NO319074B1 - Nye imidazoler med anti-inflammatorisk aktivitet, anvendelse derav og farmasoytisk preparat inneholdende disse - Google Patents
Nye imidazoler med anti-inflammatorisk aktivitet, anvendelse derav og farmasoytisk preparat inneholdende disse Download PDFInfo
- Publication number
- NO319074B1 NO319074B1 NO20011790A NO20011790A NO319074B1 NO 319074 B1 NO319074 B1 NO 319074B1 NO 20011790 A NO20011790 A NO 20011790A NO 20011790 A NO20011790 A NO 20011790A NO 319074 B1 NO319074 B1 NO 319074B1
- Authority
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- Norway
- Prior art keywords
- methylsulfonylphenyl
- imidazole
- chloro
- formula
- compound
- Prior art date
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- 230000003110 anti-inflammatory effect Effects 0.000 title description 2
- 150000002460 imidazoles Chemical class 0.000 title description 2
- 239000008194 pharmaceutical composition Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 166
- 229910052739 hydrogen Inorganic materials 0.000 claims description 98
- 239000000203 mixture Substances 0.000 claims description 69
- 150000003839 salts Chemical class 0.000 claims description 36
- 238000002360 preparation method Methods 0.000 claims description 31
- 239000012453 solvate Substances 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000000460 chlorine Substances 0.000 claims description 21
- 239000003814 drug Substances 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 230000002265 prevention Effects 0.000 claims description 12
- 229940079593 drug Drugs 0.000 claims description 11
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- 208000024827 Alzheimer disease Diseases 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
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- 239000002253 acid Substances 0.000 claims description 8
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- DQPBABKTKYNPMH-UHFFFAOYSA-N amino hydrogen sulfate Chemical compound NOS(O)(=O)=O DQPBABKTKYNPMH-UHFFFAOYSA-N 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
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- VMFWXDGNHSTFIJ-UHFFFAOYSA-N 5-(4-ethylsulfonylphenyl)-1-(4-methylsulfonylphenyl)imidazole Chemical compound C1=CC(S(=O)(=O)CC)=CC=C1C1=CN=CN1C1=CC=C(S(C)(=O)=O)C=C1 VMFWXDGNHSTFIJ-UHFFFAOYSA-N 0.000 claims description 4
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
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- 150000003814 prostanoids Chemical class 0.000 claims description 4
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- HOMYPBUWCGCCFD-UHFFFAOYSA-N 2-chloro-4-[5-chloro-3-(4-methylsulfonylphenyl)imidazol-4-yl]-n,n-dimethylaniline Chemical compound C1=C(Cl)C(N(C)C)=CC=C1C1=C(Cl)N=CN1C1=CC=C(S(C)(=O)=O)C=C1 HOMYPBUWCGCCFD-UHFFFAOYSA-N 0.000 claims description 3
- MLDZBZHEHYVWBH-UHFFFAOYSA-N 5-(4-fluorophenyl)-1-(4-methylsulfonylphenyl)imidazole Chemical compound C1=CC(S(=O)(=O)C)=CC=C1N1C(C=2C=CC(F)=CC=2)=CN=C1 MLDZBZHEHYVWBH-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
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- 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
- C07D233/66—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D233/66—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/91—Nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9802222 | 1998-10-16 | ||
| PCT/ES1999/000327 WO2000023426A1 (es) | 1998-10-16 | 1999-10-15 | Nuevos imidazoles con actividad antiinflamatoria |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20011790D0 NO20011790D0 (no) | 2001-04-09 |
| NO20011790L NO20011790L (no) | 2001-06-14 |
| NO319074B1 true NO319074B1 (no) | 2005-06-13 |
Family
ID=8305557
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20011790A NO319074B1 (no) | 1998-10-16 | 2001-04-09 | Nye imidazoler med anti-inflammatorisk aktivitet, anvendelse derav og farmasoytisk preparat inneholdende disse |
| NO2011012C NO2011012I2 (no) | 1998-10-16 | 2011-07-27 | 4[4-klor-5(3-fluor-4-metoksyfenyl)imidazol-1-yl]benzensulfonamid og farmasøytisk aksepterbare salterderav |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO2011012C NO2011012I2 (no) | 1998-10-16 | 2011-07-27 | 4[4-klor-5(3-fluor-4-metoksyfenyl)imidazol-1-yl]benzensulfonamid og farmasøytisk aksepterbare salterderav |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6838476B1 (es) |
| EP (1) | EP1122243B1 (es) |
| JP (1) | JP4480894B2 (es) |
| KR (2) | KR100715918B1 (es) |
| AR (1) | AR024222A1 (es) |
| AT (1) | ATE275549T1 (es) |
| AU (1) | AU6204899A (es) |
| BE (1) | BE2011C024I2 (es) |
| BR (2) | BRPI9914571B8 (es) |
| CA (1) | CA2346847C (es) |
| CY (1) | CY2011009I2 (es) |
| DE (2) | DE69920028T2 (es) |
| DK (1) | DK1122243T3 (es) |
| ES (1) | ES2228109T3 (es) |
| FR (1) | FR11C0028I2 (es) |
| HK (1) | HK1039331B (es) |
| LU (1) | LU91849I2 (es) |
| NO (2) | NO319074B1 (es) |
| PT (1) | PT1122243E (es) |
| WO (1) | WO2000023426A1 (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2159489B1 (es) * | 2000-03-23 | 2002-04-16 | Uriach & Cia Sa J | Nuevos derivados de imidazol con actividad antiinflamatoria. |
| ES2166710B1 (es) * | 2000-04-25 | 2004-10-16 | J. URIACH & CIA, S.A. | Nuevos compuestos heterociclicos con actividad antiinflamatoria. |
| ES2184633B1 (es) | 2001-08-07 | 2004-08-01 | J. URIACH & CIA, S.A. | Procedimiento para la preparacion de derivados de 4-(imidazol-1-il) bencenosulfonamida. |
| BR0309305A (pt) * | 2002-04-12 | 2005-02-15 | Pfizer | Compostos de imidazol como agentes antiinflamatórios e analgésicos |
| KR100804827B1 (ko) * | 2002-05-17 | 2008-02-20 | 씨제이제일제당 (주) | 티아졸리딘-4-온 유도체, 그 제조방법 및 약제학적 조성물 |
| CA2493458A1 (en) * | 2002-07-24 | 2004-01-29 | Ptc Therapeutics, Inc. | Ureido substituted benzoic acid compounds, their use for nonsense suppression and the treatment of diseases caused by such mutations |
| ES2215474B1 (es) * | 2002-12-24 | 2005-12-16 | J. URIACH & CIA S.A. | Nuevos derivados de fosforamida. |
| FR2881049B1 (fr) * | 2005-01-24 | 2008-12-26 | Vetoquinol Sa Sa | Medicament destine a etre administre par voie orale comprenant un inhibiteur de la cyclo-oxygenase-2, et son procede de preparation |
| US8188083B2 (en) | 2007-06-28 | 2012-05-29 | Abbott Laboratories | Triazolopyridazines |
| GB0806745D0 (en) * | 2008-04-14 | 2008-05-14 | Syngenta Participations Ag | Novel imidazole derivatives |
| US8691866B2 (en) | 2008-12-10 | 2014-04-08 | The General Hospital Corporation | HIF inhibitors and use thereof |
| US20110045101A1 (en) * | 2009-05-06 | 2011-02-24 | E.I. Du Pont De Nemours And Company | Fungicidal substituted azoles |
| CN102464652B (zh) * | 2010-11-02 | 2013-08-28 | 北京欧博方医药科技有限公司 | 咪唑衍生物、制备方法及用途 |
| WO2022195579A1 (en) | 2021-03-15 | 2022-09-22 | Saul Yedgar | Hyaluronic acid-conjugated dipalmitoyl phosphatidyl ethanolamine in combination with non-steroidal anti-inflammatory drugs (nsaids) for treating or alleviating inflammatory diseases |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3901908A (en) * | 1970-12-28 | 1975-08-26 | Ciba Geigy Corp | 2-alkyl- and 2-cycloalkyl-4,5-bis-phenyl-imidazoles |
| IT1168008B (it) * | 1981-07-31 | 1987-05-20 | Zambon Spa | Imidazol-eteri ed ester, procedimenti per prepararli e composizioni farmaceutiche che li contengono |
| US4576958A (en) * | 1984-01-23 | 1986-03-18 | E. I. Du Pont De Nemours And Company | Antihypertensive 4,5-diaryl-1H-imidazole-2-methanol derivatives |
| US5616601A (en) * | 1994-07-28 | 1997-04-01 | Gd Searle & Co | 1,2-aryl and heteroaryl substituted imidazolyl compounds for the treatment of inflammation |
| US5620999A (en) * | 1994-07-28 | 1997-04-15 | Weier; Richard M. | Benzenesulfonamide subtituted imidazolyl compounds for the treatment of inflammation |
| ES2311571T3 (es) * | 1996-04-12 | 2009-02-16 | G.D. Searle Llc | Derivados de bencenosulfonamida sustituidos como profarmacos de inhibidores de cox-2. |
-
1999
- 1999-10-13 AR ARP990105192A patent/AR024222A1/es active IP Right Grant
- 1999-10-15 DK DK99949025T patent/DK1122243T3/da active
- 1999-10-15 BR BRPI9914571 patent/BRPI9914571B8/pt unknown
- 1999-10-15 AT AT99949025T patent/ATE275549T1/de active
- 1999-10-15 CA CA002346847A patent/CA2346847C/en not_active Expired - Lifetime
- 1999-10-15 US US09/807,458 patent/US6838476B1/en not_active Expired - Lifetime
- 1999-10-15 PT PT99949025T patent/PT1122243E/pt unknown
- 1999-10-15 WO PCT/ES1999/000327 patent/WO2000023426A1/es not_active Application Discontinuation
- 1999-10-15 KR KR1020017004779A patent/KR100715918B1/ko active IP Right Grant
- 1999-10-15 KR KR1020067024215A patent/KR100808433B1/ko active IP Right Grant
- 1999-10-15 ES ES99949025T patent/ES2228109T3/es not_active Expired - Lifetime
- 1999-10-15 AU AU62048/99A patent/AU6204899A/en not_active Abandoned
- 1999-10-15 BR BR9914571-5A patent/BR9914571A/pt not_active IP Right Cessation
- 1999-10-15 DE DE69920028T patent/DE69920028T2/de not_active Expired - Lifetime
- 1999-10-15 EP EP99949025A patent/EP1122243B1/en not_active Expired - Lifetime
- 1999-10-15 DE DE201112100028 patent/DE122011100028I1/de active Pending
- 1999-10-15 JP JP2000577154A patent/JP4480894B2/ja not_active Expired - Fee Related
-
2001
- 2001-04-09 NO NO20011790A patent/NO319074B1/no not_active IP Right Cessation
-
2002
- 2002-02-04 HK HK02100832.0A patent/HK1039331B/zh not_active IP Right Cessation
-
2011
- 2011-07-27 LU LU91849C patent/LU91849I2/fr unknown
- 2011-07-27 NO NO2011012C patent/NO2011012I2/no unknown
- 2011-07-27 BE BE2011C024C patent/BE2011C024I2/fr unknown
- 2011-07-28 FR FR11C0028C patent/FR11C0028I2/fr active Active
- 2011-08-10 CY CY2011009C patent/CY2011009I2/el unknown
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