-04 | OSI Pharmaceuticals, LLC | Methods for the identification of agents that inhibit mesenchymal-like tumor cells or their formation |
| WO2010099138A2 (fr) | 2009-02-27 | 2010-09-02 | Osi Pharmaceuticals, Inc. | Procédés pour l'identification d'agents qui inhibent les cellules tumorales de type mésenchymateuses ou leur formation |
| US9896730B2 (en) | 2011-04-25 | 2018-02-20 | OSI Pharmaceuticals, LLC | Use of EMT gene signatures in cancer drug discovery, diagnostics, and treatment |
| WO2013152252A1 (fr) | 2012-04-06 | 2013-10-10 | OSI Pharmaceuticals, LLC | Polythérapie antinéoplasique |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040097485A1 (en) * | 2002-10-31 | 2004-05-20 | Tularik Inc. | Antiinflammation agents |
| WO2004100947A2 (fr) * | 2003-05-06 | 2004-11-25 | Smithkline Beecham Corporation | Nouveaux composes chimiques |
| WO2005010009A1 (fr) * | 2003-07-24 | 2005-02-03 | Abbott Laboratories | Inhibiteurs de thienopyridine et furopyridine kinase |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6232320B1 (en) * | 1998-06-04 | 2001-05-15 | Abbott Laboratories | Cell adhesion-inhibiting antiinflammatory compounds |
| US20050020619A1 (en) * | 2003-07-24 | 2005-01-27 | Patrick Betschmann | Thienopyridine kinase inhibitors |
-
2005
- 2005-08-16 MX MX2008002060A patent/MX2008002060A/es not_active Application Discontinuation
- 2005-08-16 WO PCT/EP2005/054022 patent/WO2007019884A1/fr active Application Filing
- 2005-08-16 CA CA002619459A patent/CA2619459A1/fr not_active Abandoned
- 2005-08-16 JP JP2008526383A patent/JP2009504692A/ja not_active Withdrawn
- 2005-08-16 AU AU2005335661A patent/AU2005335661A1/en not_active Abandoned
- 2005-08-16 KR KR1020087003603A patent/KR100995790B1/ko not_active IP Right Cessation
- 2005-08-16 BR BRPI0520482-8A patent/BRPI0520482A2/pt not_active IP Right Cessation
- 2005-08-16 EP EP05792209A patent/EP1917015A1/fr not_active Withdrawn
-
2008
- 2008-02-03 IL IL189181A patent/IL189181A0/en unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040097485A1 (en) * | 2002-10-31 | 2004-05-20 | Tularik Inc. | Antiinflammation agents |
| WO2004041285A1 (fr) * | 2002-10-31 | 2004-05-21 | Amgen Inc. | Agents anti-inflammatoires |
| WO2004100947A2 (fr) * | 2003-05-06 | 2004-11-25 | Smithkline Beecham Corporation | Nouveaux composes chimiques |
| WO2005010009A1 (fr) * | 2003-07-24 | 2005-02-03 | Abbott Laboratories | Inhibiteurs de thienopyridine et furopyridine kinase |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009507883A (ja) * | 2005-09-15 | 2009-02-26 | エフ．ホフマン−ラ ロシュ アーゲー | ４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸誘導体 |
| JP4908511B2 (ja) * | 2005-09-15 | 2012-04-04 | エフ．ホフマン−ラ ロシュ アーゲー | ４−アミノ−チエノ［３，２−ｃ］ピリジン−７−カルボン酸誘導体 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2619459A1 (fr) | 2007-02-22 |
| IL189181A0 (en) | 2008-06-05 |
| AU2005335661A1 (en) | 2007-02-22 |
| EP1917015A1 (fr) | 2008-05-07 |
| WO2007019884A1 (fr) | 2007-02-22 |
| BRPI0520482A2 (pt) | 2009-05-12 |
| KR20080027945A (ko) | 2008-03-28 |
| MX2008002060A (es) | 2008-04-16 |
| KR100995790B1 (ko) | 2010-11-22 |
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