HRP20090509T1 - 5-supstituirani derivati kinolina i izokinolina, postupak za njihovu proizvodnju i njihova upotreba kao antiflogistika - Google Patents
5-supstituirani derivati kinolina i izokinolina, postupak za njihovu proizvodnju i njihova upotreba kao antiflogistika Download PDFInfo
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- HRP20090509T1 HRP20090509T1 HR20090509T HRP20090509T HRP20090509T1 HR P20090509 T1 HRP20090509 T1 HR P20090509T1 HR 20090509 T HR20090509 T HR 20090509T HR P20090509 T HRP20090509 T HR P20090509T HR P20090509 T1 HRP20090509 T1 HR P20090509T1
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- -1 5-substituted quinoline Chemical class 0.000 title claims abstract 4
- 238000000034 method Methods 0.000 title claims 16
- 230000001741 anti-phlogistic effect Effects 0.000 title 1
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 37
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims abstract 2
- 229910052736 halogen Inorganic materials 0.000 claims abstract 2
- 150000002367 halogens Chemical class 0.000 claims abstract 2
- 238000000926 separation method Methods 0.000 claims 11
- 238000002360 preparation method Methods 0.000 claims 8
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims 4
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- DTVYNUOOZIKEEX-UHFFFAOYSA-N 5-aminoisoquinoline Chemical class N1=CC=C2C(N)=CC=CC2=C1 DTVYNUOOZIKEEX-UHFFFAOYSA-N 0.000 claims 2
- 150000005015 5-aminoquinolines Chemical class 0.000 claims 2
- 238000003547 Friedel-Crafts alkylation reaction Methods 0.000 claims 2
- 239000002841 Lewis acid Substances 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 150000007517 lewis acids Chemical class 0.000 claims 2
- 238000006268 reductive amination reaction Methods 0.000 claims 2
- BHUVMPXBGYWKBW-UHFFFAOYSA-N 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-[(isoquinolin-5-ylamino)methyl]-4-methylpentan-2-ol Chemical compound C=1C=CC2=CN=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 BHUVMPXBGYWKBW-UHFFFAOYSA-N 0.000 claims 1
- GUOCMHPAIQLFTR-UHFFFAOYSA-N 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-[[(6-fluoro-2-methylquinolin-5-yl)amino]methyl]-4-methylpentan-2-ol Chemical compound FC=1C=CC2=NC(C)=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 GUOCMHPAIQLFTR-UHFFFAOYSA-N 0.000 claims 1
- DKDXJSYCTDHWFW-UHFFFAOYSA-N 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-[[(8-fluoro-2-methylquinolin-5-yl)amino]methyl]-4-methylpentan-2-ol Chemical compound C=1C=C(F)C2=NC(C)=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 DKDXJSYCTDHWFW-UHFFFAOYSA-N 0.000 claims 1
- NAEUWYKDQLQVDG-UHFFFAOYSA-N 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methyl-2-[(quinolin-5-ylamino)methyl]pentan-2-ol Chemical compound C=1C=CC2=NC=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 NAEUWYKDQLQVDG-UHFFFAOYSA-N 0.000 claims 1
- VJGFOYBQOIPQFY-UHFFFAOYSA-N 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methyl-2-[[(2-methylquinolin-5-yl)amino]methyl]pentan-2-ol Chemical compound C=1C=CC2=NC(C)=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 VJGFOYBQOIPQFY-UHFFFAOYSA-N 0.000 claims 1
- IWCPVHOGFNIOOY-UHFFFAOYSA-N 2-[[(2,6-dimethylquinolin-5-yl)amino]methyl]-1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methylpentan-2-ol Chemical compound CC=1C=CC2=NC(C)=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 IWCPVHOGFNIOOY-UHFFFAOYSA-N 0.000 claims 1
- WZGKKPRPJPOQLU-UHFFFAOYSA-N 2-[[(6-chloro-2-methylquinolin-5-yl)amino]methyl]-1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methylpentan-2-ol Chemical compound ClC=1C=CC2=NC(C)=CC=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 WZGKKPRPJPOQLU-UHFFFAOYSA-N 0.000 claims 1
- WDUDKUGGIMDQAX-UHFFFAOYSA-N 5-[[4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino]-1h-quinolin-2-one Chemical compound C=1C=CC=2NC(=O)C=CC=2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 WDUDKUGGIMDQAX-UHFFFAOYSA-N 0.000 claims 1
- YNLGAZPCZHNPCW-UHFFFAOYSA-N 5-[[4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino]-2-methylisoquinolin-1-one Chemical compound C1=CC=C2C(=O)N(C)C=CC2=C1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 YNLGAZPCZHNPCW-UHFFFAOYSA-N 0.000 claims 1
- ROSVTUHPGHJSHN-UHFFFAOYSA-N 5-[[4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino]-2h-isoquinolin-1-one Chemical compound C=1C=CC(C(NC=C2)=O)=C2C=1NCC(O)(C(F)(F)F)CC(C)(C)C1=CC(F)=CC2=C1OCC2 ROSVTUHPGHJSHN-UHFFFAOYSA-N 0.000 claims 1
- PAVTXINZFWRQOD-UHFFFAOYSA-N 5-fluoro-2,3-dihydro-1-benzofuran Chemical compound FC1=CC=C2OCCC2=C1 PAVTXINZFWRQOD-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000004440 column chromatography Methods 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 239000011968 lewis acid catalyst Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 238000006722 reduction reaction Methods 0.000 claims 1
- 230000002829 reductive effect Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- 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]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/734—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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
- C07D307/83—Oxygen atoms
-
- 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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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Rheumatology (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Endocrinology (AREA)
- Ophthalmology & Optometry (AREA)
- Pain & Pain Management (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Dermatology (AREA)
- Gastroenterology & Hepatology (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004055633A DE102004055633A1 (de) | 2004-11-12 | 2004-11-12 | 5-substituierte Chinolin- und Isochinolin-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Entzündungshemmer |
| DE102005020331A DE102005020331A1 (de) | 2005-04-26 | 2005-04-26 | 5-substituierte Chinolin- und Isochinolin-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Entzündungshemmer |
| PCT/EP2005/012531 WO2006050998A1 (de) | 2004-11-12 | 2005-11-11 | 5-substituierte chinolin- und isochinolin-derivate; ein verfahren zu ihrer herstellung und ihre verwendung als entzündungshemmer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20090509T1 true HRP20090509T1 (hr) | 2009-11-30 |
Family
ID=35613753
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20090509T HRP20090509T1 (hr) | 2004-11-12 | 2009-09-25 | 5-supstituirani derivati kinolina i izokinolina, postupak za njihovu proizvodnju i njihova upotreba kao antiflogistika |
Country Status (31)
| Country | Link |
|---|---|
| EP (1) | EP1844039B1 (sl) |
| JP (1) | JP4460608B2 (sl) |
| KR (1) | KR101168462B1 (sl) |
| CN (1) | CN101124220B (sl) |
| AR (1) | AR051767A1 (sl) |
| AU (1) | AU2005303926B2 (sl) |
| BR (1) | BRPI0517797A (sl) |
| CA (1) | CA2586689C (sl) |
| CY (1) | CY1110520T1 (sl) |
| DE (2) | DE102004055633A1 (sl) |
| DK (1) | DK1844039T3 (sl) |
| EA (1) | EA013076B1 (sl) |
| ES (1) | ES2329599T3 (sl) |
| GT (1) | GT200500330A (sl) |
| HK (1) | HK1112243A1 (sl) |
| HR (1) | HRP20090509T1 (sl) |
| IL (1) | IL182933A (sl) |
| ME (2) | ME00155B (sl) |
| MX (1) | MX2007005736A (sl) |
| MY (1) | MY141780A (sl) |
| NO (1) | NO332405B1 (sl) |
| NZ (1) | NZ555064A (sl) |
| PA (1) | PA8652701A1 (sl) |
| PE (1) | PE20061052A1 (sl) |
| PL (1) | PL1844039T3 (sl) |
| PT (1) | PT1844039E (sl) |
| RS (2) | RS20070205A (sl) |
| SI (1) | SI1844039T1 (sl) |
| TW (1) | TWI311559B (sl) |
| UY (1) | UY29213A1 (sl) |
| WO (1) | WO2006050998A1 (sl) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7402596B2 (en) | 2005-03-24 | 2008-07-22 | Renovis, Inc. | Bicycloheteroaryl compounds as P2X7 modulators and uses thereof |
| TWI464148B (zh) | 2006-03-16 | 2014-12-11 | Evotec Us Inc | 作為ｐ２ｘ7調節劑之雙環雜芳基化合物與其用途 |
| WO2008005686A2 (en) * | 2006-07-07 | 2008-01-10 | Bausch & Lomb Incorporated | Compositions comprising a dissociated glucocorticoid receptor agonist and an immunosuppressive agent for treating dry eye |
| WO2008021729A2 (en) * | 2006-08-07 | 2008-02-21 | Bausch & Lomb Incorporated | Compositions and methods for treating, reducing, ameliorating, or alleviating posterior-segment ophthalmic diseases |
| WO2008021728A2 (en) * | 2006-08-07 | 2008-02-21 | Bausch & Lomb Incorporated | Treating infections and sequelae thereof with combined dissociated' glucocorticoid receptor agonists and anti-infective agents |
| MX2009002228A (es) * | 2006-08-31 | 2009-04-17 | Bausch & Lomb | Composiciones y metodos para tratar o prevenir glaucoma o el avance del mismo. |
| US20110105559A1 (en) * | 2006-09-11 | 2011-05-05 | Rohrs Brian R | Compositions and Methods for Treating, Controlling, Reducing, Ameliorating, or Preventing Allergy |
| WO2008033655A2 (en) | 2006-09-11 | 2008-03-20 | Bausch & Lomb Incorporated | Compositions and methods for treating, controlling, reducing, ameliorating, or preventing allergy |
| US20110104159A1 (en) * | 2006-09-11 | 2011-05-05 | Rohrs Brian R | Compositions and methods for treating, controlling, reducing, ameliorating, or preventing allergy |
| CN101535239A (zh) * | 2006-11-09 | 2009-09-16 | 博士伦公司 | 某些取代的醇的选择的立体异构体的合成 |
| US8071796B2 (en) * | 2007-04-18 | 2011-12-06 | Intendis Gmbh | Process for the manufacture of non-steroidal anti-inflammatory agents and intermediates thereof |
| EP1982976A1 (en) * | 2007-04-18 | 2008-10-22 | Intendis GmbH | Process for the manufacture of non-steroidal anti-inflammatory agents and intermediates thereof |
| EP2016935A1 (en) * | 2007-07-09 | 2009-01-21 | Intendis GmbH | Pharmaceutical composition for topical application of poorly soluble compounds |
| US20090042936A1 (en) * | 2007-08-10 | 2009-02-12 | Ward Keith W | Compositions and Methods for Treating or Controlling Anterior-Segment Inflammation |
| US20090087443A1 (en) * | 2007-09-27 | 2009-04-02 | Bartels Stephen P | Pharmacological Adjunctive Treatment Associated with Glaucoma Filtration Surgery |
| BRPI0818483A2 (pt) * | 2007-11-01 | 2015-04-14 | Bausch & Lomb | Método para preparar uma composição farmacêutica, composição farmacêutica, e, uso da mesma. |
| US20110077270A1 (en) * | 2009-04-21 | 2011-03-31 | Pfeffer Bruce A | Compositions and Methods for Treating Ocular Inflammation with Lower Risk of Increased Intraocular Pressure |
| CN101983961B (zh) * | 2010-11-24 | 2012-05-09 | 浙江启明生化科技有限公司 | 5-氨基-2-甲基喹啉的制备方法 |
| US20120316199A1 (en) | 2011-06-07 | 2012-12-13 | Ward Keith W | Compositions and methods for treating, controlling, reducing, or ameliorating inflammatory pain |
| WO2017137375A1 (en) | 2016-02-12 | 2017-08-17 | Bayer Animal Health Gmbh | Mapracorat for use in the treatment of canine dermatitis |
| CN106800493B (zh) * | 2017-01-16 | 2020-06-30 | 宜昌尚诺德生物医药科技有限公司 | 一种芳硝基还原为芳胺的方法 |
| SG11202107075RA (en) | 2019-01-22 | 2021-08-30 | Akribes Biomedical Gmbh | Selective glucocorticoid receptor modifiers for treating impaired skin wound healing |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4041482A1 (de) * | 1990-12-22 | 1992-06-25 | Boehringer Ingelheim Kg | Neue pharmazeutische verwendung carbocyclisch und heterocyclisch annelierter dihydropyridine |
| NO940245D0 (no) * | 1993-01-28 | 1994-01-24 | Takeda Chemical Industries Ltd | Quinolin eller quinazolinderivater, deres fremstilling og anvendelse |
| RU2127271C1 (ru) * | 1997-03-13 | 1999-03-10 | Пермская государственная фармацевтическая академия | 5-нитрофурфурилиденгидразид 2-хлор-5,6,7,8,-тетрагидрохинолин-4-карбоновой кислоты, обладающий антимикробной активностью |
| UA73492C2 (en) * | 1999-01-19 | 2005-08-15 | Aromatic heterocyclic compounds as antiinflammatory agents | |
| DE10215316C1 (de) * | 2002-04-02 | 2003-12-18 | Schering Ag | Chinolin- und Isochinolin-Derivate, ein pharmazeutisches Mittel und ihre Verwendung als Entzündungshemmer |
| EP1583745A1 (en) * | 2003-01-03 | 2005-10-12 | Boehringer Ingelheim Pharmaceuticals Inc. | 1-propanol and 1-propylamine derivatives and their use as glucocorticoid ligands |
| US20040224992A1 (en) * | 2003-02-27 | 2004-11-11 | Boehringer Ingelheim Pharmaceuticals, Inc. | Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof |
| US7179919B2 (en) * | 2004-03-18 | 2007-02-20 | Boehringer Ingelheim Pharmaceuticals, Inc. | Stereoselective synthesis of certain trifluoromethyl-substituted alcohols |
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