ES2433466T3 - Compuestos, composiciones farmacéuticas y métodos para su uso en el tratamiento de trastornos metabólicos - Google Patents
Compuestos, composiciones farmacéuticas y métodos para su uso en el tratamiento de trastornos metabólicos Download PDFInfo
- Publication number
- ES2433466T3 ES2433466T3 ES05723623T ES05723623T ES2433466T3 ES 2433466 T3 ES2433466 T3 ES 2433466T3 ES 05723623 T ES05723623 T ES 05723623T ES 05723623 T ES05723623 T ES 05723623T ES 2433466 T3 ES2433466 T3 ES 2433466T3
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- compound
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- phenyl
- methyl
- acid
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- -1 methoxyphenyl Chemical group 0.000 claims abstract description 215
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- 125000003118 aryl group Chemical group 0.000 claims abstract description 22
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 5
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 4
- 125000004802 cyanophenyl group Chemical group 0.000 claims abstract description 3
- 125000006277 halobenzyl group Chemical group 0.000 claims abstract description 3
- 125000005059 halophenyl group Chemical group 0.000 claims abstract description 3
- 125000001725 pyrenyl group Chemical group 0.000 claims abstract description 3
- 125000003944 tolyl group Chemical group 0.000 claims abstract description 3
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- ZOBPZXTWZATXDG-UHFFFAOYSA-N 1,3-thiazolidine-2,4-dione Chemical compound O=C1CSC(=O)N1 ZOBPZXTWZATXDG-UHFFFAOYSA-N 0.000 claims description 2
- 229940123464 Thiazolidinedione Drugs 0.000 claims description 2
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 135
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- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 96
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 62
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 57
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 54
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 52
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 49
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- 230000002829 reductive effect Effects 0.000 description 44
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 40
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 36
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- 239000007832 Na2SO4 Substances 0.000 description 34
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 34
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 16
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- BNLHPMPABNGIIZ-UHFFFAOYSA-N tert-butyl 4-(dimethylamino)-4-oxo-3-[4-[[3-[4-(trifluoromethyl)phenyl]phenyl]methoxy]phenyl]butanoate Chemical compound C1=CC(C(CC(=O)OC(C)(C)C)C(=O)N(C)C)=CC=C1OCC1=CC=CC(C=2C=CC(=CC=2)C(F)(F)F)=C1 BNLHPMPABNGIIZ-UHFFFAOYSA-N 0.000 description 1
- JLKBGMGBPOVLHB-UHFFFAOYSA-N tert-butyl 4-amino-4-oxo-3-[4-[[3-[4-(trifluoromethyl)phenyl]phenyl]methoxy]phenyl]butanoate Chemical compound C1=CC(C(C(N)=O)CC(=O)OC(C)(C)C)=CC=C1OCC1=CC=CC(C=2C=CC(=CC=2)C(F)(F)F)=C1 JLKBGMGBPOVLHB-UHFFFAOYSA-N 0.000 description 1
- OOOVRFVHVPPTPV-UHFFFAOYSA-N tert-butyl 4-amino-4-sulfanylidene-3-[4-[[3-[4-(trifluoromethyl)phenyl]phenyl]methoxy]phenyl]butanoate Chemical compound C1=CC(C(C(N)=S)CC(=O)OC(C)(C)C)=CC=C1OCC1=CC=CC(C=2C=CC(=CC=2)C(F)(F)F)=C1 OOOVRFVHVPPTPV-UHFFFAOYSA-N 0.000 description 1
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- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
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- A—HUMAN NECESSITIES
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- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic 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
- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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2005
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- 2005-02-24 US US10/591,214 patent/US7816367B2/en active Active
- 2005-02-24 JP JP2007500959A patent/JP5299810B2/ja not_active Expired - Fee Related
- 2005-02-24 WO PCT/US2005/005815 patent/WO2005086661A2/en not_active Ceased
- 2005-02-24 ES ES05723623T patent/ES2433466T3/es not_active Expired - Lifetime
- 2005-02-24 EP EP05723623.4A patent/EP1737809B1/en not_active Expired - Lifetime
- 2005-02-24 CA CA2558585A patent/CA2558585C/en not_active Expired - Fee Related
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- 2005-02-24 AU AU2005220728A patent/AU2005220728B2/en not_active Ceased
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- 2005-02-24 CN CNA2005800127092A patent/CN1946666A/zh active Pending
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- 2005-02-28 AR ARP050100748A patent/AR048306A1/es unknown
- 2005-03-01 TW TW094106166A patent/TW200539854A/zh unknown
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2006
- 2006-08-27 IL IL177717A patent/IL177717A0/en unknown
- 2006-09-13 MA MA29319A patent/MA28466B1/fr unknown
- 2006-09-20 CR CR8642A patent/CR8642A/es not_active Application Discontinuation
- 2006-09-26 NO NO20064362A patent/NO20064362L/no not_active Application Discontinuation
- 2006-09-27 IS IS8542A patent/IS8542A/is unknown
- 2006-09-27 EC EC2006006887A patent/ECSP066887A/es unknown
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| AR048306A1 (es) | 2006-04-19 |
| EA200601388A1 (ru) | 2007-02-27 |
| US7649110B2 (en) | 2010-01-19 |
| US20070142384A1 (en) | 2007-06-21 |
| MA28466B1 (fr) | 2007-03-01 |
| AU2005220728A2 (en) | 2005-09-22 |
| KR20070004769A (ko) | 2007-01-09 |
| IS8542A (is) | 2006-09-27 |
| EP1737809A2 (en) | 2007-01-03 |
| CA2558585C (en) | 2010-10-12 |
| ECSP066887A (enExample) | 2006-11-24 |
| WO2005086661A2 (en) | 2005-09-22 |
| EP1737809A4 (en) | 2007-10-17 |
| EA011010B1 (ru) | 2008-12-30 |
| CN1946666A (zh) | 2007-04-11 |
| WO2005086661A3 (en) | 2006-05-04 |
| US20060004012A1 (en) | 2006-01-05 |
| US7816367B2 (en) | 2010-10-19 |
| CR8642A (es) | 2008-11-28 |
| AU2005220728A1 (en) | 2005-09-22 |
| JP2007525516A (ja) | 2007-09-06 |
| NO20064362L (no) | 2006-11-22 |
| BRPI0508098A (pt) | 2007-07-17 |
| JP5299810B2 (ja) | 2013-09-25 |
| AU2005220728B2 (en) | 2009-08-06 |
| TW200539854A (en) | 2005-12-16 |
| CA2558585A1 (en) | 2005-09-22 |
| EP1737809B1 (en) | 2013-09-18 |
| IL177717A0 (en) | 2006-12-31 |
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