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1. WO2010142934 - INDOLE DERIVATIVES AS LIGANDS OF CRTH2 RECEPTORS

Publication Number WO/2010/142934
Publication Date 16.12.2010
International Application No. PCT/GB2009/050671
International Filing Date 12.06.2009
IPC
C07D 209/10 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
209Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
02condensed with one carbocyclic ring
04Indoles; Hydrogenated indoles
10with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
C07D 401/06 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
02containing two hetero rings
06linked by a carbon chain containing only aliphatic carbon atoms
C07D 401/12 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
02containing two hetero rings
12linked by a chain containing hetero atoms as chain links
C07D 401/14 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
14containing three or more hetero rings
C07D 403/06 2006.1
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
06linked by a carbon chain containing only aliphatic carbon atoms
A61P 37/00 2006.1
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
37Drugs for immunological or allergic disorders
CPC
A61P 37/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
37Drugs for immunological or allergic disorders
C07D 209/10
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
209Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
02condensed with one carbocyclic ring
04Indoles; Hydrogenated indoles
10with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
C07D 401/06
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
02containing two hetero rings
06linked by a carbon chain containing only aliphatic carbon atoms
C07D 401/12
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
02containing two hetero rings
12linked by a chain containing hetero atoms as chain links
C07D 401/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
401Heterocyclic 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
14containing three or more hetero rings
C07D 403/06
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 C07D401/00
02containing two hetero rings
06linked by a carbon chain containing only aliphatic carbon atoms
Applicants
  • PULMAGEN THERAPEUTICS (ASTHMA) LIMITED [GB]/[GB] (AllExceptUS)
  • HYND, George [GB]/[GB] (UsOnly)
  • MONTANA, John Gary [GB]/[GB] (UsOnly)
  • FINCH, Harry [GB]/[GB] (UsOnly)
  • ARIENZO, Rosa [IT]/[GB] (UsOnly)
  • AHMED, Shahadat [IN]/[GB] (UsOnly)
Inventors
  • HYND, George
  • MONTANA, John Gary
  • FINCH, Harry
  • ARIENZO, Rosa
  • AHMED, Shahadat
Agents
  • PERRY, Robert, Edward
Priority Data
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) INDOLE DERIVATIVES AS LIGANDS OF CRTH2 RECEPTORS
(FR) DÉRIVÉS D'INDOLE EN TANT QUE LIGANDS DES RÉCEPTEURS CRTH2
Abstract
(EN) The following compounds are CRTH2 antagonists, useful in treatment of respiratory disease: {3-[3-chloro-4-(pyridine-2-sulfonyl)isothiazol-5-ylmethyl]-5-fluoro-2- methylindol-1-yl}acetic acid, [3-(5-benzenesulfonyl-3-methyl-3H-imidazol-4-ylmethyl)-5-fluoro-2- methylindol-1-yl]acetic acid, [3-(5-benzenesulfonyloxazol-4-ylmethyl)-5-fluoro-2-methylindol-1-yl]acetic acid, [3-(3-benzenesulfonyl-4-met ylthiophen-2-ylmethyl)-5-fluoro-2-methylindol-1- yl]acetic acid, {5-fluoro-2-methyl-3-[2-(pyridin-2-ylsulfamoyl)benzyl]indol-1-yl}acetic acid, {5-fluoro-2-methyl-3-[4-methyl-3-(pyridine-2-sulfonyl)thiophen-2- ylmethyl]indol-1-yl}acetic acid, {5-fluoro-2-methyl-3-[3-methyl-5-(pyridine-2-sulfonyl)-3H-imidazol-4- ylmethyl]indol-1-yl}acetic acid, {5-fluoro-3-[2-(3-fluorophenylsulfamoyl)pyridin-3-ylmethyl]-2-methylindol-1- yl}acetic acid, [3-(4-benzenesulfonyloxazol-5-ylmethyl)-5-fluoro-2-methylindol-1- yl]acetic acid, {3-[2-(3-cyanophenylsulfamoyl)benzyl]-5-fluoro-2-methylindol-1-yl}acetic acid, [3-(4-benzenesulfonylthiazol-5-ylmethyl)-5-chloro-2-methyl-indol-1-yl]acetic acid, [3-(4-benzenesulfonyl-2-methylthiazol-5-ylmethyl)-5-fluoro-2-methylindol-1- yl]acetic acid, and [3-(4-benzenesulfonyl-3-methylisothiazol-5-ylmethyl)-5-fluoro-2- methylindol-1-yl]acetic acid.
(FR) La présente invention a pour objet les composés suivants qui sont des antagonistes du CRTH2, utiles dans le traitement des maladies respiratoires : l'acide {3-[3-chloro-4-(pyridine-2-sulfonyle) isothiazol-5-ylméthyle]-5-fluoro-2-méthylindol-1-yle} acétique, l'acide [3-(5-benzène sulfonyl-3-méthyl-3H-imidazol-4-ylméthyle)-5-fluoro-2- méthylindol-1-yle] acétique, l'acide [3-(5-benzène sulfonyloxazol-4-ylméthyle)-5-fluoro-2-méthylindol-1-yle] acétique, l'acide [3-(3-benzène sulfonyl-4-méthylthiophèn-2-ylméthyle)-5-fluoro-2-méthylindol-1- yle] acétique, l'acide {5-fluoro-2-méthyl-3-[2-(pyridine-2-ylsulfamoyle) benzyle] indol-1-yle} acétique, l'acide {5-fluoro-2-méthyl-3-[4-méthyl-3-(pyridine-2-sulfonyle) thiophène-2- ylméthyle] indol-1-yle} acétique, l'acide {5-fluoro-2-méthyl-3-[3-méthyl-5-(pyridine-2-sulfonyle)-3H-imidazol-4-ylméthyle] indol-1-yle} acétique, l'acide {5-fluoro-3-[2-(3-fluorophénylsulfamoyle) pyridine-3-ylméthyle]-2-méthylindol-1-yle} acétique, l'acide [3-(4-benzène sulfonyloxazol-5-ylméthyle)-5-fluoro-2-méthylindol-1-yle] acétique, l'acide {3-[2-(3-cyanophénylsulfamoyle) benzyle]-5-fluoro-2-méthylindol-1-yle} acétique, l'acide [3-(4-benzène sulfonylthiazol-5-ylméthyle)-5-chloro-2-méthyl-indol-1-yle] acétique, l'acide [3-(4-benzène sulfonyl-2-méthylthiazol-5-ylméthyle)-5-fluoro-2-méthylindol-1- yle] acétique, et l'acide [3-(4-benzène sulfonyl-3-méthylisothiazol-5-ylméthyle)-5-fluoro-2- méthylindol-1-yle] acétique.
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