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1. WO2006100099 - 6, 7, 8, 9-TETRAHYDRO-5-AMINO-5H-BENZOCYCLOHEPTEN-6-OL DERIVATIVES AND RELATED COMPOUNDS USED AS ANTI-INFLAMMATORY AGENTS

Publication Number WO/2006/100099
Publication Date 28.09.2006
International Application No. PCT/EP2006/002742
International Filing Date 20.03.2006
IPC
C07D 211/88 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
211Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
04with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
80having two double bonds between ring members or between ring members and non-ring members
84with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
86Oxygen atoms
88attached in positions 2 and 6, e.g. glutarimide
C07D 231/56 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
231Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
54condensed with carbocyclic rings or ring systems
56Benzopyrazoles; Hydrogenated benzopyrazoles
C07D 403/04 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
403Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/167
02containing two hetero rings
04directly linked by a ring-member-to-ring- member bond
C07D 215/22 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
215Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
02having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
16with 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
20Oxygen atoms
22attached in position 2 or 4
A61P 29/00 2006.01
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
29Non-central analgesic, antipyretic or antiinflammatory agents, e.g antirheumatic agents; Non-steroidal antiinflammatory drugs (NSAIDs)
CPC
A61P 1/04
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
1Drugs for disorders of the alimentary tract or the digestive system
04for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
A61P 1/16
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
1Drugs for disorders of the alimentary tract or the digestive system
16for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
A61P 11/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
11Drugs for disorders of the respiratory system
A61P 11/06
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
11Drugs for disorders of the respiratory system
06Antiasthmatics
A61P 11/08
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
11Drugs for disorders of the respiratory system
08Bronchodilators
A61P 13/12
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
13Drugs for disorders of the urinary system
12of the kidneys
Applicants
  • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT [DE]/[DE] (AllExceptUS)
  • REHWINKEL, Hartmut [DE]/[DE] (UsOnly)
  • NGUYEN, Duy [DE]/[DE] (UsOnly)
  • BERGER, Markus [DE]/[DE] (UsOnly)
  • SCHÄCKE, Heike [DE]/[DE] (UsOnly)
Inventors
  • REHWINKEL, Hartmut
  • NGUYEN, Duy
  • BERGER, Markus
  • SCHÄCKE, Heike
Agents
  • SEUSS, Thomas
Priority Data
10 2005 014090.422.03.2005DE
Publication Language German (DE)
Filing Language German (DE)
Designated States
Title
(DE) 6, 7, 8, 9-TETRAHYDRO-5-AMINO-5H-BENZOCYCLOHEPTEN-6-OL DERIVATE UND VERWANDTE VERBINDUNGEN ALS ENTZÜNDUNGSHEMMER
(EN) 6, 7, 8, 9-TETRAHYDRO-5-AMINO-5H-BENZOCYCLOHEPTEN-6-OL DERIVATIVES AND RELATED COMPOUNDS USED AS ANTI-INFLAMMATORY AGENTS
(FR) DERIVES DE 6, 7, 8, 9-TETRAHYDRO-5-AMINO-5H-BENZOCYCLOHEPTENE-6-OLE ET COMPOSES APPARENTES COMME INHIBITEURS D'INFLAMMATION
Abstract
(DE)
Die Erfindung betrifft mehrfach substituierte 5H-Benzocycloheptenderivate der Formel (I), worin R3 eine C1-C10-Alkylgruppe, die gegebenenfalls substituiert sein kann durch eine Gruppe ausgewählt aus 1-3 Hydroxygruppen, Halogenatome, oder 1-3 (C1-C5)-Alkoxygruppen, eine gegebenenfalls substituierte (C3-C7)-Cycloalkylgruppe, eine gegebenenfalls substituierte Heterocyclylgruppe, eine gegebenenfalls substituierte Arylgruppe, oder andere Substituenten, A eine -CR6R7-CH2- oder eine -CH2-CR6R7-Gruppe, D eine -CR4R5-CH2- oder eine -CH2-CR4R5-Gruppe, R4 eine Hydroxygruppe. eine Gruppe OR10 oder eine O(CO)R10-Gruppe, R5 eine (C1-C5)-Alkylgruppe oder eine gegebenenfalls teilweise oder vollständig fluorierte (C1-C5)-Alkylgruppe, eine (C3-C7)Cycloalkylgruppe, eine (C1-C8)Alkylen(C3-C7)cycloalkylgruppe, (C2-C8)Alkenylen(C3-C7)cycloalkylgruppe, eine Heterocyclylgruppe, eine (C1-C8)Alkylenheterocyclylgruppe, (C2-C8)Alkenylenheterocyclylgruppe, eine Arylgruppe, eine (C1-C8)Alkylenarylgruppe, (C2-C8)Alkenylenarylgruppe, (C2-C8)Alkinylenarylgruppe, oder andere Substituenten bedeuten; Die anderen Substituenten sind in den Ansprüchen spezifiziert, Verfahren zu ihrer Herstellung und ihre Verwendung als Entzündungshemmer.
(EN)
The invention relates to polysubstituted 5H-benzocyclohepten derivatives of formula (I), in which R3 represents a C1-C10 alkyl group, which can be optionally substituted by a group selected from 1-3 hydroxy groups, halogen atoms, or 1-3 (C1-C5) alkoxy groups, an optionally substituted (C3-C7) cycloalkyl group, an optionally substituted heterocyclyl group, an optionally substituted aryl group, or other substituents, A represents a -CR6R7-CH2- or -CH2-CR6R7 group, D represents a -CR4R5-CH2- or -CH2-CR4R5 group, R4 represents a hydroxy group, an OR10 group or O(CO)R10 group, R5 represents a (C1-C5) alkyl group or an optionally partially or completely fluorinated (C1-C5) alkyl group, a (C3-C7) cycloalkyl group, a (C1-C8) alkene (C3-C7) cycloalkyl group, a (C2-C8) alkene (C3-C7) cycloalkyl group, a heterocyclyl group, a (C1-C8) alkene heterocyclyl group, a (C2-C8) alkene heterocyclyl group, an aryl group, a (C1-C8) alkene aryl group, a (C2-C8) alkenylene aryl group, a (C2-C8) alkynylene aryl group, or other substituents. Said other substituents are specified in the claims. The invention also relates to a method for producing said derivatives and to their use as anti-inflammatory agents.
(FR)
L'invention concerne des dérivés de 5H-benzocycloheptène plusieurs fois substitués de formule (I), dans laquelle R3 désigne un groupe alkyle C1-C10, qui peut éventuellement être substitué par un groupe sélectionné parmi des groupes 1-3 hydroxy, des atomes d'halogène ou des groupes alcoxy 1-3 (C1-C5), un groupe cycloalkyle (C3-C7) éventuellement substitué, un groupe hétérocyclyle éventuellement substitué, un groupe aryle éventuellement substitué ou d'autres substituants, A signifie un groupe -CR6R7-CH2 ou -CH2-CR6R7, D représente un groupe -CR4R5-CH2 ou -CH2-CR4R5, R4 désigne un groupe hydroxy, un groupe OR10 ou un groupe O(CO)R10, R5 signifie un groupe alkyle (C1-C5) ou un groupe alkyle (C1-C5) éventuellement partiellement ou entièrement fluoré, un groupe cycloalkyle (C3-C7), un groupe cycloalkyle (C3-C7) alkylène (C1-C8), un groupe cycloalkyle (C3-C7) alkénylène (C2-C8), un groupe hétérocyclyle, un groupe hétérocyclyle alkylène (C1-C8), un groupe hétérocyclyle alkénylène (C2-C8), un groupe aryle, un groupe aryle alkylène (C1-C8), un groupe aryle alkénylène (C2-C8), un groupe aryle alkinylène (C2-C8) ou d'autres substituants, lesquels sont spécifiés dans les revendications. La présente invention porte également sur des procédés pour produire ces dérivés et sur leur utilisation comme inhibiteurs d'inflammation.
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