HRP20120078T1 - Pirazolinski spojevi kao antagonisti mineralokortikoidnih receptora - Google Patents
Pirazolinski spojevi kao antagonisti mineralokortikoidnih receptora Download PDFInfo
- Publication number
- HRP20120078T1 HRP20120078T1 HR20120078T HRP20120078T HRP20120078T1 HR P20120078 T1 HRP20120078 T1 HR P20120078T1 HR 20120078 T HR20120078 T HR 20120078T HR P20120078 T HRP20120078 T HR P20120078T HR P20120078 T1 HRP20120078 T1 HR P20120078T1
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- Croatia
- Prior art keywords
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- alkyl
- cyclopentyl
- benzo
- tetrahydro
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- 229940083712 aldosterone antagonist Drugs 0.000 title 1
- 239000002394 mineralocorticoid antagonist Substances 0.000 title 1
- 150000003219 pyrazolines Chemical class 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 29
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 24
- 239000001257 hydrogen Substances 0.000 claims abstract 24
- 150000001875 compounds Chemical class 0.000 claims abstract 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 14
- 150000003839 salts Chemical class 0.000 claims abstract 10
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 9
- 239000000460 chlorine Substances 0.000 claims abstract 9
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims abstract 9
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 9
- 239000011737 fluorine Chemical group 0.000 claims abstract 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 8
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims abstract 8
- -1 cyano, hydroxy, carboxy, methyl Chemical group 0.000 claims abstract 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 6
- 125000001424 substituent group Chemical group 0.000 claims abstract 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract 4
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 4
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims abstract 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 3
- 150000002367 halogens Chemical group 0.000 claims abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims abstract 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims abstract 2
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims abstract 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims abstract 2
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims abstract 2
- 150000002431 hydrogen Chemical class 0.000 claims abstract 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000001153 fluoro group Chemical group F* 0.000 claims 5
- XNULRSOGWPFPBL-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 XNULRSOGWPFPBL-UHFFFAOYSA-N 0.000 claims 2
- DIXPGEVTBJXMRW-UHFFFAOYSA-N 2-(4-cyano-3-methoxyphenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C1=C(C#N)C(OC)=CC(N2C(C3C(C4=CC=C(C=C4CC3)C(O)=O)=N2)C2CCCC2)=C1 DIXPGEVTBJXMRW-UHFFFAOYSA-N 0.000 claims 2
- MLSLCRTVTQJOGF-UHFFFAOYSA-N 2-(4-cyano-3-methylphenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C1=C(C#N)C(C)=CC(N2C(C3C(C4=CC=C(C=C4CC3)C(O)=O)=N2)C2CCCC2)=C1 MLSLCRTVTQJOGF-UHFFFAOYSA-N 0.000 claims 2
- 239000002876 beta blocker Substances 0.000 claims 2
- 229940097320 beta blocking agent Drugs 0.000 claims 2
- ABRSQONXUKMPNK-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(4-fluorophenyl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1=CC=C(F)C=C1 ABRSQONXUKMPNK-UHFFFAOYSA-N 0.000 claims 1
- ICXQTNPFKOHPPM-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(4-fluorophenyl)-n-(2-methylsulfonylethyl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxamide Chemical compound C12CCC3=CC(C(=O)NCCS(=O)(=O)C)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1=CC=C(F)C=C1 ICXQTNPFKOHPPM-UHFFFAOYSA-N 0.000 claims 1
- KUWNMBQXHAXMMP-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(5-methylfuran-2-yl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound O1C(C)=CC=C1C1N(C=2C=C(Cl)C(C#N)=CC=2)N=C2C3=CC=C(C(O)=O)C=C3CCC21 KUWNMBQXHAXMMP-UHFFFAOYSA-N 0.000 claims 1
- YWQXDRZXKRBIBO-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(5-methylfuran-2-yl)-n-(2-methylsulfonylethyl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxamide Chemical compound O1C(C)=CC=C1C1N(C=2C=C(Cl)C(C#N)=CC=2)N=C2C3=CC=C(C(=O)NCCS(C)(=O)=O)C=C3CCC21 YWQXDRZXKRBIBO-UHFFFAOYSA-N 0.000 claims 1
- OHABSNPTOQCUGY-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(cyclopenten-1-yl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1=CCCC1 OHABSNPTOQCUGY-UHFFFAOYSA-N 0.000 claims 1
- RQYBCTCZSWIXNY-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(cyclopenten-1-yl)-3a,4-dihydro-3h-chromeno[4,3-c]pyrazole-7-carboxylic acid Chemical compound C12COC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1=CCCC1 RQYBCTCZSWIXNY-UHFFFAOYSA-N 0.000 claims 1
- JZMZZNBXXUCHGC-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-(furan-3-yl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C=1C=COC=1 JZMZZNBXXUCHGC-UHFFFAOYSA-N 0.000 claims 1
- CRYDENMXDBTLTA-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclobutyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCC1 CRYDENMXDBTLTA-UHFFFAOYSA-N 0.000 claims 1
- PHZPYPOXYQPPFG-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3a,4-dihydro-3h-chromeno[4,3-c]pyrazole-7-carboxylic acid Chemical compound C12COC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 PHZPYPOXYQPPFG-UHFFFAOYSA-N 0.000 claims 1
- PPFCSJSDICUJFB-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3a-methyl-4,5-dihydro-3h-benzo[g]indazole-7-carboxylic acid Chemical compound CC12CCC3=CC(C(O)=O)=CC=C3C1=NN(C=1C=C(Cl)C(C#N)=CC=1)C2C1CCCC1 PPFCSJSDICUJFB-UHFFFAOYSA-N 0.000 claims 1
- PASMJJLOLQRONG-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-n-(2-hydroxyethyl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxamide Chemical compound C12CCC3=CC(C(=O)NCCO)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 PASMJJLOLQRONG-UHFFFAOYSA-N 0.000 claims 1
- QYFBPZRUBOWLMJ-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-n-(2-methylsulfonylethyl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxamide Chemical compound C12CCC3=CC(C(=O)NCCS(=O)(=O)C)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 QYFBPZRUBOWLMJ-UHFFFAOYSA-N 0.000 claims 1
- DSCXRIQRGFSVBP-UHFFFAOYSA-N 2-(3-chloro-4-cyanophenyl)-n-(2-methylsulfonylethyl)-3-(2-methyl-1,3-thiazol-5-yl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxamide Chemical compound S1C(C)=NC=C1C1N(C=2C=C(Cl)C(C#N)=CC=2)N=C2C3=CC=C(C(=O)NCCS(C)(=O)=O)C=C3CCC21 DSCXRIQRGFSVBP-UHFFFAOYSA-N 0.000 claims 1
- KNRBRFDSNFIKJR-UHFFFAOYSA-N 2-(4-cyano-3-methylphenyl)-3-(cyclopenten-1-yl)-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C1=C(C#N)C(C)=CC(N2C(C3C(C4=CC=C(C=C4CC3)C(O)=O)=N2)C=2CCCC=2)=C1 KNRBRFDSNFIKJR-UHFFFAOYSA-N 0.000 claims 1
- ISMRBSUPQBXXMD-UHFFFAOYSA-N 2-(4-cyano-3-methylphenyl)-3-(cyclopenten-1-yl)-3a,4-dihydro-3h-chromeno[4,3-c]pyrazole-7-carboxylic acid Chemical compound C1=C(C#N)C(C)=CC(N2C(C3C(C4=CC=C(C=C4OC3)C(O)=O)=N2)C=2CCCC=2)=C1 ISMRBSUPQBXXMD-UHFFFAOYSA-N 0.000 claims 1
- LBEFNCMRTYSXPH-UHFFFAOYSA-N 2-(4-cyano-3-methylphenyl)-3-cyclopentyl-3a,4-dihydro-3h-chromeno[4,3-c]pyrazole-7-carboxylic acid Chemical compound C1=C(C#N)C(C)=CC(N2C(C3C(C4=CC=C(C=C4OC3)C(O)=O)=N2)C2CCCC2)=C1 LBEFNCMRTYSXPH-UHFFFAOYSA-N 0.000 claims 1
- MHNSKVYWFDVXHV-UHFFFAOYSA-N 2-(4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C12CCC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=CC(=CC=2)C#N)C1C1CCCC1 MHNSKVYWFDVXHV-UHFFFAOYSA-N 0.000 claims 1
- IZYLHHSKJUTTDP-UHFFFAOYSA-N 2-(5-cyano-6-methylpyridin-2-yl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid Chemical compound C1=C(C#N)C(C)=NC(N2C(C3C(C4=CC=C(C=C4CC3)C(O)=O)=N2)C2CCCC2)=C1 IZYLHHSKJUTTDP-UHFFFAOYSA-N 0.000 claims 1
- ZQMUWFLXGUPXTI-UHFFFAOYSA-N 2-[4-cyano-3-(trifluoromethyl)phenyl]-3-cyclopentyl-3a,4-dihydro-3h-chromeno[4,3-c]pyrazole-7-carboxylic acid Chemical compound C12COC3=CC(C(=O)O)=CC=C3C2=NN(C=2C=C(C(C#N)=CC=2)C(F)(F)F)C1C1CCCC1 ZQMUWFLXGUPXTI-UHFFFAOYSA-N 0.000 claims 1
- FZOCKBQCTWALKE-UHFFFAOYSA-N 2-chloro-4-[3-(4-fluorophenyl)-7-hydroxy-3,3a,4,5-tetrahydrobenzo[g]indazol-2-yl]benzonitrile Chemical compound C12CCC3=CC(O)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1=CC=C(F)C=C1 FZOCKBQCTWALKE-UHFFFAOYSA-N 0.000 claims 1
- 239000005541 ACE inhibitor Substances 0.000 claims 1
- 102000008873 Angiotensin II receptor Human genes 0.000 claims 1
- 108050000824 Angiotensin II receptor Proteins 0.000 claims 1
- 229940127291 Calcium channel antagonist Drugs 0.000 claims 1
- 206010048554 Endothelial dysfunction Diseases 0.000 claims 1
- 102000003979 Mineralocorticoid Receptors Human genes 0.000 claims 1
- 108090000375 Mineralocorticoid Receptors Proteins 0.000 claims 1
- 206010030113 Oedema Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 208000017442 Retinal disease Diseases 0.000 claims 1
- 206010038923 Retinopathy Diseases 0.000 claims 1
- 239000002160 alpha blocker Substances 0.000 claims 1
- 229940124308 alpha-adrenoreceptor antagonist Drugs 0.000 claims 1
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 claims 1
- 108091008698 baroreceptors Proteins 0.000 claims 1
- 239000000480 calcium channel blocker Substances 0.000 claims 1
- 239000002934 diuretic Substances 0.000 claims 1
- 229940030606 diuretics Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 230000004064 dysfunction Effects 0.000 claims 1
- 230000002526 effect on cardiovascular system Effects 0.000 claims 1
- 230000008694 endothelial dysfunction Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000004968 inflammatory condition Effects 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- MZBNNMPUCTYVEZ-UHFFFAOYSA-N methyl 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazole-7-carboxylate Chemical compound C12CCC3=CC(C(=O)OC)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 MZBNNMPUCTYVEZ-UHFFFAOYSA-N 0.000 claims 1
- FRSYMDSGBCVUEB-UHFFFAOYSA-N n-[2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydrobenzo[g]indazol-7-yl]acetamide Chemical compound C12CCC3=CC(NC(=O)C)=CC=C3C2=NN(C=2C=C(Cl)C(C#N)=CC=2)C1C1CCCC1 FRSYMDSGBCVUEB-UHFFFAOYSA-N 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 210000001774 pressoreceptor Anatomy 0.000 claims 1
- 239000002464 receptor antagonist Substances 0.000 claims 1
- 229940044551 receptor antagonist Drugs 0.000 claims 1
- 239000002461 renin inhibitor Substances 0.000 claims 1
- 229940086526 renin-inhibitors Drugs 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
-
- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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 containing two hetero rings
- C07D401/04—Heterocyclic 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 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D405/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
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US86360606P | 2006-10-31 | 2006-10-31 | |
PCT/IB2007/003207 WO2008053300A1 (en) | 2006-10-31 | 2007-10-17 | Pyrazoline compounds as mineralocorticoid receptor antagonists |
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HRP20120078T1 true HRP20120078T1 (hr) | 2012-02-29 |
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HR20120078T HRP20120078T1 (hr) | 2006-10-31 | 2012-01-23 | Pirazolinski spojevi kao antagonisti mineralokortikoidnih receptora |
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US (3) | US7781428B2 (zh) |
EP (1) | EP2089367B1 (zh) |
JP (1) | JP4977760B2 (zh) |
KR (1) | KR101107800B1 (zh) |
CN (1) | CN101541757A (zh) |
AP (1) | AP2527A (zh) |
AR (1) | AR063529A1 (zh) |
AT (1) | ATE537151T1 (zh) |
AU (1) | AU2007315884B2 (zh) |
BR (1) | BRPI0717937A2 (zh) |
CA (1) | CA2667966C (zh) |
CL (1) | CL2007003154A1 (zh) |
CO (1) | CO6160307A2 (zh) |
CR (1) | CR10725A (zh) |
CU (1) | CU23779B7 (zh) |
CY (1) | CY1112311T1 (zh) |
DK (1) | DK2089367T3 (zh) |
EA (1) | EA016370B1 (zh) |
ES (1) | ES2375877T3 (zh) |
GE (1) | GEP20115239B (zh) |
GT (1) | GT200700096A (zh) |
HN (1) | HN2007000437A (zh) |
HR (1) | HRP20120078T1 (zh) |
IL (1) | IL198241A0 (zh) |
MA (1) | MA30821B1 (zh) |
MX (1) | MX2009004662A (zh) |
MY (1) | MY145795A (zh) |
NI (1) | NI200900071A (zh) |
NO (1) | NO20091741L (zh) |
NZ (1) | NZ575923A (zh) |
PE (1) | PE20081472A1 (zh) |
PL (1) | PL2089367T3 (zh) |
PT (1) | PT2089367E (zh) |
RS (2) | RS52203B (zh) |
SI (1) | SI2089367T1 (zh) |
TN (1) | TN2009000160A1 (zh) |
TW (1) | TWI357327B (zh) |
UA (1) | UA92670C2 (zh) |
UY (1) | UY30670A1 (zh) |
WO (1) | WO2008053300A1 (zh) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
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PE20091057A1 (es) | 2007-12-19 | 2009-07-20 | Lilly Co Eli | Antagonistas del receptor mineralcorticoide y metodos de uso |
EP2493866A1 (en) * | 2009-10-29 | 2012-09-05 | Bristol-Myers Squibb Company | Tricyclic heterocyclic compounds |
ES2566934T3 (es) | 2010-05-10 | 2016-04-18 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Métodos y composiciones para el tratamiento de la acumulación de líquido en y/o bajo la retina |
CA2798831A1 (en) | 2010-05-11 | 2011-11-17 | Pfizer Inc. | Morpholine compounds as mineralocorticoid receptor antagonists |
EP2582365B1 (en) | 2010-06-16 | 2019-03-20 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Compositions for stimulating reepithelialisation during wound healing |
CN102372710A (zh) * | 2010-08-18 | 2012-03-14 | 山东轩竹医药科技有限公司 | 作为盐皮质激素受体拮抗剂的并环类化合物 |
WO2012048022A2 (en) * | 2010-10-05 | 2012-04-12 | Nova Southeastern University | Methods and compositions for therapeutic modulation of aldosterone levels in heart disease |
EA029518B1 (ru) | 2014-06-30 | 2018-04-30 | Астразенека Аб | Бензоксазиноновые амиды в качестве модуляторов минералокортикоидного рецептора |
EP3362095B1 (en) | 2015-10-13 | 2020-11-25 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of choroidal neovascularisation |
US20190262363A1 (en) | 2016-07-26 | 2019-08-29 | INSERM (Institut National de la Santé et de la Recherche Médicale | Antagonist of mineralocorticoid receptor for the treatment of osteoarthritis |
US10633354B2 (en) | 2016-09-02 | 2020-04-28 | Bristol-Myers Squibb Company | Substituted tricyclic heterocyclic compounds |
US11059784B2 (en) | 2017-08-09 | 2021-07-13 | Bristol-Myers Squibb Company | Oxime ether compounds |
US11046646B2 (en) | 2017-08-09 | 2021-06-29 | Bristol-Myers Squibb Company | Alkylphenyl compounds |
CN109051490B (zh) | 2018-09-18 | 2024-07-23 | 深圳市鲸仓科技有限公司 | 可移动式密集存拣装置 |
EP4118235A1 (en) | 2020-03-11 | 2023-01-18 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods of determining whether a subject has or is at risk of having a central serous chorioretinopathy |
WO2023031277A1 (en) | 2021-08-31 | 2023-03-09 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for the treatment of ocular rosacea |
CN113679716B (zh) | 2021-10-13 | 2024-03-26 | 史大永 | 溴酚-吡唑啉化合物在治疗猫冠状病毒疾病中的应用 |
CN114230457B (zh) * | 2022-01-04 | 2023-06-09 | 中山大学 | 一类2-亚苄基四氢萘酮衍生物及其制备方法和应用 |
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GB1086068A (en) * | 1964-09-02 | 1967-10-04 | Ici Ltd | Process for the whitening of polymeric materials and nitrogen-containing polycyclic compounds for use therein |
BE789948A (fr) * | 1971-10-13 | 1973-04-11 | Sandoz Sa | Nouveaux derives du pyrazole, leur preparation et leur application comme medicaments |
US3816438A (en) * | 1972-12-22 | 1974-06-11 | Sandoz Ag | 2h(1)-benzothiepino(5,4-c)-pyrazoles and(1)-benzothiopyrano(4,3-c)-pyrazoles |
US3843666A (en) * | 1973-05-29 | 1974-10-22 | Sandoz Ag | Process for preparing substituted indeno,naphtho and cyclohepta pyrazoles |
US4866025A (en) * | 1988-09-30 | 1989-09-12 | Eastman Kodak Company | Thermally-transferable fluorescent diphenylpyrazolines |
WO1993015066A1 (en) * | 1992-01-23 | 1993-08-05 | Pfizer Inc. | Benzopyran and related ltb4 antagonists |
GB9318691D0 (en) | 1993-09-09 | 1993-10-27 | Merck Sharp & Dohme | Therapeutic agents |
ID16283A (id) | 1996-03-20 | 1997-09-18 | Astra Pharma Prod | Senyawa yang berguna dibidang farmasi |
WO1998009969A1 (en) * | 1996-09-05 | 1998-03-12 | Astra Pharmaceuticals Ltd. | Novel aryl-pyridazines |
JPH10273467A (ja) * | 1997-01-29 | 1998-10-13 | Snow Brand Milk Prod Co Ltd | 新規テトラロン又はベンゾピラノン誘導体及びその製造方法 |
IT1292092B1 (it) | 1997-06-05 | 1999-01-25 | Geange Ltd | Impiego di derivati eterociclici aromatici azotati nel trattamento topico di affezioni di tessuti epiteliali |
EP1073435B1 (en) | 1998-04-30 | 2004-07-07 | Abbott GmbH & Co. KG | Substituted tricyclic pyrazole derivatives with protein kinase activity |
US6432974B1 (en) * | 2000-02-04 | 2002-08-13 | Wyeth | Pyrrolo-isoquinoline and tetra-hydropyrrolo-isoquinoline derivatives and their use as mediators of the 5-HT7 receptor |
JP4399269B2 (ja) | 2002-03-08 | 2010-01-13 | メルク エンド カムパニー インコーポレーテッド | 有糸分裂性キネシン阻害薬 |
JP2006508893A (ja) | 2002-03-15 | 2006-03-16 | イーライ・リリー・アンド・カンパニー | ステロイドホルモン核内レセプターモジュレーターとしてのジヒドロインドール−2−オン誘導体 |
TW200400816A (en) | 2002-06-26 | 2004-01-16 | Lilly Co Eli | Tricyclic steroid hormone nuclear receptor modulators |
NZ550883A (en) | 2002-08-02 | 2008-06-30 | Vertex Pharma | Pyrazole compositions useful as inhibitors of glycogen synthase kinase-3 (GSK-3) |
WO2004026306A2 (en) | 2002-09-18 | 2004-04-01 | Pfizer Products Inc. | Pyrazole derivatives as transforming growth factor (tgf) inhibitors |
JP2007500253A (ja) | 2003-01-22 | 2007-01-11 | イーライ リリー アンド カンパニー | ステロイドホルモン核内受容体のインドール誘導体モジュレーター |
PL1697350T3 (pl) | 2003-12-19 | 2008-11-28 | Lilly Co Eli | Modulatory receptorów jądrowych dla tricyklicznych hormonów steroidowych |
JP2007230869A (ja) | 2004-04-05 | 2007-09-13 | Takeda Chem Ind Ltd | アルドステロン受容体拮抗剤 |
WO2006010142A2 (en) | 2004-07-14 | 2006-01-26 | Ligand Pharmaceuticals, Inc. | Mineralocorticoid receptor modulator compounds, processes for their preparation, and their use |
PL1773768T3 (pl) | 2004-07-30 | 2019-03-29 | Exelixis, Inc. | Pochodne pirolu jako środki farmaceutyczne |
AU2006205220B2 (en) | 2005-01-10 | 2012-09-13 | Exelixis, Inc. | Heterocyclic carboxamide compounds as steroid nuclear receptors ligands |
WO2006077821A1 (ja) | 2005-01-19 | 2006-07-27 | Dainippon Sumitomo Pharma Co., Ltd. | アルドステロン受容体調節剤としての芳香族スルホン化合物 |
JP2008530094A (ja) | 2005-02-10 | 2008-08-07 | メルク エンド カムパニー インコーポレーテッド | 有糸分裂キネシン阻害剤 |
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- 2007-10-17 ES ES07825488T patent/ES2375877T3/es active Active
- 2007-10-17 WO PCT/IB2007/003207 patent/WO2008053300A1/en active Application Filing
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