ATE293102T1 - Naphthalene derivate ,ihre herstellung und verwendung - Google Patents
Naphthalene derivate ,ihre herstellung und verwendungInfo
- Publication number
- ATE293102T1 ATE293102T1 AT99917102T AT99917102T ATE293102T1 AT E293102 T1 ATE293102 T1 AT E293102T1 AT 99917102 T AT99917102 T AT 99917102T AT 99917102 T AT99917102 T AT 99917102T AT E293102 T1 ATE293102 T1 AT E293102T1
- Authority
- AT
- Austria
- Prior art keywords
- sup
- substituted
- group
- hydrogen atom
- sub
- Prior art date
Links
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical class C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 201000011510 cancer Diseases 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 241000124008 Mammalia Species 0.000 abstract 1
- 206010027476 Metastases Diseases 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 230000009401 metastasis Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- IHOBBYHEOBWAPZ-UHFFFAOYSA-L steroid c Chemical compound [Na+].[Na+].C1CC2CC(OS([O-])(=O)=O)C(OS([O-])(=O)=O)CC2(C)C(CCC23C)C1C3CC(O1)C2C2(C)OC1OC2CC(C(C)C)=C(C)C IHOBBYHEOBWAPZ-UHFFFAOYSA-L 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (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)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11380198 | 1998-04-23 | ||
| PCT/JP1999/002143 WO1999054309A1 (en) | 1998-04-23 | 1999-04-22 | Naphthalene derivatives, their production and use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE293102T1 true ATE293102T1 (de) | 2005-04-15 |
Family
ID=14621427
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT99917102T ATE293102T1 (de) | 1998-04-23 | 1999-04-22 | Naphthalene derivate ,ihre herstellung und verwendung |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6573289B1 (de) |
| EP (1) | EP1073640B1 (de) |
| AT (1) | ATE293102T1 (de) |
| AU (1) | AU3534699A (de) |
| CA (1) | CA2328973A1 (de) |
| DE (1) | DE69924717T2 (de) |
| WO (1) | WO1999054309A1 (de) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070129282A1 (en) * | 1998-11-24 | 2007-06-07 | Ahlem Clarence N | Pharmaceutical treatments and compositions |
| WO2000042213A1 (en) | 1999-01-13 | 2000-07-20 | The Research Foundation Of State University Of New York | A novel method for designing protein kinase inhibitors |
| EP1193258A4 (de) * | 1999-06-22 | 2002-11-13 | Takeda Chemical Industries Ltd | Verfahren zur herstellung von imidazolderivaten |
| EP1228083A2 (de) | 1999-09-30 | 2002-08-07 | Hollis-Eden Pharmaceuticals Inc. | Therapeutische behandlung von durch androgenrezeptor hervorgerufene erkrankungen |
| AU7949900A (en) * | 1999-10-22 | 2001-05-08 | Takeda Chemical Industries Ltd. | Process for producing optically active naphthalene derivative and optical resolver therefor |
| PE20010781A1 (es) * | 1999-10-22 | 2001-08-08 | Takeda Chemical Industries Ltd | Compuestos 1-(1h-imidazol-4-il)-1-(naftil-2-sustituido)etanol, su produccion y utilizacion |
| EP1227086B1 (de) * | 1999-10-22 | 2006-03-29 | Takeda Pharmaceutical Company Limited | 1-substituierte-phenyl-1-(1h-imidazol-4-yl)alkohole, verfahren zu deren herstellung sowie deren verwendung |
| CN1329394C (zh) | 2000-11-17 | 2007-08-01 | 武田药品工业株式会社 | 新咪唑衍生物、其制备方法及其用途 |
| ATE502030T1 (de) * | 2000-11-20 | 2011-04-15 | Takeda Pharmaceutical | Imidazolderivate, verfahren zu deren herstellung und deren verwendung |
| AU2002221080A1 (en) | 2000-12-08 | 2002-06-18 | Masami Kusaka | Substituted thiazole derivatives bearing 3-pyridyl groups, process for preparingthe same and use thereof |
| JP2003137814A (ja) * | 2001-08-10 | 2003-05-14 | Takeda Chem Ind Ltd | GnRHアゴニストの併用剤 |
| US7005445B2 (en) | 2001-10-22 | 2006-02-28 | The Research Foundation Of State University Of New York | Protein kinase and phosphatase inhibitors and methods for designing them |
| MXPA04003758A (es) * | 2001-10-22 | 2005-06-20 | Univ New York State Res Found | Inhibidores de proteina - cinasas y proteina-fosfatasas, metodos para disenarlos y metodos para usarlos. |
| WO2005007631A1 (en) * | 2003-07-10 | 2005-01-27 | Osi Pharmaceuticals, Inc. | Naphthylene derivatives as cytochrome p450 inhibitors |
| JP2007518823A (ja) | 2004-01-23 | 2007-07-12 | アムゲン インコーポレイテッド | キノリン、キナゾリン、ピリジン、及びピリミジン化合物と炎症、血管新生、及び癌に対する治療におけるそれら化合物の用途 |
| CN1933839A (zh) | 2004-01-23 | 2007-03-21 | 安进公司 | 化合物和使用方法 |
| US7662844B2 (en) | 2004-07-12 | 2010-02-16 | Osi Pharmaceuticals, Inc. | Naphthylene derivatives as cytochrome P450 inhibitors |
| JP2008521900A (ja) | 2004-11-30 | 2008-06-26 | アムジエン・インコーポレーテツド | キノリン及びキナゾリン類似体並びにがん治療のための医薬としてのその使用 |
| JO2787B1 (en) * | 2005-04-27 | 2014-03-15 | امجين إنك, | Alternative amide derivatives and methods of use |
| ES2338716T3 (es) * | 2006-01-27 | 2010-05-11 | F.Hoffmann-La Roche Ag | Uso de derivados de 4-imidazol para trastornos del snc. |
| US7838542B2 (en) | 2006-06-29 | 2010-11-23 | Kinex Pharmaceuticals, Llc | Bicyclic compositions and methods for modulating a kinase cascade |
| WO2008046756A1 (en) * | 2006-10-19 | 2008-04-24 | F. Hoffmann-La Roche Ag | Aminomethyl-2-imidazoles with affinity with the trace amine associated receptors |
| EP2076497B1 (de) * | 2006-10-19 | 2012-02-22 | F. Hoffmann-La Roche AG | Aminomethyl-4-imidazole |
| EP2086959B1 (de) | 2006-11-02 | 2011-11-16 | F. Hoffmann-La Roche AG | Substituierte 2-imidazole als modulatoren der mit spurenaminen assoziierten rezeptoren |
| JP2010510184A (ja) * | 2006-11-16 | 2010-04-02 | エフ.ホフマン−ラ ロシュ アーゲー | 置換4−イミダゾール類 |
| MX2009005920A (es) * | 2006-12-13 | 2009-06-16 | Hoffmann La Roche | Nuevos 2-imidazoles como ligandos para receptores asociados con trazas de amina. |
| US20080146523A1 (en) * | 2006-12-18 | 2008-06-19 | Guido Galley | Imidazole derivatives |
| NZ578260A (en) * | 2007-02-02 | 2012-02-24 | Hoffmann La Roche | Novel 2-aminooxazolines as taar1 ligands for cns disorders |
| BRPI0807813A2 (pt) * | 2007-02-15 | 2014-08-05 | Hoffmann La Roche | 2-amino-oxazolinas como ligantes de taar1 |
| EP2173720A2 (de) | 2007-07-02 | 2010-04-14 | F. Hoffmann-Roche AG | 2-imidazoline mit guter affinität zu trace-amine-associated-rezeptoren (taars) |
| BRPI0812833A2 (pt) * | 2007-07-03 | 2014-12-09 | Hoffmann La Roche | 4-imidazolinas e seu uso como antidepressivos |
| WO2009016048A1 (en) * | 2007-07-27 | 2009-02-05 | F. Hoffmann-La Roche Ag | 2-azetidinemethaneamines and 2-pyrrolidinemethaneamines as taar-ligands |
| EP2182935A1 (de) * | 2007-08-02 | 2010-05-12 | F. Hoffmann-Roche AG | Verwendung von benzamid-derivaten zur behandlung von leiden des zentralen nervensystems |
| BRPI0814758A2 (pt) * | 2007-08-03 | 2015-03-03 | Hoffmann La Roche | Piridinacarboxamida e derivados de benzamida como ligantes taar1 |
| WO2009058267A2 (en) * | 2007-10-29 | 2009-05-07 | Amgen Inc. | Benzomorpholine derivatives and methods of use |
| US8242153B2 (en) * | 2008-07-24 | 2012-08-14 | Hoffmann-La Roche Inc. | 4,5-dihydro-oxazol-2YL derivatives |
| CA2728480A1 (en) * | 2008-07-24 | 2010-01-28 | F. Hoffmann-La Roche Ag | 4,5-dihydro-oxazol-2-yl derivatives |
| US20100311798A1 (en) * | 2009-06-05 | 2010-12-09 | Decoret Guillaume | 2-aminooxazolines as taar1 ligands |
| UA105794C2 (uk) | 2009-06-26 | 2014-06-25 | Новартіс Аг | 1,3-ДИЗАМІЩЕНІ ПОХІДНІ ІМІДАЗОЛІДИН-2-ОНУ ЯК ІНГІБІТОРИ Cyp17 |
| US8354441B2 (en) * | 2009-11-11 | 2013-01-15 | Hoffmann-La Roche Inc. | Oxazoline derivatives |
| US9452980B2 (en) | 2009-12-22 | 2016-09-27 | Hoffmann-La Roche Inc. | Substituted benzamides |
| ES2768295T3 (es) | 2010-01-07 | 2020-06-22 | Alkermes Pharma Ireland Ltd | Profármacos de compuestos heteroaromáticos |
| KR101823275B1 (ko) | 2010-08-04 | 2018-03-08 | 펠피큐어 파마슈티걸즈 아이엔씨 | 전립선 암종의 치료를 위한 병용 요법 |
| JP2013537210A (ja) | 2010-09-16 | 2013-09-30 | ノバルティス アーゲー | 17α−ヒドロキシラーゼ/C17,20−リアーゼ阻害剤 |
| ES2703498T3 (es) * | 2010-11-13 | 2019-03-11 | Innocrin Pharmaceuticals Inc | 1-(6,7-Bis(difluorometoxi)naftalen-2-il)-2-metil-1-(1H-1,2,3-triazol-4-il)propan-1-ol como inhibidor de CYP17 para el tratamiento de enfermedades dependientes de andrógenos como el cáncer de próstata |
| EA023064B1 (ru) | 2011-04-28 | 2016-04-29 | Новартис Аг | ИНГИБИТОРЫ 17α-ГИДРОКСИЛАЗЫ/C-ЛИАЗЫ |
| CA2846117A1 (en) * | 2011-08-30 | 2013-03-07 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
| US20160022606A1 (en) | 2013-03-14 | 2016-01-28 | Pellficure Pharmaceuticals Inc. | Novel therapy for prostate carcinoma |
| EP3191087A1 (de) | 2014-09-12 | 2017-07-19 | Pellficure Pharmaceuticals, Inc. | Zusammensetzungen und verfahren zur behandlung von prostatakrebs |
| HRP20201405T1 (hr) | 2016-03-17 | 2020-11-27 | F. Hoffmann - La Roche Ag | Derivat 5-etil-4-metil-pirazol-3-karboksamida, koji djeluje kao agonist taar-a |
| EP3528799A1 (de) | 2016-10-24 | 2019-08-28 | Pellficure Pharmaceuticals, Inc. | Pharmazeutische zusammensetzungen aus 5-hydroxy-2-methylnaphthalen-1,4-dion |
| CN114213296B (zh) * | 2021-12-23 | 2024-01-26 | 中节能万润股份有限公司 | 含异硫氰基的萘系列液晶单体化合物以及制备方法和应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1154722A (en) * | 1965-07-08 | 1969-06-11 | Boots Pure Drug Co Ltd | 2,4,5-Tribromoimidazole Derivatives and Compositions thereof |
| US3759934A (en) * | 1970-12-09 | 1973-09-18 | Sandoz Ag | 2,3 or 4-pyri dinemethanol-alpha-substituted or unsubstituted phenyls-alpha-(2 or 3-alkoxy-1-naphthyls) |
| DE3373467D1 (en) | 1982-06-14 | 1987-10-15 | Takeda Chemical Industries Ltd | Vinyl carboxylic acid derivatives, their production and use |
| DE3508903A1 (de) | 1985-03-13 | 1986-09-18 | Hoechst Ag, 6230 Frankfurt | Neue 3-pyridylmethylnaphtylderivate, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3777366D1 (de) * | 1986-12-27 | 1992-04-16 | Takeda Chemical Industries Ltd | 2,3-dihydro-cumaron-derivate, ihre herstellung und verwendung. |
| FR2617478B1 (fr) * | 1987-07-01 | 1990-01-05 | Esteve Labor Dr | Nouveaux derives d'aryl-heteroaryl cetones, leur procede de preparation ainsi que leur application a titre de medicament |
| AU1422392A (en) | 1991-03-22 | 1992-10-21 | Nippon Soda Co., Ltd. | 2-substituted pyridine derivative, production thereof, and agrohorticultural bactericide |
| ZA944647B (en) * | 1993-07-06 | 1995-01-06 | Astra Ab | Novel (1-phenyl-1-heterocyclyl)methanol and (1-phenyl-1-heterocyclcl)methylamine derivatives |
| SE9302333D0 (sv) * | 1993-07-06 | 1993-07-06 | Ab Astra | New compounds |
| CA2170874A1 (en) * | 1993-09-30 | 1995-04-06 | Minoru Okada | Azole derivative and pharmaceutical composition thereof |
| CN1177350A (zh) * | 1995-03-01 | 1998-03-25 | 山之内制药株式会社 | 咪唑衍生物及其药学组合物 |
| AU710875B2 (en) | 1995-12-06 | 1999-09-30 | Tokuyama Corporation | Chromene compounds and photochromic materials |
| EP1193258A4 (de) * | 1999-06-22 | 2002-11-13 | Takeda Chemical Industries Ltd | Verfahren zur herstellung von imidazolderivaten |
| EP1192607B1 (de) * | 1999-07-06 | 2003-01-02 | GSI Gesellschaft für Systemtechnik und Informatik mbH | Mobiltelefon |
| AU7949900A (en) | 1999-10-22 | 2001-05-08 | Takeda Chemical Industries Ltd. | Process for producing optically active naphthalene derivative and optical resolver therefor |
-
1999
- 1999-04-22 AT AT99917102T patent/ATE293102T1/de not_active IP Right Cessation
- 1999-04-22 US US09/673,591 patent/US6573289B1/en not_active Expired - Lifetime
- 1999-04-22 WO PCT/JP1999/002143 patent/WO1999054309A1/en not_active Ceased
- 1999-04-22 CA CA002328973A patent/CA2328973A1/en not_active Abandoned
- 1999-04-22 AU AU35346/99A patent/AU3534699A/en not_active Abandoned
- 1999-04-22 EP EP99917102A patent/EP1073640B1/de not_active Expired - Lifetime
- 1999-04-22 DE DE69924717T patent/DE69924717T2/de not_active Expired - Lifetime
-
2003
- 2003-05-22 US US10/443,379 patent/US7084149B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1073640A1 (de) | 2001-02-07 |
| US7084149B2 (en) | 2006-08-01 |
| US6573289B1 (en) | 2003-06-03 |
| AU3534699A (en) | 1999-11-08 |
| DE69924717D1 (de) | 2005-05-19 |
| DE69924717T2 (de) | 2006-03-09 |
| EP1073640B1 (de) | 2005-04-13 |
| US20030236274A1 (en) | 2003-12-25 |
| CA2328973A1 (en) | 1999-10-28 |
| WO1999054309A1 (en) | 1999-10-28 |
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