JP2005514452A5 - - Google Patents
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- Publication number
- JP2005514452A5 JP2005514452A5 JP2003559969A JP2003559969A JP2005514452A5 JP 2005514452 A5 JP2005514452 A5 JP 2005514452A5 JP 2003559969 A JP2003559969 A JP 2003559969A JP 2003559969 A JP2003559969 A JP 2003559969A JP 2005514452 A5 JP2005514452 A5 JP 2005514452A5
- Authority
- JP
- Japan
- Prior art keywords
- ethoxy
- malonate
- dimethyl
- benzyl
- phenyl
- 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.)
- Pending
Links
- -1 Diethyl 4- [2- (1-indolyl) ethoxy] benzylidene Chemical group 0.000 claims 18
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 229910052736 halogen Inorganic materials 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- WWYDYZMNFQIYPT-UHFFFAOYSA-L 2-phenylpropanedioate Chemical compound [O-]C(=O)C(C([O-])=O)C1=CC=CC=C1 WWYDYZMNFQIYPT-UHFFFAOYSA-L 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 229910052717 sulfur Chemical group 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000002619 bicyclic group Chemical group 0.000 claims 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Chemical group 0.000 claims 2
- 210000002966 serum Anatomy 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 1
- SWUMWBWDDGEMCA-UHFFFAOYSA-N 2-[[4-(2-indol-1-ylethoxy)phenyl]methyl]propanedioic acid Chemical compound C1=CC(CC(C(=O)O)C(O)=O)=CC=C1OCCN1C2=CC=CC=C2C=C1 SWUMWBWDDGEMCA-UHFFFAOYSA-N 0.000 claims 1
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 1
- AYUWJGCHDJEWKD-UHFFFAOYSA-N 5-[[4-[2-(4-chlorophenyl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione Chemical compound C1=CC(Cl)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 AYUWJGCHDJEWKD-UHFFFAOYSA-N 0.000 claims 1
- YJXWPAKNLYWCGK-UHFFFAOYSA-N 5-[[4-[2-(4-chlorophenyl)ethoxy]phenyl]methylidene]-1,3-thiazolidine-2,4-dione Chemical compound C1=CC(Cl)=CC=C1CCOC(C=C1)=CC=C1C=C1C(=O)NC(=O)S1 YJXWPAKNLYWCGK-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- MIYCOTKHQCWXTK-UHFFFAOYSA-N dimethyl 2-[[4-(2-naphthalen-1-ylethoxy)phenyl]methyl]propanedioate Chemical compound C1=CC(CC(C(=O)OC)C(=O)OC)=CC=C1OCCC1=CC=CC2=CC=CC=C12 MIYCOTKHQCWXTK-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- VJFHJIKCNOWDCC-SFHVURJKSA-N methyl (2s)-2-amino-2-[4-(2-indol-1-ylethoxy)phenyl]acetate Chemical compound C1=CC([C@H](N)C(=O)OC)=CC=C1OCCN1C2=CC=CC=C2C=C1 VJFHJIKCNOWDCC-SFHVURJKSA-N 0.000 claims 1
- ROJFSXNZWRTRIM-UHFFFAOYSA-N methyl 2-cyano-3-[4-(2-indol-1-ylethoxy)phenyl]prop-2-enoate Chemical compound C1=CC(C=C(C(=O)OC)C#N)=CC=C1OCCN1C2=CC=CC=C2C=C1 ROJFSXNZWRTRIM-UHFFFAOYSA-N 0.000 claims 1
- TWROMSPTPUFJFO-UHFFFAOYSA-N methyl 2-cyano-3-[4-(2-indol-1-ylethoxy)phenyl]propanoate Chemical compound C1=CC(CC(C(=O)OC)C#N)=CC=C1OCCN1C2=CC=CC=C2C=C1 TWROMSPTPUFJFO-UHFFFAOYSA-N 0.000 claims 1
- WPXSMDMRPJVFNR-UHFFFAOYSA-N methyl 2-hydroxy-3-[4-(2-indol-1-ylethoxy)phenyl]propanoate Chemical compound C1=CC(CC(O)C(=O)OC)=CC=C1OCCN1C2=CC=CC=C2C=C1 WPXSMDMRPJVFNR-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2002RM000016A ITRM20020016A1 (it) | 2002-01-15 | 2002-01-15 | Derivati di acidi fenil(alchil)carbossilici e derivati fenilalchileterociclici dionici, loro uso come medicamenti ad attivita' ipoglicemizza |
| PCT/IT2003/000007 WO2003059864A2 (en) | 2002-01-15 | 2003-01-13 | Pheny(alkyl)carboxylic acid derivatives and dionic phenylalkylheterocyclic derivatives and their use as medicines with serum glucose and/or serum lipid lowering activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005514452A JP2005514452A (ja) | 2005-05-19 |
| JP2005514452A5 true JP2005514452A5 (https=) | 2006-03-02 |
Family
ID=11455958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003559969A Pending JP2005514452A (ja) | 2002-01-15 | 2003-01-13 | フェニル（アルキル）カルボン酸誘導体およびジオニックフェニルアルキル複素環誘導体およびそれらの血清グルコースおよび／または血清脂質低下活性を有する医薬としての使用 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20050032787A1 (https=) |
| EP (1) | EP1465858A2 (https=) |
| JP (1) | JP2005514452A (https=) |
| KR (1) | KR100969979B1 (https=) |
| CN (1) | CN100509783C (https=) |
| AR (1) | AR038147A1 (https=) |
| AU (1) | AU2003209676B2 (https=) |
| BR (1) | BR0306880A (https=) |
| CA (1) | CA2472209A1 (https=) |
| IT (1) | ITRM20020016A1 (https=) |
| MX (1) | MXPA04006802A (https=) |
| PL (1) | PL372616A1 (https=) |
| TW (1) | TW200302737A (https=) |
| WO (1) | WO2003059864A2 (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7154002B1 (en) | 2002-10-08 | 2006-12-26 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| US7250514B1 (en) | 2002-10-21 | 2007-07-31 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| US7381825B2 (en) | 2003-03-17 | 2008-06-03 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| CA2535665A1 (en) * | 2003-08-14 | 2005-02-24 | Asahi Kasei Pharma Corporation | Substituted arylalkanoic acid derivative and use thereof |
| WO2005080387A2 (en) * | 2004-02-20 | 2005-09-01 | Synthon B.V. | Processes for making pioglitazone and compounds of the processes |
| EP1734963A4 (en) | 2004-04-02 | 2008-06-18 | Merck & Co Inc | METHOD FOR TREATING PEOPLE WITH METABOLIC AND ANTHROPOMETRIC DISORDER |
| WO2006029575A1 (fr) * | 2004-09-17 | 2006-03-23 | Institute Of Mataria Medica, Chinese Academy Of Medical Sciences | Nouveaux acides $g(a)-alkyloxy propioniques, leurs procedes de preparation, compositions pharmaceutiques les contenant et leurs utilisations |
| EP1824831A2 (en) | 2004-12-16 | 2007-08-29 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| TW200724138A (en) * | 2005-03-29 | 2007-07-01 | Sk Corp | Substituted carboxylic acid derivatives for the treatment of diabetes and lipid disorders, their preparation and use |
| CN101163659B (zh) * | 2005-04-19 | 2012-09-05 | 默克专利股份有限公司 | 抗氧化剂 |
| EP1896436A2 (en) | 2005-05-11 | 2008-03-12 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| EA200800321A1 (ru) | 2005-07-14 | 2008-06-30 | Такеда Сан Диего, Инк. | Ингибиторы гистондеацетилазы |
| KR20080103584A (ko) * | 2006-03-30 | 2008-11-27 | 아사히 가세이 파마 가부시키가이샤 | 치환 이환식 환상 유도체 및 그 용도 |
| JP5137834B2 (ja) * | 2006-07-20 | 2013-02-06 | 旭化成ファーマ株式会社 | 置換フェニルアルカン酸の新規結晶及び製造方法 |
| EP2203448B1 (de) * | 2007-09-21 | 2011-06-22 | Sanofi-Aventis | Phenothiazin-derivate mit doppelbindung, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| MY149648A (en) * | 2007-09-21 | 2013-09-30 | Sanofi Aventis | Carboxylalkylene-phenyl)-phenyl-oxalamides, method for the production thereof, and use of same as a medicament |
| MX2010007632A (es) * | 2008-01-18 | 2010-08-03 | Asahi Kasei Pharma Corp | Composicion farmaceutica estable. |
| CN104710365A (zh) | 2008-04-28 | 2015-06-17 | 旭化成制药株式会社 | 苯丙酸衍生物及其用途 |
| WO2012027331A1 (en) | 2010-08-27 | 2012-03-01 | Ironwood Pharmaceuticals, Inc. | Compositions and methods for treating or preventing metabolic syndrome and related diseases and disorders |
| AU2012326361B2 (en) | 2011-10-17 | 2017-08-03 | Biotheryx, Inc. | Substituted biaryl alkyl amides |
| CN107858326B (zh) * | 2017-12-12 | 2021-08-20 | 上海银海圣生物科技有限公司 | 小鼠前脂肪细胞3t3-l1的诱导分化剂及诱导分化方法 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52116431A (en) * | 1976-03-24 | 1977-09-29 | Nippon Nohyaku Co Ltd | Phthalaminoic acid esters |
| US4108632A (en) * | 1976-12-22 | 1978-08-22 | Monsanto Company | Use of phthalanilic acids to regulate the growth of corn plants |
| US4094900A (en) * | 1977-05-19 | 1978-06-13 | Smithkline Corporation | Method of preparing aryloxybenzoic and arylthiobenzoic acids |
| JPS5522636A (en) * | 1978-08-04 | 1980-02-18 | Takeda Chem Ind Ltd | Thiazoliding derivative |
| AR240698A1 (es) * | 1985-01-19 | 1990-09-28 | Takeda Chemical Industries Ltd | Procedimiento para preparar compuestos de 5-(4-(2-(5-etil-2-piridil)-etoxi)benzil)-2,4-tiazolidindiona y sus sales |
| US4788054A (en) * | 1986-07-11 | 1988-11-29 | Stepan Company | N-phenylphthalisomides as ultraviolet radiation absorbers |
| US5089514A (en) * | 1990-06-14 | 1992-02-18 | Pfizer Inc. | 3-coxazolyl [phenyl, chromanyl or benzofuranyl]-2-hydroxypropionic acid derivatives and analogs as hypoglycemic agents |
| JP3053490B2 (ja) * | 1991-02-25 | 2000-06-19 | 杏林製薬株式会社 | チアゾリジン−２，４−ジオン誘導体とその塩及び製造法 |
| FR2680512B1 (fr) * | 1991-08-20 | 1995-01-20 | Adir | Nouveaux derives de 2,4-thiazolidinedione, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| US5319096A (en) * | 1992-04-03 | 1994-06-07 | Hoechst-Roussel Pharmaceuticals Inc. | (1H-indol-1-yl)-2-(amino) acetamides and related (1H-indol-1-yl)-(aminoalkyl)amides, pharmaceutical composition and use |
| US5232945A (en) * | 1992-07-20 | 1993-08-03 | Pfizer Inc. | 3-aryl-2-hydroxypropionic acid derivatives and analogs as antihypertensives |
| EP0638075B1 (en) * | 1993-02-26 | 2002-01-16 | Otsuka Pharmaceutical Co., Ltd. | Thiazole or imidazole derivatives as maillard reaction inhibitors |
| JPH07330728A (ja) * | 1994-04-11 | 1995-12-19 | Sankyo Co Ltd | 複素環化合物 |
| CZ289317B6 (cs) * | 1994-04-11 | 2002-01-16 | Sankyo Company Limited | Heterocyklická sloučenina, farmaceutický prostředek ji obsahující a její pouľití |
| US6001862A (en) * | 1995-06-02 | 1999-12-14 | Kyorin Pharameuticals Co., Ltd. | N-benzyldioxothiazolidylbenzamide derivatives and processes for preparing the same |
| JP3144624B2 (ja) * | 1995-06-02 | 2001-03-12 | 杏林製薬株式会社 | Ｎ−ベンジルジオキソチアゾリジルベンズアミド誘導体及びその製造法 |
| US6147101A (en) * | 1995-06-02 | 2000-11-14 | Kyorin Pharmaceutical Co., Ltd. | N-benzyldioxothiazolidylbenzamide derivatives and process for producing the same |
| GB9515975D0 (en) * | 1995-08-04 | 1995-10-04 | Zeneca Ltd | Chemical compounds |
| JP3906935B2 (ja) * | 1995-12-18 | 2007-04-18 | 杏林製薬株式会社 | Ｎ−置換ジオキソチアゾリジルベンズアミド誘導体及びその製造法 |
| JPH09169709A (ja) * | 1995-12-21 | 1997-06-30 | Taisho Pharmaceut Co Ltd | ヘテロアルキル置換フェニルアルキルアミン誘導体 |
| JP3215048B2 (ja) * | 1996-04-03 | 2001-10-02 | 日本たばこ産業株式会社 | プロピオン酸誘導体及びその用途 |
| JPH09301963A (ja) * | 1996-05-17 | 1997-11-25 | Kyorin Pharmaceut Co Ltd | Ｎ−ベンジルジオキソチアゾリジルベンズアミド誘導体及びその製造法 |
| CN1233241A (zh) * | 1996-08-19 | 1999-10-27 | 日本烟草产业株式会社 | 丙酸衍生物及其用途 |
| JP2002512633A (ja) * | 1997-06-26 | 2002-04-23 | イーライ・リリー・アンド・カンパニー | 抗血栓剤 |
| MA26634A1 (fr) * | 1998-06-04 | 2004-12-20 | Astra Ab | Nouveaux derives de l'acide 3-aryl propionique et analogues |
| JP2000344748A (ja) * | 1999-03-29 | 2000-12-12 | Welfide Corp | ３−芳香族置換プロピオン酸またはアクリル酸化合物 |
| US6399640B1 (en) * | 1999-06-18 | 2002-06-04 | Merck & Co., Inc. | Arylthiazolidinedione and aryloxazolidinedione derivatives |
| TW574193B (en) * | 1999-12-03 | 2004-02-01 | Astrazeneca Ab | Novel phenalkyloxy-phenyl derivatives, pharmaceutical composition containing the same and their uses |
| EP1217000A1 (en) * | 2000-12-23 | 2002-06-26 | Aventis Pharma Deutschland GmbH | Inhibitors of factor Xa and factor VIIa |
| CZ20033309A3 (cs) * | 2001-06-07 | 2004-05-12 | Eliálillyáandácompany | Modulátory receptorů aktivovaných peroxizomálními proliferátory }PPARB |
-
2002
- 2002-01-15 IT IT2002RM000016A patent/ITRM20020016A1/it unknown
-
2003
- 2003-01-13 AU AU2003209676A patent/AU2003209676B2/en not_active Ceased
- 2003-01-13 KR KR1020047010463A patent/KR100969979B1/ko not_active Expired - Fee Related
- 2003-01-13 CN CNB038022958A patent/CN100509783C/zh not_active Expired - Fee Related
- 2003-01-13 BR BR0306880-3A patent/BR0306880A/pt not_active IP Right Cessation
- 2003-01-13 JP JP2003559969A patent/JP2005514452A/ja active Pending
- 2003-01-13 WO PCT/IT2003/000007 patent/WO2003059864A2/en not_active Ceased
- 2003-01-13 US US10/501,135 patent/US20050032787A1/en not_active Abandoned
- 2003-01-13 CA CA002472209A patent/CA2472209A1/en not_active Abandoned
- 2003-01-13 MX MXPA04006802A patent/MXPA04006802A/es active IP Right Grant
- 2003-01-13 EP EP03729544A patent/EP1465858A2/en not_active Withdrawn
- 2003-01-13 PL PL03372616A patent/PL372616A1/xx unknown
- 2003-01-14 TW TW092100694A patent/TW200302737A/zh unknown
- 2003-01-15 AR ARP030100104A patent/AR038147A1/es unknown
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