DE60207890T2 - Neue verbindungen - Google Patents
Neue verbindungen Download PDFInfo
- Publication number
- DE60207890T2 DE60207890T2 DE60207890T DE60207890T DE60207890T2 DE 60207890 T2 DE60207890 T2 DE 60207890T2 DE 60207890 T DE60207890 T DE 60207890T DE 60207890 T DE60207890 T DE 60207890T DE 60207890 T2 DE60207890 T2 DE 60207890T2
- Authority
- DE
- Germany
- Prior art keywords
- chloro
- thiophenesulfonamide
- pyrazinyl
- alkyl
- methoxy
- 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.)
- Expired - Fee Related
Links
- 208000006673 asthma Diseases 0.000 claims abstract description 23
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 20
- 201000010099 disease Diseases 0.000 claims abstract description 16
- 238000011282 treatment Methods 0.000 claims abstract description 14
- 102000019034 Chemokines Human genes 0.000 claims abstract description 13
- 108010012236 Chemokines Proteins 0.000 claims abstract description 13
- 230000001404 mediated effect Effects 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 95
- 125000000217 alkyl group Chemical group 0.000 claims description 52
- 229910052739 hydrogen Inorganic materials 0.000 claims description 39
- 239000001257 hydrogen Substances 0.000 claims description 37
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 150000002367 halogens Chemical class 0.000 claims description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 25
- 150000002431 hydrogen Chemical class 0.000 claims description 23
- 229920006395 saturated elastomer Polymers 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 21
- -1 phenoxy, 2-furanylmethoxy, bromo, 2-methoxyethoxy Chemical group 0.000 claims description 21
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- 239000012453 solvate Substances 0.000 claims description 19
- 229910052717 sulfur Inorganic materials 0.000 claims description 18
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
- 239000001301 oxygen Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 239000011593 sulfur Chemical group 0.000 claims description 9
- 102000009410 Chemokine receptor Human genes 0.000 claims description 8
- 108050000299 Chemokine receptor Proteins 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims description 8
- TZYSLHTWOJFPSJ-UHFFFAOYSA-N n-(5-bromo-3-methoxypyrazin-2-yl)-5-chlorothiophene-2-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 TZYSLHTWOJFPSJ-UHFFFAOYSA-N 0.000 claims description 7
- 125000006239 protecting group Chemical group 0.000 claims description 7
- BAEPLIKVJPFRFG-UHFFFAOYSA-N 5-chloro-n-(3,5-dibromopyrazin-2-yl)thiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC=C(Br)N=C1Br BAEPLIKVJPFRFG-UHFFFAOYSA-N 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 229940124530 sulfonamide Drugs 0.000 claims description 6
- 238000002560 therapeutic procedure Methods 0.000 claims description 6
- 125000001544 thienyl group Chemical group 0.000 claims description 6
- OUZKJGOSIGMDHS-UHFFFAOYSA-N 5-chloro-n-(5,6-dichloro-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(Cl)=C(Cl)N=C1NS(=O)(=O)C1=CC=C(Cl)S1 OUZKJGOSIGMDHS-UHFFFAOYSA-N 0.000 claims description 5
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 5
- 125000001246 bromo group Chemical group Br* 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- DZHNNZVKJYZWMT-UHFFFAOYSA-N 5-bromo-n-(5-chloro-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(Cl)=CN=C1NS(=O)(=O)C1=CC=C(Br)S1 DZHNNZVKJYZWMT-UHFFFAOYSA-N 0.000 claims description 4
- YXAFRMKJVUMYHZ-UHFFFAOYSA-N 5-chloro-n-(3-methoxy-5-phenylpyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(C=2C=CC=CC=2)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 YXAFRMKJVUMYHZ-UHFFFAOYSA-N 0.000 claims description 4
- TYULZHJSNGVWRQ-UHFFFAOYSA-N 5-chloro-n-(6-chloro-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC=C(Cl)N=C1NS(=O)(=O)C1=CC=C(Cl)S1 TYULZHJSNGVWRQ-UHFFFAOYSA-N 0.000 claims description 4
- ZXBNFILWRJJTOD-UHFFFAOYSA-N 5-chloro-n-[3-(pyridin-2-ylmethoxy)pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC=CN=C1OCC1=CC=CC=N1 ZXBNFILWRJJTOD-UHFFFAOYSA-N 0.000 claims description 4
- CZYSWAPKOGEVEM-UHFFFAOYSA-N 5-chloro-n-[5-methyl-3-(pyridin-3-ylmethoxy)pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound C=1C=CN=CC=1COC1=NC(C)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 CZYSWAPKOGEVEM-UHFFFAOYSA-N 0.000 claims description 4
- IDNVZCNIVWPCLA-UHFFFAOYSA-N 5-chloro-n-[6-chloro-3-(furan-2-ylmethoxy)pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC(Cl)=CN=C1OCC1=CC=CO1 IDNVZCNIVWPCLA-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- NLVGGYRRGDSXMD-UHFFFAOYSA-N n-(5-bromo-3-phenoxypyrazin-2-yl)-5-chlorothiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC=C(Br)N=C1OC1=CC=CC=C1 NLVGGYRRGDSXMD-UHFFFAOYSA-N 0.000 claims description 4
- JLJUFYCUUBMJGB-UHFFFAOYSA-N n-[5-(2-aminoethylsulfanyl)-3-methoxypyrazin-2-yl]-5-chlorothiophene-2-sulfonamide Chemical compound COC1=NC(SCCN)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 JLJUFYCUUBMJGB-UHFFFAOYSA-N 0.000 claims description 4
- GXMUZVNEDNUBFZ-UHFFFAOYSA-N n-[5-bromo-3-(furan-2-ylmethoxy)pyrazin-2-yl]-5-chlorothiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC=C(Br)N=C1OCC1=CC=CO1 GXMUZVNEDNUBFZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000003456 sulfonamides Chemical class 0.000 claims description 4
- PMRJJABSLGLKAO-UHFFFAOYSA-N 3-bromo-n-(5-bromo-3-methoxypyrazin-2-yl)-5-chlorothiophene-2-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=C(Br)C=C(Cl)S1 PMRJJABSLGLKAO-UHFFFAOYSA-N 0.000 claims description 3
- BDLRCMFOGSYNBV-UHFFFAOYSA-N 5-bromo-n-(5-bromo-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=C(Br)S1 BDLRCMFOGSYNBV-UHFFFAOYSA-N 0.000 claims description 3
- HOKSGVNWFAVCGO-UHFFFAOYSA-N 5-bromo-n-(6-chloro-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC=C(Cl)N=C1NS(=O)(=O)C1=CC=C(Br)S1 HOKSGVNWFAVCGO-UHFFFAOYSA-N 0.000 claims description 3
- XUNIZEQPRYPTAL-UHFFFAOYSA-N 5-chloro-n-(3-methoxy-5,6-dimethylpyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(C)=C(C)N=C1NS(=O)(=O)C1=CC=C(Cl)S1 XUNIZEQPRYPTAL-UHFFFAOYSA-N 0.000 claims description 3
- BOFVNGZSJCFAAO-UHFFFAOYSA-N 5-chloro-n-(3-methoxy-5-methylpyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(C)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 BOFVNGZSJCFAAO-UHFFFAOYSA-N 0.000 claims description 3
- MLYSHLZDRZELAO-UHFFFAOYSA-N 5-chloro-n-(3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 MLYSHLZDRZELAO-UHFFFAOYSA-N 0.000 claims description 3
- VKFBMKRLZXWDIA-UHFFFAOYSA-N 5-chloro-n-(5-chloro-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(Cl)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 VKFBMKRLZXWDIA-UHFFFAOYSA-N 0.000 claims description 3
- GPCGKWMTLZDQGM-UHFFFAOYSA-N 5-chloro-n-(5-cyano-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(C#N)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 GPCGKWMTLZDQGM-UHFFFAOYSA-N 0.000 claims description 3
- GTSWXQGUDAXGKU-UHFFFAOYSA-N 5-chloro-n-[5-methyl-3-(pyridazin-3-ylmethoxy)pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound C=1C=CN=NC=1COC1=NC(C)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 GTSWXQGUDAXGKU-UHFFFAOYSA-N 0.000 claims description 3
- BRHVFGALRZRYHV-UHFFFAOYSA-N 5-chloro-n-[6-chloro-3-(pyridin-2-ylmethoxy)pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC(Cl)=CN=C1OCC1=CC=CC=N1 BRHVFGALRZRYHV-UHFFFAOYSA-N 0.000 claims description 3
- 102000004498 CCR4 Receptors Human genes 0.000 claims description 3
- 108010017317 CCR4 Receptors Proteins 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- XPWYVODTKGRIQM-UHFFFAOYSA-N n-(3-methoxy-5-methylpyrazin-2-yl)-5-methylthiophene-2-sulfonamide Chemical compound COC1=NC(C)=CN=C1NS(=O)(=O)C1=CC=C(C)S1 XPWYVODTKGRIQM-UHFFFAOYSA-N 0.000 claims description 3
- VKKFMVDGGXWHKG-UHFFFAOYSA-N n-(5-bromo-3-ethoxypyrazin-2-yl)-5-chlorothiophene-2-sulfonamide Chemical compound CCOC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 VKKFMVDGGXWHKG-UHFFFAOYSA-N 0.000 claims description 3
- MBHNBKSHMAGKFF-UHFFFAOYSA-N n-(5-bromo-3-methoxypyrazin-2-yl)-4,5-dichlorothiophene-2-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC(Cl)=C(Cl)S1 MBHNBKSHMAGKFF-UHFFFAOYSA-N 0.000 claims description 3
- KSBYJSKJHOBUJD-UHFFFAOYSA-N n-(5-bromo-3-methoxypyrazin-2-yl)thiophene-2-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=CS1 KSBYJSKJHOBUJD-UHFFFAOYSA-N 0.000 claims description 3
- WAVRWIPXWRWJNH-UHFFFAOYSA-N n-(5-bromo-3-methoxypyrazin-2-yl)thiophene-3-sulfonamide Chemical compound COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CSC=C1 WAVRWIPXWRWJNH-UHFFFAOYSA-N 0.000 claims description 3
- LACPNGLCYPGBQI-UHFFFAOYSA-N n-(5-chloro-3-methoxypyrazin-2-yl)-5-methylthiophene-2-sulfonamide Chemical compound COC1=NC(Cl)=CN=C1NS(=O)(=O)C1=CC=C(C)S1 LACPNGLCYPGBQI-UHFFFAOYSA-N 0.000 claims description 3
- UBTBQZSBJSWGJL-UHFFFAOYSA-N n-[5-bromo-3-(2-imidazol-1-ylethoxy)pyrazin-2-yl]-5-chlorothiophene-2-sulfonamide Chemical compound S1C(Cl)=CC=C1S(=O)(=O)NC1=NC=C(Br)N=C1OCCN1C=NC=C1 UBTBQZSBJSWGJL-UHFFFAOYSA-N 0.000 claims description 3
- QQIUKNGOJXYHKL-UHFFFAOYSA-N n-[5-bromo-3-(2-methoxyethoxy)pyrazin-2-yl]-5-chlorothiophene-2-sulfonamide Chemical compound COCCOC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 QQIUKNGOJXYHKL-UHFFFAOYSA-N 0.000 claims description 3
- 125000003107 substituted aryl group Chemical group 0.000 claims description 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- XZNYDZKLVBOXHD-UHFFFAOYSA-N 5-chloro-n-[6-chloro-3-[(5-methyl-1,2-oxazol-3-yl)methoxy]pyrazin-2-yl]thiophene-2-sulfonamide Chemical compound O1C(C)=CC(COC=2C(=NC(Cl)=CN=2)NS(=O)(=O)C=2SC(Cl)=CC=2)=N1 XZNYDZKLVBOXHD-UHFFFAOYSA-N 0.000 claims description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- ZNGSWYOYVUNYJE-UHFFFAOYSA-N n-[5-bromo-3-[(4-methoxyphenyl)methoxy]pyrazin-2-yl]-5-chlorothiophene-2-sulfonamide Chemical compound C1=CC(OC)=CC=C1COC1=NC(Br)=CN=C1NS(=O)(=O)C1=CC=C(Cl)S1 ZNGSWYOYVUNYJE-UHFFFAOYSA-N 0.000 claims description 2
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- 239000002904 solvent Substances 0.000 description 20
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 15
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- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- 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
- 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
-
- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Use Of Switch Circuits For Exchanges And Methods Of Control Of Multiplex Exchanges (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0104474A SE0104474D0 (sv) | 2001-12-18 | 2001-12-18 | Novel Compounds |
| SE0104474 | 2001-12-18 | ||
| SE0202139 | 2002-07-05 | ||
| SE0202139A SE0202139D0 (sv) | 2002-07-05 | 2002-07-05 | Novel compounds |
| PCT/SE2002/002355 WO2003051870A1 (en) | 2001-12-18 | 2002-12-17 | Novel compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60207890D1 DE60207890D1 (de) | 2006-01-12 |
| DE60207890T2 true DE60207890T2 (de) | 2006-08-10 |
Family
ID=26655646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60207890T Expired - Fee Related DE60207890T2 (de) | 2001-12-18 | 2002-12-17 | Neue verbindungen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7410972B2 (enExample) |
| EP (1) | EP1458715B1 (enExample) |
| JP (1) | JP2005516936A (enExample) |
| AT (1) | ATE312096T1 (enExample) |
| AU (1) | AU2002358390A1 (enExample) |
| DE (1) | DE60207890T2 (enExample) |
| WO (1) | WO2003051870A1 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI328007B (en) * | 2002-01-16 | 2010-08-01 | Astrazeneca Ab | Novel compounds |
| DE10260003A1 (de) * | 2002-12-20 | 2004-07-08 | Zf Friedrichshafen Ag | Radnabenantrieb |
| SE0301653D0 (sv) * | 2003-06-05 | 2003-06-05 | Astrazeneca Ab | Novel compounds |
| SE0302304D0 (sv) * | 2003-08-27 | 2003-08-27 | Astrazeneca Ab | Novel compounds |
| JPWO2005023771A1 (ja) * | 2003-09-05 | 2006-11-02 | 小野薬品工業株式会社 | ケモカインレセプターアンタゴニストおよびその医薬用途 |
| KR100994173B1 (ko) * | 2004-12-27 | 2010-11-15 | 알콘, 인코퍼레이티드 | 녹내장 및 다른 로 키나아제-매개 질환 치료용아미노피라진 유사체 |
| US7622583B2 (en) | 2005-01-14 | 2009-11-24 | Chemocentryx, Inc. | Heteroaryl sulfonamides and CCR2 |
| DE602006020979D1 (en) * | 2005-01-14 | 2011-05-12 | Chemocentryx Inc | Heteroarylsulfonamide und ccr2 |
| KR101436161B1 (ko) | 2005-01-25 | 2014-09-01 | 신타 파마슈티칼스 코프. | 염증 및 면역 관련 용도를 위한 화합물 |
| GB0514743D0 (en) * | 2005-07-19 | 2005-08-24 | Astrazeneca Ab | Salt |
| TW200800921A (en) * | 2005-09-19 | 2008-01-01 | Astrazeneca Ab | Novel compounds |
| EP1956009A1 (en) * | 2005-12-02 | 2008-08-13 | Mitsubishi Tanabe Pharma Corporation | Aromatic compound |
| US20090182140A1 (en) * | 2005-12-02 | 2009-07-16 | Mitsubishi Tanabe Pharma Corporation | Alicyclic Heterocyclic Compound |
| TW200730512A (en) | 2005-12-12 | 2007-08-16 | Astrazeneca Ab | Novel compounds |
| GB0526445D0 (en) * | 2005-12-23 | 2006-02-08 | Novartis Ag | Organic compounds |
| ZA200904857B (en) * | 2007-02-22 | 2010-09-29 | Merck Serono Sa | Quinoxaline compounds and use thereof |
| PL2175859T3 (pl) | 2007-07-12 | 2012-09-28 | Chemocentryx Inc | Skondensowane heteroarylopirydylo- i fenylo-benzenosulfonamidy jako modulatory CCR2 do leczenia zapalenia |
| JP5687903B2 (ja) | 2008-11-10 | 2015-03-25 | 協和発酵キリン株式会社 | キヌレニン産生抑制剤 |
| TWI535442B (zh) | 2010-05-10 | 2016-06-01 | Kyowa Hakko Kirin Co Ltd | A nitrogen-containing heterocyclic compound having an action of inhibiting the production of canine erythritine |
| CA2815107A1 (en) | 2010-10-20 | 2012-04-26 | Merck Serono S.A. Geneva | Method for preparing substituted n-(3-amino-quinoxalin-2-yl)-sulfonamides and their intermediates n-(3-chloro-quinoxalin-2-yl)sulfonamides |
| US9067923B2 (en) | 2011-11-09 | 2015-06-30 | Kyowa Hakko Kirin Co., Ltd. | Substituted quinoxalines |
| ES2563902T3 (es) * | 2013-05-14 | 2016-03-16 | Active Biotech Ab | Derivados de N-(heteroaril)-sulfonamida útiles como inhibidores de S100 |
| IL294410B2 (en) | 2016-11-23 | 2024-02-01 | Chemocentryx Inc | Method of treating focal segmental glomerulosclerosis |
| CN111417389A (zh) | 2017-10-11 | 2020-07-14 | 坎莫森特里克斯公司 | Ccr2拮抗剂对局灶性节段性肾小球硬化症的治疗 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962490A (en) * | 1987-09-25 | 1999-10-05 | Texas Biotechnology Corporation | Thienyl-, furyl- and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin |
| CA2162630C (en) * | 1994-11-25 | 2007-05-01 | Volker Breu | Sulfonamides |
| WO2004007472A1 (ja) | 2002-07-10 | 2004-01-22 | Ono Pharmaceutical Co., Ltd. | Ｃｃｒ４アンタゴニストおよびその医薬用途 |
-
2002
- 2002-12-17 DE DE60207890T patent/DE60207890T2/de not_active Expired - Fee Related
- 2002-12-17 AT AT02792158T patent/ATE312096T1/de not_active IP Right Cessation
- 2002-12-17 EP EP02792158A patent/EP1458715B1/en not_active Expired - Lifetime
- 2002-12-17 US US10/499,102 patent/US7410972B2/en not_active Expired - Fee Related
- 2002-12-17 WO PCT/SE2002/002355 patent/WO2003051870A1/en not_active Ceased
- 2002-12-17 JP JP2003552754A patent/JP2005516936A/ja active Pending
- 2002-12-17 AU AU2002358390A patent/AU2002358390A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US7410972B2 (en) | 2008-08-12 |
| US20050075346A1 (en) | 2005-04-07 |
| EP1458715A1 (en) | 2004-09-22 |
| JP2005516936A (ja) | 2005-06-09 |
| ATE312096T1 (de) | 2005-12-15 |
| AU2002358390A1 (en) | 2003-06-30 |
| WO2003051870A1 (en) | 2003-06-26 |
| EP1458715B1 (en) | 2005-12-07 |
| DE60207890D1 (de) | 2006-01-12 |
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| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |