JP2006503888A5 - - Google Patents
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- JP2006503888A5 JP2006503888A5 JP2004546022A JP2004546022A JP2006503888A5 JP 2006503888 A5 JP2006503888 A5 JP 2006503888A5 JP 2004546022 A JP2004546022 A JP 2004546022A JP 2004546022 A JP2004546022 A JP 2004546022A JP 2006503888 A5 JP2006503888 A5 JP 2006503888A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- phenyl
- hydroxyethyl
- amino
- compound
- 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
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- 150000001875 compounds Chemical class 0.000 claims 34
- 229910052739 hydrogen Inorganic materials 0.000 claims 18
- 239000001257 hydrogen Substances 0.000 claims 18
- 150000003839 salts Chemical class 0.000 claims 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 12
- 239000012453 solvate Substances 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 11
- CMKZQSHWRVZOOY-PMERELPUSA-N 4-[(1r)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCC2)=C1 CMKZQSHWRVZOOY-PMERELPUSA-N 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000006239 protecting group Chemical group 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
- IPMLTYNMMWXXGZ-RFPXNCDYSA-N 4-[(1r)-2-[6-[4-(3-cyclopentylsulfinylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)C2CCCC2)=C1 IPMLTYNMMWXXGZ-RFPXNCDYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- -1 aryl sulfonic acid Chemical compound 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000004615 ingredient Substances 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000001225 therapeutic effect Effects 0.000 claims 2
- AHBQEXAYASMAHF-HKBQPEDESA-N 4-[(1r)-2-[6-[4-(3-cyclohexylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCCC2)=C1 AHBQEXAYASMAHF-HKBQPEDESA-N 0.000 claims 1
- NHCKCBLLRKMQRA-PMERELPUSA-N 4-[(1r)-2-[6-[4-(3-cyclopent-3-en-1-ylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CC=CC2)=C1 NHCKCBLLRKMQRA-PMERELPUSA-N 0.000 claims 1
- QZWUZHTUCRGGJA-HKBQPEDESA-N 4-[(1r)-2-[6-[4-(3-cyclopentylsulfonyl-5-methylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=C(C=2)S(=O)(=O)C2CCCC2)C)=CC=C(O)C(CO)=C1 QZWUZHTUCRGGJA-HKBQPEDESA-N 0.000 claims 1
- RDCHCGRUXILZCM-LJAQVGFWSA-N 4-[(1r)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-fluorophenol Chemical compound C([C@H](O)C=1C=C(F)C(O)=CC=1)NCCCCCCOCCCCC(C=1)=CC=CC=1S(=O)(=O)C1CCCC1 RDCHCGRUXILZCM-LJAQVGFWSA-N 0.000 claims 1
- XGHCBYFGZZQETE-PMERELPUSA-N 4-[(1r)-2-[6-[4-(4-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=CC(=CC=2)S(=O)(=O)C2CCCC2)=C1 XGHCBYFGZZQETE-PMERELPUSA-N 0.000 claims 1
- DXDPRGIAAPVRTR-HKBQPEDESA-N 4-[(1r)-2-[6-[5-(3-cyclopentylsulfonylphenyl)pentoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCOCCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCC2)=C1 DXDPRGIAAPVRTR-HKBQPEDESA-N 0.000 claims 1
- SRDARHPKSYCJOG-PMERELPUSA-N 4-[(1r)-2-[7-[3-(3-cyclopentylsulfonylphenyl)propoxy]heptylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound C1=C(O)C(CO)=CC([C@@H](O)CNCCCCCCCOCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCC2)=C1 SRDARHPKSYCJOG-PMERELPUSA-N 0.000 claims 1
- PXACTUVBBMDKRW-UHFFFAOYSA-M 4-bromobenzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=C(Br)C=C1 PXACTUVBBMDKRW-UHFFFAOYSA-M 0.000 claims 1
- RJWBTWIBUIGANW-UHFFFAOYSA-M 4-chlorobenzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=C(Cl)C=C1 RJWBTWIBUIGANW-UHFFFAOYSA-M 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- VYRGLNWZLZWKFP-PMERELPUSA-N 5-[(1r)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-8-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical compound C([C@H](O)C=1C=2CCC(=O)NC=2C(O)=CC=1)NCCCCCCOCCCCC(C=1)=CC=CC=1S(=O)(=O)C1CCCC1 VYRGLNWZLZWKFP-PMERELPUSA-N 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- CDAKJSRRZUGPEG-UHFFFAOYSA-N 6-[2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol Chemical compound C1=C(O)C(CO)=NC(C(O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCC2)=C1 CDAKJSRRZUGPEG-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- OAQRLDKPZZCJKS-BHVANESWSA-N [4-[(1R)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenyl] 3-methylbenzenesulfonate Chemical compound Cc1cccc(c1)S(=O)(=O)Oc1ccc(cc1CO)[C@@H](O)CNCCCCCCOCCCCc1cccc(c1)S(=O)(=O)C1CCCC1 OAQRLDKPZZCJKS-BHVANESWSA-N 0.000 claims 1
- ZZGJVOZYVRSHNK-RWYGWLOXSA-N [4-[(1R)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-(hydroxymethyl)phenyl] 4-phenylbenzenesulfonate Chemical compound C1(=CC=C(C=C1)S(=O)(=O)OC1=C(C=C(C=C1)[C@H](CNCCCCCCOCCCCC1=CC(=CC=C1)S(=O)(=O)C1CCCC1)O)CO)C1=CC=CC=C1 ZZGJVOZYVRSHNK-RWYGWLOXSA-N 0.000 claims 1
- 239000000048 adrenergic agonist Substances 0.000 claims 1
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- UGNBYGPBCLYWCL-PMERELPUSA-N n-[5-[(1r)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-hydroxyphenyl]formamide Chemical compound C([C@H](O)C=1C=C(NC=O)C(O)=CC=1)NCCCCCCOCCCCC(C=1)=CC=CC=1S(=O)(=O)C1CCCC1 UGNBYGPBCLYWCL-PMERELPUSA-N 0.000 claims 1
- GDRIEPJFIXGEBM-PMERELPUSA-N n-[5-[(1r)-2-[6-[4-(3-cyclopentylsulfonylphenyl)butoxy]hexylamino]-1-hydroxyethyl]-2-hydroxyphenyl]methanesulfonamide Chemical compound C1=C(O)C(NS(=O)(=O)C)=CC([C@@H](O)CNCCCCCCOCCCCC=2C=C(C=CC=2)S(=O)(=O)C2CCCC2)=C1 GDRIEPJFIXGEBM-PMERELPUSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 238000006798 ring closing metathesis reaction Methods 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0225028A GB0225028D0 (en) | 2002-10-28 | 2002-10-28 | Chemical compounds |
| GB0225022A GB0225022D0 (en) | 2002-10-28 | 2002-10-28 | Chemical compounds |
| PCT/EP2003/012035 WO2004037773A1 (en) | 2002-10-28 | 2003-10-24 | Phenethanolamine derivative for the treatment of respiratory diseases |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006503888A JP2006503888A (ja) | 2006-02-02 |
| JP2006503888A5 true JP2006503888A5 (https=) | 2006-11-02 |
Family
ID=32178883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004546022A Pending JP2006503888A (ja) | 2002-10-28 | 2003-10-24 | 呼吸器疾患を治療するためのフェネタノールアミン誘導体 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7442839B2 (https=) |
| EP (1) | EP1556342B1 (https=) |
| JP (1) | JP2006503888A (https=) |
| KR (1) | KR20050057681A (https=) |
| AR (1) | AR041724A1 (https=) |
| AT (1) | ATE390407T1 (https=) |
| AU (1) | AU2003286143A1 (https=) |
| BR (1) | BR0315720A (https=) |
| CA (1) | CA2503588A1 (https=) |
| DE (1) | DE60320007T2 (https=) |
| DK (1) | DK1556342T3 (https=) |
| ES (1) | ES2302956T3 (https=) |
| IS (1) | IS7814A (https=) |
| MA (1) | MA27697A1 (https=) |
| MX (1) | MXPA05004527A (https=) |
| NO (1) | NO20051962L (https=) |
| NZ (1) | NZ539676A (https=) |
| PL (1) | PL377122A1 (https=) |
| PT (1) | PT1556342E (https=) |
| RU (1) | RU2332400C2 (https=) |
| SI (1) | SI1556342T1 (https=) |
| TW (1) | TWI285195B (https=) |
| WO (1) | WO2004037773A1 (https=) |
Families Citing this family (99)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8337816B2 (en) | 2001-09-17 | 2012-12-25 | Glaxo Group Limited | Dry powder medicament formulations |
| GB0316290D0 (en) | 2003-07-11 | 2003-08-13 | Glaxo Group Ltd | Novel compounds |
| GB0324886D0 (en) * | 2003-10-24 | 2003-11-26 | Glaxo Group Ltd | Medicinal compounds |
| GB0401334D0 (en) | 2004-01-21 | 2004-02-25 | Novartis Ag | Organic compounds |
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| PE20060272A1 (es) | 2004-05-24 | 2006-05-22 | Glaxo Group Ltd | (2r,3r,4s,5r,2'r,3'r,4's,5's)-2,2'-{trans-1,4-ciclohexanodiilbis-[imino(2-{[2-(1-metil-1h-imidazol-4-il)etil]amino}-9h-purin-6,9-diil)]}bis[5-(2-etil-2h-tetrazol-5-il)tetrahidro-3,4-furanodiol] como agonista a2a |
| GB0418045D0 (en) | 2004-08-12 | 2004-09-15 | Glaxo Group Ltd | Compounds |
| GT200500281A (es) | 2004-10-22 | 2006-04-24 | Novartis Ag | Compuestos organicos. |
| GB0424284D0 (en) | 2004-11-02 | 2004-12-01 | Novartis Ag | Organic compounds |
| GB0426164D0 (en) | 2004-11-29 | 2004-12-29 | Novartis Ag | Organic compounds |
| EP1841780B1 (en) | 2005-01-10 | 2011-07-27 | Glaxo Group Limited | Androstane 17-alpha-carbonate derivatives for use in the treatment of allergic and inflammatory conditions |
| MY145343A (en) | 2005-03-25 | 2012-01-31 | Glaxo Group Ltd | Novel compounds |
| GB0507577D0 (en) | 2005-04-14 | 2005-05-18 | Novartis Ag | Organic compounds |
| GB0514809D0 (en) | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| JP2009504624A (ja) | 2005-08-08 | 2009-02-05 | アージェンタ ディスカバリー リミテッド | ビシクロ［２．２．１］ヘプタ−７−イルアミン誘導体およびその使用 |
| GB0516313D0 (en) | 2005-08-08 | 2005-09-14 | Argenta Discovery Ltd | Azole derivatives and their uses |
| WO2007045477A2 (en) | 2005-10-21 | 2007-04-26 | Novartis Ag | Human antibodies against il-13 and therapeutic uses |
| PE20071068A1 (es) | 2005-12-20 | 2007-12-13 | Glaxo Group Ltd | Acido 3-(4-{[4-(4-{[3-(3,3-dimetil-1-piperidinil)propil]oxi}fenil)-1-piperidinil]carbonil}-1-naftalenil)propanoico o propenoico, sales de los mismos, como antagonistas de los receptores h1 y h3 |
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| MX2008013411A (es) | 2006-04-20 | 2008-11-04 | Glaxo Group Ltd | Nuevos compuestos. |
| PT2322525E (pt) | 2006-04-21 | 2013-12-26 | Novartis Ag | Derivados de purina para utilização como agonistas do recetor de adenosina a2a |
| GB0611587D0 (en) | 2006-06-12 | 2006-07-19 | Glaxo Group Ltd | Novel compounds |
| CL2007001829A1 (es) | 2006-06-23 | 2008-01-25 | Smithkline Beecham Corp | P-toluensulfonato de n-[4-cloro-2-hidroxi-3-(piperazina-1-sulfonil)fenil]-n-(2-cloro-3-fluorofenil)urea;procedimiento de preparacion;composicion farmaceutica;combinacion farmaceutica;y uso en el tratamiento de una enfermedad mediada por la quiimioquina il-8, tales como asma y epoc. |
| PL2046787T3 (pl) | 2006-08-01 | 2011-10-31 | Glaxo Group Ltd | Związki pirazolo[3,4-b]pirydynowe i ich zastosowanie jako inhibitory PDE4 |
| RS51644B (sr) | 2007-01-10 | 2011-10-31 | Irm Llc. | Jedinjenja i preparati kao inhibitori kanal aktivirajuće proteaze |
| PE20081889A1 (es) | 2007-03-23 | 2009-03-05 | Smithkline Beecham Corp | Indol carboxamidas como inhibidores de ikk2 |
| CN101687851B (zh) | 2007-05-07 | 2013-02-27 | 诺瓦提斯公司 | 有机化合物 |
| CL2008003651A1 (es) | 2007-12-10 | 2009-06-19 | Novartis Ag | Compuestos derivados de 3,5-diamino-6-cloropirazinamida sustituida; composicion farmaceutica; combinacion farmaceutica; y uso en el tratamiento de una condición inflamatoria o alergica, en particular una enfermedad inflamatoria u obstructiva de las vias respiratorias. |
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| MX2010012814A (es) | 2008-05-23 | 2010-12-20 | Amira Pharmaceuticals Inc | Inhibidor de proteina activadora de 5-lipoxigenasa. |
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| WO2010094643A1 (en) | 2009-02-17 | 2010-08-26 | Glaxo Group Limited | Quinoline derivatives and their uses for rhinitis and urticaria |
| JP5656880B2 (ja) | 2009-03-09 | 2015-01-21 | グラクソ グループ リミテッドＧｌａｘｏ Ｇｒｏｕｐ Ｌｉｍｉｔｅｄ | Ｐｉ３キナーゼの阻害剤としての４−オキサジアゾール−２−イル−インダゾール |
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| JP2012520684A (ja) | 2009-03-19 | 2012-09-10 | メルク・シャープ・エンド・ドーム・コーポレイション | 低分子干渉核酸（ｓｉＮＡ）を用いたＢＴＢａｎｄＣＮＣＨｏｍｏｌｏｇｙ１（塩基性ロイシンジッパー転写因子１）（Ｂａｃｈ１）遺伝子発現のＲＮＡ干渉媒介性阻害 |
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| JP2012521760A (ja) | 2009-03-27 | 2012-09-20 | メルク・シャープ・エンド・ドーム・コーポレイション | 低分子干渉核酸（ｓｉＮＡ）を用いたアポトーシスシグナル調節キナーゼ１（ＡＳＫ１）遺伝子発現のＲＮＡ干渉媒介性阻害 |
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| AR076373A1 (es) | 2009-04-24 | 2011-06-08 | Glaxo Group Ltd | N-pirazolil carboxamidas como inhibidores de canales de calcio |
| LT2899191T (lt) | 2009-04-30 | 2017-10-25 | Glaxo Group Limited | Oksazolo pakeistieji indazolai kaip pi3-kinazės inhibitoriai |
| WO2010150014A1 (en) | 2009-06-24 | 2010-12-29 | Pulmagen Therapeutics (Inflammation) Limited | 5r- 5 -deuterated glitazones for respiratory disease treatment |
| US20110098311A1 (en) | 2009-10-22 | 2011-04-28 | Vertex Pharmaceuticals Incorported | Compositions for treatment of cystic fibrosis and other chronic diseases |
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| GB0918924D0 (en) | 2009-10-28 | 2009-12-16 | Vantia Ltd | Azaindole derivatives |
| WO2011061527A1 (en) | 2009-11-17 | 2011-05-26 | Astrazeneca Ab | Combinations comprising a glucocorticoid receptor modulator for the treatment of respiratory diseases |
| JP2013512880A (ja) | 2009-12-03 | 2013-04-18 | グラクソ グループ リミテッド | Ｐｉ３−キナーゼ阻害剤としてのインダゾール誘導体 |
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| EP3020393B1 (en) | 2009-12-16 | 2020-10-07 | 3M Innovative Properties Company | Formulations and methods for controlling mdi particle size delivery |
| WO2011098746A1 (en) | 2010-02-09 | 2011-08-18 | Pulmagen Therapeutics (Inflammation) Limited | Crystalline acid addition salts of ( 5r) -enanti0mer of pioglitazone |
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-
2003
- 2003-10-24 EP EP03776873A patent/EP1556342B1/en not_active Expired - Lifetime
- 2003-10-24 NZ NZ539676A patent/NZ539676A/en unknown
- 2003-10-24 AR ARP030103896A patent/AR041724A1/es unknown
- 2003-10-24 WO PCT/EP2003/012035 patent/WO2004037773A1/en not_active Ceased
- 2003-10-24 AT AT03776873T patent/ATE390407T1/de not_active IP Right Cessation
- 2003-10-24 AU AU2003286143A patent/AU2003286143A1/en not_active Abandoned
- 2003-10-24 DE DE60320007T patent/DE60320007T2/de not_active Expired - Fee Related
- 2003-10-24 DK DK03776873T patent/DK1556342T3/da active
- 2003-10-24 KR KR1020057007275A patent/KR20050057681A/ko not_active Ceased
- 2003-10-24 US US10/532,869 patent/US7442839B2/en not_active Expired - Fee Related
- 2003-10-24 RU RU2005111975/04A patent/RU2332400C2/ru not_active IP Right Cessation
- 2003-10-24 CA CA002503588A patent/CA2503588A1/en not_active Abandoned
- 2003-10-24 BR BR0315720-2A patent/BR0315720A/pt not_active IP Right Cessation
- 2003-10-24 JP JP2004546022A patent/JP2006503888A/ja active Pending
- 2003-10-24 PT PT03776873T patent/PT1556342E/pt unknown
- 2003-10-24 SI SI200331215T patent/SI1556342T1/sl unknown
- 2003-10-24 PL PL377122A patent/PL377122A1/pl not_active Application Discontinuation
- 2003-10-24 MX MXPA05004527A patent/MXPA05004527A/es active IP Right Grant
- 2003-10-24 ES ES03776873T patent/ES2302956T3/es not_active Expired - Lifetime
- 2003-10-27 TW TW092129753A patent/TWI285195B/zh not_active IP Right Cessation
-
2005
- 2005-04-20 IS IS7814A patent/IS7814A/is unknown
- 2005-04-21 NO NO20051962A patent/NO20051962L/no not_active Application Discontinuation
- 2005-05-11 MA MA28274A patent/MA27697A1/fr unknown
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