JP2010536890A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2010536890A5 JP2010536890A5 JP2010522187A JP2010522187A JP2010536890A5 JP 2010536890 A5 JP2010536890 A5 JP 2010536890A5 JP 2010522187 A JP2010522187 A JP 2010522187A JP 2010522187 A JP2010522187 A JP 2010522187A JP 2010536890 A5 JP2010536890 A5 JP 2010536890A5
- Authority
- JP
- Japan
- Prior art keywords
- benzo
- octahydro
- diol
- quinoline
- propyl
- 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
- 239000008194 pharmaceutical composition Substances 0.000 claims 17
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 7
- -1 phenylacetyl Chemical group 0.000 claims 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 5
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 125000001589 carboacyl group Chemical group 0.000 claims 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 3
- DOEDFQNNUKITRJ-MWLCHTKSSA-N (3as,9ar)-1-methyl-2,3,3a,4,9,9a-hexahydrobenzo[f]indole-5,6-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(C)CC[C@@H]1C2 DOEDFQNNUKITRJ-MWLCHTKSSA-N 0.000 claims 2
- FUZIJQHAGHVOMV-DGCLKSJQSA-N (3as,9ar)-1-propyl-2,3,3a,4,9,9a-hexahydrobenzo[f]indole-5,6-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(CCC)CC[C@@H]1C2 FUZIJQHAGHVOMV-DGCLKSJQSA-N 0.000 claims 2
- ZEMMKGAFXBQURG-MWLCHTKSSA-N (4ar,10ar)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-6,7-diol Chemical compound N1CCC[C@@H]2CC3=C(O)C(O)=CC=C3C[C@H]21 ZEMMKGAFXBQURG-MWLCHTKSSA-N 0.000 claims 2
- MHZZGYJLCVYPFD-DGCLKSJQSA-N (4ar,10ar)-1-(2-hydroxyethyl)-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(CCO)CCC[C@@H]1C2 MHZZGYJLCVYPFD-DGCLKSJQSA-N 0.000 claims 2
- AIBHARPRTLYSIC-IUODEOHRSA-N (4ar,10ar)-1-cyclobutyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C([C@H]1[C@H]2CC3=CC=C(C(=C3C1)O)O)CCN2C1CCC1 AIBHARPRTLYSIC-IUODEOHRSA-N 0.000 claims 2
- GTQOFZIBYQWYEB-BXUZGUMPSA-N (4ar,10ar)-1-cyclopropyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C([C@H]1[C@H]2CC3=CC=C(C(=C3C1)O)O)CCN2C1CC1 GTQOFZIBYQWYEB-BXUZGUMPSA-N 0.000 claims 2
- JOBISLMDYCWNCG-DGCLKSJQSA-N (4ar,10ar)-1-ethyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(CC)CCC[C@@H]1C2 JOBISLMDYCWNCG-DGCLKSJQSA-N 0.000 claims 2
- ZJXXJUQWKYFGSB-ZYHUDNBSSA-N (4ar,10ar)-1-methyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(C)CCC[C@@H]1C2 ZJXXJUQWKYFGSB-ZYHUDNBSSA-N 0.000 claims 2
- QXEMJMOHNZQRRT-TZMCWYRMSA-N (4ar,10ar)-1-prop-2-ynyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1C2=C(O)C(O)=CC=C2C[C@@H]2[C@@H]1CCCN2CC#C QXEMJMOHNZQRRT-TZMCWYRMSA-N 0.000 claims 2
- HZPDHOOVQQYBJP-TZMCWYRMSA-N (4ar,10ar)-1-propyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@H]1N(CCC)CCC[C@@H]1C2 HZPDHOOVQQYBJP-TZMCWYRMSA-N 0.000 claims 2
- ZEMMKGAFXBQURG-ONGXEEELSA-N (4as,10as)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-6,7-diol Chemical compound N1CCC[C@H]2CC3=C(O)C(O)=CC=C3C[C@@H]21 ZEMMKGAFXBQURG-ONGXEEELSA-N 0.000 claims 2
- JOBISLMDYCWNCG-AAEUAGOBSA-N (4as,10as)-1-ethyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@@H]1N(CC)CCC[C@H]1C2 JOBISLMDYCWNCG-AAEUAGOBSA-N 0.000 claims 2
- ZJXXJUQWKYFGSB-JQWIXIFHSA-N (4as,10as)-1-methyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@@H]1N(C)CCC[C@H]1C2 ZJXXJUQWKYFGSB-JQWIXIFHSA-N 0.000 claims 2
- HZPDHOOVQQYBJP-JSGCOSHPSA-N (4as,10as)-1-propyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinoline-6,7-diol Chemical compound C1=CC(O)=C(O)C2=C1C[C@@H]1N(CCC)CCC[C@H]1C2 HZPDHOOVQQYBJP-JSGCOSHPSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- VHQJMWRXAWYJBT-UYAOXDASSA-N [(4ar,10ar)-6-(2,2-dimethylpropanoyloxy)-1-propyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinolin-7-yl] 2,2-dimethylpropanoate Chemical compound C1=CC(OC(=O)C(C)(C)C)=C(OC(=O)C(C)(C)C)C2=C1C[C@H]1N(CCC)CCC[C@@H]1C2 VHQJMWRXAWYJBT-UYAOXDASSA-N 0.000 claims 2
- ZQWTWRVNCYGIQO-UKRRQHHQSA-N [(4ar,10ar)-6-acetyloxy-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-7-yl] acetate Chemical compound N1CCC[C@@H]2CC3=C(OC(C)=O)C(OC(=O)C)=CC=C3C[C@H]21 ZQWTWRVNCYGIQO-UKRRQHHQSA-N 0.000 claims 2
- ZQWTWRVNCYGIQO-ZFWWWQNUSA-N [(4as,10as)-6-acetyloxy-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-7-yl] acetate Chemical compound N1CCC[C@H]2CC3=C(OC(C)=O)C(OC(=O)C)=CC=C3C[C@@H]21 ZQWTWRVNCYGIQO-ZFWWWQNUSA-N 0.000 claims 2
- LNAFZLUYOSRMEA-RDJZCZTQSA-N [(4as,10as)-6-acetyloxy-1-ethyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinolin-7-yl] acetate Chemical compound C1=CC(OC(C)=O)=C(OC(C)=O)C2=C1C[C@@H]1N(CC)CCC[C@H]1C2 LNAFZLUYOSRMEA-RDJZCZTQSA-N 0.000 claims 2
- SFEDZOWQGGAGBE-HOCLYGCPSA-N [(4as,10as)-6-acetyloxy-1-methyl-3,4,4a,5,10,10a-hexahydro-2h-benzo[g]quinolin-7-yl] acetate Chemical compound C1=CC(OC(C)=O)=C(OC(C)=O)C2=C1C[C@@H]1N(C)CCC[C@H]1C2 SFEDZOWQGGAGBE-HOCLYGCPSA-N 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims 2
- 125000004550 quinolin-6-yl group Chemical group N1=CC=CC2=CC(=CC=C12)* 0.000 claims 2
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 claims 1
- YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200701250 | 2007-08-31 | ||
| PCT/DK2008/050215 WO2009026935A1 (en) | 2007-08-31 | 2008-08-28 | Catecholamine derivatives and prodrugs thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014021193A Division JP2014111635A (ja) | 2007-08-31 | 2014-02-06 | カテコールアミン誘導体およびそのプロドラッグ |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010536890A JP2010536890A (ja) | 2010-12-02 |
| JP2010536890A5 true JP2010536890A5 (enExample) | 2011-09-22 |
Family
ID=39877715
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010522187A Pending JP2010536890A (ja) | 2007-08-31 | 2008-08-28 | パーキンソン病の治療のために有用なカテコールアミン誘導体 |
| JP2010522186A Expired - Fee Related JP5548125B2 (ja) | 2007-08-31 | 2008-08-28 | パーキンソン病の治療のために有用なカテコールアミン誘導体 |
| JP2014021193A Pending JP2014111635A (ja) | 2007-08-31 | 2014-02-06 | カテコールアミン誘導体およびそのプロドラッグ |
| JP2014085192A Expired - Fee Related JP5802792B2 (ja) | 2007-08-31 | 2014-04-17 | パーキンソン病の治療のために有用なカテコールアミン誘導体 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010522186A Expired - Fee Related JP5548125B2 (ja) | 2007-08-31 | 2008-08-28 | パーキンソン病の治療のために有用なカテコールアミン誘導体 |
| JP2014021193A Pending JP2014111635A (ja) | 2007-08-31 | 2014-02-06 | カテコールアミン誘導体およびそのプロドラッグ |
| JP2014085192A Expired - Fee Related JP5802792B2 (ja) | 2007-08-31 | 2014-04-17 | パーキンソン病の治療のために有用なカテコールアミン誘導体 |
Country Status (29)
| Country | Link |
|---|---|
| EP (4) | EP3009437A1 (enExample) |
| JP (4) | JP2010536890A (enExample) |
| KR (3) | KR20150115963A (enExample) |
| CN (3) | CN107253956A (enExample) |
| AR (2) | AR068044A1 (enExample) |
| AU (2) | AU2008291425B2 (enExample) |
| BR (2) | BRPI0815894A2 (enExample) |
| CA (2) | CA2691961C (enExample) |
| CL (2) | CL2008002564A1 (enExample) |
| CO (2) | CO6270232A2 (enExample) |
| CY (1) | CY1117326T1 (enExample) |
| DK (1) | DK2197883T3 (enExample) |
| EA (2) | EA018413B1 (enExample) |
| ES (1) | ES2557485T3 (enExample) |
| HR (1) | HRP20151334T1 (enExample) |
| HU (1) | HUE025882T2 (enExample) |
| IL (1) | IL203080A (enExample) |
| MX (1) | MX2010002210A (enExample) |
| MY (2) | MY179527A (enExample) |
| NZ (2) | NZ582379A (enExample) |
| PL (1) | PL2197883T3 (enExample) |
| PT (1) | PT2197883E (enExample) |
| RS (1) | RS54470B1 (enExample) |
| SG (1) | SG184711A1 (enExample) |
| SI (1) | SI2197883T1 (enExample) |
| TW (2) | TWI404702B (enExample) |
| UA (2) | UA98804C2 (enExample) |
| WO (2) | WO2009026935A1 (enExample) |
| ZA (2) | ZA200909191B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI404702B (zh) * | 2007-08-31 | 2013-08-11 | Lundbeck & Co As H | 兒茶酚胺衍生物和其前藥 |
| JP2011525893A (ja) * | 2008-06-27 | 2011-09-29 | ハー・ルンドベック・アクチエゼルスカベット | 新規のフェノールアミン類およびカテコールアミン類ならびにそのプロドラッグ |
| US8067410B2 (en) | 2008-06-27 | 2011-11-29 | H. Lundbeck A/S | Phenolic and catecholic amines and prodrugs thereof |
| TW201036949A (en) * | 2009-02-27 | 2010-10-16 | Lundbeck & Co As H | Treatment of dyskinesia related disorders |
| TW201035054A (en) * | 2009-02-27 | 2010-10-01 | Lundbeck & Co As H | Methods of administering (4aR, 10aR)-1-n-propyl-1,2,3,4,4a,5,10,10a-octahydro-benzo[g]quinoline-6,7-diol and pharmaceutical compositions thereof |
| MA50800A (fr) * | 2017-11-24 | 2020-09-30 | H Lundbeck As | Nouveaux promédicaments de catécholamine destinés à être utilisés dans le traitement de la maladie de parkinson |
| WO2020070099A1 (en) | 2018-10-02 | 2020-04-09 | H. Lundbeck A/S | Administration of catecholamine prodrugs in combination with a 5-ht2b antagonist |
| US11111263B2 (en) * | 2019-05-20 | 2021-09-07 | H. Lundbeck A/S | Process for the manufacture of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid |
| US11168056B2 (en) * | 2019-05-20 | 2021-11-09 | H. Lundbeck A/S | Process for the manufacturing of (6aR,10aR)-7-propyl-6,6a,7,8,9,10,10a,11-octahydro-[1,3]dioxolo[4′,5′:5,6]benzo[1,2-G]quinoline and (4aR,10aR)-1-propyl-1,2,3,4,4a,5,10,10a-octahydro-benzo[G]quinoline-6,7-diol |
| US11130775B2 (en) | 2019-05-20 | 2021-09-28 | H. Lundbeck A/S | Solid forms of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4A,5,10,10A-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid |
| US11104697B2 (en) | 2019-05-20 | 2021-08-31 | H. Lundbeck A/S | Process for the manufacture of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4AR,10AR)-7-hydroxy-1- propyl-1,2,3,4,4A,5,10,10A-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid |
| EP3972970A1 (en) * | 2019-05-21 | 2022-03-30 | H. Lundbeck A/S | New catecholamine prodrugs for use in the treatment of parkinson's disease |
| EP3972959A1 (en) | 2019-05-21 | 2022-03-30 | H. Lundbeck A/S | New catecholamine prodrugs for use in the treatment of parkinson's disease |
| WO2020234275A1 (en) | 2019-05-21 | 2020-11-26 | H. Lundbeck A/S | New catecholamine prodrugs for use in the treatment of parkinson's diseases |
| US12398106B2 (en) | 2019-05-21 | 2025-08-26 | H. Lundbeck A/S | Catecholamine carbamate prodrugs for use in the treatment of parkinson's disease |
| CN114478298B (zh) * | 2020-11-12 | 2024-09-27 | 成都西岭源药业有限公司 | 一种造影剂碘佛醇的纯化方法 |
| CN116568672A (zh) * | 2020-11-17 | 2023-08-08 | H.隆德贝克有限公司 | 用于治疗帕金森病的新儿茶酚胺前药 |
| CN113620760A (zh) * | 2021-09-07 | 2021-11-09 | 张家口思睿凯科技有限公司 | 一种电子盐反应液和不饱和芳香烃类化合物的还原方法 |
| WO2025078574A1 (en) * | 2023-10-12 | 2025-04-17 | Integrative Research Laboratories Sweden Ab | NOVEL ESTERS OF 1,2,3,4,4a,5,6,7,8,9,10,10a-DODECAHYDROBENZO[g]QUINOLIN-6-OL COMPOUNDS AND USES THEREOF |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4080456A (en) * | 1971-10-26 | 1978-03-21 | Schering Aktiengesellschaft | Diacylapomorphines |
| CH648300A5 (en) * | 1979-06-22 | 1985-03-15 | Sandoz Ag | Phenanthrene derivatives and medicaments containing them |
| US4543256A (en) * | 1982-03-17 | 1985-09-24 | Northeastern University | (-)-10,1L Methylenedioxy-N-N-propylnoraporphine and methods employing it for inhibiting the effects of epileptic seizures and for prevention and treatment of duodenal ulcers |
| WO1990012574A1 (en) * | 1989-04-25 | 1990-11-01 | Northeastern University | Dopamine agonist compounds |
| RU2045528C1 (ru) * | 1989-08-30 | 1995-10-10 | Санкио Компани Лимитед | Способ получения оптически активного производного индолобензохинолина или его фармацевтически приемлемых солей |
| TW357143B (en) * | 1995-07-07 | 1999-05-01 | Novartis Ag | Benzo[g]quinoline derivatives |
| JPH11515030A (ja) * | 1995-11-10 | 1999-12-21 | ノボ ノルディスク アクティーゼルスカブ | シス−ベンズ[e]インドール化合物のエナンチオマー、これらの製造、及びドーパミン−D3受容体選択的医薬としての利用 |
| CN1241998A (zh) * | 1996-10-30 | 2000-01-19 | 伊莱利利公司 | 苯并[f]喹啉酮的合成 |
| SE0002934D0 (sv) * | 2000-08-17 | 2000-08-17 | Axon Biochemicals Bv | New aporphine esters and in their use in therapy |
| SE0102036D0 (sv) | 2001-06-08 | 2001-06-08 | Axon Biochemicals Bv | Pharmaceutical formulation for the efficient administration of apomorphine, 6aR- (-) -N- Propyl- norapomorphine and their derivatives and pro-drugs thereof |
| AR030357A1 (es) * | 2000-08-18 | 2003-08-20 | Lundbeck & Co As H | Derivados 4 -, 5 -, 6 - y 7-indol |
| US20050090518A1 (en) * | 2003-10-24 | 2005-04-28 | Nastech Pharmaceutical Company Inc. | Method for treating parkinson's disease using apomorphine and apomorphine prodrugs |
| TWI404702B (zh) * | 2007-08-31 | 2013-08-11 | Lundbeck & Co As H | 兒茶酚胺衍生物和其前藥 |
-
2008
- 2008-08-19 TW TW097131506A patent/TWI404702B/zh not_active IP Right Cessation
- 2008-08-27 AR ARP080103713A patent/AR068044A1/es active IP Right Grant
- 2008-08-27 AR ARP080103714A patent/AR068045A1/es not_active Application Discontinuation
- 2008-08-28 KR KR1020157026863A patent/KR20150115963A/ko not_active Ceased
- 2008-08-28 CN CN201710269745.1A patent/CN107253956A/zh active Pending
- 2008-08-28 EP EP15188376.6A patent/EP3009437A1/en not_active Withdrawn
- 2008-08-28 SG SG2012064408A patent/SG184711A1/en unknown
- 2008-08-28 EA EA201070327A patent/EA018413B1/ru not_active IP Right Cessation
- 2008-08-28 CN CN200880113440A patent/CN101842354A/zh active Pending
- 2008-08-28 NZ NZ582379A patent/NZ582379A/en not_active IP Right Cessation
- 2008-08-28 WO PCT/DK2008/050215 patent/WO2009026935A1/en not_active Ceased
- 2008-08-28 DK DK08784472.6T patent/DK2197883T3/en active
- 2008-08-28 WO PCT/DK2008/050214 patent/WO2009026934A1/en not_active Ceased
- 2008-08-28 CA CA2691961A patent/CA2691961C/en active Active
- 2008-08-28 AU AU2008291425A patent/AU2008291425B2/en not_active Ceased
- 2008-08-28 KR KR1020107004461A patent/KR20100051834A/ko not_active Ceased
- 2008-08-28 UA UAA201003349A patent/UA98804C2/ru unknown
- 2008-08-28 NZ NZ583551A patent/NZ583551A/en not_active IP Right Cessation
- 2008-08-28 SI SI200831554T patent/SI2197883T1/sl unknown
- 2008-08-28 AU AU2008291426A patent/AU2008291426B2/en not_active Ceased
- 2008-08-28 EP EP08784473A patent/EP2195291A1/en not_active Withdrawn
- 2008-08-28 RS RS20150874A patent/RS54470B1/sr unknown
- 2008-08-28 JP JP2010522187A patent/JP2010536890A/ja active Pending
- 2008-08-28 JP JP2010522186A patent/JP5548125B2/ja not_active Expired - Fee Related
- 2008-08-28 EP EP13175011.9A patent/EP2662358A1/en not_active Withdrawn
- 2008-08-28 EA EA200971107A patent/EA018011B1/ru not_active IP Right Cessation
- 2008-08-28 HR HRP20151334TT patent/HRP20151334T1/hr unknown
- 2008-08-28 HU HUE08784472A patent/HUE025882T2/en unknown
- 2008-08-28 CA CA2697688A patent/CA2697688A1/en not_active Abandoned
- 2008-08-28 MY MYPI20095490A patent/MY179527A/en unknown
- 2008-08-28 ES ES08784472.6T patent/ES2557485T3/es active Active
- 2008-08-28 EP EP08784472.6A patent/EP2197883B1/en active Active
- 2008-08-28 PL PL08784472T patent/PL2197883T3/pl unknown
- 2008-08-28 MY MYPI2010000841A patent/MY148948A/en unknown
- 2008-08-28 PT PT87844726T patent/PT2197883E/pt unknown
- 2008-08-28 KR KR1020097027342A patent/KR101597367B1/ko not_active Expired - Fee Related
- 2008-08-28 BR BRPI0815894-0A2A patent/BRPI0815894A2/pt not_active IP Right Cessation
- 2008-08-28 CN CN200880023124A patent/CN101687878A/zh active Pending
- 2008-08-28 BR BRPI0813456-1A2A patent/BRPI0813456A2/pt not_active Application Discontinuation
- 2008-08-28 UA UAA201000849A patent/UA97989C2/uk unknown
- 2008-08-28 MX MX2010002210A patent/MX2010002210A/es active IP Right Grant
- 2008-08-29 CL CL2008002564A patent/CL2008002564A1/es unknown
- 2008-08-29 CL CL2008002558A patent/CL2008002558A1/es unknown
- 2008-08-29 TW TW097133076A patent/TW200914426A/zh unknown
-
2009
- 2009-12-23 ZA ZA2009/09191A patent/ZA200909191B/en unknown
- 2009-12-30 CO CO09149335A patent/CO6270232A2/es active IP Right Grant
- 2009-12-31 IL IL203080A patent/IL203080A/en active IP Right Grant
-
2010
- 2010-02-26 ZA ZA2010/01422A patent/ZA201001422B/en unknown
- 2010-02-26 CO CO10023455A patent/CO6260082A2/es active IP Right Grant
-
2014
- 2014-02-06 JP JP2014021193A patent/JP2014111635A/ja active Pending
- 2014-04-17 JP JP2014085192A patent/JP5802792B2/ja not_active Expired - Fee Related
-
2015
- 2015-12-28 CY CY20151101191T patent/CY1117326T1/el unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2010536890A5 (enExample) | ||
| JP2010536889A5 (enExample) | ||
| JP2010504343A5 (enExample) | ||
| JP5555890B2 (ja) | 高い経口バイオアベイラビリティを有するモルフィナン誘導体 | |
| CA2682494A1 (en) | Hexahydro-1h-4,7-methanoisoindole-1,3-dione compounds for treating psychiatric disorders | |
| JP2010532340A5 (enExample) | ||
| JP2009524676A5 (enExample) | ||
| JP2009511481A5 (enExample) | ||
| JP2010536761A5 (enExample) | ||
| JP2009545527A5 (enExample) | ||
| JP2008543860A5 (enExample) | ||
| JP2018537535A5 (enExample) | ||
| JP2010522709A5 (enExample) | ||
| JP2013514980A5 (enExample) | ||
| JP2010523623A5 (enExample) | ||
| JP2010090149A5 (enExample) | ||
| JP2010522710A5 (enExample) | ||
| AR075626A1 (es) | Metodos para administrar (4ar,10ar)-1-n- propil-1,2,3,4,4a,5,10,10a- octahidro -benzo (g) quinolin-6,7-diol y sus composiciones farmaceuticas. uso. | |
| JP2017522304A5 (enExample) | ||
| JP2010522711A5 (enExample) | ||
| JP2013506004A5 (enExample) | ||
| JP2012524059A5 (enExample) | ||
| JP2017132781A5 (enExample) | ||
| US20080188539A1 (en) | Ramipril-amino acid salts | |
| JP2010512343A5 (enExample) |