JP2010539076A5 - - Google Patents
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- Publication number
- JP2010539076A5 JP2010539076A5 JP2010523590A JP2010523590A JP2010539076A5 JP 2010539076 A5 JP2010539076 A5 JP 2010539076A5 JP 2010523590 A JP2010523590 A JP 2010523590A JP 2010523590 A JP2010523590 A JP 2010523590A JP 2010539076 A5 JP2010539076 A5 JP 2010539076A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- derivative
- reacting
- sorafenib
- 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
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 7
- ASPDJZINBYYZRU-UHFFFAOYSA-N 5-amino-2-chlorobenzotrifluoride Chemical compound NC1=CC=C(Cl)C(C(F)(F)F)=C1 ASPDJZINBYYZRU-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims 15
- MLDQJTXFUGDVEO-UHFFFAOYSA-N BAY-43-9006 Chemical compound C1=NC(C(=O)NC)=CC(OC=2C=CC(NC(=O)NC=3C=C(C(Cl)=CC=3)C(F)(F)F)=CC=2)=C1 MLDQJTXFUGDVEO-UHFFFAOYSA-N 0.000 claims 7
- 239000005511 L01XE05 - Sorafenib Substances 0.000 claims 7
- AKZWRTCWNXHHFR-PDIZUQLASA-N [(3S)-oxolan-3-yl] N-[(2S,3S)-4-[(5S)-5-benzyl-3-[(2R)-2-carbamoyloxy-2,3-dihydro-1H-inden-1-yl]-4-oxo-3H-pyrrol-5-yl]-3-hydroxy-1-phenylbutan-2-yl]carbamate Chemical compound NC(=O)O[C@@H]1Cc2ccccc2C1C1C=N[C@](C[C@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]2CCOC2)(Cc2ccccc2)C1=O AKZWRTCWNXHHFR-PDIZUQLASA-N 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 229960003787 sorafenib Drugs 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 239000002585 base Substances 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 5
- 150000003672 ureas Chemical class 0.000 claims 5
- RXZZBPYPZLAEFC-UHFFFAOYSA-N 4-(4-aminophenoxy)-n-methylpyridine-2-carboxamide Chemical compound C1=NC(C(=O)NC)=CC(OC=2C=CC(N)=CC=2)=C1 RXZZBPYPZLAEFC-UHFFFAOYSA-N 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- VSNHCAURESNICA-UHFFFAOYSA-N Hydroxyurea Chemical class NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 claims 3
- 150000003931 anilides Chemical class 0.000 claims 3
- -1 trihaloalkyl halide Chemical class 0.000 claims 3
- LLQHVWGFCDKVOP-UHFFFAOYSA-N phenoxyurea Chemical compound NC(=O)NOC1=CC=CC=C1 LLQHVWGFCDKVOP-UHFFFAOYSA-N 0.000 claims 2
- BGVBBMZMEKXUTR-UHFFFAOYSA-N 4-chloro-n-methylpyridine-2-carboxamide Chemical compound CNC(=O)C1=CC(Cl)=CC=N1 BGVBBMZMEKXUTR-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims 1
- 239000003586 protic polar solvent Substances 0.000 claims 1
- IVDHYUQIDRJSTI-UHFFFAOYSA-N sorafenib tosylate Chemical compound [H+].CC1=CC=C(S([O-])(=O)=O)C=C1.C1=NC(C(=O)NC)=CC(OC=2C=CC(NC(=O)NC=3C=C(C(Cl)=CC=3)C(F)(F)F)=CC=2)=C1 IVDHYUQIDRJSTI-UHFFFAOYSA-N 0.000 claims 1
- 229960000487 sorafenib tosylate Drugs 0.000 claims 1
- 0 *C(Nc(cc1C(F)(F)F)ccc1Cl)=O Chemical compound *C(Nc(cc1C(F)(F)F)ccc1Cl)=O 0.000 description 1
- QUZCXFJNKCWQIU-UHFFFAOYSA-N Oc(cc1)ccc1NC(NC1C=C(C(F)(F)F)C(Cl)=CC1)=O Chemical compound Oc(cc1)ccc1NC(NC1C=C(C(F)(F)F)C(Cl)=CC1)=O QUZCXFJNKCWQIU-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1733/MUM/2007 | 2007-09-10 | ||
| IN1734/MUM/2007 | 2007-09-10 | ||
| IN1734MU2007 | 2007-09-10 | ||
| IN1733MU2007 | 2007-09-10 | ||
| PCT/GB2008/003048 WO2009034308A2 (en) | 2007-09-10 | 2008-09-10 | Process for the preparation of a raf kinase inhibitor and intermediates for use in the process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010539076A JP2010539076A (ja) | 2010-12-16 |
| JP2010539076A5 true JP2010539076A5 (enExample) | 2011-10-27 |
| JP5438680B2 JP5438680B2 (ja) | 2014-03-12 |
Family
ID=40351766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010523590A Expired - Fee Related JP5438680B2 (ja) | 2007-09-10 | 2008-09-10 | Ｒａｆキナーゼ阻害剤の製造方法及び該方法に使用する中間体 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8445687B2 (enExample) |
| EP (1) | EP2195286A2 (enExample) |
| JP (1) | JP5438680B2 (enExample) |
| KR (1) | KR101553211B1 (enExample) |
| AU (1) | AU2008299703C1 (enExample) |
| CA (1) | CA2698795C (enExample) |
| NZ (1) | NZ583790A (enExample) |
| WO (1) | WO2009034308A2 (enExample) |
| ZA (1) | ZA201001935B (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| CA2359244C (en) | 1999-01-13 | 2013-10-08 | Bayer Corporation | .omega.-carboxy aryl substituted diphenyl ureas as p38 kinase inhibitors |
| WO2003068228A1 (en) | 2002-02-11 | 2003-08-21 | Bayer Pharmaceuticals Corporation | Aryl ureas with angiogenesis inhibiting activity |
| ATE366108T1 (de) | 2003-05-20 | 2007-07-15 | Bayer Pharmaceuticals Corp | Diaryl-harnstoffe für durch pdgfr vermittelte krankheiten |
| EP2195286A2 (en) | 2007-09-10 | 2010-06-16 | Cipla Limited | Process for the preparation of a raf kinase inhibitor and intermediates for use in the process |
| HRP20151410T1 (hr) | 2008-09-02 | 2016-01-15 | Novartis Ag | Derivati pikolinamida kao inhibitori kinaze |
| US8609854B2 (en) | 2009-09-24 | 2013-12-17 | Ranbaxy Laboratories Limited | Process for the preparation of sorafenib tosylate |
| CA2775296A1 (en) | 2009-09-24 | 2011-03-31 | Ranbaxy Laboratories Limited | Polymorphs of sorafenib acid addition salts |
| EP2499116A1 (en) | 2009-11-12 | 2012-09-19 | Ranbaxy Laboratories Limited | Sorafenib ethylsulfonate salt, process for preparation and use |
| CA2788146C (en) | 2010-01-29 | 2014-11-25 | Ranbaxy Laboratories Limited | Sorafenib dimethtyl sulphoxide solvate |
| CN102190616B (zh) * | 2010-03-18 | 2015-07-29 | 苏州泽璟生物制药有限公司 | 一种氘代的ω-二苯基脲的合成及生产的方法和工艺 |
| SG191309A1 (en) * | 2011-01-18 | 2013-07-31 | Glaxo Group Ltd | Process for the preparation of retigabine |
| CN102485714B (zh) * | 2011-10-09 | 2013-07-24 | 连云港盛和生物科技有限公司 | 一种羰基化合成索拉菲尼的方法 |
| AP2014008046A0 (en) | 2012-05-21 | 2014-11-30 | Novartis Ag | Novel ring-substituted N-pyridinyl amides as kinase inhibitors |
| CN103508961B (zh) | 2012-06-26 | 2015-07-22 | 中美冠科生物技术（太仓）有限公司 | 抗肿瘤药物 |
| CN103408488A (zh) * | 2013-08-13 | 2013-11-27 | 张家港威胜生物医药有限公司 | 一种索拉非尼的优化合成方法 |
| EP3039424B1 (en) | 2013-08-28 | 2020-07-29 | Crown Bioscience, Inc. (Taicang) | Gene expression signatures predictive of subject response to a multi-kinase inhibitor and methods of using the same |
| CN104761492A (zh) * | 2014-01-03 | 2015-07-08 | 正大天晴药业集团股份有限公司 | 对甲苯磺酸索拉非尼的晶型及其制备方法 |
| CN105481764A (zh) * | 2014-09-16 | 2016-04-13 | 重庆圣华曦药业股份有限公司 | 一种索拉非尼对甲苯磺酸盐的制备方法 |
| CN105399668B (zh) * | 2015-12-29 | 2018-11-16 | 开封制药(集团)有限公司 | 一种“一锅法”制备索拉菲尼的方法 |
| CN105801475B (zh) * | 2016-04-25 | 2018-01-12 | 华润双鹤利民药业（济南）有限公司 | 一种甲苯磺酸索拉非尼的制备方法 |
| CN109796400B (zh) * | 2017-11-16 | 2022-07-29 | 四川科伦药物研究院有限公司 | 一种甲苯磺酸索拉菲尼晶型及其制备方法 |
| CN108623521B (zh) * | 2018-03-22 | 2020-09-04 | 盐城师范学院 | 一种乐伐替尼的制备方法 |
| CN108276327A (zh) * | 2018-03-31 | 2018-07-13 | 山东罗欣药业集团恒欣药业有限公司 | 一种索拉非尼的制备方法 |
| CN108276328A (zh) * | 2018-03-31 | 2018-07-13 | 山东罗欣药业集团恒欣药业有限公司 | 一种索拉非尼的制备方法 |
| CN108440403A (zh) * | 2018-03-31 | 2018-08-24 | 山东罗欣药业集团恒欣药业有限公司 | 一种瑞戈非尼的制备方法 |
| CN108341770A (zh) * | 2018-03-31 | 2018-07-31 | 山东罗欣药业集团恒欣药业有限公司 | 一种索拉非尼化合物的制备方法 |
| CN108558747A (zh) * | 2018-03-31 | 2018-09-21 | 山东罗欣药业集团恒欣药业有限公司 | 一种瑞戈非尼的制备方法 |
| CN108586329A (zh) * | 2018-03-31 | 2018-09-28 | 山东罗欣药业集团恒欣药业有限公司 | 一种索拉非尼的合成方法 |
| CN108586330A (zh) * | 2018-04-18 | 2018-09-28 | 日照市普达医药科技有限公司 | 一种治疗肿瘤药物的制备方法及其应用 |
| CN114144410A (zh) | 2019-07-19 | 2022-03-04 | 阿纳格纳斯生物技术股份有限公司 | 多芳基脲衍生物及其在治疗肌肉疾病中的用途 |
| EP4029501A1 (en) | 2021-01-19 | 2022-07-20 | Anagenesis Biotechnologies | Combination of polyaromatic urea derivatives and glucocorticoid or hdac inhibitor for the treatment of diseases or conditions associated with muscle cells and/or satellite cells |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL123536C (enExample) | 1963-07-09 | |||
| FR1484461A (fr) * | 1965-06-25 | 1967-06-09 | Grace W R & Co | Compositions herbicides |
| CH497117A (de) * | 1968-01-12 | 1970-06-30 | Ciba Geigy | Verwendung eines Carbanilsäurederivates zum antimikrobiellen Ausrüsten bzw. zum Schützen von Textilfasern gegen Befall und Schädigung durch Mikroorganismen |
| CH490005A (de) * | 1968-02-06 | 1970-05-15 | Ciba Geigy | Schädlingsbekämpfungsmittel |
| BE788983A (fr) * | 1971-09-22 | 1973-01-15 | Rolland Sa A | 3-trifluoromethylanilides |
| US5541224A (en) * | 1994-03-14 | 1996-07-30 | Eli Lilly And Company | Carbanilide anticoccidials |
| CA2359244C (en) * | 1999-01-13 | 2013-10-08 | Bayer Corporation | .omega.-carboxy aryl substituted diphenyl ureas as p38 kinase inhibitors |
| MEP36908A (en) * | 1999-01-13 | 2011-02-10 | Bayer Corp | omega-CARBOXYARYL SUBSTITUTED DIPHENYL UREAS AS RAF KINASE INHIBITORS |
| WO2000042012A1 (en) * | 1999-01-13 | 2000-07-20 | Bayer Corporation | φ-CARBOXYARYL SUBSTITUTED DIPHENYL UREAS AS RAF KINASE INHIBITORS |
| US6242385B1 (en) * | 2000-02-28 | 2001-06-05 | Uniroyal Chemical Company, Inc. | Enhancement of seed/fruit/nut yields from flowering plants |
| US7528124B2 (en) * | 2003-08-28 | 2009-05-05 | Taisho Pharmaceutical Co., Ltd. | 1,3-dihydro-2H-indol-2-one derivative |
| UY28931A1 (es) * | 2004-06-03 | 2005-12-30 | Bayer Pharmaceuticals Corp | Derivados de pirrolotriazina utiles para tratar trastornos hiper-proliferativos y enfermedades asociadas con angiogenesis |
| HRP20150295T1 (hr) * | 2004-09-29 | 2015-05-22 | Bayer Healthcare Llc | Postupak za pripravu 4-{4-[({[4-kloro-3-(trifluorometil)fenil]amino}karbonil)amino]fenioksi}n-metilpiridin-2-karboksamida |
| TW200730503A (en) * | 2005-10-21 | 2007-08-16 | Daiichi Seiyaku Co | Tricyclic compound |
| JP5249776B2 (ja) | 2005-12-02 | 2013-07-31 | バイエル・ヘルスケア・エルエルシー | 過剰増殖性疾患および血管新生と関連する疾患を処置するために有用な置換された４−アミノ−ピロロトリアジン誘導体 |
| EP2195286A2 (en) | 2007-09-10 | 2010-06-16 | Cipla Limited | Process for the preparation of a raf kinase inhibitor and intermediates for use in the process |
-
2008
- 2008-09-10 EP EP08806217A patent/EP2195286A2/en not_active Ceased
- 2008-09-10 KR KR1020107007688A patent/KR101553211B1/ko not_active Expired - Fee Related
- 2008-09-10 NZ NZ583790A patent/NZ583790A/en not_active IP Right Cessation
- 2008-09-10 WO PCT/GB2008/003048 patent/WO2009034308A2/en not_active Ceased
- 2008-09-10 US US12/677,195 patent/US8445687B2/en not_active Expired - Fee Related
- 2008-09-10 CA CA2698795A patent/CA2698795C/en not_active Expired - Fee Related
- 2008-09-10 AU AU2008299703A patent/AU2008299703C1/en not_active Ceased
- 2008-09-10 JP JP2010523590A patent/JP5438680B2/ja not_active Expired - Fee Related
-
2010
- 2010-03-18 ZA ZA2010/01935A patent/ZA201001935B/en unknown
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