SG174810A1 - Dibenzofuran derivatives as inhibitors of pde-4 and pde-10 - Google Patents

Info

Publication number

SG174810A1

SG174810A1 SG2011065927A SG2011065927A SG174810A1 SG 174810 A1 SG174810 A1 SG 174810A1 SG 2011065927 A SG2011065927 A SG 2011065927A SG 2011065927 A SG2011065927 A SG 2011065927A SG 174810 A1 SG174810 A1 SG 174810A1

Authority

SG

Singapore

Prior art keywords

compound according

furan

methoxydibenzo

compound

cyano

Prior art date

2006-09-11

Links

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• 239000003112 inhibitor Substances 0.000 title claims abstract description 23
• 101100296719 Caenorhabditis elegans pde-4 gene Proteins 0.000 title abstract 2
• 150000004826 dibenzofurans Chemical class 0.000 title 1
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• 238000004519 manufacturing process Methods 0.000 claims abstract description 5
• 150000001875 compounds Chemical class 0.000 claims description 166
• -1 cyano, carboxy Chemical group 0.000 claims description 73
• 238000006243 chemical reaction Methods 0.000 claims description 69
• 239000000243 solution Substances 0.000 claims description 47
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
• 125000004122 cyclic group Chemical group 0.000 claims description 17
• 229910052717 sulfur Inorganic materials 0.000 claims description 17
• 125000001072 heteroaryl group Chemical group 0.000 claims description 16
• 125000000623 heterocyclic group Chemical group 0.000 claims description 16
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• MSYGAHOHLUJIKV-UHFFFAOYSA-N 3,5-dimethyl-1-(3-nitrophenyl)-1h-pyrazole-4-carboxylic acid ethyl ester Chemical compound CC1=C(C(=O)OCC)C(C)=NN1C1=CC=CC([N+]([O-])=O)=C1 MSYGAHOHLUJIKV-UHFFFAOYSA-N 0.000 claims description 3
• SZBXZDLWKDKXRL-UHFFFAOYSA-N 4-cyano-4-(4-methoxydibenzofuran-1-yl)cyclohexane-1-carboxylic acid Chemical compound C1=2C3=CC=CC=C3OC=2C(OC)=CC=C1C1(C#N)CCC(C(O)=O)CC1 SZBXZDLWKDKXRL-UHFFFAOYSA-N 0.000 claims description 3
• LWSHOUNKKLOUGA-UHFFFAOYSA-N 5-(4-methoxydibenzofuran-1-yl)-1-phenyl-6,7-dihydro-4h-indazole-5-carbonitrile Chemical compound C1=2C3=CC=CC=C3OC=2C(OC)=CC=C1C(C1)(C#N)CCC2=C1C=NN2C1=CC=CC=C1 LWSHOUNKKLOUGA-UHFFFAOYSA-N 0.000 claims description 3
• KACYDLOZYXBEMS-UHFFFAOYSA-N 6-cyano-6-(4-methoxydibenzofuran-1-yl)-2-methyl-7,8-dihydro-5h-quinoline-3-carboxylic acid Chemical compound C1CC2=NC(C)=C(C(O)=O)C=C2CC1(C#N)C1=CC=C(OC)C2=C1C1=CC=CC=C1O2 KACYDLOZYXBEMS-UHFFFAOYSA-N 0.000 claims description 3
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• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
• HIGCNPFUSCKGDA-UHFFFAOYSA-N methyl 5-cyano-5-(4-methoxydibenzofuran-1-yl)-2-oxocyclohexane-1-carboxylate Chemical compound C1CC(=O)C(C(=O)OC)CC1(C#N)C1=CC=C(OC)C2=C1C1=CC=CC=C1O2 HIGCNPFUSCKGDA-UHFFFAOYSA-N 0.000 claims description 3
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