DE10112151A1 - Substituierte Benzofuran-2-carbonsäureamide - Google Patents
Substituierte Benzofuran-2-carbonsäureamideInfo
- Publication number
- DE10112151A1 DE10112151A1 DE10112151A DE10112151A DE10112151A1 DE 10112151 A1 DE10112151 A1 DE 10112151A1 DE 10112151 A DE10112151 A DE 10112151A DE 10112151 A DE10112151 A DE 10112151A DE 10112151 A1 DE10112151 A1 DE 10112151A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- group
- benzofuran
- compounds
- piperazin
- 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.)
- Withdrawn
Links
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- 239000003112 inhibitor Substances 0.000 title claims description 5
- 239000000018 receptor agonist Substances 0.000 title description 2
- 229940044601 receptor agonist Drugs 0.000 title description 2
- 102100022738 5-hydroxytryptamine receptor 1A Human genes 0.000 title 1
- 101710138638 5-hydroxytryptamine receptor 1A Proteins 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 33
- 150000003839 salts Chemical class 0.000 claims abstract description 33
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 28
- 239000012453 solvate Substances 0.000 claims abstract description 24
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 71
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- 229910052794 bromium Inorganic materials 0.000 claims description 11
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
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- HUWZYZLPJDXZNB-UHFFFAOYSA-N 5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-n-(pyridin-2-ylmethyl)-1-benzofuran-2-carboxamide Chemical compound C=1C2=CC(N3CCN(CCCCC=4C5=CC(=CC=C5NC=4)C#N)CC3)=CC=C2OC=1C(=O)NCC1=CC=CC=N1 HUWZYZLPJDXZNB-UHFFFAOYSA-N 0.000 claims description 3
- LJEHRCRLSYHWNX-UHFFFAOYSA-N 5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-n-(pyridin-4-ylmethyl)-1-benzofuran-2-carboxamide Chemical compound C=1C2=CC(N3CCN(CCCCC=4C5=CC(=CC=C5NC=4)C#N)CC3)=CC=C2OC=1C(=O)NCC1=CC=NC=C1 LJEHRCRLSYHWNX-UHFFFAOYSA-N 0.000 claims description 3
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- FBWGGWDMWNCENL-UHFFFAOYSA-N 5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-n-(2-hydroxyethyl)-1-benzofuran-2-carboxamide Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(OC4=CC=3)C(=O)NCCO)=CNC2=C1 FBWGGWDMWNCENL-UHFFFAOYSA-N 0.000 claims description 2
- MYAKFFVIELATHX-UHFFFAOYSA-N 5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-n-(2-methoxyethyl)-1-benzofuran-2-carboxamide Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(OC4=CC=3)C(=O)NCCOC)=CNC2=C1 MYAKFFVIELATHX-UHFFFAOYSA-N 0.000 claims description 2
- UXOBIZYQXZQIAM-UHFFFAOYSA-N 5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-n-[2-(methylamino)ethyl]-1-benzofuran-2-carboxamide Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(OC4=CC=3)C(=O)NCCNC)=CNC2=C1 UXOBIZYQXZQIAM-UHFFFAOYSA-N 0.000 claims description 2
- TUDWAQMURNLLNT-UHFFFAOYSA-N n-(2-amino-2-oxoethyl)-5-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-1-benzofuran-2-carboxamide Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(OC4=CC=3)C(=O)NCC(=O)N)=CNC2=C1 TUDWAQMURNLLNT-UHFFFAOYSA-N 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- -1 biphenylyl Chemical group 0.000 abstract description 140
- 125000003118 aryl group Chemical group 0.000 abstract description 2
- 125000002950 monocyclic group Chemical group 0.000 abstract description 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 5
- 101100295741 Gallus gallus COR4 gene Proteins 0.000 abstract 2
- 101100295738 Gallus gallus COR3 gene Proteins 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 238000000132 electrospray ionisation Methods 0.000 description 34
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- 239000000243 solution Substances 0.000 description 17
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- 239000004480 active ingredient Substances 0.000 description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
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- 150000007513 acids Chemical class 0.000 description 6
- 238000007792 addition Methods 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Endocrinology (AREA)
- Psychiatry (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pain & Pain Management (AREA)
- Gynecology & Obstetrics (AREA)
- Rheumatology (AREA)
- Child & Adolescent Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Anesthesiology (AREA)
- Nutrition Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (20)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10112151A DE10112151A1 (de) | 2001-03-14 | 2001-03-14 | Substituierte Benzofuran-2-carbonsäureamide |
| HU0303449A HUP0303449A3 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| SK1249-2003A SK12492003A3 (sk) | 2001-03-14 | 2002-02-27 | Derivát substituovaného benzofurán-2-karboxamidu, spôsob jeho prípravy, jeho použitie a farmaceutický prostriedok, ktorý ho obsahuje |
| CZ20032712A CZ20032712A3 (cs) | 2001-03-14 | 2002-02-27 | Derivát substituovaného benzofuran-2-karboxamidu, způsob jeho přípravy, jeho použití a farmaceutický prostředek, který ho obsahuje |
| EP02729940A EP1368346A1 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| EEP200300447A EE200300447A (et) | 2001-03-14 | 2002-02-27 | Asendatud bensofuraan-2-karboksamiidide derivaadid |
| CA2440726A CA2440726C (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| IL15788902A IL157889A0 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamide derivatives |
| KR10-2003-7011886A KR20030080083A (ko) | 2001-03-14 | 2002-02-27 | 치환된 벤조퓨란-2-카르복사미드 유도체 |
| RU2003129057/04A RU2003129057A (ru) | 2001-03-14 | 2002-02-27 | Замещенные производные бензофуран-2-карбоксамидов |
| CNB028058135A CN1244578C (zh) | 2001-03-14 | 2002-02-27 | 取代的苯并呋喃-2-甲酰胺衍生物 |
| BR0208040-0A BR0208040A (pt) | 2001-03-14 | 2002-02-27 | Derivados de benzofuran-2-carboxamidas substituìdas |
| MXPA03008140A MXPA03008140A (es) | 2001-03-14 | 2002-02-27 | Amidas de acido benzofuran-2-carboxilico sustituidas. |
| US10/471,584 US7244846B2 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| PL02362844A PL362844A1 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| JP2002581421A JP4485743B2 (ja) | 2001-03-14 | 2002-02-27 | 置換ベンゾフラン−2−カルボキサミド誘導体 |
| PCT/EP2002/002093 WO2002083666A1 (en) | 2001-03-14 | 2002-02-27 | Substituted benzofuran-2-carboxamides derivatives |
| ARP020100898A AR035782A1 (es) | 2001-03-14 | 2002-03-13 | Amidas sustituidas de acido benzofuran-2-carboxilico, un procedimiento para su preparacion, las preparaciones farmaceuticas que las contienen y el uso de las mismas para preparar un medicamento |
| EC2003004798A ECSP034798A (es) | 2001-03-14 | 2003-10-09 | Amidas de acido benzofuran-2-carboxílico sustituidas |
| ZA200307966A ZA200307966B (en) | 2001-03-14 | 2003-10-13 | Substituted benzofuran-2-carboxamides derivatives. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10112151A DE10112151A1 (de) | 2001-03-14 | 2001-03-14 | Substituierte Benzofuran-2-carbonsäureamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10112151A1 true DE10112151A1 (de) | 2002-09-19 |
Family
ID=7677358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10112151A Withdrawn DE10112151A1 (de) | 2001-03-14 | 2001-03-14 | Substituierte Benzofuran-2-carbonsäureamide |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US7244846B2 (enExample) |
| EP (1) | EP1368346A1 (enExample) |
| JP (1) | JP4485743B2 (enExample) |
| KR (1) | KR20030080083A (enExample) |
| CN (1) | CN1244578C (enExample) |
| AR (1) | AR035782A1 (enExample) |
| BR (1) | BR0208040A (enExample) |
| CA (1) | CA2440726C (enExample) |
| CZ (1) | CZ20032712A3 (enExample) |
| DE (1) | DE10112151A1 (enExample) |
| EC (1) | ECSP034798A (enExample) |
| EE (1) | EE200300447A (enExample) |
| HU (1) | HUP0303449A3 (enExample) |
| IL (1) | IL157889A0 (enExample) |
| MX (1) | MXPA03008140A (enExample) |
| PL (1) | PL362844A1 (enExample) |
| RU (1) | RU2003129057A (enExample) |
| SK (1) | SK12492003A3 (enExample) |
| WO (1) | WO2002083666A1 (enExample) |
| ZA (1) | ZA200307966B (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008080456A1 (de) | 2006-12-21 | 2008-07-10 | Merck Patent Gmbh | Verfahren zur herstellung von benzofuran-2-carboxamiden |
| WO2009112139A1 (en) * | 2008-03-14 | 2009-09-17 | Merck Patent Gmbh, | Azaindole compounds for treatment of central nervous system disorders |
| US7858796B2 (en) | 2004-09-21 | 2010-12-28 | Glaxo Group Limited | Chemical compounds |
| US8063071B2 (en) | 2007-10-31 | 2011-11-22 | GlaxoSmithKline, LLC | Chemical compounds |
| US8071584B2 (en) | 2007-03-23 | 2011-12-06 | Glaxosmithkline Llc | Indole carboxamides as IKK2 inhibitors |
| US8354539B2 (en) | 2009-03-10 | 2013-01-15 | Glaxo Group Limited | Indole derivatives as IKK2 inhibitors |
| US8501780B2 (en) | 2004-06-24 | 2013-08-06 | Glaxosmithkline Llc | Indazole carboxamides and their use |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10259244A1 (de) * | 2002-12-17 | 2004-07-01 | Merck Patent Gmbh | N-(Indolethyl-)cycloamin-Verbindungen |
| DE10305739A1 (de) * | 2003-02-11 | 2004-08-19 | Merck Patent Gmbh | Benzofuranderivate |
| DE10306941A1 (de) | 2003-02-18 | 2004-08-26 | Merck Patent Gmbh | Benzofuranoxyethylamine |
| DE10326939A1 (de) * | 2003-06-16 | 2005-01-05 | Merck Patent Gmbh | Indol-Derivate |
| DE10326940A1 (de) * | 2003-06-16 | 2005-01-05 | Merck Patent Gmbh | Indol-Derivate |
| DE102005019670A1 (de) * | 2005-04-26 | 2006-11-02 | Merck Patent Gmbh | Verfahren zur Herstellung von (5-(4-[4-(5-Cyano-3-indolyl)-butyl)-1-piperazinyl)-benzofuran-2-carboxamid |
| EP2110374A1 (en) * | 2008-04-18 | 2009-10-21 | Merck Sante | Benzofurane, benzothiophene, benzothiazol derivatives as FXR modulators |
| EP2338873A1 (en) | 2009-12-22 | 2011-06-29 | Gmeiner, Peter | New aminotetraline derivatives |
| KR101361145B1 (ko) * | 2011-03-10 | 2014-02-12 | 한국화학연구원 | 신규한 벤조퓨란-2-카르복사미드 유도체 및 그의 mch 수용체-1 관련 질환에 대한 치료학적 용도 |
| CN103570698B (zh) * | 2012-08-01 | 2016-08-03 | 江苏恩华药业股份有限公司 | 用于制备维拉佐酮的化合物及其中间体和应用 |
| CN104337812B (zh) | 2013-07-29 | 2018-09-14 | 广东东阳光药业有限公司 | 取代的杂芳基化合物及其使用方法和用途 |
| WO2016192657A1 (en) | 2015-06-03 | 2016-12-08 | Sunshine Lake Pharma Co., Ltd. | Substituted piperazine compounds and methods of use and use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4333254A1 (de) | 1993-09-30 | 1995-04-06 | Merck Patent Gmbh | Piperidine und Piperazine |
| DE19730989A1 (de) * | 1997-07-18 | 1999-01-21 | Merck Patent Gmbh | Piperazin-Derivate |
| TW518218B (en) * | 1999-05-27 | 2003-01-21 | Merck Patent Gmbh | Pharmaceutical compositions comprising 1-[4-(5-cyanoindol-3-yl)butyl]-4-(2-carbamoylbenzofuran-5-yl)piperazine or its physiologically acceptable salts for use in the treatment of sub-type anxiety disorders |
-
2001
- 2001-03-14 DE DE10112151A patent/DE10112151A1/de not_active Withdrawn
-
2002
- 2002-02-27 PL PL02362844A patent/PL362844A1/xx unknown
- 2002-02-27 KR KR10-2003-7011886A patent/KR20030080083A/ko not_active Withdrawn
- 2002-02-27 US US10/471,584 patent/US7244846B2/en not_active Expired - Fee Related
- 2002-02-27 CN CNB028058135A patent/CN1244578C/zh not_active Expired - Fee Related
- 2002-02-27 JP JP2002581421A patent/JP4485743B2/ja not_active Expired - Fee Related
- 2002-02-27 IL IL15788902A patent/IL157889A0/xx unknown
- 2002-02-27 CZ CZ20032712A patent/CZ20032712A3/cs unknown
- 2002-02-27 WO PCT/EP2002/002093 patent/WO2002083666A1/en not_active Ceased
- 2002-02-27 SK SK1249-2003A patent/SK12492003A3/sk not_active Application Discontinuation
- 2002-02-27 EP EP02729940A patent/EP1368346A1/en not_active Withdrawn
- 2002-02-27 EE EEP200300447A patent/EE200300447A/xx unknown
- 2002-02-27 CA CA2440726A patent/CA2440726C/en not_active Expired - Fee Related
- 2002-02-27 RU RU2003129057/04A patent/RU2003129057A/ru not_active Application Discontinuation
- 2002-02-27 HU HU0303449A patent/HUP0303449A3/hu unknown
- 2002-02-27 BR BR0208040-0A patent/BR0208040A/pt not_active IP Right Cessation
- 2002-02-27 MX MXPA03008140A patent/MXPA03008140A/es unknown
- 2002-03-13 AR ARP020100898A patent/AR035782A1/es not_active Application Discontinuation
-
2003
- 2003-10-09 EC EC2003004798A patent/ECSP034798A/es unknown
- 2003-10-13 ZA ZA200307966A patent/ZA200307966B/en unknown
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8501780B2 (en) | 2004-06-24 | 2013-08-06 | Glaxosmithkline Llc | Indazole carboxamides and their use |
| US7858796B2 (en) | 2004-09-21 | 2010-12-28 | Glaxo Group Limited | Chemical compounds |
| US8354406B2 (en) | 2005-06-30 | 2013-01-15 | Glaxosmithkline Llc | Chemical compounds |
| WO2008080456A1 (de) | 2006-12-21 | 2008-07-10 | Merck Patent Gmbh | Verfahren zur herstellung von benzofuran-2-carboxamiden |
| US8071584B2 (en) | 2007-03-23 | 2011-12-06 | Glaxosmithkline Llc | Indole carboxamides as IKK2 inhibitors |
| US8372875B2 (en) | 2007-03-23 | 2013-02-12 | GlaxoSmithKline, LLC | Indole carboxamides as IKK2 inhibitors |
| US8063071B2 (en) | 2007-10-31 | 2011-11-22 | GlaxoSmithKline, LLC | Chemical compounds |
| WO2009112139A1 (en) * | 2008-03-14 | 2009-09-17 | Merck Patent Gmbh, | Azaindole compounds for treatment of central nervous system disorders |
| US8354539B2 (en) | 2009-03-10 | 2013-01-15 | Glaxo Group Limited | Indole derivatives as IKK2 inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| CZ20032712A3 (cs) | 2004-01-14 |
| HUP0303449A3 (en) | 2005-02-28 |
| WO2002083666A1 (en) | 2002-10-24 |
| US7244846B2 (en) | 2007-07-17 |
| SK12492003A3 (sk) | 2004-03-02 |
| EP1368346A1 (en) | 2003-12-10 |
| RU2003129057A (ru) | 2005-04-10 |
| PL362844A1 (en) | 2004-11-02 |
| ZA200307966B (en) | 2005-01-13 |
| MXPA03008140A (es) | 2003-12-12 |
| US20050075269A1 (en) | 2005-04-07 |
| EE200300447A (et) | 2003-12-15 |
| IL157889A0 (en) | 2004-03-28 |
| CN1494543A (zh) | 2004-05-05 |
| KR20030080083A (ko) | 2003-10-10 |
| CA2440726C (en) | 2011-05-17 |
| JP2004527536A (ja) | 2004-09-09 |
| BR0208040A (pt) | 2004-02-25 |
| CA2440726A1 (en) | 2002-10-24 |
| CN1244578C (zh) | 2006-03-08 |
| JP4485743B2 (ja) | 2010-06-23 |
| HUP0303449A2 (hu) | 2004-01-28 |
| ECSP034798A (es) | 2003-12-01 |
| AR035782A1 (es) | 2004-07-14 |
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| 8139 | Disposal/non-payment of the annual fee |