CA2483573A1 - Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists - Google Patents
Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists Download PDFInfo
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- CA2483573A1 CA2483573A1 CA002483573A CA2483573A CA2483573A1 CA 2483573 A1 CA2483573 A1 CA 2483573A1 CA 002483573 A CA002483573 A CA 002483573A CA 2483573 A CA2483573 A CA 2483573A CA 2483573 A1 CA2483573 A1 CA 2483573A1
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- Prior art keywords
- substituted
- chloro
- eth
- ylcarbonyl
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- 150000001875 compounds Chemical class 0.000 title claims description 204
- 239000003152 bradykinin antagonist Substances 0.000 title abstract description 14
- ZTROUWJUKDERRQ-UHFFFAOYSA-N acetamide;3-sulfonylquinoxalin-2-one Chemical class CC(N)=O.C1=CC=CC2=NC(=S(=O)=O)C(=O)N=C21 ZTROUWJUKDERRQ-UHFFFAOYSA-N 0.000 title abstract description 3
- -1 pain Chemical compound 0.000 claims abstract description 320
- 101800004538 Bradykinin Proteins 0.000 claims abstract description 66
- 102100035792 Kininogen-1 Human genes 0.000 claims abstract description 66
- QXZGBUJJYSLZLT-UHFFFAOYSA-N H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH Natural products NC(N)=NCCCC(N)C(=O)N1CCCC1C(=O)N1C(C(=O)NCC(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CO)C(=O)N2C(CCC2)C(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CCCN=C(N)N)C(O)=O)CCC1 QXZGBUJJYSLZLT-UHFFFAOYSA-N 0.000 claims abstract description 65
- QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 claims abstract description 64
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- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims description 6
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- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 4
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- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 2
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 65
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Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
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- 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
- C07D401/12—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 chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D405/02—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 two hetero rings
- C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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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- 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
- C07D409/12—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 linked by a chain containing hetero atoms as chain links
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- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Neurology (AREA)
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- Rheumatology (AREA)
- Pulmonology (AREA)
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- Orthopedic Medicine & Surgery (AREA)
- Immunology (AREA)
- Dermatology (AREA)
- Gynecology & Obstetrics (AREA)
- Pregnancy & Childbirth (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| US37820602P | 2002-05-03 | 2002-05-03 | |
| US60/378,206 | 2002-05-03 | ||
| PCT/US2003/013805 WO2003093245A1 (en) | 2002-05-03 | 2003-05-02 | Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists |
Publications (1)
| Publication Number | Publication Date |
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| CA2483573A1 true CA2483573A1 (en) | 2003-11-13 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CA002483573A Abandoned CA2483573A1 (en) | 2002-05-03 | 2003-05-02 | Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists |
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| Country | Link |
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| US (3) | US7056937B2 (enExample) |
| EP (1) | EP1501807A1 (enExample) |
| JP (1) | JP2005530753A (enExample) |
| AU (1) | AU2003228825A1 (enExample) |
| CA (1) | CA2483573A1 (enExample) |
| WO (1) | WO2003093245A1 (enExample) |
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| DE10134721A1 (de) * | 2001-07-17 | 2003-02-06 | Bayer Ag | Tetrahydrochinoxaline |
| EP1501807A1 (en) * | 2002-05-03 | 2005-02-02 | Elan Pharmaceuticals, Inc. | Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists |
| AU2003287053A1 (en) * | 2002-10-10 | 2004-05-04 | Elian Pharmaceuticals Inc | Sulfonylbenzodiazepinone acetamides as bradykinin antagonists |
| US20050020591A1 (en) * | 2002-12-13 | 2005-01-27 | Dai-Shi Su | 2-Quinoxalinone derivatives as bradykinin antagonists and novel compounds |
| US6908921B2 (en) | 2002-12-13 | 2005-06-21 | Merck & Co., Inc. | Quinoxalinone derivatives as bradykinin B1 antagonists |
| AU2003299757A1 (en) * | 2002-12-19 | 2004-07-14 | Elan Pharmaceuticals Inc. | Substituted n-phenyl sulfonamide bradykinin antagonists |
| KR101146849B1 (ko) * | 2003-12-11 | 2012-05-16 | 미쓰비시 타나베 파마 코퍼레이션 | α-아미노산 유도체 및 그 의약 용도 |
| EP1758884A2 (en) * | 2004-05-20 | 2007-03-07 | Elan Pharmaceuticals, Inc. | N-cyclic sulfonamido inhibitors of gamma secretase |
| US7351709B2 (en) * | 2004-06-09 | 2008-04-01 | Wyeth | Estrogen receptor ligands |
| MX2007000555A (es) * | 2004-07-15 | 2007-03-07 | Amgen Inc | 1,2,3,4-tetrahidropirazin-2-il acetamidas y su uso como antagonistas de bradicinina para el tratamiento de trastornos relacionados con inflamacion. |
| JP2008507492A (ja) * | 2004-07-23 | 2008-03-13 | バイエル・クロツプサイエンス・エス・アー | 殺菌剤としてのn−[2−(4−ピリジニル)エチル]ベンズアミド誘導体 |
| DE102005013967A1 (de) * | 2004-11-05 | 2006-10-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Bradykinin-B1-Antagonisten, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| US7563793B2 (en) * | 2004-12-20 | 2009-07-21 | Wyeth | Pyrrolo[1,2-a]quinoxalin-5-(4H)-yl)sulfonyls and carbonyls and their use as estrogenic agents |
| EP1963285A1 (en) * | 2005-12-07 | 2008-09-03 | Amgen Inc. | Bradykinin 1 receptor antagonists |
| HU230518B1 (hu) * | 2005-12-20 | 2016-10-28 | Richter Gedeon Nyrt. | Bradykinin B1 receptor szelektív antagonista hatással rendelkező új fenatridin származékok, eljárás előállításukra, és az ezeket tartalmazó gyógyszerkészítmények |
| HUP0600808A3 (en) | 2006-10-27 | 2008-09-29 | Richter Gedeon Nyrt | New benzamide derivatives as bradykinin antagonists, process for their preparation and pharmaceutical compositions containing them |
| EP2316820A1 (en) | 2009-10-28 | 2011-05-04 | Dompe S.p.A. | 2-aryl-propionamide derivatives useful as bradykinin receptor antagonists and pharmaceutical compositions containing them |
| EP2714941A4 (en) | 2011-05-24 | 2014-12-03 | Wistar Inst | COMPOSITIONS AND METHODS FOR MODULATING THE EFFECT OF THE EPSTEIN-BARR NUCLEAR ANTIGEN 1 |
| RS55977B1 (sr) | 2013-06-14 | 2017-09-29 | Dompé Farm S P A | Antagonisti receptora za bradikinin i farmaceutske kompozicije koje ih sadrže |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3654275A (en) | 1969-10-15 | 1972-04-04 | Pfizer & Co C | Quinoxalinecarboxamide antiinflammatory agents |
| US3635971A (en) * | 1970-06-18 | 1972-01-18 | Abbott Lab | 3 (3 4-dihydro-3-oxo-2-quinoxalinyl) propionamides |
| US6369057B1 (en) * | 1991-04-15 | 2002-04-09 | Aventis Pharma Deutschland Gmbh | Quinoxalines, processes for their preparation and their use |
| AU680870B2 (en) | 1993-04-28 | 1997-08-14 | Astellas Pharma Inc. | New heterocyclic compounds |
| DE4341663A1 (de) | 1993-12-07 | 1995-06-08 | Basf Ag | Anellierte 2-Oxopiperazine, ihre Herstellung und Verwendung |
| FR2735128B1 (fr) * | 1995-06-07 | 1997-07-25 | Fournier Ind & Sante | Nouveaux composes de benzenesulfonamide, leur procede de preparation et utilisation en therapeutique. |
| DE19712960A1 (de) * | 1997-03-27 | 1998-10-01 | Hoechst Ag | Benzyloxy-substituierte, anellierte N-Heterocyclen, Verfahren zu ihrer Herstellung und ihre Verwendung als Bradykininrezeptorantagonisten |
| ATE325114T1 (de) * | 1999-06-22 | 2006-06-15 | Takeda Pharmaceutical | Acylhydrazinderivate, verfahren zu ihrer herstellung und ihre verwendung |
| DE10134721A1 (de) * | 2001-07-17 | 2003-02-06 | Bayer Ag | Tetrahydrochinoxaline |
| EP1501807A1 (en) * | 2002-05-03 | 2005-02-02 | Elan Pharmaceuticals, Inc. | Sulfonylquinoxalone acetamide derivatives and related compounds as bradykinin antagonists |
-
2003
- 2003-05-02 EP EP03726597A patent/EP1501807A1/en not_active Withdrawn
- 2003-05-02 CA CA002483573A patent/CA2483573A1/en not_active Abandoned
- 2003-05-02 AU AU2003228825A patent/AU2003228825A1/en not_active Abandoned
- 2003-05-02 US US10/429,203 patent/US7056937B2/en not_active Expired - Fee Related
- 2003-05-02 US US10/429,917 patent/US7183281B2/en not_active Expired - Fee Related
- 2003-05-02 WO PCT/US2003/013805 patent/WO2003093245A1/en not_active Ceased
- 2003-05-02 JP JP2004501384A patent/JP2005530753A/ja active Pending
-
2006
- 2006-05-05 US US11/429,656 patent/US7635775B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US7183281B2 (en) | 2007-02-27 |
| WO2003093245A1 (en) | 2003-11-13 |
| JP2005530753A (ja) | 2005-10-13 |
| US7635775B2 (en) | 2009-12-22 |
| US20040147520A1 (en) | 2004-07-29 |
| AU2003228825A1 (en) | 2003-11-17 |
| US20060293332A1 (en) | 2006-12-28 |
| US7056937B2 (en) | 2006-06-06 |
| EP1501807A1 (en) | 2005-02-02 |
| US20040147519A1 (en) | 2004-07-29 |
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