JP2011526926A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2011526926A5 JP2011526926A5 JP2011516860A JP2011516860A JP2011526926A5 JP 2011526926 A5 JP2011526926 A5 JP 2011526926A5 JP 2011516860 A JP2011516860 A JP 2011516860A JP 2011516860 A JP2011516860 A JP 2011516860A JP 2011526926 A5 JP2011526926 A5 JP 2011526926A5
- Authority
- JP
- Japan
- Prior art keywords
- fluoro
- amide
- carboxylic acid
- phenylamino
- compound according
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims 21
- 241000124008 Mammalia Species 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 125000001475 halogen functional group Chemical group 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 238000000034 method Methods 0.000 claims 3
- 230000002159 abnormal effect Effects 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 230000010261 cell growth Effects 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000003463 hyperproliferative effect Effects 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- LQRZNLGKCYARCP-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-(1-hydroxy-2-methylpropan-2-yl)oxy-1h-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound OCC(C)(C)ONC(=O)C1=CN=C2NN=CC2=C1NC1=CC=C(I)C=C1F LQRZNLGKCYARCP-UHFFFAOYSA-N 0.000 claims 1
- GQTQXWHZDPDURC-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-(2-hydroxyethoxy)-1,2-benzothiazole-5-carboxamide Chemical compound OCCONC(=O)C1=CC=C2SN=CC2=C1NC1=CC=C(I)C=C1F GQTQXWHZDPDURC-UHFFFAOYSA-N 0.000 claims 1
- YMRXJLXWVAGVBT-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-(2-hydroxyethoxy)-1h-indazole-5-carboxamide Chemical compound OCCONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(I)C=C1F YMRXJLXWVAGVBT-UHFFFAOYSA-N 0.000 claims 1
- JKZGFJXSSQZDOU-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-(2-hydroxyethoxy)-1h-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound OCCONC(=O)C1=CN=C2NN=CC2=C1NC1=CC=C(I)C=C1F JKZGFJXSSQZDOU-UHFFFAOYSA-N 0.000 claims 1
- IJOPYGAXIHQICU-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-(oxan-4-yloxy)-1h-indazole-5-carboxamide Chemical compound FC1=CC(I)=CC=C1NC1=C(C(=O)NOC2CCOCC2)C=CC2=C1C=NN2 IJOPYGAXIHQICU-UHFFFAOYSA-N 0.000 claims 1
- HQBQYHYNUJJVDY-VIFPVBQESA-N 4-(2-fluoro-4-iodoanilino)-n-[(2s)-2-hydroxypropoxy]-1,2-benzothiazole-5-carboxamide Chemical compound C[C@H](O)CONC(=O)C1=CC=C2SN=CC2=C1NC1=CC=C(I)C=C1F HQBQYHYNUJJVDY-VIFPVBQESA-N 0.000 claims 1
- FXQYDGOQAWPLHY-QMMMGPOBSA-N 4-(2-fluoro-4-iodoanilino)-n-[(2s)-2-hydroxypropoxy]-1h-pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound C[C@H](O)CONC(=O)C1=CN=C2NN=CC2=C1NC1=CC=C(I)C=C1F FXQYDGOQAWPLHY-QMMMGPOBSA-N 0.000 claims 1
- PJBCKFFOHMEAQE-UHFFFAOYSA-N 4-(2-fluoro-4-iodoanilino)-n-methoxy-1h-indazole-5-carboxamide Chemical compound CONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(I)C=C1F PJBCKFFOHMEAQE-UHFFFAOYSA-N 0.000 claims 1
- AZZLAYRJGBKAJL-UHFFFAOYSA-N 4-(2-fluoro-4-methylsulfanylanilino)-n-(2-hydroxyethoxy)-1h-indazole-5-carboxamide Chemical compound FC1=CC(SC)=CC=C1NC1=C(C(=O)NOCCO)C=CC2=C1C=NN2 AZZLAYRJGBKAJL-UHFFFAOYSA-N 0.000 claims 1
- IJAVJYYBFRTIAU-UHFFFAOYSA-N 4-(4-bromo-2-fluoroanilino)-n-(2-hydroxyethoxy)-1h-indazole-5-carboxamide Chemical compound OCCONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(Br)C=C1F IJAVJYYBFRTIAU-UHFFFAOYSA-N 0.000 claims 1
- ANOLNVJFCNLIDK-VIFPVBQESA-N 4-(4-bromo-2-fluoroanilino)-n-[(2s)-2-hydroxypropoxy]-1h-indazole-5-carboxamide Chemical compound C[C@H](O)CONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(Br)C=C1F ANOLNVJFCNLIDK-VIFPVBQESA-N 0.000 claims 1
- RWZBARRAYNKEQD-UHFFFAOYSA-N 7-(2-fluoro-4-iodoanilino)-n-(2-hydroxyethoxy)-1,2-benzothiazole-6-carboxamide Chemical compound OCCONC(=O)C1=CC=C2C=NSC2=C1NC1=CC=C(I)C=C1F RWZBARRAYNKEQD-UHFFFAOYSA-N 0.000 claims 1
- NKWCGFFLRWBOEF-UHFFFAOYSA-N 7-(4-bromo-2-fluoroanilino)-n-(2-hydroxyethoxy)-1,2-benzothiazole-6-carboxamide Chemical compound OCCONC(=O)C1=CC=C2C=NSC2=C1NC1=CC=C(Br)C=C1F NKWCGFFLRWBOEF-UHFFFAOYSA-N 0.000 claims 1
- VYIKFFVOVOTEQC-LLVKDONJSA-N 7-(4-bromo-2-fluoroanilino)-n-[(2r)-2,3-dihydroxypropoxy]-1,2-benzothiazole-6-carboxamide Chemical compound OC[C@@H](O)CONC(=O)C1=CC=C2C=NSC2=C1NC1=CC=C(Br)C=C1F VYIKFFVOVOTEQC-LLVKDONJSA-N 0.000 claims 1
- JKTVFQGPPKJXHP-CQSZACIVSA-N 7-(4-cyclopropyl-2-fluoroanilino)-n-[(2r)-2,3-dihydroxypropoxy]-1,2-benzothiazole-6-carboxamide Chemical compound OC[C@@H](O)CONC(=O)C1=CC=C2C=NSC2=C1NC(C(=C1)F)=CC=C1C1CC1 JKTVFQGPPKJXHP-CQSZACIVSA-N 0.000 claims 1
- 241000255925 Diptera Species 0.000 claims 1
- OPQRTAHIGADTMO-UHFFFAOYSA-N [4-(2-fluoro-4-iodoanilino)-1h-indazol-5-yl]-(3-hydroxyazetidin-1-yl)methanone Chemical compound C1C(O)CN1C(=O)C1=CC=C(NN=C2)C2=C1NC1=CC=C(I)C=C1F OPQRTAHIGADTMO-UHFFFAOYSA-N 0.000 claims 1
- 239000002260 anti-inflammatory agent Substances 0.000 claims 1
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 229940127089 cytotoxic agent Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- DDHMFHZVMCWHNC-UHFFFAOYSA-N n-(cyclopropylmethoxy)-4-(2-fluoro-4-iodoanilino)-1h-indazole-5-carboxamide Chemical compound FC1=CC(I)=CC=C1NC1=C(C(=O)NOCC2CC2)C=CC2=C1C=NN2 DDHMFHZVMCWHNC-UHFFFAOYSA-N 0.000 claims 1
- LILVBVDAEFDXRJ-SNVBAGLBSA-N n-[(2r)-2,3-dihydroxypropoxy]-4-(2-fluoro-4-iodoanilino)-1,2-benzothiazole-5-carboxamide Chemical compound OC[C@@H](O)CONC(=O)C1=CC=C2SN=CC2=C1NC1=CC=C(I)C=C1F LILVBVDAEFDXRJ-SNVBAGLBSA-N 0.000 claims 1
- GSFYVLMDLFXESB-SNVBAGLBSA-N n-[(2r)-2,3-dihydroxypropoxy]-4-(2-fluoro-4-iodoanilino)-1h-indazole-5-carboxamide Chemical compound OC[C@@H](O)CONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(I)C=C1F GSFYVLMDLFXESB-SNVBAGLBSA-N 0.000 claims 1
- FOOQXAKAICKOPK-LLVKDONJSA-N n-[(2r)-2,3-dihydroxypropoxy]-7-(2-fluoro-4-iodoanilino)-1,2-benzothiazole-6-carboxamide Chemical compound OC[C@@H](O)CONC(=O)C1=CC=C2C=NSC2=C1NC1=CC=C(I)C=C1F FOOQXAKAICKOPK-LLVKDONJSA-N 0.000 claims 1
- CHULVOSWXYGKAP-LLVKDONJSA-N n-[(2r)-2,3-dihydroxypropoxy]-7-(2-fluoro-4-methylsulfanylanilino)-1,2-benzothiazole-6-carboxamide Chemical compound FC1=CC(SC)=CC=C1NC1=C(C(=O)NOC[C@H](O)CO)C=CC2=C1SN=C2 CHULVOSWXYGKAP-LLVKDONJSA-N 0.000 claims 1
- BEYHNMFRDWRJGB-UHFFFAOYSA-N n-ethoxy-4-(2-fluoro-4-iodoanilino)-1h-indazole-5-carboxamide Chemical compound CCONC(=O)C1=CC=C2NN=CC2=C1NC1=CC=C(I)C=C1F BEYHNMFRDWRJGB-UHFFFAOYSA-N 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7742608P | 2008-07-01 | 2008-07-01 | |
| US61/077,426 | 2008-07-01 | ||
| PCT/US2009/049453 WO2010003025A1 (en) | 2008-07-01 | 2009-07-01 | Bicyclic heterocycles as mek kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011526926A JP2011526926A (ja) | 2011-10-20 |
| JP2011526926A5 true JP2011526926A5 (https=) | 2012-08-16 |
| JP5544358B2 JP5544358B2 (ja) | 2014-07-09 |
Family
ID=41038842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011516860A Expired - Fee Related JP5544358B2 (ja) | 2008-07-01 | 2009-07-01 | 置換二環式ヘテロ環化合物と使用方法 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8841462B2 (https=) |
| EP (1) | EP2310373A1 (https=) |
| JP (1) | JP5544358B2 (https=) |
| KR (1) | KR20110029161A (https=) |
| CN (1) | CN102137847B (https=) |
| AU (1) | AU2009266956B2 (https=) |
| BR (1) | BRPI0910175A2 (https=) |
| CA (1) | CA2727250A1 (https=) |
| CL (1) | CL2010001641A1 (https=) |
| IL (1) | IL209931A0 (https=) |
| MX (1) | MX2010014559A (https=) |
| PE (1) | PE20110570A1 (https=) |
| RU (1) | RU2509078C2 (https=) |
| WO (1) | WO2010003025A1 (https=) |
| ZA (1) | ZA201008963B (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2010317167B2 (en) | 2009-11-04 | 2012-11-29 | Novartis Ag | Heterocyclic sulfonamide derivatives useful as MEK inhibitors |
| CN102020651B (zh) | 2010-11-02 | 2012-07-18 | 北京赛林泰医药技术有限公司 | 6-芳基氨基吡啶酮甲酰胺mek抑制剂 |
| EA201391820A1 (ru) * | 2011-06-09 | 2014-12-30 | Новартис Аг | Гетероциклические сульфонамидные производные |
| US20150265679A1 (en) | 2012-11-02 | 2015-09-24 | The United States Of America, As Represented By Secretary, Department Of Health And Human Services | Method of reducing adverse effects in a cancer patient undregoing treatment with a mek inhibitor |
| US9227969B2 (en) | 2013-08-14 | 2016-01-05 | Novartis Ag | Compounds and compositions as inhibitors of MEK |
| US9532987B2 (en) | 2013-09-05 | 2017-01-03 | Genentech, Inc. | Use of a combination of a MEK inhibitor and an ERK inhibitor for treatment of hyperproliferative diseases |
| NO2714752T3 (https=) | 2014-05-08 | 2018-04-21 | ||
| US20170114323A1 (en) | 2014-06-19 | 2017-04-27 | Whitehead Institute For Biomedical Research | Uses of kinase inhibitors for inducing and maintaining pluripotency |
| CN104119332B (zh) * | 2014-07-08 | 2019-03-29 | 上海科州药物研发有限公司 | 作为蛋白激酶抑制剂的苯并杂环化合物及其制备方法和用途 |
| CN104860869B (zh) * | 2015-04-03 | 2017-11-03 | 北京大学 | 具有mek激酶抑制功能的化合物及其制备方法与应用 |
| HUE050317T2 (hu) | 2015-05-20 | 2020-11-30 | Amgen Inc | APJ receptor triazol agonistái |
| WO2017033113A1 (en) | 2015-08-21 | 2017-03-02 | Acerta Pharma B.V. | Therapeutic combinations of a mek inhibitor and a btk inhibitor |
| GB201516504D0 (en) | 2015-09-17 | 2015-11-04 | Astrazeneca Ab | Imadazo(4,5-c)quinolin-2-one Compounds and their use in treating cancer |
| KR20180134347A (ko) | 2016-04-15 | 2018-12-18 | 제넨테크, 인크. | 암의 진단 및 치료 방법 |
| US9988369B2 (en) | 2016-05-03 | 2018-06-05 | Amgen Inc. | Heterocyclic triazole compounds as agonists of the APJ receptor |
| ES2896943T3 (es) | 2016-10-28 | 2022-02-28 | Chia Tai Tianqing Pharmaceutical Group Co Ltd | Compuesto de amino pirazolopirimidina usado como inhibidor de receptores con actividad tirosina quinasa de factores neurotróficos |
| US10736883B2 (en) | 2016-11-16 | 2020-08-11 | Amgen Inc. | Triazole furan compounds as agonists of the APJ receptor |
| EP3541803B1 (en) | 2016-11-16 | 2020-12-23 | Amgen Inc. | Triazole pyridyl compounds as agonists of the apj receptor |
| WO2018093579A1 (en) | 2016-11-16 | 2018-05-24 | Amgen Inc. | Triazole phenyl compounds as agonists of the apj receptor |
| US11046680B1 (en) | 2016-11-16 | 2021-06-29 | Amgen Inc. | Heteroaryl-substituted triazoles as APJ receptor agonists |
| WO2018093576A1 (en) | 2016-11-16 | 2018-05-24 | Amgen Inc. | Alkyl substituted triazole compounds as agonists of the apj receptor |
| WO2018093577A1 (en) | 2016-11-16 | 2018-05-24 | Amgen Inc. | Cycloalkyl substituted triazole compounds as agonists of the apj receptor |
| KR102811888B1 (ko) | 2017-09-08 | 2025-05-27 | 에프. 호프만-라 로슈 아게 | 암의 진단 및 치료 방법 |
| MA50509A (fr) | 2017-11-03 | 2021-06-02 | Amgen Inc | Agonistes de triazole fusionnés du récepteur apj |
| EP3752200A1 (en) | 2018-02-13 | 2020-12-23 | Vib Vzw | Targeting minimal residual disease in cancer with rxr antagonists |
| US11807624B2 (en) | 2018-05-01 | 2023-11-07 | Amgen Inc. | Substituted pyrimidinones as agonists of the APJ receptor |
| JP2023504623A (ja) * | 2019-12-04 | 2023-02-06 | アーカス バイオサイエンシーズ，インコーポレーテッド | Ｈｉｆ－２アルファの阻害剤 |
| CA3197685A1 (en) | 2020-10-29 | 2022-05-05 | Shenzhen Chipscreen Biosciences Co., Ltd. | Biphenyl compound as immunomodulator, preparation method therefor and application thereof |
| US12371667B2 (en) | 2021-05-13 | 2025-07-29 | Washington University | Enhanced methods for inducing and maintaining naive human pluripotent stem cells |
| US12280055B2 (en) | 2021-05-27 | 2025-04-22 | Mirati Therapeutics, Inc. | Combination therapies |
| CN113336786B (zh) * | 2021-05-31 | 2022-10-18 | 南京工业大学 | 一种非对映选择性的多取代环烷基化合物及其制备方法 |
| US20260048075A1 (en) | 2022-08-10 | 2026-02-19 | Vib Vzw | Inhibition of TCF4/ITF2 in the Treatment of Cancer |
| WO2026019990A1 (en) | 2024-07-18 | 2026-01-22 | Genentech, Inc. | Methods of treating cancer with anti-ccr8/anti-cd3 bispecific antibodies |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2017853C3 (de) | 1970-04-14 | 1975-12-11 | Standard Elektrik Lorenz Ag, 7000 Stuttgart | Steuerverfahren zur Sicherung der Informationsverarbeitung und -Übertragung |
| CA920592A (en) * | 1970-05-28 | 1973-02-06 | Denzel Theodor | Amino derivatives of pyrazolo-pyridine carboxylic acids and esters |
| US3736326A (en) * | 1971-03-29 | 1973-05-29 | Squibb & Sons Inc | Isoxazolopyridine carboxylic acids and esters |
| US3780047A (en) * | 1972-07-05 | 1973-12-18 | Squibb & Sons Inc | Derivatives of pyrazolo(3',4'-2,3)pyrido(4,5-e)b-benzo-1,5-diazepines |
| US4012373A (en) * | 1972-09-22 | 1977-03-15 | E. R. Squibb & Sons, Inc. | Pyrazolo[3',4'-2,3]pyrido[4,5-e]b-benzo-1,5-diazepinones |
| GB8404586D0 (en) * | 1984-02-22 | 1984-03-28 | Beecham Group Plc | Compounds |
| JP2002020386A (ja) * | 2000-07-07 | 2002-01-23 | Ono Pharmaceut Co Ltd | ピラゾロピリジン誘導体 |
| JP3811775B2 (ja) | 2000-07-19 | 2006-08-23 | ワーナー−ランバート カンパニー リミティド ライアビリティー カンパニー | ４−ヨードフェニルアミノベンズヒドロキサム酸の酸素化エステル |
| US20050009876A1 (en) * | 2000-07-31 | 2005-01-13 | Bhagwat Shripad S. | Indazole compounds, compositions thereof and methods of treatment therewith |
| KR100984595B1 (ko) | 2002-03-13 | 2010-09-30 | 어레이 바이오파마 인크. | Ｍｅｋ 억제제로서의 ｎ3 알킬화 벤즈이미다졸 유도체 |
| EP1482944A4 (en) | 2002-03-13 | 2006-04-19 | Array Biopharma Inc | NZ ALKYL BENZIMIDAZOLE DERIVATIVES AS MEK INHIBITORS |
| GB0220581D0 (en) | 2002-09-04 | 2002-10-09 | Novartis Ag | Organic Compound |
| CL2003002287A1 (es) * | 2002-11-25 | 2005-01-14 | Wyeth Corp | COMPUESTOS DERIVADOS DE TIENO[3,2-b]-PIRIDINA-6-CARBONITRILOS Y TIENEO[2,3-b]-PIRIDINA-5-CARBONITRILOS, COMPOSICION FARMACEUTICA, PROCEDIMIENTO DE PREPARACION Y COMPUESTOS INTERMEDIARIOS, Y SU USO EN EL TRATAMIENTO DEL CANCER, APOPLEJIA, OSTEOPOROSIS |
| GB0316237D0 (en) | 2003-07-11 | 2003-08-13 | Astrazeneca Ab | Therapeutic agents |
| GB0316232D0 (en) | 2003-07-11 | 2003-08-13 | Astrazeneca Ab | Therapeutic agents |
| US20050049276A1 (en) | 2003-07-23 | 2005-03-03 | Warner-Lambert Company, Llc | Imidazopyridines and triazolopyridines |
| ATE506953T1 (de) | 2003-08-07 | 2011-05-15 | Rigel Pharmaceuticals Inc | 2,4-pyrimidindiamin-verbindungen und verwendungen als antiproliferative mittel |
| US7538120B2 (en) | 2003-09-03 | 2009-05-26 | Array Biopharma Inc. | Method of treating inflammatory diseases |
| US7144907B2 (en) * | 2003-09-03 | 2006-12-05 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| CN1905873A (zh) | 2003-11-19 | 2007-01-31 | 阵列生物制药公司 | Mek的杂环抑制剂及其使用方法 |
| ATE386715T1 (de) | 2003-11-25 | 2008-03-15 | Lilly Co Eli | Modulatoren des peroxisomproliferatoraktivierten rezeptors |
| AU2004299438A1 (en) | 2003-12-19 | 2005-06-30 | Biovitrum Ab | Novel benzofuran derivatives, which can be used in prophylaxis or treatment of 5-HT6 receptor-related disorder |
| JP4805166B2 (ja) | 2003-12-22 | 2011-11-02 | バジリア ファルマスーチカ アーゲー | アロイルフランおよびアロイルチオフェン |
| WO2005063296A2 (en) | 2003-12-23 | 2005-07-14 | Pfizer Products Inc. | Therapeutic combination for cognition enhancement and psychotic disorders |
| WO2007027855A2 (en) | 2005-09-01 | 2007-03-08 | Array Biopharma Inc. | Raf inhibitor compounds and methods of use thereof |
| SI1934174T1 (sl) * | 2005-10-07 | 2011-08-31 | Exelixis Inc | Inhibitorji MEK in postopki za njihovo uporabo |
| WO2008028141A2 (en) | 2006-08-31 | 2008-03-06 | Array Biopharma Inc. | Raf inhibitor compounds and methods of use thereof |
-
2009
- 2009-07-01 US US12/999,003 patent/US8841462B2/en not_active Expired - Fee Related
- 2009-07-01 JP JP2011516860A patent/JP5544358B2/ja not_active Expired - Fee Related
- 2009-07-01 MX MX2010014559A patent/MX2010014559A/es active IP Right Grant
- 2009-07-01 CN CN200980133788.0A patent/CN102137847B/zh not_active Expired - Fee Related
- 2009-07-01 WO PCT/US2009/049453 patent/WO2010003025A1/en not_active Ceased
- 2009-07-01 PE PE2010001198A patent/PE20110570A1/es not_active Application Discontinuation
- 2009-07-01 KR KR1020117002481A patent/KR20110029161A/ko not_active Ceased
- 2009-07-01 RU RU2011103454/04A patent/RU2509078C2/ru not_active IP Right Cessation
- 2009-07-01 BR BRPI0910175A patent/BRPI0910175A2/pt not_active IP Right Cessation
- 2009-07-01 AU AU2009266956A patent/AU2009266956B2/en not_active Ceased
- 2009-07-01 EP EP09774475A patent/EP2310373A1/en not_active Withdrawn
- 2009-07-01 CA CA2727250A patent/CA2727250A1/en not_active Abandoned
-
2010
- 2010-12-12 IL IL209931A patent/IL209931A0/en unknown
- 2010-12-13 ZA ZA2010/08963A patent/ZA201008963B/en unknown
- 2010-12-30 CL CL2010001641A patent/CL2010001641A1/es unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2011526926A5 (https=) | ||
| AU2016219906B2 (en) | Fluorinated tetrahydronaphthyridinyl nonanoic acid derivatives and uses thereof | |
| JP2016520618A5 (https=) | ||
| JP2011507888A5 (https=) | ||
| JP2006182786A5 (https=) | ||
| WO2006098918A3 (en) | Substituted gamma lactams as therapeutic agents | |
| WO2019177975A1 (en) | Antibiotics effective for gram-negative pathogens | |
| JPWO2012144463A1 (ja) | 腫瘍治療剤 | |
| CA2983312A1 (en) | Tetrahydronaphthyridinyl propionic acid derivatives and uses thereof | |
| JP2018501315A5 (https=) | ||
| JP2012505879A5 (https=) | ||
| JP2008517913A5 (https=) | ||
| HRP20151338T1 (hr) | [4-(5-aminometil-2-fluoro-fenil)-piperidin-1-il]-[7-fluoro-1-(2-metoksi-etil)-4trifluorometoksi-1h-indol-3-il]metanon kao inhibitor triptaze mastocita | |
| CN102149683A (zh) | 1-（取代苄基）-5-三氟甲基-2-（1h）吡啶酮化合物及其盐，其制备方法及其用途 | |
| JP2012524110A5 (https=) | ||
| HU229137B1 (en) | 8,8a-dihydro-indeno[1,2-d]thiazole derivatives having sulphoneamid- or sulphone substitutents in the 2 position, method for production thereof and use thereof as a medicament | |
| KR20170091154A (ko) | 섬유증의 소분자 억제제 | |
| CN107629022B (zh) | 一种抗菌增效剂及其制法和用途 | |
| SK77096A3 (en) | 6-(2-imidazolinylamino)quinoline compounds useful as alpha-2 adreno-receptor agonists | |
| JP2008519815A5 (https=) | ||
| JP2010527354A5 (https=) | ||
| WO2017181974A1 (zh) | 五元杂环类化合物及其制备方法、药物组合物和用途 | |
| JP2007507425A5 (https=) | ||
| RU2003132456A (ru) | Производные арил(или гетероарил)азолилкарбинола для лечения респираторных заболеваний | |
| JP2004508372A5 (https=) |