ZA200308352B - Furan and thiophene derivatives that activate human peroxisome proliferator activated receptors. - Google Patents
Furan and thiophene derivatives that activate human peroxisome proliferator activated receptors. Download PDFInfo
- Publication number
- ZA200308352B ZA200308352B ZA200308352A ZA200308352A ZA200308352B ZA 200308352 B ZA200308352 B ZA 200308352B ZA 200308352 A ZA200308352 A ZA 200308352A ZA 200308352 A ZA200308352 A ZA 200308352A ZA 200308352 B ZA200308352 B ZA 200308352B
- Authority
- ZA
- South Africa
- Prior art keywords
- methyl
- trifluoromethyl
- phenyl
- acetic acid
- thio
- Prior art date
Links
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 title description 17
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 title description 17
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title description 4
- 150000003577 thiophenes Chemical class 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 217
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 84
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 65
- 150000001875 compounds Chemical class 0.000 claims description 49
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 41
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 38
- 239000002253 acid Substances 0.000 claims description 31
- -1 {3-ethyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}methyl Chemical group 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 125000001424 substituent group Chemical group 0.000 claims description 14
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 235000019260 propionic acid Nutrition 0.000 claims description 12
- 101000741788 Homo sapiens Peroxisome proliferator-activated receptor alpha Proteins 0.000 claims description 11
- 102100038831 Peroxisome proliferator-activated receptor alpha Human genes 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims description 10
- 201000010099 disease Diseases 0.000 claims description 9
- 230000001404 mediated effect Effects 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 230000002265 prevention Effects 0.000 claims description 9
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 125000004076 pyridyl group Chemical group 0.000 claims description 9
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 8
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 7
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 6
- 206010012601 diabetes mellitus Diseases 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 6
- 208000032928 Dyslipidaemia Diseases 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 206010022489 Insulin Resistance Diseases 0.000 claims description 4
- 208000017170 Lipid metabolism disease Diseases 0.000 claims description 4
- 208000008589 Obesity Diseases 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 235000020824 obesity Nutrition 0.000 claims description 4
- 208000011580 syndromic disease Diseases 0.000 claims description 4
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
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- 208000031226 Hyperlipidaemia Diseases 0.000 claims description 3
- 206010061218 Inflammation Diseases 0.000 claims description 3
- 208000022531 anorexia Diseases 0.000 claims description 3
- 206010061428 decreased appetite Diseases 0.000 claims description 3
- 230000004054 inflammatory process Effects 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 239000012453 solvate Substances 0.000 claims description 3
- SFNNLGOPNQUXCV-UHFFFAOYSA-N 2-[2-ethyl-4-[[2-methyl-5-[4-(trifluoromethyl)phenyl]furan-3-yl]methylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(CC)=CC(SCC2=C(OC(=C2)C=2C=CC(=CC=2)C(F)(F)F)C)=C1 SFNNLGOPNQUXCV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 9
- 239000000126 substance Substances 0.000 claims 6
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 4
- 208000032841 Bulimia Diseases 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 1
- CBEIZYSKUHRBSX-UHFFFAOYSA-N 2-[2-methyl-4-[1-[5-[4-(trifluoromethyl)phenyl]thiophen-2-yl]ethoxy]phenoxy]acetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C(F)(F)F)SC=1C(C)OC1=CC=C(OCC(O)=O)C(C)=C1 CBEIZYSKUHRBSX-UHFFFAOYSA-N 0.000 claims 1
- AIRWCGGTUHPHNS-UHFFFAOYSA-N 2-[2-methyl-4-[[2-(phenoxymethyl)-5-[4-(trifluoromethyl)phenyl]furan-3-yl]methylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(SCC2=C(OC(=C2)C=2C=CC(=CC=2)C(F)(F)F)COC=2C=CC=CC=2)=C1 AIRWCGGTUHPHNS-UHFFFAOYSA-N 0.000 claims 1
- ACFOOAHSONTJOH-UHFFFAOYSA-N 2-[2-methyl-4-[[2-(trifluoromethyl)-5-[4-(trifluoromethyl)phenyl]furan-3-yl]methylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(SCC2=C(OC(=C2)C=2C=CC(=CC=2)C(F)(F)F)C(F)(F)F)=C1 ACFOOAHSONTJOH-UHFFFAOYSA-N 0.000 claims 1
- UPWRVBXHFNSFQT-UHFFFAOYSA-N 2-[2-methyl-4-[[3-methyl-5-[4-(trifluoromethoxy)phenyl]thiophen-2-yl]methylsulfanyl]phenoxy]acetic acid Chemical compound CC=1C=C(C=2C=CC(OC(F)(F)F)=CC=2)SC=1CSC1=CC=C(OCC(O)=O)C(C)=C1 UPWRVBXHFNSFQT-UHFFFAOYSA-N 0.000 claims 1
- MTRUSCUYORMMOS-UHFFFAOYSA-N 2-[4-[[2-methyl-5-[4-(trifluoromethyl)phenyl]furan-3-yl]methylsulfanyl]-2-propan-2-ylphenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C(C)C)=CC(SCC2=C(OC(=C2)C=2C=CC(=CC=2)C(F)(F)F)C)=C1 MTRUSCUYORMMOS-UHFFFAOYSA-N 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 239000000556 agonist Substances 0.000 description 10
- 230000004913 activation Effects 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 238000003556 assay Methods 0.000 description 6
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 6
- 108010016731 PPAR gamma Proteins 0.000 description 4
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- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 4
- 201000001320 Atherosclerosis Diseases 0.000 description 3
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
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Classifications
-
- 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
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
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- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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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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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/18—Radicals substituted by singly bound hetero atoms other than halogen by sulfur atoms
-
- 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
- C07D405/06—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 linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D405/12—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 linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Child & Adolescent Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Endocrinology (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0111523.7A GB0111523D0 (en) | 2001-05-11 | 2001-05-11 | Chemical compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200308352B true ZA200308352B (en) | 2005-01-27 |
Family
ID=9914442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200308352A ZA200308352B (en) | 2001-05-11 | 2003-10-27 | Furan and thiophene derivatives that activate human peroxisome proliferator activated receptors. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US7091237B2 (de) |
| EP (1) | EP1392674B1 (de) |
| JP (1) | JP2004534035A (de) |
| KR (1) | KR20040023600A (de) |
| CN (1) | CN1507442A (de) |
| AT (1) | ATE301649T1 (de) |
| BR (1) | BR0209468A (de) |
| CA (1) | CA2446797A1 (de) |
| CO (1) | CO5540343A2 (de) |
| CZ (1) | CZ20033064A3 (de) |
| DE (1) | DE60205481T2 (de) |
| ES (1) | ES2247322T3 (de) |
| GB (1) | GB0111523D0 (de) |
| HU (1) | HUP0304051A3 (de) |
| IL (1) | IL158332A0 (de) |
| MX (1) | MXPA03010285A (de) |
| NO (1) | NO20034986D0 (de) |
| PL (1) | PL367478A1 (de) |
| WO (1) | WO2002092590A1 (de) |
| ZA (1) | ZA200308352B (de) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7105551B2 (en) * | 2000-12-20 | 2006-09-12 | Smithkline Beecham Corporation | Thiazole derivatives for treating PPAR related disorders |
| GB0113232D0 (en) * | 2001-05-31 | 2001-07-25 | Glaxo Group Ltd | Chemical process |
| IL160304A0 (en) | 2001-08-10 | 2004-07-25 | Nippon Chemiphar Co | ACTIVATOR FOR PEROXISOME PROLIFERATOR-RESPONSIVE RECEPTOR delta |
| ITRM20020014A1 (it) * | 2002-01-15 | 2003-07-15 | Sigma Tau Ind Farmaceuti | Derivati di acidi a-feniltiocarbossilici e a-fenilossicarbossilici utili per il trattamento di patologie che rispondono all'attivazione del |
| US20030207924A1 (en) * | 2002-03-07 | 2003-11-06 | Xue-Min Cheng | Compounds that modulate PPAR activity and methods of preparation |
| US6833380B2 (en) | 2002-03-07 | 2004-12-21 | Warner-Lambert Company, Llc | Compounds that modulate PPAR activity and methods of preparation |
| US6875780B2 (en) | 2002-04-05 | 2005-04-05 | Warner-Lambert Company | Compounds that modulate PPAR activity and methods for their preparation |
| JP2005035966A (ja) * | 2002-09-06 | 2005-02-10 | Takeda Chem Ind Ltd | フランまたはチオフェン誘導体およびその医薬用途 |
| WO2004022551A1 (ja) * | 2002-09-06 | 2004-03-18 | Takeda Pharmaceutical Company Limited | フランまたはチオフェン誘導体およびその医薬用途 |
| EP1559422B1 (de) * | 2002-11-08 | 2014-04-30 | Takeda Pharmaceutical Company Limited | Mittel zur kontrolle der rezeptorfunktion |
| WO2004063184A1 (en) * | 2003-01-06 | 2004-07-29 | Eli Lilly And Company | Thiophene derivative ppar modulators |
| US7244763B2 (en) | 2003-04-17 | 2007-07-17 | Warner Lambert Company Llc | Compounds that modulate PPAR activity and methods of preparation |
| EP1493739A1 (de) * | 2003-07-03 | 2005-01-05 | Warner-Lambert Company LLC | Thiophenderivate von Aminosäuren, Verfahren zu ihrer Herstellung und diese enthaltende Zusammensetzungen |
| CN1875002B (zh) | 2003-11-05 | 2011-08-03 | 霍夫曼-拉罗奇有限公司 | 作为ppar激动剂的苯基衍生物 |
| BRPI0418148A (pt) | 2003-12-25 | 2007-04-17 | Takeda Pharmaceutical | composto, prodroga de um composto, modulador da função do receptor gpr40, agente farmacêutico, uso de um composto e métodos de modificação de uma função do receptor gpr40 em um mamìfero, de profilaxia ou tratamento de diabetes em um mamìfero e de produção de um composto |
| EP1698624B1 (de) | 2003-12-26 | 2012-06-27 | Takeda Pharmaceutical Company Limited | Phenylpropansäurederivate |
| GB0403148D0 (en) * | 2004-02-12 | 2004-03-17 | Smithkline Beecham Corp | Chemical compounds |
| EP1586573B1 (de) | 2004-04-01 | 2007-02-07 | Sanofi-Aventis Deutschland GmbH | Oxadiazolone, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Pharmazeutika |
| KR20070113253A (ko) * | 2005-02-28 | 2007-11-28 | 닛뽕 케미파 가부시키가이샤 | 페록시좀 증식제 활성화 수용체 δ 의 활성화제 |
| CN101193876B (zh) * | 2005-05-07 | 2011-05-11 | 财团法人首尔大学校产学协力财团 | 制备PPARδ的配体的方法和用于制备该配体的中间化合物 |
| EP1897872A1 (de) * | 2005-05-25 | 2008-03-12 | Nippon Chemiphar Co., Ltd. | Aktivator für peroxisom-proliferator-aktivierte rezeptoren |
| BRPI0617207A2 (pt) | 2005-09-29 | 2011-07-19 | Sanofi Aventis | derivados de fenil-1,2,4-oxadiazolona, processos para sua preparação e seu uso como produtos farmacêuticos |
| WO2007039178A2 (en) | 2005-09-29 | 2007-04-12 | Sanofi-Aventis | Phenyl-[1,2,4]-oxadiazol-5-one derivatives with phenyl group, processes for their preparation and their use as pharmaceuticals |
| JP2009523132A (ja) * | 2006-01-10 | 2009-06-18 | スミスクライン ビーチャム コーポレーション | ｛２−メチル−４−［４−メチル−２−（４−トリフルオロメチルフェニル）チアゾール−５−イルメチルチオ］フェノキシ｝−酢酸の多形体形態 |
| KR101507173B1 (ko) | 2006-04-18 | 2015-03-30 | 닛뽕 케미파 가부시키가이샤 | 페록시좀 증식제 활성화 수용체 δ 의 활성화제 |
| MX2009001963A (es) * | 2006-08-22 | 2009-03-30 | Ranbaxy Lab Ltd | Inhibidores de metaloproteinasa de matriz. |
| WO2008083330A2 (en) | 2006-12-29 | 2008-07-10 | The Salk Institute For Biological Studies | Methods for enhancing exercise performance |
| FR2910894A1 (fr) * | 2006-12-29 | 2008-07-04 | Genfit Sa | Derives de 3-phenyl-1-(phenylthienyl)propan-1-one et de 3-phenyl-1-(phenylfuranyl)propan-1-one substitues, preparation et utilisation. |
| EA200970793A1 (ru) * | 2007-02-23 | 2010-02-26 | Эли Лилли Энд Компани | Модуляторы рецепторов, активируемых пролифераторами пероксисом |
| AU2008221718A1 (en) * | 2007-03-07 | 2008-09-12 | Dong-A Pharm. Co., Ltd. | Novel phenylpropionic acid derivatives as peroxisome proliferator-activated gamma receptor modulators, method of the same, and pharmaceutical composition comprising the same |
| DE102008007400A1 (de) * | 2008-02-04 | 2009-08-06 | Bayer Healthcare Ag | Substituierte Furane und ihre Verwendung |
| PT2277874T (pt) | 2008-04-15 | 2018-08-10 | Nippon Chemiphar Co | Ativador para recetor ativado por proliferador de peroxissoma |
| CN101643451B (zh) | 2008-08-07 | 2013-03-06 | 浙江海正药业股份有限公司 | 过氧化物酶增殖物激活受体亚型δ类激动剂化合物及其制备方法 |
| EP2612669A4 (de) | 2010-08-31 | 2014-05-14 | Snu R&Db Foundation | Verwendung der fötalen neuprogrammierung eines ppar-agonisten |
| AU2014241390B2 (en) | 2013-03-14 | 2018-04-12 | Janssen Pharmaceutica Nv | GPR120 agonists for the treatment of type II diabetes |
| US9029560B2 (en) * | 2013-03-14 | 2015-05-12 | Dow Agrosciences Llc | Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto |
| US11634387B2 (en) | 2019-09-26 | 2023-04-25 | Abionyx Pharma Sa | Compounds useful for treating liver diseases |
| WO2022189856A1 (en) * | 2021-03-08 | 2022-09-15 | Abionyx Pharma Sa | Compounds useful for treating liver diseases |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9817118D0 (en) | 1998-08-07 | 1998-10-07 | Glaxo Group Ltd | Pharmaceutical compounds |
| BR0010605A (pt) | 1999-04-28 | 2002-02-13 | Aventis Pharma Gmbh | Derivados ácidos de di-aril como ligantes de receptores ppar |
-
2001
- 2001-05-11 GB GBGB0111523.7A patent/GB0111523D0/en not_active Ceased
-
2002
- 2002-05-09 KR KR10-2003-7014660A patent/KR20040023600A/ko not_active Application Discontinuation
- 2002-05-09 HU HU0304051A patent/HUP0304051A3/hu unknown
- 2002-05-09 US US10/476,194 patent/US7091237B2/en not_active Expired - Fee Related
- 2002-05-09 JP JP2002589475A patent/JP2004534035A/ja active Pending
- 2002-05-09 WO PCT/GB2002/002152 patent/WO2002092590A1/en active IP Right Grant
- 2002-05-09 MX MXPA03010285A patent/MXPA03010285A/es unknown
- 2002-05-09 EP EP02722506A patent/EP1392674B1/de not_active Expired - Lifetime
- 2002-05-09 PL PL02367478A patent/PL367478A1/xx not_active Application Discontinuation
- 2002-05-09 BR BR0209468-1A patent/BR0209468A/pt not_active IP Right Cessation
- 2002-05-09 IL IL15833202A patent/IL158332A0/xx unknown
- 2002-05-09 CN CNA028096940A patent/CN1507442A/zh active Pending
- 2002-05-09 CZ CZ20033064A patent/CZ20033064A3/cs unknown
- 2002-05-09 DE DE60205481T patent/DE60205481T2/de not_active Expired - Fee Related
- 2002-05-09 ES ES02722506T patent/ES2247322T3/es not_active Expired - Lifetime
- 2002-05-09 AT AT02722506T patent/ATE301649T1/de not_active IP Right Cessation
- 2002-05-09 CA CA002446797A patent/CA2446797A1/en not_active Abandoned
-
2003
- 2003-10-27 ZA ZA200308352A patent/ZA200308352B/en unknown
- 2003-11-10 NO NO20034986A patent/NO20034986D0/no not_active Application Discontinuation
- 2003-11-10 CO CO03099078A patent/CO5540343A2/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ATE301649T1 (de) | 2005-08-15 |
| DE60205481T2 (de) | 2006-05-24 |
| NO20034986L (no) | 2003-11-10 |
| US20040157890A1 (en) | 2004-08-12 |
| HUP0304051A3 (en) | 2005-11-28 |
| BR0209468A (pt) | 2004-08-03 |
| GB0111523D0 (en) | 2001-07-04 |
| JP2004534035A (ja) | 2004-11-11 |
| HUP0304051A2 (hu) | 2004-04-28 |
| PL367478A1 (en) | 2005-02-21 |
| MXPA03010285A (es) | 2004-03-09 |
| IL158332A0 (en) | 2004-05-12 |
| CZ20033064A3 (cs) | 2004-02-18 |
| US7091237B2 (en) | 2006-08-15 |
| CO5540343A2 (es) | 2005-07-29 |
| CA2446797A1 (en) | 2002-11-21 |
| EP1392674A1 (de) | 2004-03-03 |
| NO20034986D0 (no) | 2003-11-10 |
| EP1392674B1 (de) | 2005-08-10 |
| DE60205481D1 (de) | 2005-09-15 |
| ES2247322T3 (es) | 2006-03-01 |
| WO2002092590A1 (en) | 2002-11-21 |
| KR20040023600A (ko) | 2004-03-18 |
| CN1507442A (zh) | 2004-06-23 |
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