JP2007504139A5 - - Google Patents
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- Publication number
- JP2007504139A5 JP2007504139A5 JP2006524761A JP2006524761A JP2007504139A5 JP 2007504139 A5 JP2007504139 A5 JP 2007504139A5 JP 2006524761 A JP2006524761 A JP 2006524761A JP 2006524761 A JP2006524761 A JP 2006524761A JP 2007504139 A5 JP2007504139 A5 JP 2007504139A5
- Authority
- JP
- Japan
- Prior art keywords
- aryl
- heteroaryl
- heterocyclyl
- alkyl
- fluoro
- 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
- 125000001072 heteroaryl group Chemical group 0.000 claims 24
- 125000003118 aryl group Chemical group 0.000 claims 23
- 125000000623 heterocyclic group Chemical group 0.000 claims 23
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000003710 aryl alkyl group Chemical group 0.000 claims 15
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 13
- 150000002367 halogens Chemical class 0.000 claims 13
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims 11
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 11
- BPXYEYJNCXITEY-UHFFFAOYSA-N diazonio(trifluoromethoxy)azanide Chemical compound FC(F)(F)ON=[N+]=[N-] BPXYEYJNCXITEY-UHFFFAOYSA-N 0.000 claims 8
- -1 het Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000004043 oxo group Chemical group O=* 0.000 claims 6
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 5
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 5
- 241000124008 Mammalia Species 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- 239000000651 prodrug Substances 0.000 claims 3
- WWWTWPXKLJTKPM-UHFFFAOYSA-N 2-aminooxyethanol Chemical compound NOCCO WWWTWPXKLJTKPM-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000001413 amino acids Chemical class 0.000 claims 2
- 150000001540 azides Chemical class 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- LEIHLFODGVRBMK-UHFFFAOYSA-N 1-[6-(4-bromo-2-chloroanilino)-7-fluoro-3-methylbenzimidazol-5-yl]-2-hydroxyethanone Chemical compound OCC(=O)C=1C=C2N(C)C=NC2=C(F)C=1NC1=CC=C(Br)C=C1Cl LEIHLFODGVRBMK-UHFFFAOYSA-N 0.000 claims 1
- TYWZTXWVZYCZNW-UHFFFAOYSA-N 1-[6-(4-bromo-2-chloroanilino)-7-fluoro-3h-benzimidazol-5-yl]-2-methoxyethanone Chemical compound COCC(=O)C1=CC=2NC=NC=2C(F)=C1NC1=CC=C(Br)C=C1Cl TYWZTXWVZYCZNW-UHFFFAOYSA-N 0.000 claims 1
- XHHGPLBYQFIILA-UHFFFAOYSA-N 5-[6-(4-bromo-2-methylanilino)-7-fluoro-3h-benzimidazol-5-yl]-1,3,4-oxadiazol-2-amine Chemical compound CC1=CC(Br)=CC=C1NC(C(=C1)C=2OC(N)=NN=2)=C(F)C2=C1NC=N2 XHHGPLBYQFIILA-UHFFFAOYSA-N 0.000 claims 1
- PCDIFCAYTFFSCS-UHFFFAOYSA-N 6-(4-bromo-2-chloroanilino)-7-fluoro-n-(1-hydroxy-2-methylpropan-2-yl)oxy-3-methylbenzimidazole-5-carboxamide Chemical compound OCC(C)(C)ONC(=O)C=1C=C2N(C)C=NC2=C(F)C=1NC1=CC=C(Br)C=C1Cl PCDIFCAYTFFSCS-UHFFFAOYSA-N 0.000 claims 1
- HVUPVWYURYMZHF-UHFFFAOYSA-N 6-(4-bromo-2-chloroanilino)-n-(2,3-dihydroxypropoxy)-7-fluoro-3-methylbenzimidazole-5-carboxamide Chemical compound OCC(O)CONC(=O)C=1C=C2N(C)C=NC2=C(F)C=1NC1=CC=C(Br)C=C1Cl HVUPVWYURYMZHF-UHFFFAOYSA-N 0.000 claims 1
- KHNUMHAPGZJGJD-UHFFFAOYSA-N 6-(4-bromo-2-chloroanilino)-n-(cyclopropylmethoxy)-7-fluoro-3h-benzimidazole-5-carboxamide Chemical compound C1CC1CONC(=O)C1=CC=2NC=NC=2C(F)=C1NC1=CC=C(Br)C=C1Cl KHNUMHAPGZJGJD-UHFFFAOYSA-N 0.000 claims 1
- DHZGVPNAMLHFJL-UHFFFAOYSA-N 6-(4-bromo-2-methylanilino)-n-(cyclopropylmethoxy)-7-fluoro-3h-benzimidazole-5-carboxamide Chemical compound CC1=CC(Br)=CC=C1NC(C(=C1)C(=O)NOCC2CC2)=C(F)C2=C1N=CN2 DHZGVPNAMLHFJL-UHFFFAOYSA-N 0.000 claims 1
- DVIZCUIJAJSXJB-UHFFFAOYSA-N 6-(4-chloro-2-methylanilino)-7-fluoro-n-[(2-methylpropan-2-yl)oxy]-3h-benzimidazole-5-carboxamide Chemical compound CC1=CC(Cl)=CC=C1NC(C(=C1)C(=O)NOC(C)(C)C)=C(F)C2=C1NC=N2 DVIZCUIJAJSXJB-UHFFFAOYSA-N 0.000 claims 1
- ZASPDCHDEWDRLZ-UHFFFAOYSA-N 7-fluoro-N-(2-hydroxyethoxy)-3-methylbenzimidazole-5-carboxamide Chemical compound Cn1cnc2c(F)cc(cc12)C(=O)NOCCO ZASPDCHDEWDRLZ-UHFFFAOYSA-N 0.000 claims 1
- 239000005973 Carvone Substances 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 1
- ACWZRVQXLIRSDF-UHFFFAOYSA-N binimetinib Chemical compound OCCONC(=O)C=1C=C2N(C)C=NC2=C(F)C=1NC1=CC=C(Br)C=C1F ACWZRVQXLIRSDF-UHFFFAOYSA-N 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 230000003463 hyperproliferative effect Effects 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 125000005541 phosphonamide group Chemical group 0.000 claims 1
- 229920001184 polypeptide Polymers 0.000 claims 1
- 102000004196 processed proteins & peptides Human genes 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- CYOHGALHFOKKQC-UHFFFAOYSA-N selumetinib Chemical compound OCCONC(=O)C=1C=C2N(C)C=NC2=C(F)C=1NC1=CC=C(Br)C=C1Cl CYOHGALHFOKKQC-UHFFFAOYSA-N 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/652,733 | 2003-08-29 | ||
| US10/652,733 US7235537B2 (en) | 2002-03-13 | 2003-08-29 | N3 alkylated benzimidazole derivatives as MEK inhibitors |
| PCT/US2004/027199 WO2005023251A1 (en) | 2003-08-29 | 2004-08-20 | N3 alkylated benzimidazole derivatives as mek inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007504139A JP2007504139A (ja) | 2007-03-01 |
| JP2007504139A5 true JP2007504139A5 (enExample) | 2007-09-27 |
| JP5026076B2 JP5026076B2 (ja) | 2012-09-12 |
Family
ID=34273411
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006524761A Expired - Lifetime JP5026076B2 (ja) | 2003-08-29 | 2004-08-20 | Ｍｅｋ阻害剤としてのｎ３アルキル化ベンズイミダゾール誘導体 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US7235537B2 (enExample) |
| EP (1) | EP1663210B1 (enExample) |
| JP (1) | JP5026076B2 (enExample) |
| KR (1) | KR20060121853A (enExample) |
| CN (1) | CN1874768A (enExample) |
| AR (1) | AR045738A1 (enExample) |
| AU (1) | AU2004270166A1 (enExample) |
| BR (1) | BRPI0413152A (enExample) |
| CA (1) | CA2537098A1 (enExample) |
| ES (1) | ES2628959T3 (enExample) |
| IL (1) | IL173935A (enExample) |
| IS (1) | IS8384A (enExample) |
| MX (1) | MXPA06002268A (enExample) |
| NO (1) | NO20061432L (enExample) |
| RU (1) | RU2006109600A (enExample) |
| TW (1) | TW200524879A (enExample) |
| WO (1) | WO2005023251A1 (enExample) |
| ZA (1) | ZA200602588B (enExample) |
Families Citing this family (79)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL401638A1 (pl) * | 2002-03-13 | 2013-05-27 | Array Biopharma Inc. | N3 alkilowane pochodne benzimidazolu jako inhibitory MEK |
| WO2005009975A2 (en) | 2003-07-24 | 2005-02-03 | Warner-Lambert Company Llc | Benzimidazole derivatives as mek inhibitors |
| US7144907B2 (en) * | 2003-09-03 | 2006-12-05 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| US7538120B2 (en) * | 2003-09-03 | 2009-05-26 | Array Biopharma Inc. | Method of treating inflammatory diseases |
| US7517994B2 (en) * | 2003-11-19 | 2009-04-14 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| JP4768628B2 (ja) * | 2003-11-19 | 2011-09-07 | アレイ バイオファーマ、インコーポレイテッド | Ｍｅｋの二環系阻害剤及びその使用方法 |
| US7732616B2 (en) * | 2003-11-19 | 2010-06-08 | Array Biopharma Inc. | Dihydropyridine and dihydropyridazine derivatives as inhibitors of MEK and methods of use thereof |
| AU2004293026B2 (en) * | 2003-11-21 | 2012-01-19 | Array Biopharma Inc. | AKT protein kinase inhibitors |
| EP1967516B1 (en) * | 2005-05-18 | 2009-11-04 | Array Biopharma, Inc. | 4-(phenylamino)-6-oxo-1,6-dihydropyridazine-3-carboxamide derivatives as MEK inhibitors for the treatment of hyperproliferative diseases |
| HRP20110498T1 (hr) * | 2005-10-07 | 2011-08-31 | Exelixis | Azetidini kao inhibitori mek za liječenje proliferativnih bolesti |
| DE602006009968D1 (de) | 2005-11-15 | 2009-12-03 | Array Biopharma Inc | N4-phenyl-chinazolin-4-aminderivate und verwandte verbindungen als inhibitoren der erbb-typ-i-rezeptortyrosinkinase zur behandlung hyperproliferativer krankheiten |
| US20090030058A1 (en) * | 2005-12-21 | 2009-01-29 | Mohammed Pervez | Tosylate salt of 6- (4-br0m0-2-chl0r0phenylamin0) -7-fluoro-n- (2-hydroxyethoxy) -3-methyl-3h-benzimi dazole- 5 - carboxamide , mek inhibitor useful in the treatment of cancer |
| RU2418790C3 (ru) * | 2005-12-21 | 2022-03-14 | Астразенека Аб | Новая гидросульфатная соль |
| TWI405756B (zh) * | 2005-12-21 | 2013-08-21 | Array Biopharma Inc | 新穎硫酸氫鹽 |
| GB0601962D0 (en) | 2006-01-31 | 2006-03-15 | Ucb Sa | Therapeutic agents |
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| SI2054418T1 (sl) | 2006-07-06 | 2012-02-29 | Array Biopharma Inc | Dihidrotieno pirimidini kot AKT protein kinazni inhibitorji |
| US8063050B2 (en) * | 2006-07-06 | 2011-11-22 | Array Biopharma Inc. | Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| DK2049500T3 (da) * | 2006-07-06 | 2011-12-12 | Array Biopharma Inc | Cyclopenta [d]-pyrimidiner som AKT-proteinkinase-inhibitorer |
| WO2008016123A1 (en) * | 2006-08-03 | 2008-02-07 | Takeda Pharmaceutical Company Limited | GSK-3β INHIBITOR |
| PE20081354A1 (es) | 2006-11-30 | 2008-11-14 | Genentech Inc | Compuestos de azaindolilo como inhibidores de mek |
| JP5311673B2 (ja) * | 2006-12-14 | 2013-10-09 | エグゼリクシス， インコーポレイテッド | Ｍｅｋ阻害剤の使用方法 |
| US9409886B2 (en) | 2007-07-05 | 2016-08-09 | Array Biopharma Inc. | Pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| US8846683B2 (en) | 2007-07-05 | 2014-09-30 | Array Biopharma, Inc. | Pyrimidyl cyclopentanes as Akt protein kinase inhibitors |
| KR20150091196A (ko) * | 2007-07-05 | 2015-08-07 | 어레이 바이오파마 인크. | Ａｋｔ 단백질 키나제 억제제로서의 피리미딜 시클로펜탄 |
| CN101801955B (zh) | 2007-07-05 | 2013-05-08 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的嘧啶基环戊烷 |
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| US8022057B2 (en) | 2007-11-12 | 2011-09-20 | Takeda Pharmaceutical Company Limited | MAPK/ERK kinase inhibitors |
| CN101896227A (zh) * | 2007-12-12 | 2010-11-24 | 阿斯利康(瑞典)有限公司 | 包含mek抑制剂和极光激酶抑制剂的组合 |
| CN101896469A (zh) | 2007-12-20 | 2010-11-24 | 霍夫曼-拉罗奇有限公司 | 作为mek激酶抑制剂的取代的乙内酰脲类化合物 |
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| KR101624752B1 (ko) * | 2008-01-09 | 2016-05-26 | 어레이 바이오파마 인크. | Ａｋｔ 단백질 키나제 저해물질로써의 수산화된 피리미딜 시클로펜탄 |
| WO2009093008A1 (en) | 2008-01-21 | 2009-07-30 | Ucb Pharma S.A. | Thieno-pyridine derivatives as mek inhibitors |
| GB0811304D0 (en) | 2008-06-19 | 2008-07-30 | Ucb Pharma Sa | Therapeutic agents |
| MX2011000440A (es) | 2008-07-11 | 2011-02-24 | Novartis Ag | Combinacion de (a) un inhibidor de fosfoinositido 3-cinasa y (b) un modulador de la ruta de ras/raf/mek. |
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| PH12012500709A1 (en) * | 2009-10-12 | 2012-10-29 | Hoffmann La Roche | Combinations of a pi3k inhibitor and a mek inhibitor |
| CA2777430A1 (en) | 2009-10-21 | 2011-04-28 | Bayer Pharma Aktiengesellschaft | Substituted benzosulphonamides |
| WO2011047788A1 (en) | 2009-10-21 | 2011-04-28 | Bayer Schering Pharma Aktiengesellschaft | Substituted benzosulphonamides |
| EP2491014A1 (en) | 2009-10-21 | 2012-08-29 | Bayer Pharma Aktiengesellschaft | Substituted halophenoxybenzamide derivatives |
| US20150141380A1 (en) | 2010-08-05 | 2015-05-21 | Case Western Reserve University | Inhibitors of erk for developmental disorders of neuronal connectivity |
| PT2624696T (pt) | 2010-10-06 | 2017-03-21 | Glaxosmithkline Llc | Derivados de benzimidazole como inibidores da cinase pi3 |
| WO2012055953A1 (en) | 2010-10-29 | 2012-05-03 | Bayer Pharma Aktiengesellschaft | Substituted phenoxypyridines |
| 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 |
| EP2655375B1 (fr) | 2010-12-23 | 2014-12-03 | Sanofi | Derives de pyrimidinone, leur preparation et leur utilisation pharmaceutique |
| CN103841976A (zh) | 2011-04-01 | 2014-06-04 | 基因泰克公司 | Akt和mek抑制剂化合物的组合及其使用方法 |
| WO2012135759A1 (en) | 2011-04-01 | 2012-10-04 | Genentech, Inc. | Combinations of akt inhibitor compounds and abiraterone, and methods of use |
| EP2714037B1 (en) | 2011-05-25 | 2016-07-13 | Université Paris Descartes | Erk inhibitors for use in treating spinal muscular atrophy |
| US9675595B2 (en) | 2011-08-31 | 2017-06-13 | Novartis Ag | Synergistic combinations of PI3K- and MEK-inhibitors |
| CN103204825B (zh) | 2012-01-17 | 2015-03-04 | 上海科州药物研发有限公司 | 作为蛋白激酶抑制剂的苯并噻唑化合物及其制备方法和用途 |
| UA114906C2 (uk) | 2012-03-14 | 2017-08-28 | Люпін Лімітед | Гетероциклільні сполуки як інгібітори мек |
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| SI2909182T1 (sl) | 2012-10-19 | 2020-03-31 | Array Biopharma Inc. | Priprava inhibitorja MEK in formulacije, ki obsegajo inhibitor MEK |
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| CA2907704C (en) | 2013-03-21 | 2023-01-10 | Giordano Caponigro | Combination therapy for reversing b-raf inhibitor resistance comprising a second inhibitor based on genetic alterations |
| WO2015038704A1 (en) | 2013-09-11 | 2015-03-19 | The J. David Gladstone Institutes, A Testamentary Trust Established Under The Will Of J. David Gladstone | Compositions for preparing cardiomyocytes |
| WO2016009306A1 (en) | 2014-07-15 | 2016-01-21 | Lupin Limited | Heterocyclyl compounds as mek inhibitors |
| CN105384754B (zh) * | 2014-09-02 | 2018-04-20 | 上海科州药物研发有限公司 | 作为蛋白激酶抑制剂的杂环类化合物及其制备方法和用途 |
| WO2016035008A1 (en) | 2014-09-04 | 2016-03-10 | Lupin Limited | Pyridopyrimidine derivatives as mek inhibitors |
| CN105566225A (zh) * | 2015-02-16 | 2016-05-11 | 苏州晶云药物科技有限公司 | 一种口服丝裂原活化蛋白激酶抑制剂的晶型及其制备方法 |
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| CN111646946A (zh) * | 2017-11-14 | 2020-09-11 | 深圳市塔吉瑞生物医药有限公司 | 一种取代的苯并咪唑化合物及包含该化合物的组合物 |
| US11078194B2 (en) * | 2017-12-07 | 2021-08-03 | Harbin Zhenbao Pharmaceutical Co., Ltd. | Salt form and crystal form serving as FGFR and VEGFR inhibitor compounds, and preparation method therefor |
| ES2971927T3 (es) | 2018-09-18 | 2024-06-10 | Hoffmann La Roche | Derivados de quinazolina como agentes antitumorales |
| EP3903828A4 (en) | 2018-12-21 | 2022-10-05 | Daiichi Sankyo Company, Limited | ANTIBODY-DRUG CONJUGATE AND KINAS INHIBITOR COMBINATION |
| US11447482B1 (en) | 2019-02-14 | 2022-09-20 | KUDA Therapeutics, Inc. | Imidazopyridine and oxazolopyridine derivatives and analogs thereof, methods of preparation thereof, methods of HIF-2A pathway inhibition, and induction of ferroptosis |
| AU2020242287A1 (en) | 2019-03-21 | 2021-09-02 | INSERM (Institut National de la Santé et de la Recherche Médicale) | A Dbait molecule in combination with kinase inhibitor for the treatment of cancer |
| KR20220098759A (ko) | 2019-11-08 | 2022-07-12 | 인쎄름 (엥스띠뛰 나씨오날 드 라 쌍떼 에 드 라 흐쉐르슈 메디깔) | 키나제 억제제에 대해 내성을 획득한 암의 치료 방법 |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| CN115322105A (zh) * | 2021-05-11 | 2022-11-11 | 江苏润安制药有限公司 | 一种合成艾拉莫德关键中间体的方法 |
| JP2024521788A (ja) | 2021-05-27 | 2024-06-04 | ミラティ セラピューティクス， インコーポレイテッド | 併用療法 |
| CN115490640B (zh) * | 2021-06-17 | 2024-11-26 | 深圳市塔吉瑞生物医药有限公司 | 取代的苯并咪唑类化合物及包含该化合物的组合物及其用途 |
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| JP2024539212A (ja) | 2021-10-20 | 2024-10-28 | エフ・ホフマン－ラ・ロシュ・アクチェンゲゼルシャフト | キナゾリン誘導体の結晶形態、調製、組成物およびその使用 |
| CN116135839A (zh) * | 2021-11-18 | 2023-05-19 | 江苏润安制药有限公司 | 一种阿齐沙坦关键中间体的制备方法 |
| WO2025073765A1 (en) | 2023-10-03 | 2025-04-10 | Institut National de la Santé et de la Recherche Médicale | Methods of prognosis and treatment of patients suffering from melanoma |
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| US6310060B1 (en) | 1998-06-24 | 2001-10-30 | Warner-Lambert Company | 2-(4-bromo or 4-iodo phenylamino) benzoic acid derivatives and their use as MEK inhibitors |
| AU757046B2 (en) | 1997-07-01 | 2003-01-30 | Warner-Lambert Company | 4-bromo or 4-iodo phenylamino benzhydroxamic acid derivatives and their use as MEK inhibitors |
| AU756586C (en) | 1997-07-01 | 2004-01-29 | Warner-Lambert Company | 2-(4-bromo or 4-iodo phenylamino) benzoic acid derivatives and their use as MEK inhibitors |
| US6821963B2 (en) | 1997-07-01 | 2004-11-23 | Warner-Lambert Company | 4-Bromo or 4-iodo phenylamino benzhydroxamic acid derivatives and their use as MEK inhibitors |
| US6506798B1 (en) * | 1997-07-01 | 2003-01-14 | Warner-Lambert Company | 4-Arylamino, 4-aryloxy, and 4-arylthio diarylamines and derivatives thereof as selective MEK inhibitors |
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| IL144215A0 (en) | 1999-01-13 | 2002-05-23 | Warner Lambert Co | 1-heterocycle substituted diarylamines |
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| ATE309205T1 (de) | 1999-01-13 | 2005-11-15 | Warner Lambert Co | Benzenesulfonamid-derivative und ihre verwendung als mek-inhibitoren |
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2003
- 2003-08-29 US US10/652,733 patent/US7235537B2/en not_active Expired - Lifetime
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2004
- 2004-08-20 CN CNA2004800323322A patent/CN1874768A/zh active Pending
- 2004-08-20 WO PCT/US2004/027199 patent/WO2005023251A1/en not_active Ceased
- 2004-08-20 CA CA002537098A patent/CA2537098A1/en not_active Abandoned
- 2004-08-20 ES ES04781809.1T patent/ES2628959T3/es not_active Expired - Lifetime
- 2004-08-20 TW TW093125125A patent/TW200524879A/zh unknown
- 2004-08-20 JP JP2006524761A patent/JP5026076B2/ja not_active Expired - Lifetime
- 2004-08-20 BR BRPI0413152-5A patent/BRPI0413152A/pt not_active Application Discontinuation
- 2004-08-20 AU AU2004270166A patent/AU2004270166A1/en not_active Abandoned
- 2004-08-20 RU RU2006109600/04A patent/RU2006109600A/ru not_active Application Discontinuation
- 2004-08-20 KR KR1020067004187A patent/KR20060121853A/ko not_active Withdrawn
- 2004-08-20 MX MXPA06002268A patent/MXPA06002268A/es unknown
- 2004-08-20 EP EP04781809.1A patent/EP1663210B1/en not_active Expired - Lifetime
- 2004-08-20 ZA ZA200602588A patent/ZA200602588B/en unknown
- 2004-08-27 AR ARP040103103A patent/AR045738A1/es not_active Application Discontinuation
-
2006
- 2006-02-26 IL IL173935A patent/IL173935A/en active IP Right Grant
- 2006-03-29 IS IS8384A patent/IS8384A/is unknown
- 2006-03-29 NO NO20061432A patent/NO20061432L/no not_active Application Discontinuation
-
2007
- 2007-06-14 US US11/762,897 patent/US7842816B2/en not_active Expired - Lifetime
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