ZA200500864B - Thiophene compounds - Google Patents
Thiophene compounds Download PDFInfo
- Publication number
- ZA200500864B ZA200500864B ZA200500864A ZA200500864A ZA200500864B ZA 200500864 B ZA200500864 B ZA 200500864B ZA 200500864 A ZA200500864 A ZA 200500864A ZA 200500864 A ZA200500864 A ZA 200500864A ZA 200500864 B ZA200500864 B ZA 200500864B
- Authority
- ZA
- South Africa
- Prior art keywords
- group
- alkyl
- benzimidazol
- formula
- compound according
- Prior art date
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- 150000003577 thiophenes Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 166
- 125000000217 alkyl group Chemical group 0.000 claims description 83
- 125000005842 heteroatom Chemical group 0.000 claims description 50
- 125000005843 halogen group Chemical group 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 46
- 150000003839 salts Chemical class 0.000 claims description 44
- 206010028980 Neoplasm Diseases 0.000 claims description 41
- 125000003342 alkenyl group Chemical group 0.000 claims description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 239000012453 solvate Substances 0.000 claims description 38
- 229910052717 sulfur Inorganic materials 0.000 claims description 36
- 125000000304 alkynyl group Chemical group 0.000 claims description 34
- 229910052760 oxygen Inorganic materials 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 33
- 241001465754 Metazoa Species 0.000 claims description 32
- 230000002401 inhibitory effect Effects 0.000 claims description 31
- 125000000623 heterocyclic group Chemical group 0.000 claims description 30
- -1 -N(alkyl)2 Chemical group 0.000 claims description 27
- 230000011278 mitosis Effects 0.000 claims description 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 230000004663 cell proliferation Effects 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 18
- 239000003814 drug Substances 0.000 claims description 17
- 239000008194 pharmaceutical composition Substances 0.000 claims description 17
- 208000035269 cancer or benign tumor Diseases 0.000 claims description 16
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 16
- 230000035755 proliferation Effects 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 16
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 15
- 125000002947 alkylene group Chemical group 0.000 claims description 14
- 230000001404 mediated effect Effects 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 12
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical compound NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 claims description 12
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 11
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 11
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 10
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 4
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- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims description 4
- 125000004419 alkynylene group Chemical group 0.000 claims description 4
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000004043 oxo group Chemical group O=* 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 4
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- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
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- 125000006280 2-bromobenzyl group Chemical group [H]C1=C([H])C(Br)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 claims description 2
- IKXRPCSTOHNEPH-UHFFFAOYSA-N 3-[(2,6-dichlorophenyl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=C(Cl)C=CC=C1Cl IKXRPCSTOHNEPH-UHFFFAOYSA-N 0.000 claims description 2
- ZLNYTTROVPFOPQ-UHFFFAOYSA-N 3-[(3-aminophenyl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=CC=CC(N)=C1 ZLNYTTROVPFOPQ-UHFFFAOYSA-N 0.000 claims description 2
- IFTFEAPCQSZQTC-UHFFFAOYSA-N 3-[(3-bromopyridin-4-yl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=CC=NC=C1Br IFTFEAPCQSZQTC-UHFFFAOYSA-N 0.000 claims description 2
- WDJVBZGRDHWJGN-UHFFFAOYSA-N 3-[[2-(difluoromethoxy)phenyl]methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=CC=CC=C1OC(F)F WDJVBZGRDHWJGN-UHFFFAOYSA-N 0.000 claims description 2
- 125000006244 carboxylic acid protecting group Chemical group 0.000 claims description 2
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 claims 1
- JBLFNIIYPZPUJB-UHFFFAOYSA-N 3-[(2-aminopyridin-4-yl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=CC=NC(N)=C1 JBLFNIIYPZPUJB-UHFFFAOYSA-N 0.000 claims 1
- LOZDFLFAJKGZSO-UHFFFAOYSA-N 3-[(2-chloropyridin-3-yl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC1=CC=CN=C1Cl LOZDFLFAJKGZSO-UHFFFAOYSA-N 0.000 claims 1
- OPIDSVQKVZWDPM-UHFFFAOYSA-N 3-[(6-chloro-1,3-benzodioxol-5-yl)methoxy]-5-(5,6-dimethoxybenzimidazol-1-yl)thiophene-2-carboxamide Chemical compound C1=2C=C(OC)C(OC)=CC=2N=CN1C(SC=1C(N)=O)=CC=1OCC(C(=C1)Cl)=CC2=C1OCO2 OPIDSVQKVZWDPM-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Dermatology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Hospice & Palliative Care (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Psychiatry (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40200802P | 2002-08-08 | 2002-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200500864B true ZA200500864B (en) | 2006-04-26 |
Family
ID=31715769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200500864A ZA200500864B (en) | 2002-08-08 | 2005-01-28 | Thiophene compounds |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US20060074119A1 (fr) |
| EP (1) | EP1546137A1 (fr) |
| JP (1) | JP2006505522A (fr) |
| KR (1) | KR20050071471A (fr) |
| CN (1) | CN1688576A (fr) |
| AU (1) | AU2003265348B2 (fr) |
| BR (1) | BR0313160A (fr) |
| CA (1) | CA2493908A1 (fr) |
| IL (1) | IL166328A0 (fr) |
| IS (1) | IS7657A (fr) |
| MA (1) | MA27427A1 (fr) |
| MX (1) | MXPA05001544A (fr) |
| NO (1) | NO20050525L (fr) |
| NZ (1) | NZ538134A (fr) |
| PL (1) | PL375532A1 (fr) |
| RU (1) | RU2296758C2 (fr) |
| WO (1) | WO2004014899A1 (fr) |
| ZA (1) | ZA200500864B (fr) |
Families Citing this family (91)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6861422B2 (en) | 2003-02-26 | 2005-03-01 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Dihydropteridinones, processes for preparing them and their use as pharmaceutical compositions |
| AU2004268949A1 (en) * | 2003-08-21 | 2005-03-10 | Osi Pharmaceuticals, Inc. | N-substituted benzimidazolyl C-kit inhibitors |
| JP2007509070A (ja) | 2003-10-16 | 2007-04-12 | スミスクライン ビーチャム コーポレーション | チオフェン化合物 |
| WO2005040161A1 (fr) * | 2003-10-27 | 2005-05-06 | S*Bio Pte Ltd | Hydroxamates lies au biaryle: preparation et applications pharmaceutiques |
| CA2549869C (fr) | 2003-12-18 | 2015-05-05 | Janssen Pharmaceutica N.V. | Anti-proliferants a base de derives pyrido- et pyrimidopyrimidine |
| WO2005075470A1 (fr) | 2004-01-28 | 2005-08-18 | Smithkline Beecham Corporation | Composes thiazole |
| GB0402809D0 (en) * | 2004-02-09 | 2004-03-10 | Glaxo Group Ltd | Chemical compounds |
| DE102004029784A1 (de) | 2004-06-21 | 2006-01-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue 2-Benzylaminodihydropteridinone, Verfahren zur deren Herstellung und deren Verwendung als Arzneimittel |
| DE102004033670A1 (de) | 2004-07-09 | 2006-02-02 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Pyridodihydropyrazinone, Verfahren zu Ihrer Herstellung und Ihre Verwendung als Arzneimittel |
| US20060074088A1 (en) | 2004-08-14 | 2006-04-06 | Boehringer Ingelheim International Gmbh | Dihydropteridinones for the treatment of cancer diseases |
| US20060058311A1 (en) | 2004-08-14 | 2006-03-16 | Boehringer Ingelheim International Gmbh | Combinations for the treatment of diseases involving cell proliferation |
| US20060035903A1 (en) | 2004-08-14 | 2006-02-16 | Boehringer Ingelheim International Gmbh | Storage stable perfusion solution for dihydropteridinones |
| US7759485B2 (en) | 2004-08-14 | 2010-07-20 | Boehringer Ingelheim International Gmbh | Process for the manufacture of dihydropteridinones |
| US7728134B2 (en) | 2004-08-14 | 2010-06-01 | Boehringer Ingelheim International Gmbh | Hydrates and polymorphs of 4[[(7R)-8-cyclopentyl-7-ethyl-5,6,7,8-tetrahydro-5-methyl-6-oxo-2-pteridinyl]amino]-3-methoxy-N-(1-methyl-4-piperidinyl)-benzamide, process for their manufacture and their use as medicament |
| EP1632493A1 (fr) | 2004-08-25 | 2006-03-08 | Boehringer Ingelheim Pharma GmbH & Co.KG | Dérivés de dihydropteridine, méthodes de préparation et utilisation en tant que médicament |
| EP1630163A1 (fr) | 2004-08-25 | 2006-03-01 | Boehringer Ingelheim Pharma GmbH & Co.KG | Dihydropteridinones, procédés de préparation et leur utilisation en tant que médicaments |
| EP1790650B1 (fr) | 2004-08-31 | 2014-03-26 | Msd Kk | Nouveaux dérivés d'imidazoles substitués |
| US8030327B2 (en) | 2004-11-08 | 2011-10-04 | Mds K.K. | Fused imidazole derivative |
| DE102004058337A1 (de) | 2004-12-02 | 2006-06-14 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung von annelierten Piperazin-2-on Derivaten |
| NI200700147A (es) | 2004-12-08 | 2019-05-10 | Janssen Pharmaceutica Nv | Derivados de quinazolina inhibidores de cinasas dirigidos a multip |
| US7786132B2 (en) | 2004-12-17 | 2010-08-31 | Amgen Inc. | Aminopyrimidine compounds and methods of use |
| UA92180C2 (en) * | 2005-09-06 | 2010-10-11 | Смиткляйн Бичам Корпорейшн | Benzimidazole thiophene compounds as plk inhibitors |
| EP1924572B1 (fr) * | 2005-09-06 | 2009-12-30 | SmithKline Beecham Corporation | Procede regioselectif de preparation de benzimidazole thiophenes |
| CN101331126A (zh) * | 2005-09-06 | 2008-12-24 | 史密丝克莱恩比彻姆公司 | 作为plk调节剂的苯并咪唑噻吩化合物 |
| PE20070518A1 (es) | 2005-09-06 | 2007-06-12 | Smithkline Beecham Corp | Compuestos de tiofeno bencimidazol como agentes inhibidores de plk |
| WO2007087283A2 (fr) * | 2006-01-23 | 2007-08-02 | Vertex Pharmaceuticals Incorporated | Thiophene-carboxamides utiles en tant qu'inhibiteurs de proteines kinases |
| US7439358B2 (en) | 2006-02-08 | 2008-10-21 | Boehringer Ingelheim International Gmbh | Specific salt, anhydrous and crystalline form of a dihydropteridione derivative |
| US7504513B2 (en) * | 2006-02-27 | 2009-03-17 | Hoffman-La Roche Inc. | Thiazolyl-benzimidazoles |
| EP2007757B1 (fr) * | 2006-04-13 | 2012-10-03 | Vertex Pharmceuticals Incorporated | Thiophène-carboxamides servant d'inhibiteurs de protéines kinases |
| US8853244B2 (en) | 2006-05-23 | 2014-10-07 | Vertex Pharmaceuticals Incorporated | Thiophene-carboxamides useful as inhibitors of protein kinases |
| US7851495B2 (en) | 2006-05-23 | 2010-12-14 | Vertex Pharmaceuticals Incorporated | Thiophene-carboxamides useful as inhibitors of protein kinases |
| EP2032563B1 (fr) * | 2006-06-02 | 2010-06-02 | GlaxoSmithKline LLC | Composés de benzimidazole thiophène |
| US7615643B2 (en) | 2006-06-02 | 2009-11-10 | Smithkline Beecham Corporation | Benzimidazole thiophene compounds |
| EP2032564A2 (fr) * | 2006-06-02 | 2009-03-11 | SmithKline Beecham Corporation | Composés d'éther benzylique de benzimidazole thiophène substitué non cyclique |
| AU2007274284B2 (en) | 2006-07-13 | 2012-04-26 | Janssen Pharmaceutica N.V. | Mtki quinazoline derivatives |
| WO2008021337A1 (fr) | 2006-08-15 | 2008-02-21 | Wyeth | Dérivés oxazinan-2-one utiles comme modulateurs pr |
| WO2008021309A1 (fr) | 2006-08-15 | 2008-02-21 | Wyeth | Dérivés d'imidazolidin-2-one utiles en tant que modulateurs pr |
| US7618989B2 (en) | 2006-08-15 | 2009-11-17 | Wyeth | Tricyclic oxazolidone derivatives useful as PR modulators |
| US7649007B2 (en) | 2006-08-15 | 2010-01-19 | Wyeth Llc | Oxazolidine derivatives as PR modulators |
| TW200815428A (en) | 2006-08-15 | 2008-04-01 | Wyeth Corp | Oxazolidone derivatives as PR modulators |
| EP2079733A2 (fr) * | 2006-10-31 | 2009-07-22 | SmithKline Beecham Corporation | Benzidimidazole thiophènes substitués en 5 et 6 pour plk |
| WO2008153701A1 (fr) * | 2007-05-24 | 2008-12-18 | Schering Corporation | Composés d'inhibition de l'activité de ksp kinésine |
| EP2170871A2 (fr) * | 2007-06-26 | 2010-04-07 | GlaxoSmithKline LLC | Procédés de préparation de thiophènes de benzimidazole |
| WO2009003911A1 (fr) * | 2007-06-29 | 2009-01-08 | 4Sc Ag | Thiophène-imidazopyridines |
| ES2562218T3 (es) | 2007-07-27 | 2016-03-03 | Janssen Pharmaceutica, N.V. | Pirrolopirimidinas útiles para el tratamiento de enfermedades proliferativas |
| WO2009019205A1 (fr) | 2007-08-03 | 2009-02-12 | Boehringer Ingelheim International Gmbh | Forme cristalline d'un dérivé de dihydroptéridione |
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-
2003
- 2003-08-04 US US10/522,958 patent/US20060074119A1/en not_active Abandoned
- 2003-08-04 EP EP03784888A patent/EP1546137A1/fr not_active Ceased
- 2003-08-04 PL PL03375532A patent/PL375532A1/xx not_active Application Discontinuation
- 2003-08-04 KR KR1020057002244A patent/KR20050071471A/ko not_active Application Discontinuation
- 2003-08-04 CN CNA038237555A patent/CN1688576A/zh active Pending
- 2003-08-04 RU RU2005102390/04A patent/RU2296758C2/ru not_active IP Right Cessation
- 2003-08-04 BR BR0313160-2A patent/BR0313160A/pt not_active IP Right Cessation
- 2003-08-04 JP JP2004527723A patent/JP2006505522A/ja active Pending
- 2003-08-04 AU AU2003265348A patent/AU2003265348B2/en not_active Ceased
- 2003-08-04 WO PCT/US2003/024272 patent/WO2004014899A1/fr active Application Filing
- 2003-08-04 MX MXPA05001544A patent/MXPA05001544A/es unknown
- 2003-08-04 NZ NZ538134A patent/NZ538134A/en unknown
- 2003-08-04 CA CA002493908A patent/CA2493908A1/fr not_active Abandoned
-
2005
- 2005-01-17 IL IL16632805A patent/IL166328A0/xx unknown
- 2005-01-20 IS IS7657A patent/IS7657A/is unknown
- 2005-01-28 ZA ZA200500864A patent/ZA200500864B/en unknown
- 2005-01-31 NO NO20050525A patent/NO20050525L/no not_active Application Discontinuation
- 2005-03-04 MA MA28130A patent/MA27427A1/fr unknown
-
2008
- 2008-05-01 US US12/113,224 patent/US20080269298A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR20050071471A (ko) | 2005-07-07 |
| MXPA05001544A (es) | 2005-04-19 |
| EP1546137A1 (fr) | 2005-06-29 |
| MA27427A1 (fr) | 2005-07-01 |
| PL375532A1 (en) | 2005-11-28 |
| JP2006505522A (ja) | 2006-02-16 |
| AU2003265348A1 (en) | 2004-02-25 |
| CN1688576A (zh) | 2005-10-26 |
| WO2004014899A1 (fr) | 2004-02-19 |
| US20060074119A1 (en) | 2006-04-06 |
| CA2493908A1 (fr) | 2004-02-19 |
| AU2003265348B2 (en) | 2007-08-16 |
| RU2296758C2 (ru) | 2007-04-10 |
| IL166328A0 (en) | 2006-01-15 |
| BR0313160A (pt) | 2005-07-12 |
| RU2005102390A (ru) | 2006-01-10 |
| US20080269298A1 (en) | 2008-10-30 |
| IS7657A (is) | 2005-01-20 |
| NO20050525L (no) | 2005-05-06 |
| NZ538134A (en) | 2006-03-31 |
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