PE20091585A1 - Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato - Google Patents
Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilatoInfo
- Publication number
- PE20091585A1 PE20091585A1 PE2009000510A PE2009000510A PE20091585A1 PE 20091585 A1 PE20091585 A1 PE 20091585A1 PE 2009000510 A PE2009000510 A PE 2009000510A PE 2009000510 A PE2009000510 A PE 2009000510A PE 20091585 A1 PE20091585 A1 PE 20091585A1
- Authority
- PE
- Peru
- Prior art keywords
- amino
- carboxamide
- chloro
- methylpyridine
- compound
- Prior art date
Links
- 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 title abstract 2
- 150000003839 salts Chemical class 0.000 title abstract 2
- 229950004288 tosilate Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 6
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- NBJZEUQTGLSUOB-UHFFFAOYSA-N 1-chloro-4-isocyanato-2-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC(N=C=O)=CC=C1Cl NBJZEUQTGLSUOB-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- HJQLQTVZSPAUGT-UHFFFAOYSA-N 4-chloropyridine-2-carbonyl chloride;hydrochloride Chemical compound Cl.ClC(=O)C1=CC(Cl)=CC=N1 HJQLQTVZSPAUGT-UHFFFAOYSA-N 0.000 abstract 1
- OVXNASRBCWOIPQ-UHFFFAOYSA-N CNC(=O)C1(C=CC=CN1)Cl Chemical compound CNC(=O)C1(C=CC=CN1)Cl OVXNASRBCWOIPQ-UHFFFAOYSA-N 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002491 angiogenic effect Effects 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 abstract 1
- 102000009929 raf Kinases Human genes 0.000 abstract 1
- 108010077182 raf Kinases Proteins 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4412—Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
SE REFIERE A UN PROCEDIMIENTO PARA PREPARAR 4-{4-[({[4-CLORO-3-(TRIFLUOROMETIL)FENIL]AMINO}CARBONIL)AMINO]FENOXI}-N-METILPIRIDINA-2-CARBOXAMIDA Y SU SAL TOSILATO QUE COMPRENDE: A) REACCIONAR CLORHIDRATO DE 4-CLOROPIRIDIN-2-CARBONILCLORURO CON UNA SOLUCION DE METILAMINA RESULTANDO COMPUESTO 2-CLORO-N-METIL-PIRIDINA-2-CARBOXAMIDA; B) REACCIONAR COMPUESTO RESULTANTE CON 4-AMINOFENOL RESULTANDO COMPUESTO 4-(4-AMINOFENOXI)-N-METILPIRIDINA-2-CARBOXAMIDA; C) REACCIONAR COMPUESTO DE B) CON ISOCIANATO DE 4-CLORO-3-TRIFLUOROMETILFENILO RESULTANDO 4-{4-[({[4-CLORO-3-(TRIFLUOROMETIL)FENIL]AMINO}CARBONIL)AMINO]FENOXI}-N-METILPIRIDINA-2-CARBOXAMIDA; Y D) REACCIONAR EL COMPUESTO CON ACIDO p-TOLUENOSULFONICO. DICHO COMPUESTO ES INHIBIDOR DE ENZIMA Raf QUINASA SIENDO UTIL EN EL TRATAMIENTO DE TRANSTORNOS ANGIOGENICOS COMO EL CANCER
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04023131 | 2004-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20091585A1 true PE20091585A1 (es) | 2009-10-31 |
Family
ID=35457568
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2009000510A PE20091585A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
| PE2009000512A PE20091587A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-cloro-n-metilpiridin-2-carboxamida |
| PE2009000511A PE20091586A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
| PE2009000509A PE20091584A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
| PE2005001144A PE20060825A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2009000512A PE20091587A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-cloro-n-metilpiridin-2-carboxamida |
| PE2009000511A PE20091586A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
| PE2009000509A PE20091584A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
| PE2005001144A PE20060825A1 (es) | 2004-09-29 | 2005-09-28 | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]fenoxi}-n-metilpiridina-2-carboxamida y su sal tosilato |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US8124782B2 (es) |
| EP (1) | EP1797037B1 (es) |
| JP (2) | JP2008514657A (es) |
| KR (1) | KR101263032B1 (es) |
| CN (1) | CN101052619B (es) |
| AR (1) | AR053973A1 (es) |
| AU (1) | AU2005289099B2 (es) |
| BR (1) | BRPI0515944B1 (es) |
| CA (1) | CA2581835C (es) |
| CU (1) | CU23754B7 (es) |
| CY (1) | CY1116126T1 (es) |
| DK (1) | DK1797037T3 (es) |
| DO (1) | DOP2005000183A (es) |
| EC (1) | ECSP077357A (es) |
| ES (1) | ES2532377T3 (es) |
| GT (1) | GT200500269A (es) |
| HN (1) | HN2005000768A (es) |
| HR (1) | HRP20150295T1 (es) |
| IL (1) | IL182046A0 (es) |
| MA (1) | MA28883B1 (es) |
| MY (1) | MY149873A (es) |
| NO (1) | NO339647B1 (es) |
| NZ (1) | NZ554119A (es) |
| PE (5) | PE20091585A1 (es) |
| PL (1) | PL1797037T3 (es) |
| PT (1) | PT1797037E (es) |
| SG (1) | SG155997A1 (es) |
| SI (1) | SI1797037T1 (es) |
| SV (1) | SV2006002243A (es) |
| TW (1) | TWI382973B (es) |
| UA (1) | UA90691C2 (es) |
| UY (1) | UY29143A1 (es) |
| WO (1) | WO2006034796A1 (es) |
| ZA (1) | ZA200702511B (es) |
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| ATE556713T1 (de) | 1999-01-13 | 2012-05-15 | Bayer Healthcare Llc | Omega-carboxyarylsubstituierte-diphenyl- harnstoffe als p38-kinasehemmer |
| US8124630B2 (en) | 1999-01-13 | 2012-02-28 | Bayer Healthcare Llc | ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors |
| AU2003209116A1 (en) | 2002-02-11 | 2003-09-04 | Bayer Pharmaceuticals Corporation | Aryl ureas with angiogenesis inhibiting activity |
| PT1636585E (pt) | 2003-05-20 | 2008-03-27 | Bayer Pharmaceuticals Corp | Diarilureias com actividade inibidora de cinase |
| PL1663978T3 (pl) | 2003-07-23 | 2008-04-30 | Bayer Healthcare Llc | Fluoropodstawiony omega-karboksyarylodifenylomocznik do leczenia i profilaktyki chorób i stanów |
| KR101381454B1 (ko) | 2004-09-29 | 2014-04-04 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 열역학적으로 안정한 형태의 bay 43-9006 토실레이트 |
| US8124782B2 (en) | 2004-09-29 | 2012-02-28 | Bayer Pharma Aktiengesellschaft | Process for the preparation of 4-{4-[({[4 chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenoxy}-N-methylpyridine-2-carboxamide |
| UA93673C2 (ru) | 2005-03-07 | 2011-03-10 | Баер Шеринг Фарма Акциенгезельшафт | Фармацевтическая композиция, которая содержит омега-карбоксиарилзамещенную дифенилмочевину, для лечения paka |
| AR062927A1 (es) | 2006-10-11 | 2008-12-17 | Bayer Healthcare Ag | 4- [4-( [ [ 4- cloro-3-( trifluorometil) fenil) carbamoil] amino] -3- fluorofenoxi) -n- metilpiridin-2- carboxamida monohidratada |
| EP2089363A1 (en) * | 2006-11-14 | 2009-08-19 | Bayer Schering Pharma Aktiengesellschaft | Polymorph ii of 4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]n-methylpyridine-2-carboxamide |
| AU2008299703C1 (en) * | 2007-09-10 | 2013-09-05 | Cipla Limited | Process for the preparation of a RAF kinase inhibitor and intermediates for use in the process |
| WO2009054004A2 (en) * | 2007-10-22 | 2009-04-30 | Natco Pharma Limited | Process for the preparation of sorafenib |
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| EP2142507A1 (en) * | 2008-03-06 | 2010-01-13 | Sicor, Inc. | Process for the preparation of sorafenib and salts thereof |
| CN103254126A (zh) * | 2008-09-19 | 2013-08-21 | 苏州泽璟生物制药有限公司 | 氘代的ω-二苯基脲及衍生物以及包含该化合物的药物组合物 |
| AU2010299484A1 (en) | 2009-09-24 | 2012-05-03 | Ranbaxy Laboratories Limited | Polymorphs of sorafenib acid addition salts |
| US8609854B2 (en) * | 2009-09-24 | 2013-12-17 | Ranbaxy Laboratories Limited | Process for the preparation of sorafenib tosylate |
| US8552197B2 (en) * | 2009-11-12 | 2013-10-08 | Ranbaxy Laboratories Limited | Sorafenib ethylsulfonate salt, process for preparation and use |
| WO2011076711A2 (en) | 2009-12-23 | 2011-06-30 | Ratiopharm Gmbh | Polymorphs of 4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-n-methylpyridine-2-carboxamide |
| US8618305B2 (en) | 2010-01-29 | 2013-12-31 | Ranbaxy Laboratories Limited | Sorafenib dimethyl 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 |
| AR081060A1 (es) | 2010-04-15 | 2012-06-06 | Bayer Schering Pharma Ag | Procedimiento para preparar 4-{4-[({[4-cloro-3-(trifluorometil)fenil]amino}carbonil)amino]-3-fluorofenoxi}-n-metilpiridin-2-carboxamida |
| CN102617458A (zh) * | 2010-05-18 | 2012-08-01 | 张南 | 抗癌用化合物的制备方法 |
| EP2595628A1 (en) | 2010-07-19 | 2013-05-29 | Bayer HealthCare LLC | Drug combinations with fluoro-substituted omega-carboxyaryl diphenyl urea for the treatment and prevention of diseases and conditions |
| KR20130099117A (ko) | 2010-10-01 | 2013-09-05 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 치환된 n-(2-아릴아미노)아릴 설폰아미드 함유 배합물 |
| WO2012071425A1 (en) | 2010-11-22 | 2012-05-31 | Teva Pharmaceutical Industries Ltd. | Solid state forms of sorafenib besylate, and processes for preparations thereof |
| EP2559431A1 (en) | 2011-08-17 | 2013-02-20 | Ratiopharm GmbH | Pharmaceutical composition comprising 4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-N-methyl-pyridine-2-carboxamide |
| CN103664771B (zh) * | 2012-09-19 | 2016-03-30 | 齐鲁制药有限公司 | 索拉非尼的晶型a及其制备方法 |
| WO2014118807A1 (en) * | 2013-02-04 | 2014-08-07 | Intas Pharmaceuticals Limited | A novel process for the preparation of sorafenib tosylate form iii |
| CN104710354A (zh) * | 2013-12-13 | 2015-06-17 | 江苏豪森药业股份有限公司 | 高纯度索拉非尼的制备方法 |
| 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 |
| CN104177292A (zh) * | 2014-08-08 | 2014-12-03 | 亿腾药业(泰州)有限公司 | 一种工业化生产甲苯磺酸索拉非尼多晶型ⅰ的方法 |
| CN105439947A (zh) * | 2014-12-01 | 2016-03-30 | 石药集团中奇制药技术(石家庄)有限公司 | 一种甲苯磺酸索拉非尼新晶型及其制备方法 |
| EP3109236B1 (en) | 2015-06-23 | 2017-08-09 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Scalable process for the preparation of sorafenib tosylate ethanol solvate and sorafenib tosylate form iii |
| CN105181844A (zh) * | 2015-09-11 | 2015-12-23 | 江苏嘉逸医药有限公司 | 一种高效液相色谱法测定甲苯磺酸索拉非尼含量和有关物质的方法 |
| CN105585523A (zh) * | 2015-12-29 | 2016-05-18 | 上海北卡医药技术有限公司 | 一种对甲苯磺酸索拉非尼的新晶型及其制备方法和用途 |
| CN107840823B (zh) * | 2016-09-20 | 2021-08-17 | 意大利合成制造有限公司 | 用于制备甲苯磺酸索拉非尼乙醇溶剂化物和iii型甲苯磺酸索拉非尼的可变规模的方法 |
| CN107915676A (zh) * | 2017-10-26 | 2018-04-17 | 魏海霞 | 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 |
| CN113773249A (zh) * | 2020-06-10 | 2021-12-10 | 杭州中美华东制药有限公司 | 索拉非尼游离碱晶型Form X及其制备方法 |
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2005
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