ZA200509635B - Phenyl substituted carboxylic acids - Google Patents
Phenyl substituted carboxylic acids Download PDFInfo
- Publication number
- ZA200509635B ZA200509635B ZA200509635A ZA200509635A ZA200509635B ZA 200509635 B ZA200509635 B ZA 200509635B ZA 200509635 A ZA200509635 A ZA 200509635A ZA 200509635 A ZA200509635 A ZA 200509635A ZA 200509635 B ZA200509635 B ZA 200509635B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- phenyl
- alkoxy
- benzyl
- halogen
- Prior art date
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims description 154
- 150000001735 carboxylic acids Chemical class 0.000 title description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 628
- 150000001875 compounds Chemical class 0.000 claims description 196
- 125000003545 alkoxy group Chemical group 0.000 claims description 147
- 229910052736 halogen Inorganic materials 0.000 claims description 132
- 150000002367 halogens Chemical class 0.000 claims description 130
- -1 NRgR7 Chemical group 0.000 claims description 93
- 125000001188 haloalkyl group Chemical group 0.000 claims description 79
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 76
- 229910052799 carbon Inorganic materials 0.000 claims description 67
- 125000003118 aryl group Chemical group 0.000 claims description 55
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 45
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 41
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 38
- 125000001072 heteroaryl group Chemical group 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 125000001041 indolyl group Chemical group 0.000 claims description 27
- 125000004122 cyclic group Chemical group 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 24
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 23
- 229920000728 polyester Polymers 0.000 claims description 23
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 20
- 125000001589 carboacyl group Chemical group 0.000 claims description 15
- 206010012601 diabetes mellitus Diseases 0.000 claims description 14
- 239000008194 pharmaceutical composition Substances 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims description 11
- 206010028980 Neoplasm Diseases 0.000 claims description 10
- 201000011510 cancer Diseases 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 10
- 125000000335 thiazolyl group Chemical group 0.000 claims description 10
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000002541 furyl group Chemical group 0.000 claims description 8
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 8
- 125000003386 piperidinyl group Chemical group 0.000 claims description 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 8
- 208000008589 Obesity Diseases 0.000 claims description 7
- 208000031169 hemorrhagic disease Diseases 0.000 claims description 7
- 235000020824 obesity Nutrition 0.000 claims description 7
- 125000001544 thienyl group Chemical group 0.000 claims description 7
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 7
- 239000002671 adjuvant Substances 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 208000026278 immune system disease Diseases 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 208000011580 syndromic disease Diseases 0.000 claims description 6
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims description 6
- 125000001984 thiazolidinyl group Chemical group 0.000 claims description 5
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 23
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 10
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 8
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 7
- 125000006495 3-trifluoromethyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])*)C(F)(F)F 0.000 claims 4
- 239000005711 Benzoic acid Substances 0.000 claims 4
- 235000010233 benzoic acid Nutrition 0.000 claims 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims 3
- 125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 claims 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- ZKFANKOBOFCILW-UHFFFAOYSA-N 3-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]methylsulfanyl]-2-methylpropanoic acid Chemical compound C1=CC(CSCC(C)C(O)=O)=CC=C1C1=CC=C(C=2C=3OC4=CC=CC=C4C=3C=CC=2)C=C1 ZKFANKOBOFCILW-UHFFFAOYSA-N 0.000 claims 2
- 125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims 2
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- CQFXAHSRHLYIDT-UHFFFAOYSA-N imidazo[2,1-b][1,3]thiazol-3-one Chemical compound C1=CN2C(=O)CSC2=N1 CQFXAHSRHLYIDT-UHFFFAOYSA-N 0.000 claims 2
- 125000000593 indol-1-yl group Chemical group [H]C1=C([H])C([H])=C2N([*])C([H])=C([H])C2=C1[H] 0.000 claims 2
- 235000019260 propionic acid Nutrition 0.000 claims 2
- LASVHKUQVWRMTH-UHFFFAOYSA-N 2-[4-[4-(1-butylindolizin-2-yl)phenyl]phenoxy]acetic acid Chemical compound C=1N2C=CC=CC2=C(CCCC)C=1C(C=C1)=CC=C1C1=CC=C(OCC(O)=O)C=C1 LASVHKUQVWRMTH-UHFFFAOYSA-N 0.000 claims 1
- VZQPGBMZSRZGNS-UHFFFAOYSA-N 2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-nitroanilino]-3-phenylpropanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C([N+]([O-])=O)C=1NC(C(=O)O)CC1=CC=CC=C1 VZQPGBMZSRZGNS-UHFFFAOYSA-N 0.000 claims 1
- KXBISVCLUQBAFD-UHFFFAOYSA-N 2-[4-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]-2-phenylmethoxyanilino]-2-oxoacetic acid Chemical compound CCCCC=1OC2=CC=CC=C2C=1CC(C=C1)=CC=C1C(C=1)=CC=C(NC(=O)C(O)=O)C=1OCC1=CC=CC=C1 KXBISVCLUQBAFD-UHFFFAOYSA-N 0.000 claims 1
- CEZVQLYYWISEJC-UHFFFAOYSA-N 2-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid Chemical compound C1=CC(CN(CC(O)=O)C(=O)OC(C)(C)C)=CC=C1C1=CC=C(C=2C=3OC4=CC=CC=C4C=3C=CC=2)C=C1 CEZVQLYYWISEJC-UHFFFAOYSA-N 0.000 claims 1
- REXOVIBLZSVPIY-UHFFFAOYSA-N 2-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]sulfonyl-[(3-fluorophenyl)methyl]amino]acetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=CC=1S(=O)(=O)N(CC(=O)O)CC1=CC=CC(F)=C1 REXOVIBLZSVPIY-UHFFFAOYSA-N 0.000 claims 1
- ZLVWASMRLUOXRI-UHFFFAOYSA-N 2-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]sulfonyl-[[3-(trifluoromethyl)phenyl]methyl]amino]acetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=CC=1S(=O)(=O)N(CC(=O)O)CC1=CC=CC(C(F)(F)F)=C1 ZLVWASMRLUOXRI-UHFFFAOYSA-N 0.000 claims 1
- MYSKXBKOGSLQGN-UHFFFAOYSA-N 2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-fluorophenyl]sulfonyl-methylamino]acetic acid Chemical compound C1=C(F)C(S(=O)(=O)N(CC(O)=O)C)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 MYSKXBKOGSLQGN-UHFFFAOYSA-N 0.000 claims 1
- WBIAOPSKHQSOAA-UHFFFAOYSA-N 2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-[[3-(trifluoromethyl)phenyl]methyl]amino]acetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=CC=1S(=O)(=O)N(CC(=O)O)CC1=CC=CC(C(F)(F)F)=C1 WBIAOPSKHQSOAA-UHFFFAOYSA-N 0.000 claims 1
- YPIRSCGUZYBDQH-UHFFFAOYSA-N 2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-[[3-(trifluoromethyl)phenyl]methyl]amino]butanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=CC=1S(=O)(=O)N(C(CC)C(O)=O)CC1=CC=CC(C(F)(F)F)=C1 YPIRSCGUZYBDQH-UHFFFAOYSA-N 0.000 claims 1
- XWPQBUZEMNBTFR-UHFFFAOYSA-N 2-[n-(benzenesulfonyl)-4-(4-indol-1-ylphenyl)anilino]acetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)N2C3=CC=CC=C3C=C2)C=CC=1N(CC(=O)O)S(=O)(=O)C1=CC=CC=C1 XWPQBUZEMNBTFR-UHFFFAOYSA-N 0.000 claims 1
- 125000005975 2-phenylethyloxy group Chemical group 0.000 claims 1
- DBSSTEMLJCXRLU-UHFFFAOYSA-N 3-[2-cyano-4-(4-dibenzofuran-4-ylphenyl)anilino]propanoic acid Chemical compound C1=C(C#N)C(NCCC(=O)O)=CC=C1C1=CC=C(C=2C=3OC4=CC=CC=C4C=3C=CC=2)C=C1 DBSSTEMLJCXRLU-UHFFFAOYSA-N 0.000 claims 1
- PLQXRISQKNNOOJ-UHFFFAOYSA-N 3-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]propanoic acid Chemical compound C1=CC(CCC(=O)O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 PLQXRISQKNNOOJ-UHFFFAOYSA-N 0.000 claims 1
- NYVVXMRELODELC-UHFFFAOYSA-N 3-[4-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]-2-phenylmethoxyanilino]-3-oxopropanoic acid Chemical compound CCCCC=1OC2=CC=CC=C2C=1CC(C=C1)=CC=C1C(C=1)=CC=C(NC(=O)CC(O)=O)C=1OCC1=CC=CC=C1 NYVVXMRELODELC-UHFFFAOYSA-N 0.000 claims 1
- AVHYVFIGOPLVLD-UHFFFAOYSA-N 3-[5-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]-2-phenylmethoxyanilino]-3-oxopropanoic acid Chemical compound CCCCC=1OC2=CC=CC=C2C=1CC(C=C1)=CC=C1C(C=C1NC(=O)CC(O)=O)=CC=C1OCC1=CC=CC=C1 AVHYVFIGOPLVLD-UHFFFAOYSA-N 0.000 claims 1
- DAIKEALIHNXCAB-UHFFFAOYSA-N 3-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]methylsulfanyl]-2,2-dimethylpropanoic acid Chemical compound C1=CC(CSCC(C)(C)C(O)=O)=CC=C1C1=CC=C(C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=C1 DAIKEALIHNXCAB-UHFFFAOYSA-N 0.000 claims 1
- VIDTUUJNARXMNK-UHFFFAOYSA-N 3-[[4-(4-dibenzofuran-4-ylphenyl)phenyl]methylsulfanyl]propanoic acid Chemical compound C1=CC(CSCCC(=O)O)=CC=C1C1=CC=C(C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=C1 VIDTUUJNARXMNK-UHFFFAOYSA-N 0.000 claims 1
- AHEKVRGSTRVQSB-UHFFFAOYSA-N 3-[[4-(4-indol-1-ylphenyl)-2-nitrophenyl]sulfamoyl]benzoic acid Chemical compound OC(=O)C1=CC=CC(S(=O)(=O)NC=2C(=CC(=CC=2)C=2C=CC(=CC=2)N2C3=CC=CC=C3C=C2)[N+]([O-])=O)=C1 AHEKVRGSTRVQSB-UHFFFAOYSA-N 0.000 claims 1
- LGMCXPUXVJGZTG-UHFFFAOYSA-N 3-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoyl]-(furan-2-ylmethyl)amino]propanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=CC=1C(=O)N(CCC(=O)O)CC1=CC=CO1 LGMCXPUXVJGZTG-UHFFFAOYSA-N 0.000 claims 1
- IKJGVQDOICEMGF-UHFFFAOYSA-N 3-[benzyl-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoyl]amino]propanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=CC=1C(=O)N(CCC(=O)O)CC1=CC=CC=C1 IKJGVQDOICEMGF-UHFFFAOYSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- BRYMPICYSOMWTG-UHFFFAOYSA-N 4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 BRYMPICYSOMWTG-UHFFFAOYSA-N 0.000 claims 1
- XKLHDPTWXCMJAC-UHFFFAOYSA-N 4-[4-[4-(1-butylindolizin-2-yl)phenyl]phenoxy]butanoic acid Chemical compound C=1N2C=CC=CC2=C(CCCC)C=1C(C=C1)=CC=C1C1=CC=C(OCCCC(O)=O)C=C1 XKLHDPTWXCMJAC-UHFFFAOYSA-N 0.000 claims 1
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- BUHWYWZVOQZDPZ-UHFFFAOYSA-N 4-[5-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]-2-(3-phenylpropoxy)anilino]-4-oxobutanoic acid Chemical compound CCCCC=1OC2=CC=CC=C2C=1CC(C=C1)=CC=C1C(C=C1NC(=O)CCC(O)=O)=CC=C1OCCCC1=CC=CC=C1 BUHWYWZVOQZDPZ-UHFFFAOYSA-N 0.000 claims 1
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- 125000003342 alkenyl group Chemical group 0.000 claims 1
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Classifications
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- 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
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/19—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- 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
- C07D307/80—Radicals substituted by oxygen atoms
-
- 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
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Emergency Medicine (AREA)
- Cardiology (AREA)
- Child & Adolescent Psychology (AREA)
- Biomedical Technology (AREA)
- Endocrinology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46686803P | 2003-04-30 | 2003-04-30 |
Publications (1)
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| ZA200509635B true ZA200509635B (en) | 2007-04-25 |
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| Application Number | Title | Priority Date | Filing Date |
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Country Status (13)
| Country | Link |
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| US (1) | US7524878B2 (ja) |
| EP (1) | EP1620422A2 (ja) |
| JP (1) | JP2006525365A (ja) |
| KR (1) | KR20060006954A (ja) |
| CN (1) | CN1812978A (ja) |
| AU (1) | AU2004236248A1 (ja) |
| BR (1) | BRPI0409916A (ja) |
| CA (1) | CA2524235A1 (ja) |
| EA (1) | EA200501713A1 (ja) |
| MX (1) | MXPA05011536A (ja) |
| NO (1) | NO20055129L (ja) |
| WO (1) | WO2004099170A2 (ja) |
| ZA (1) | ZA200509635B (ja) |
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| WO2004099171A2 (en) | 2003-04-30 | 2004-11-18 | The Institutes For Pharmaceutical Discovery, Llc | Substituted amino carboxylic acids as inhibitors of protein tyrosine phosphatase-1b |
| WO2005028455A1 (ja) | 2003-09-17 | 2005-03-31 | Ono Pharmaceutical Co., Ltd. | カルボン酸化合物およびそれらを有効成分として含有する医薬組成物 |
| US7968723B2 (en) | 2004-05-05 | 2011-06-28 | High Point Pharmaceuticals, Llc | Compounds, their preparation and use |
| US8053598B2 (en) | 2004-05-05 | 2011-11-08 | High Point Pharmaceuticals, Llc | Compounds, their preparation and use |
| US7781478B2 (en) | 2004-07-14 | 2010-08-24 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
| US7868037B2 (en) | 2004-07-14 | 2011-01-11 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
| US7772271B2 (en) | 2004-07-14 | 2010-08-10 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
| US8013006B2 (en) | 2004-07-14 | 2011-09-06 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
| JP2008507518A (ja) | 2004-07-22 | 2008-03-13 | ピーティーシー セラピューティクス，インコーポレーテッド | Ｃ型肝炎を治療するためのチエノピリジン |
| JP2008520683A (ja) * | 2004-11-18 | 2008-06-19 | ジ インスチチュート フォー ファーマシューティカル ディスカバリー、エルエルシー | タンパク質チロシンホスファターゼ阻害剤としてのヘテロシクリルビフェニル誘導体 |
| JP2008520693A (ja) | 2004-11-18 | 2008-06-19 | ジ インスチチュート フォー ファーマシューティカル ディスカバリー、エルエルシー | プロテインチロシンホスファターゼ阻害剤としての置換アミノ酸 |
| US20060122222A1 (en) * | 2004-11-18 | 2006-06-08 | The Institutes For Pharmaceutical Discovery, Llc | Heterocycle substituted carboxylic acids |
| DE102004060542A1 (de) | 2004-12-16 | 2006-07-06 | Sanofi-Aventis Deutschland Gmbh | Hydroxybiphenyl-Carbonsäuren und Derivate, Verfahren zu deren Herstellung und deren Verwendung |
| WO2006117657A1 (en) * | 2005-05-03 | 2006-11-09 | Ranbaxy Laboratories Limited | Triazolone derivatives as anti-inflammatory agents |
| EP2298742B1 (en) | 2005-06-30 | 2014-01-08 | High Point Pharmaceuticals, LLC | phenoxy acetic acids as PPAR delta activators |
| BRPI0615248A2 (pt) | 2005-08-26 | 2009-07-14 | Shionogi & Co | derivado tendo atividade agonista de ppar |
| BRPI0620468A2 (pt) | 2005-12-22 | 2011-11-08 | Transtech Pharma Inc | ácidos fenóxi acéticos como ativadores de ppar delta |
| US7989461B2 (en) | 2005-12-23 | 2011-08-02 | Amgen Inc. | Substituted quinazolinamine compounds for the treatment of cancer |
| CA2645719A1 (en) | 2006-03-09 | 2007-09-13 | High Point Pharmaceuticals, Llc | Compounds that modulate ppar activity, their preparation and use |
| WO2008033931A1 (en) * | 2006-09-13 | 2008-03-20 | The Institutes For Pharmaceutical Discovery, Llc | Para-xylylene carboxylic acids and isothiazolones useful as protein tyrosine phosphatases (ptps) in particular ptp-ib |
| WO2008033934A1 (en) * | 2006-09-13 | 2008-03-20 | The Institutes For Pharmaceutical Discovery, Llc | Substituted heteroaryl carboxylic acid derivatives as ptb-1b inhibitors |
| US8461189B2 (en) | 2007-06-27 | 2013-06-11 | Merck Sharp & Dohme Corp. | Pyridyl derivatives as histone deacetylase inhibitors |
| US8389553B2 (en) | 2007-06-27 | 2013-03-05 | Merck Sharp & Dohme Corp. | 4-carboxybenzylamino derivatives as histone deacetylase inhibitors |
| CN101896461A (zh) * | 2007-12-13 | 2010-11-24 | 安姆根有限公司 | γ分泌酶调节剂 |
| UA103319C2 (en) | 2008-05-06 | 2013-10-10 | Глаксосмитклайн Ллк | Thiazole- and oxazole-benzene sulfonamide compounds |
| EP2483254B1 (en) | 2009-09-29 | 2014-08-13 | Glaxo Group Limited | Novel compounds |
| DE102009046115A1 (de) | 2009-10-28 | 2011-09-08 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 3-Phenylpropansäuren und ihre Verwendung |
| JP5814031B2 (ja) * | 2010-07-30 | 2015-11-17 | ユー・ディー・シー アイルランド リミテッド | 有機電界発光素子、及びジベンゾチオフェン構造又はジベンゾフラン構造を有する有機電界発光素子用材料 |
| CN102382037B (zh) * | 2010-09-03 | 2016-01-20 | 中国医学科学院药物研究所 | 苯丙酸类化合物及其制法和药物用途 |
| US9107983B2 (en) | 2010-10-27 | 2015-08-18 | Warsaw Orthopedic, Inc. | Osteoconductive matrices comprising statins |
| US8877221B2 (en) | 2010-10-27 | 2014-11-04 | Warsaw Orthopedic, Inc. | Osteoconductive matrices comprising calcium phosphate particles and statins and methods of using the same |
| WO2012076466A2 (de) | 2010-12-07 | 2012-06-14 | Bayer Pharma Aktiengesellschaft | Substituierte 1-benzylcycloalkylcarbonsäuren und ihre verwendung |
| CA2822017C (en) | 2010-12-23 | 2015-04-07 | Pfizer Inc. | Glucagon receptor modulators |
| EP2673260B1 (en) | 2011-02-08 | 2016-08-17 | Pfizer Inc | Glucagon receptor modulator |
| DE102011007272A1 (de) | 2011-04-13 | 2012-10-18 | Bayer Pharma Aktiengesellschaft | Verzweigte 3-Phenylpropionsäure-Derivate und ihre Verwendung |
| US9308190B2 (en) | 2011-06-06 | 2016-04-12 | Warsaw Orthopedic, Inc. | Methods and compositions to enhance bone growth comprising a statin |
| CA2841237C (en) | 2011-07-22 | 2016-05-10 | Pfizer Inc. | Quinolinyl glucagon receptor modulators |
| DE102012208530A1 (de) | 2012-05-22 | 2013-11-28 | Bayer Pharma AG | Substituierte Piperidinoacetamide und ihre Verwendung |
| CA2912747C (en) | 2013-06-27 | 2021-05-04 | Lg Life Sciences Ltd. | Biaryl derivatives as gpr120 agonists |
| JO3425B1 (ar) | 2013-07-15 | 2019-10-20 | Novartis Ag | مشتقات البابيريدينيل-اندول واستخدامها كعامل متمم لمثبطات b |
| EP3126358A1 (de) | 2014-04-03 | 2017-02-08 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituierte cyclopentancarbonsäuren zur behandlung von atemwegserkrankungen |
| EP3126339A1 (de) | 2014-04-03 | 2017-02-08 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituierte cyclopentancarbonsäuren und ihre verwendung |
| CA2944617A1 (en) | 2014-04-03 | 2015-10-08 | Bayer Pharma Aktiengesellschaft | Chiral 2,5-disubstituted cyclopentanecarboxylic acid derivatives and use thereof |
| CN106536520B (zh) | 2014-06-27 | 2020-08-14 | 诺格拉制药有限公司 | 芳基受体调制剂及其制备和使用方法 |
| MY182134A (en) | 2014-12-18 | 2021-01-18 | Bayer Pharma AG | Substituted pyridyl-cycloalkyl-carboxylic acids, compositions containing them and uses thereof |
| US10905667B2 (en) | 2018-07-24 | 2021-02-02 | Bayer Pharma Aktiengesellschaft | Orally administrable modified-release pharmaceutical dosage form |
| CN116693514A (zh) * | 2022-03-01 | 2023-09-05 | 上海璎黎药业有限公司 | 一类芳香环取代的甲氧基衍生物及其用途 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4243678A (en) * | 1977-12-30 | 1981-01-06 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Acylhydrocarbylaminoalkanoic acids, compositions and uses |
| JPS59141540A (ja) * | 1983-02-01 | 1984-08-14 | Chisso Corp | 三環カルボン酸エステル誘導体 |
| NZ247149A (en) * | 1992-03-19 | 1996-10-28 | Lilly Co Eli | Cyclic peptide antifungal agents and compositions thereof |
| US5786325A (en) * | 1995-05-26 | 1998-07-28 | Eli Lilly And Company | Cyclic peptide antifungal agents and methods of making and using |
| EP0893731B1 (en) * | 1997-07-25 | 2004-01-28 | Eastman Kodak Company | Silver halide light sensitive emulsion layer having enhanced photographic sensitivity |
| DE19907904A1 (de) * | 1999-02-24 | 2000-08-31 | Clariant Gmbh | Verfahren zur Herstellung von [1,1':4',1"]-Terphenylverbindungen |
| US6548529B1 (en) | 1999-04-05 | 2003-04-15 | Bristol-Myers Squibb Company | Heterocyclic containing biphenyl aP2 inhibitors and method |
| CA2404226A1 (en) | 2000-03-23 | 2001-09-27 | Takeda Chemical Industries, Ltd. | Furoisoquinoline derivatives, process for producing the same and use thereof |
| JP4105446B2 (ja) * | 2002-02-20 | 2008-06-25 | 富士フイルム株式会社 | 重合性化合物およびそのマトリックスを用いた光学素子 |
-
2004
- 2004-04-30 EA EA200501713A patent/EA200501713A1/ru unknown
- 2004-04-30 WO PCT/US2004/013701 patent/WO2004099170A2/en active Application Filing
- 2004-04-30 BR BRPI0409916-8A patent/BRPI0409916A/pt not_active IP Right Cessation
- 2004-04-30 JP JP2006514244A patent/JP2006525365A/ja active Pending
- 2004-04-30 CN CNA2004800184175A patent/CN1812978A/zh active Pending
- 2004-04-30 CA CA002524235A patent/CA2524235A1/en not_active Abandoned
- 2004-04-30 US US10/835,924 patent/US7524878B2/en not_active Expired - Fee Related
- 2004-04-30 AU AU2004236248A patent/AU2004236248A1/en not_active Abandoned
- 2004-04-30 EP EP04751193A patent/EP1620422A2/en not_active Withdrawn
- 2004-04-30 MX MXPA05011536A patent/MXPA05011536A/es not_active Application Discontinuation
- 2004-04-30 KR KR1020057020623A patent/KR20060006954A/ko not_active Application Discontinuation
-
2005
- 2005-11-02 NO NO20055129A patent/NO20055129L/no not_active Application Discontinuation
- 2005-11-29 ZA ZA200509635A patent/ZA200509635B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1620422A2 (en) | 2006-02-01 |
| EA200501713A1 (ru) | 2006-06-30 |
| CA2524235A1 (en) | 2004-11-18 |
| BRPI0409916A (pt) | 2006-04-25 |
| JP2006525365A (ja) | 2006-11-09 |
| MXPA05011536A (es) | 2006-01-23 |
| US20050004369A1 (en) | 2005-01-06 |
| NO20055129D0 (no) | 2005-11-02 |
| AU2004236248A1 (en) | 2004-11-18 |
| NO20055129L (no) | 2006-01-23 |
| WO2004099170A2 (en) | 2004-11-18 |
| CN1812978A (zh) | 2006-08-02 |
| WO2004099170A3 (en) | 2005-09-15 |
| KR20060006954A (ko) | 2006-01-20 |
| US7524878B2 (en) | 2009-04-28 |
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