ZA200506953B - Novel oxazole derivatives, their manufacture and use as pharmaceutical agents - Google Patents
Novel oxazole derivatives, their manufacture and use as pharmaceutical agents Download PDFInfo
- Publication number
- ZA200506953B ZA200506953B ZA200506953A ZA200506953A ZA200506953B ZA 200506953 B ZA200506953 B ZA 200506953B ZA 200506953 A ZA200506953 A ZA 200506953A ZA 200506953 A ZA200506953 A ZA 200506953A ZA 200506953 B ZA200506953 B ZA 200506953B
- Authority
- ZA
- South Africa
- Prior art keywords
- phenyl
- compound
- butyl
- oxazol
- vinyl
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 150000007978 oxazole derivatives Chemical class 0.000 title description 6
- 239000008177 pharmaceutical agent Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 67
- 150000003839 salts Chemical class 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 206010028980 Neoplasm Diseases 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 201000011510 cancer Diseases 0.000 claims description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 3
- RCQMEGNOUZMDSH-UHFFFAOYSA-N 2-[2-(3h-benzimidazol-5-yl)ethenyl]-4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-1,3-oxazole Chemical compound C=1C=C(OCC=2N=C(C=CC=3C=C4NC=NC4=CC=3)OC=2)C=CC=1CCCCN1C=CN=N1 RCQMEGNOUZMDSH-UHFFFAOYSA-N 0.000 claims description 2
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- 230000005764 inhibitory process Effects 0.000 claims 3
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- DGBNUTJYQXQLSV-UHFFFAOYSA-N 1h-triazol-1-ium;chloride Chemical compound Cl.C1=CNN=N1 DGBNUTJYQXQLSV-UHFFFAOYSA-N 0.000 claims 1
- FWCALHCNLJABKM-UHFFFAOYSA-N 2-[2-(1,3-benzodioxol-5-yl)ethenyl]-4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-1,3-oxazole Chemical compound C=1C=C(OCC=2N=C(C=CC=3C=C4OCOC4=CC=3)OC=2)C=CC=1CCCCN1C=CN=N1 FWCALHCNLJABKM-UHFFFAOYSA-N 0.000 claims 1
- PECVIKIAIDUZFC-UHFFFAOYSA-N 2-[2-(2,2-difluoro-1,3-benzodioxol-5-yl)ethenyl]-4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-1,3-oxazole Chemical compound C1=C2OC(F)(F)OC2=CC=C1C=CC(OC=1)=NC=1COC(C=C1)=CC=C1CCCCN1C=CN=N1 PECVIKIAIDUZFC-UHFFFAOYSA-N 0.000 claims 1
- MJGSAHQUXYDXAB-UHFFFAOYSA-N 2-[2-(4-methoxyphenyl)ethenyl]-4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-1,3-oxazole Chemical compound C1=CC(OC)=CC=C1C=CC1=NC(COC=2C=CC(CCCCN3N=NC=C3)=CC=2)=CO1 MJGSAHQUXYDXAB-UHFFFAOYSA-N 0.000 claims 1
- IODMFAGNEZKKTO-UHFFFAOYSA-N 2-[2-[4-(difluoromethoxy)phenyl]ethenyl]-4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-1,3-oxazole Chemical compound C1=CC(OC(F)F)=CC=C1C=CC1=NC(COC=2C=CC(CCCCN3N=NC=C3)=CC=2)=CO1 IODMFAGNEZKKTO-UHFFFAOYSA-N 0.000 claims 1
- WJCNIZAJPJUKKA-UHFFFAOYSA-N 4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-2-[2-[4-(trifluoromethylsulfanyl)phenyl]ethenyl]-1,3-oxazole Chemical compound C1=CC(SC(F)(F)F)=CC=C1C=CC1=NC(COC=2C=CC(CCCCN3N=NC=C3)=CC=2)=CO1 WJCNIZAJPJUKKA-UHFFFAOYSA-N 0.000 claims 1
- IXUQGCOHTQJNGM-UHFFFAOYSA-N 4-methylbenzenesulfonic acid;4-[[4-[4-(triazol-1-yl)butyl]phenoxy]methyl]-2-[2-[4-(trifluoromethoxy)phenyl]ethenyl]-1,3-oxazole Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1.C1=CC(OC(F)(F)F)=CC=C1C=CC1=NC(COC=2C=CC(CCCCN3N=NC=C3)=CC=2)=CO1 IXUQGCOHTQJNGM-UHFFFAOYSA-N 0.000 claims 1
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- XJMOSONTPMZWPB-UHFFFAOYSA-M propidium iodide Chemical compound [I-].[I-].C12=CC(N)=CC=C2C2=CC=C(N)C=C2[N+](CCC[N+](C)(CC)CC)=C1C1=CC=CC=C1 XJMOSONTPMZWPB-UHFFFAOYSA-M 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03007124 | 2003-03-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200506953B true ZA200506953B (en) | 2006-05-31 |
Family
ID=36748274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200506953A ZA200506953B (en) | 2003-03-28 | 2005-08-30 | Novel oxazole derivatives, their manufacture and use as pharmaceutical agents |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US7205325B2 (fr) |
| EP (1) | EP1613623A1 (fr) |
| JP (1) | JP2006515019A (fr) |
| KR (1) | KR100842692B1 (fr) |
| CN (1) | CN100386325C (fr) |
| AR (1) | AR043920A1 (fr) |
| AU (1) | AU2004224173A1 (fr) |
| BR (1) | BRPI0408826A (fr) |
| CA (1) | CA2519053A1 (fr) |
| CL (1) | CL2004000630A1 (fr) |
| CO (1) | CO5611130A2 (fr) |
| HR (1) | HRP20050831A2 (fr) |
| MX (1) | MXPA05010135A (fr) |
| NO (1) | NO20054360L (fr) |
| RU (1) | RU2005133073A (fr) |
| TW (1) | TW200505913A (fr) |
| WO (1) | WO2004085434A1 (fr) |
| ZA (1) | ZA200506953B (fr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7005526B2 (en) * | 2004-05-25 | 2006-02-28 | Hoffmann-La Roche Inc. | Thioether derivatives |
| US20060116407A1 (en) * | 2004-11-22 | 2006-06-01 | Birgit Bossenmaier | Amide derivatives |
| US7429605B2 (en) * | 2005-08-04 | 2008-09-30 | Hoffmann-La Roche Inc. | Phenylpyridine derivatives |
| US20090264485A1 (en) * | 2005-08-08 | 2009-10-22 | Hans-Willi Krell | Pyrazole Derivatives, Their Manufacture and Their Use as Pharmaceutical Agents |
| DK1954684T3 (da) * | 2005-11-15 | 2014-06-30 | Otsuka Pharma Co Ltd | Oxazol forbindelse og farmaceutisk sammensætning. |
| CA2995617A1 (fr) * | 2017-11-03 | 2019-05-03 | Universite De Montreal | Inhibiteurs d'activite mitochondrique heterocycliques et utilisations associees |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK531479A (da) * | 1979-01-19 | 1980-07-20 | Pfizer | Fremgangsmaade til fremstilling af imidazolderivater og salte deraf |
| GR71915B (fr) | 1979-11-27 | 1983-08-16 | Pfizer | |
| DE3808283A1 (de) | 1988-03-12 | 1989-09-21 | Boehringer Ingelheim Kg | Neue 3,4,5-substituierte 4h-1,2,4-triazole, ihre herstellung und verwendung |
| US5359078A (en) * | 1989-05-19 | 1994-10-25 | The United States Of America As Represented By The Department Of Health And Human Services | Signal transduction inhibitor compounds |
| US5281593A (en) * | 1990-07-31 | 1994-01-25 | Lilly Industries Limited | Certain indole derivatives useful as leukotriene antagonists |
| GB9122590D0 (en) * | 1991-10-24 | 1991-12-04 | Lilly Industries Ltd | Pharmaceutical compounds |
| US5322847A (en) * | 1992-11-05 | 1994-06-21 | Pfizer Inc. | Azabenzimidazoles in the treatment of asthma, arthritis and related diseases |
| DE69527779T2 (de) * | 1994-04-08 | 2003-03-27 | Sumitomo Chemical Co | Etherverbindungen, ihre verwendung und zwischenprodukte zu ihrer herstellung |
| US5883106A (en) | 1994-10-18 | 1999-03-16 | Pfizer Inc. | 5-lipoxygenase inhibitors |
| JPH09136877A (ja) | 1995-06-16 | 1997-05-27 | Takeda Chem Ind Ltd | 複素環化合物、その製造法及び用途 |
| DE19610882A1 (de) | 1996-03-20 | 1997-09-25 | Dresden Arzneimittel | Neue 1,3,5-trisubstituierte Indazol-Derivate mit antiasthmatischer, antiallergischer, entzündungshemmender und immunmodulierender Wirkung, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| DE69736642T2 (de) | 1996-07-19 | 2007-09-20 | Takeda Pharmaceutical Co. Ltd. | Heterocyclische Verbindungen, ihre Herstellung und Verwendung |
| CN1239889A (zh) | 1996-10-07 | 1999-12-29 | 伊莱利利公司 | 用作神经保护剂的新的化合物 |
| PE20011178A1 (es) | 2000-04-07 | 2001-11-19 | Takeda Chemical Industries Ltd | Compuestos heterociclicos y su produccion |
| US6984653B2 (en) | 2001-10-05 | 2006-01-10 | Takeda Pharmaceutical Company Limited | Heterocyclic compounds, oxazole derivatives, process for preparation of the same and use thereof |
| WO2003059907A1 (fr) | 2002-01-17 | 2003-07-24 | Takeda Chemical Industries, Ltd. | Composes heterocycliques azotes : procede de preparation et d'utilisation |
-
2004
- 2004-03-23 TW TW093107822A patent/TW200505913A/zh unknown
- 2004-03-24 CL CL200400630A patent/CL2004000630A1/es unknown
- 2004-03-25 AR ARP040100998A patent/AR043920A1/es unknown
- 2004-03-25 US US10/808,935 patent/US7205325B2/en not_active Expired - Fee Related
- 2004-03-26 CA CA002519053A patent/CA2519053A1/fr not_active Abandoned
- 2004-03-26 CN CNB2004800083282A patent/CN100386325C/zh not_active Expired - Fee Related
- 2004-03-26 JP JP2005518683A patent/JP2006515019A/ja active Pending
- 2004-03-26 AU AU2004224173A patent/AU2004224173A1/en not_active Abandoned
- 2004-03-26 BR BRPI0408826-3A patent/BRPI0408826A/pt not_active IP Right Cessation
- 2004-03-26 KR KR1020057018151A patent/KR100842692B1/ko not_active IP Right Cessation
- 2004-03-26 RU RU2005133073/04A patent/RU2005133073A/ru not_active Application Discontinuation
- 2004-03-26 EP EP04723580A patent/EP1613623A1/fr not_active Withdrawn
- 2004-03-26 WO PCT/EP2004/003205 patent/WO2004085434A1/fr active Application Filing
- 2004-03-26 MX MXPA05010135A patent/MXPA05010135A/es active IP Right Grant
-
2005
- 2005-08-30 ZA ZA200506953A patent/ZA200506953B/en unknown
- 2005-09-20 NO NO20054360A patent/NO20054360L/no not_active Application Discontinuation
- 2005-09-21 HR HR20050831A patent/HRP20050831A2/xx not_active Application Discontinuation
- 2005-09-23 CO CO05096775A patent/CO5611130A2/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| TW200505913A (en) | 2005-02-16 |
| HRP20050831A2 (en) | 2006-09-30 |
| KR20050118688A (ko) | 2005-12-19 |
| NO20054360L (no) | 2005-10-11 |
| BRPI0408826A (pt) | 2006-04-04 |
| RU2005133073A (ru) | 2006-06-10 |
| JP2006515019A (ja) | 2006-05-18 |
| AU2004224173A1 (en) | 2004-10-07 |
| MXPA05010135A (es) | 2005-11-16 |
| CO5611130A2 (es) | 2006-02-28 |
| WO2004085434A1 (fr) | 2004-10-07 |
| CN100386325C (zh) | 2008-05-07 |
| AR043920A1 (es) | 2005-08-17 |
| CN1764660A (zh) | 2006-04-26 |
| CA2519053A1 (fr) | 2004-10-07 |
| US7205325B2 (en) | 2007-04-17 |
| KR100842692B1 (ko) | 2008-07-01 |
| EP1613623A1 (fr) | 2006-01-11 |
| US20040209933A1 (en) | 2004-10-21 |
| CL2004000630A1 (es) | 2005-02-04 |
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