JP2006500384A5 - - Google Patents
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- JP2006500384A5 JP2006500384A5 JP2004531948A JP2004531948A JP2006500384A5 JP 2006500384 A5 JP2006500384 A5 JP 2006500384A5 JP 2004531948 A JP2004531948 A JP 2004531948A JP 2004531948 A JP2004531948 A JP 2004531948A JP 2006500384 A5 JP2006500384 A5 JP 2006500384A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- group
- compound
- compound according
- optionally substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims 51
- 229910052736 halogen Inorganic materials 0.000 claims 37
- 150000002367 halogens Chemical class 0.000 claims 37
- 125000000217 alkyl group Chemical group 0.000 claims 25
- 229910052799 carbon Inorganic materials 0.000 claims 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 15
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 13
- 238000000034 method Methods 0.000 claims 10
- -1 —OC 2 -C 5 alkenyl Chemical group 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 9
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 8
- 239000003112 inhibitor Substances 0.000 claims 8
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims 8
- 208000035475 disorder Diseases 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 6
- 201000001320 Atherosclerosis Diseases 0.000 claims 6
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 102000016622 Dipeptidyl Peptidase 4 Human genes 0.000 claims 4
- 208000032928 Dyslipidaemia Diseases 0.000 claims 4
- 101000930822 Giardia intestinalis Dipeptidyl-peptidase 4 Proteins 0.000 claims 4
- DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims 4
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 4
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 4
- 102000004877 Insulin Human genes 0.000 claims 4
- 108090001061 Insulin Proteins 0.000 claims 4
- 206010022489 Insulin Resistance Diseases 0.000 claims 4
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 4
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 4
- 102000002072 Non-Receptor Type 1 Protein Tyrosine Phosphatase Human genes 0.000 claims 4
- 108010015847 Non-Receptor Type 1 Protein Tyrosine Phosphatase Proteins 0.000 claims 4
- 102000023984 PPAR alpha Human genes 0.000 claims 4
- 150000001721 carbon Chemical group 0.000 claims 4
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 4
- 229940125396 insulin Drugs 0.000 claims 4
- 150000002632 lipids Chemical class 0.000 claims 4
- 108091008725 peroxisome proliferator-activated receptors alpha Proteins 0.000 claims 4
- 208000008589 Obesity Diseases 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 201000001421 hyperglycemia Diseases 0.000 claims 3
- 230000002608 insulinlike Effects 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims 2
- MVQVNTPHUGQQHK-UHFFFAOYSA-N 3-pyridinemethanol Chemical compound OCC1=CC=CN=C1 MVQVNTPHUGQQHK-UHFFFAOYSA-N 0.000 claims 2
- 208000004611 Abdominal Obesity Diseases 0.000 claims 2
- 229940077274 Alpha glucosidase inhibitor Drugs 0.000 claims 2
- 229940123208 Biguanide Drugs 0.000 claims 2
- 206010065941 Central obesity Diseases 0.000 claims 2
- 229940122502 Cholesterol absorption inhibitor Drugs 0.000 claims 2
- 206010009900 Colitis ulcerative Diseases 0.000 claims 2
- 208000011231 Crohn disease Diseases 0.000 claims 2
- 101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims 2
- 229940122904 Glucagon receptor antagonist Drugs 0.000 claims 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 229940110346 PPAR gamma partial agonist Drugs 0.000 claims 2
- 229940122054 Peroxisome proliferator-activated receptor delta agonist Drugs 0.000 claims 2
- 229940080774 Peroxisome proliferator-activated receptor gamma agonist Drugs 0.000 claims 2
- 102100040918 Pro-glucagon Human genes 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 102000001494 Sterol O-Acyltransferase Human genes 0.000 claims 2
- 108010054082 Sterol O-acyltransferase Proteins 0.000 claims 2
- 229940100389 Sulfonylurea Drugs 0.000 claims 2
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 239000000556 agonist Substances 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 239000003888 alpha glucosidase inhibitor Substances 0.000 claims 2
- 239000003098 androgen Substances 0.000 claims 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims 2
- 230000003579 anti-obesity Effects 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 150000004283 biguanides Chemical class 0.000 claims 2
- 239000003613 bile acid Substances 0.000 claims 2
- 229920000080 bile acid sequestrant Polymers 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000003354 cholesterol ester transfer protein inhibitor Substances 0.000 claims 2
- 230000001419 dependent effect Effects 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 229940125542 dual agonist Drugs 0.000 claims 2
- 239000008103 glucose Substances 0.000 claims 2
- 206010020718 hyperplasia Diseases 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 208000030159 metabolic disease Diseases 0.000 claims 2
- 229960003512 nicotinic acid Drugs 0.000 claims 2
- 235000001968 nicotinic acid Nutrition 0.000 claims 2
- 239000011664 nicotinic acid Substances 0.000 claims 2
- 229960004738 nicotinyl alcohol Drugs 0.000 claims 2
- 230000002611 ovarian Effects 0.000 claims 2
- 239000004031 partial agonist Substances 0.000 claims 2
- 239000002530 phenolic antioxidant Substances 0.000 claims 2
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000005493 quinolyl group Chemical group 0.000 claims 2
- 208000037803 restenosis Diseases 0.000 claims 2
- 150000003536 tetrazoles Chemical class 0.000 claims 2
- 230000002792 vascular Effects 0.000 claims 2
- STWITCBWQHTJFJ-XMMPIXPASA-N (2r)-2-[3-[3-(4-methoxybenzoyl)-2-methyl-6-(trifluoromethoxy)indol-1-yl]phenoxy]butanoic acid Chemical compound CC[C@H](C(O)=O)OC1=CC=CC(N2C3=CC(OC(F)(F)F)=CC=C3C(C(=O)C=3C=CC(OC)=CC=3)=C2C)=C1 STWITCBWQHTJFJ-XMMPIXPASA-N 0.000 claims 1
- QTNLJMSTDKBAOB-XMMPIXPASA-N (2r)-2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)indol-1-yl]methyl]phenoxy]butanoic acid Chemical compound CC[C@H](C(O)=O)OC1=CC=CC(CN2C3=CC(OC(F)(F)F)=CC=C3C(C(=O)C=3C=CC(Cl)=CC=3)=C2C)=C1 QTNLJMSTDKBAOB-XMMPIXPASA-N 0.000 claims 1
- ZGGHKIMDNBDHJB-NRFPMOEYSA-M (3R,5S)-fluvastatin sodium Chemical compound [Na+].C12=CC=CC=C2N(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 ZGGHKIMDNBDHJB-NRFPMOEYSA-M 0.000 claims 1
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims 1
- KTZNLSNSBFSGOQ-UHFFFAOYSA-N 2-[6-[3-(4-methoxybenzoyl)-2-methyl-6-(trifluoromethoxy)indol-1-yl]pyridin-2-yl]oxy-2-methylpropanoic acid Chemical compound C1=CC(OC)=CC=C1C(=O)C(C1=CC=C(OC(F)(F)F)C=C11)=C(C)N1C1=CC=CC(OC(C)(C)C(O)=O)=N1 KTZNLSNSBFSGOQ-UHFFFAOYSA-N 0.000 claims 1
- XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 claims 1
- XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 claims 1
- PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims 1
- TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 claims 1
- 208000017442 Retinal disease Diseases 0.000 claims 1
- 206010038923 Retinopathy Diseases 0.000 claims 1
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 claims 1
- 229960005370 atorvastatin Drugs 0.000 claims 1
- GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 1
- 229960003765 fluvastatin Drugs 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 125000000593 indol-1-yl group Chemical group [H]C1=C([H])C([H])=C2N([*])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 229960004844 lovastatin Drugs 0.000 claims 1
- PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 claims 1
- QLJODMDSTUBWDW-UHFFFAOYSA-N lovastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(C)C=C21 QLJODMDSTUBWDW-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229960002797 pitavastatin Drugs 0.000 claims 1
- VGYFMXBACGZSIL-MCBHFWOFSA-N pitavastatin Chemical compound OC(=O)C[C@H](O)C[C@H](O)\C=C\C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1 VGYFMXBACGZSIL-MCBHFWOFSA-N 0.000 claims 1
- 229960002965 pravastatin Drugs 0.000 claims 1
- TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- 210000001525 retina Anatomy 0.000 claims 1
- 229960000672 rosuvastatin Drugs 0.000 claims 1
- BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 claims 1
- LALFOYNTGMUKGG-BGRFNVSISA-L rosuvastatin calcium Chemical compound [Ca+2].CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O.CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O LALFOYNTGMUKGG-BGRFNVSISA-L 0.000 claims 1
- 229960002855 simvastatin Drugs 0.000 claims 1
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40674102P | 2002-08-29 | 2002-08-29 | |
| US44067203P | 2003-01-17 | 2003-01-17 | |
| PCT/US2003/027156 WO2004020409A1 (en) | 2002-08-29 | 2003-08-27 | Indoles having anti-diabetic activity |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006500384A JP2006500384A (ja) | 2006-01-05 |
| JP2006500384A5 true JP2006500384A5 (https=) | 2007-01-18 |
| JP4377815B2 JP4377815B2 (ja) | 2009-12-02 |
Family
ID=31981430
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004531948A Expired - Fee Related JP4377815B2 (ja) | 2002-08-29 | 2003-08-27 | 抗糖尿病活性を有するインドール類 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US7186746B2 (https=) |
| JP (1) | JP4377815B2 (https=) |
| KR (1) | KR20050057074A (https=) |
| CN (1) | CN100457730C (https=) |
| AU (1) | AU2003265681A1 (https=) |
| BR (1) | BR0313825A (https=) |
| CA (1) | CA2495943C (https=) |
| DE (1) | DE60332125D1 (https=) |
| DK (1) | DK1537078T3 (https=) |
| EC (1) | ECSP055632A (https=) |
| ES (1) | ES2342596T3 (https=) |
| HR (1) | HRP20050181A2 (https=) |
| IL (1) | IL166764A0 (https=) |
| IS (1) | IS7680A (https=) |
| MA (1) | MA27396A1 (https=) |
| MX (1) | MXPA05002303A (https=) |
| NO (1) | NO20051546L (https=) |
| NZ (1) | NZ538031A (https=) |
| PL (1) | PL375302A1 (https=) |
| PT (1) | PT1537078E (https=) |
| RU (1) | RU2328483C2 (https=) |
| WO (2) | WO2004020409A1 (https=) |
Families Citing this family (138)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100457730C (zh) * | 2002-08-29 | 2009-02-04 | 默克公司 | 具有抗糖尿病活性的吲哚化合物 |
| EP1546142A4 (en) * | 2002-08-29 | 2007-10-17 | Merck & Co Inc | INDOLES HAVING ANTIDIABETIC EFFECT |
| MXPA05007485A (es) | 2003-01-14 | 2006-01-30 | Arena Pharm Inc | Derivados de arilo y heteroarilo 1,2,3-trisubstituidos como moduladores del metabolismo y la profilaxis y tratamiento de trastornos relacionados con ello tales como diabetes e hiperglicemia. |
| EA200501607A1 (ru) * | 2003-04-14 | 2006-06-30 | ДЗЕ ИНСТИТЬЮТС ФОР ФАРМАСЬЮТИКАЛ ДИСКАВЕРИ, ЭлЭлСи | Замещённые фенилалкановые кислоты |
| BRPI0409914A (pt) | 2003-04-30 | 2006-04-25 | Inst For Pharm Discovery Inc | ácidos carboxìlicos substituìdos |
| RS20060018A (sr) | 2003-07-14 | 2007-12-31 | Arena Pharmaceuticals Inc., | Derivati spojenih arila i heteroarila kao modulatori metabolizma u profilaksi i lečenju sa njima povezanih stanja |
| CA2562783A1 (en) * | 2004-04-26 | 2005-12-01 | Vanderbilt University | Indoleacetic acid and indenacetic acid derivatives as therapeutic agents with reduced gastrointestinal toxicity |
| US20080113944A1 (en) * | 2004-05-04 | 2008-05-15 | Novo Nordisk A/S | Novel Indole Derivatives |
| US20080076810A1 (en) * | 2004-05-28 | 2008-03-27 | Weiguo Lui | Benzoureas Having Anti-Diabetic Activity |
| EP1758579A1 (en) * | 2004-05-29 | 2007-03-07 | 7TM Pharma A/S | Crth2 receptor ligands for medicinal uses |
| WO2006014262A2 (en) * | 2004-07-02 | 2006-02-09 | Merck & Co., Inc. | Indoles having anti-diabetic activity |
| ATE405544T1 (de) | 2004-07-30 | 2008-09-15 | Salvat Lab Sa | Tyrosinderivate als ppar-gamma-modulatoren |
| JP2008521831A (ja) * | 2004-11-30 | 2008-06-26 | プレキシコン,インコーポレーテッド | Ppar活性化合物 |
| MY148521A (en) | 2005-01-10 | 2013-04-30 | Arena Pharm Inc | Substituted pyridinyl and pyrimidinyl derivatives as modulators of metabolism and the treatment of disorders related thereto |
| WO2006075638A1 (ja) * | 2005-01-14 | 2006-07-20 | Dainippon Sumitomo Pharma Co., Ltd. | 新規ヘテロアリール誘導体 |
| CN101142185A (zh) * | 2005-01-19 | 2008-03-12 | 比奥里波克斯公司 | 用于炎症治疗的吲哚 |
| WO2006093142A1 (ja) * | 2005-03-01 | 2006-09-08 | Kowa Co., Ltd. | 光学活性ppar活性化化合物中間体及びその製造法 |
| WO2006096564A1 (en) | 2005-03-04 | 2006-09-14 | Merck & Co., Inc. | Fused aromatic compounds having anti-diabetic activity |
| AU2006223411A1 (en) * | 2005-03-10 | 2006-09-21 | Merck & Co., Inc. | Novel crystalline forms of antidiabetic compounds |
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- 2003-08-27 AU AU2003265681A patent/AU2003265681A1/en not_active Abandoned
- 2003-08-27 KR KR1020057003552A patent/KR20050057074A/ko not_active Abandoned
- 2003-08-27 ES ES03791952T patent/ES2342596T3/es not_active Expired - Lifetime
- 2003-08-27 CA CA002495943A patent/CA2495943C/en not_active Expired - Fee Related
- 2003-08-27 RU RU2005108668/04A patent/RU2328483C2/ru not_active IP Right Cessation
- 2003-08-27 PT PT03791952T patent/PT1537078E/pt unknown
- 2003-08-27 DE DE60332125T patent/DE60332125D1/de not_active Expired - Lifetime
- 2003-08-27 DK DK03791952.9T patent/DK1537078T3/da active
- 2003-08-27 HR HR20050181A patent/HRP20050181A2/hr not_active Application Discontinuation
- 2003-08-27 BR BR0313825-9A patent/BR0313825A/pt not_active IP Right Cessation
- 2003-08-27 WO PCT/US2003/026677 patent/WO2004020408A1/en not_active Ceased
- 2003-08-27 US US10/524,697 patent/US7186746B2/en not_active Expired - Lifetime
-
2005
- 2005-01-31 IS IS7680A patent/IS7680A/is unknown
- 2005-02-08 IL IL16676405A patent/IL166764A0/xx not_active IP Right Cessation
- 2005-02-25 EC EC2005005632A patent/ECSP055632A/es unknown
- 2005-03-16 MA MA28147A patent/MA27396A1/fr unknown
- 2005-03-23 NO NO20051546A patent/NO20051546L/no not_active Application Discontinuation
-
2007
- 2007-03-06 US US11/714,341 patent/US7345085B2/en not_active Expired - Lifetime
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