ES2531396T3 - Proceso para preparar compuestos de piridinona - Google Patents
Proceso para preparar compuestos de piridinona Download PDFInfo
- Publication number
- ES2531396T3 ES2531396T3 ES09703743T ES09703743T ES2531396T3 ES 2531396 T3 ES2531396 T3 ES 2531396T3 ES 09703743 T ES09703743 T ES 09703743T ES 09703743 T ES09703743 T ES 09703743T ES 2531396 T3 ES2531396 T3 ES 2531396T3
- Authority
- ES
- Spain
- Prior art keywords
- formula
- compound
- haloalkyl
- halogen
- zero
- 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.)
- Active
Links
- 150000005299 pyridinones Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- -1 carboxylic acid compound Chemical class 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000001188 haloalkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 125000003277 amino group Chemical group 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 150000003939 benzylamines Chemical class 0.000 abstract 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract 1
- 150000003949 imides Chemical class 0.000 abstract 1
- 150000002466 imines Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000005541 phosphonamide group Chemical group 0.000 abstract 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 abstract 1
- 229940124530 sulfonamide Drugs 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un proceso para preparar un compuesto de Fórmula (I):**Fórmula** que comprende las etapas de: (a) hacer reaccionar un compuesto de ácido carboxílico de Fórmula (III):**Fórmula** o un compuesto de ácido carboxílico activado del mismo, y un compuesto de anilina de Fórmula (II):**Fórmula** en la que PAm es un grupo amino protegido, seleccionado entre iminas, alquilaminas, arilaminas, carbamatos, amidas, imidas, bencilaminas, alilaminas, sililaminas, fosfonamidas, sulfonamidas y triazinanonas, para proporcionar un compuesto de Fórmula (IV):**Fórmula** y (b) convertir dicho grupo amino protegido unido a dicho compuesto de Fórmula (IV) en un grupo amino para proporcionar dicho compuesto de Fórmula (I);**Fórmula** en la que: Gis**Fórmula** cada R1 es independientemente alquilo, haloalquilo, halógeno o CN; cada R2 es independientemente alquilo, haloalquilo, halógeno o CN; R3 es fenilo sustituido con alquilo, haloalquilo, halógeno o CN; cada R4 es independientemente alquilo, haloalquilo, alcoxi, halógeno o CN; m es cero, 1, 2, 3 o 4; n es cero, 1, 2 o 3; p es cero, 1 o 2; y q es cero, 1, 2 o 3.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2284808P | 2008-01-23 | 2008-01-23 | |
| US12193108P | 2008-12-12 | 2008-12-12 | |
| PCT/US2009/031665 WO2009094427A1 (en) | 2008-01-23 | 2009-01-22 | 4-pyridinone compounds and their use for cancer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2531396T3 true ES2531396T3 (es) | 2015-03-13 |
Family
ID=40668147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES09703743T Active ES2531396T3 (es) | 2008-01-23 | 2009-01-22 | Proceso para preparar compuestos de piridinona |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US8558000B2 (es) |
| EP (1) | EP2235001B1 (es) |
| JP (1) | JP5693239B2 (es) |
| KR (1) | KR101608096B1 (es) |
| CN (1) | CN101977905B (es) |
| ES (1) | ES2531396T3 (es) |
| WO (1) | WO2009094427A1 (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2235002T3 (da) | 2008-01-23 | 2013-03-11 | Bristol Myers Squibb Co | 4-pyridinonforbindelser og anvendelse heraf til behandling af cancer |
| MX2010012848A (es) | 2008-06-03 | 2011-03-01 | Intermune Inc | Compuestos y metodos para tratar trastornos inflamatorios y fibroticos. |
| CA2800998A1 (en) | 2010-04-29 | 2011-11-10 | Deciphera Pharmaceuticals, Llc | Pyridone amides and analogs exhibiting anti-cancer and anti-proliferative activities |
| ES2533075T3 (es) | 2010-04-30 | 2015-04-07 | Bristol-Myers Squibb Company | Composiciones farmacéuticas que comprenden N-(4-(2-amino-3-cloropiridin-4-iloxi)-3-fluorofenil)-4-etoxi-1-(4-fluorofenil)-2-oxo-1,2-dihidropiridin-3-carboxamida |
| TW201733984A (zh) | 2011-04-13 | 2017-10-01 | 雅酶股份有限公司 | 經取代之苯化合物 |
| JO3438B1 (ar) | 2011-04-13 | 2019-10-20 | Epizyme Inc | مركبات بنزين مستبدلة بأريل أو أريل غير متجانس |
| HK1202450A1 (zh) | 2011-11-22 | 2015-10-02 | Deciphera Pharmaceuticals, Llc. | 表現出抗癌和抗增殖活性的吡啶酮酰胺以及類似物 |
| TWI537259B (zh) | 2012-01-31 | 2016-06-11 | 第一三共股份有限公司 | 吡啶酮衍生物 |
| MX2015001424A (es) | 2012-07-28 | 2016-03-09 | Calitor Sciences Llc | Compuestos pirazolona sustituidos y metodos de uso. |
| US8975282B2 (en) | 2012-07-28 | 2015-03-10 | Sunshine Lake Pharma Co., Ltd. | Substituted pyrazolone compounds and methods of use |
| AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
| KR102057366B1 (ko) | 2012-10-15 | 2019-12-18 | 에피자임, 인코포레이티드 | 치환된 벤젠 화합물 |
| CN106459042B (zh) | 2014-04-02 | 2019-06-28 | 英特穆恩公司 | 抗纤维化吡啶酮类 |
| TWI723572B (zh) | 2014-07-07 | 2021-04-01 | 日商第一三共股份有限公司 | 具有四氫吡喃基甲基之吡啶酮衍生物及其用途 |
| CN105153026B (zh) * | 2015-08-21 | 2018-02-02 | 江西科技师范大学 | 含联芳基酰胺结构的索拉非尼衍生物及其制备方法和应用 |
| CN105924389A (zh) * | 2015-12-18 | 2016-09-07 | 重庆两江药物研发中心有限公司 | 瑞戈非尼中间体的制备方法 |
| WO2019186429A1 (en) * | 2018-03-30 | 2019-10-03 | Sun Pharmaceutical Industries Limited | A process for the preparation of bosutinib |
| CN110330479A (zh) * | 2019-07-19 | 2019-10-15 | 南京华威医药科技集团有限公司 | 一种用作axl抑制剂的抗肿瘤化合物及其用途 |
Family Cites Families (41)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US3646202A (en) | 1967-11-22 | 1972-02-29 | Merck & Co Inc | Liver fluke compositions containing salicylic acid derivatives |
| US4547218A (en) | 1982-10-18 | 1985-10-15 | The Dow Chemical Company | Certain 3-nitro-6-phenoxy-2-pyridyl-oxy-propionates having herbicidal activity |
| GB8925368D0 (en) * | 1989-11-09 | 1989-12-28 | Oppolzer Wolfgang | Process for preparing enatiomerically pure alpha-amino acids |
| ZA988967B (en) | 1997-10-03 | 2000-04-03 | Du Pont Pharm Co | Lactam metalloprotease inhibitors. |
| JP2002511386A (ja) | 1997-12-22 | 2002-04-16 | イーライ・リリー・アンド・カンパニー | アミド形成反応のための触媒およびその方法 |
| EP1087937A1 (en) | 1998-06-17 | 2001-04-04 | Du Pont Pharmaceuticals Company | Cyclic hydroxamic acids as metalloproteinase inhibitors |
| EP1415987B1 (en) | 2000-10-20 | 2007-02-28 | Eisai R&D Management Co., Ltd. | Nitrogenous aromatic ring compounds as anti cancer agents |
| US6867300B2 (en) | 2000-11-17 | 2005-03-15 | Bristol-Myers Squibb Company | Methods for the preparation of pyrrolotriazine compounds useful as kinase inhibitors |
| KR20030064852A (ko) | 2000-12-22 | 2003-08-02 | 이시하라 산교 가부시끼가이샤 | 아닐린 유도체 또는 그의 염 및 이들을 함유하는사이토카인 생산 억제제 |
| AU2002344567A1 (en) | 2001-11-28 | 2003-06-10 | Daiso Co., Ltd. | Heterocyclic amide compounds as apolipoprotein b inhibitors |
| FR2836915B1 (fr) | 2002-03-11 | 2008-01-11 | Aventis Pharma Sa | Derives d'aminoindazoles, procede de preparation et intermediaires de ce procede a titre de medicaments et compositions pharmaceutiques les renfermant |
| US6806221B2 (en) | 2002-07-15 | 2004-10-19 | Dow Global Technologies Inc. | Method for preparing a spray-dried composition for use as a polymerization catalyst |
| CA2531856C (en) | 2003-07-11 | 2013-07-30 | Merck Patent Gesellschaft Mit Beschraenkter Haftung | Benzimidazole carboxamides as raf kinase inhibitors |
| SI2392564T1 (sl) | 2003-09-26 | 2014-02-28 | Exelixis, Inc. | c-Met modulatorji in postopki uporabe |
| DE10357510A1 (de) | 2003-12-09 | 2005-07-07 | Bayer Healthcare Ag | Heteroarylsubstituierte Benzole |
| US7459562B2 (en) * | 2004-04-23 | 2008-12-02 | Bristol-Myers Squibb Company | Monocyclic heterocycles as kinase inhibitors |
| TW200538453A (en) | 2004-04-26 | 2005-12-01 | Bristol Myers Squibb Co | Bicyclic heterocycles as kinase inhibitors |
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| BRPI0519424B8 (pt) | 2004-12-28 | 2021-05-25 | Athenex Inc | compostos, composição e uso dos ditos compostos para a preparação de um medicamento para prevenção ou tratamento de um distúrbio de proliferação celular ou infecção microbiana |
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| BRPI0616001B1 (pt) | 2005-09-13 | 2016-06-28 | Bayer Cropscience Ag | composto derivado de fenil-amidina e seu processo de preparação e método de controle de fungos fitopatogênicos de safras |
| WO2007033196A1 (en) | 2005-09-14 | 2007-03-22 | Bristol-Myers Squibb Company | Met kinase inhibitors |
| US7880004B2 (en) | 2005-09-15 | 2011-02-01 | Bristol-Myers Squibb Company | Met kinase inhibitors |
| US20070078136A1 (en) * | 2005-09-22 | 2007-04-05 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| US7547782B2 (en) | 2005-09-30 | 2009-06-16 | Bristol-Myers Squibb Company | Met kinase inhibitors |
| US7348325B2 (en) | 2005-11-30 | 2008-03-25 | Bristol-Myers Squibb Company | Pyrrolotriazine kinase inhibitors |
| JP5236499B2 (ja) | 2006-01-27 | 2013-07-17 | アレイ バイオファーマ、インコーポレイテッド | グルコキナーゼ活性化剤 |
| AR059246A1 (es) | 2006-01-30 | 2008-03-19 | Array Biopharma Inc | Compuestos heterobiciclicos de tiofeno y metodos de uso |
| CA2645137A1 (en) | 2006-03-07 | 2007-09-13 | James F. Blake | Heterobicyclic pyrazole compounds and methods of use |
| WO2007107005A1 (en) | 2006-03-22 | 2007-09-27 | Methylgene, Inc. | Inhibitors of protein tyrosine kinase activity |
| WO2008035209A2 (en) | 2006-05-30 | 2008-03-27 | Methylgene Inc. | Inhibitors of protein tyrosine kinase activity |
| US20080064729A1 (en) | 2006-09-07 | 2008-03-13 | Millennium Pharmaceuticals, Inc. | Phenethylamide derivatives with kinase inhibitory activity |
| HRP20130626T1 (en) | 2006-11-08 | 2013-08-31 | Bristol-Myers Squibb Company | Pyridinone compounds |
-
2009
- 2009-01-22 ES ES09703743T patent/ES2531396T3/es active Active
- 2009-01-22 WO PCT/US2009/031665 patent/WO2009094427A1/en not_active Ceased
- 2009-01-22 US US12/863,713 patent/US8558000B2/en active Active
- 2009-01-22 JP JP2010544406A patent/JP5693239B2/ja active Active
- 2009-01-22 CN CN200980110025.4A patent/CN101977905B/zh active Active
- 2009-01-22 KR KR1020107018581A patent/KR101608096B1/ko active Active
- 2009-01-22 EP EP09703743.6A patent/EP2235001B1/en active Active
-
2013
- 2013-09-13 US US14/026,628 patent/US8754230B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR20100118581A (ko) | 2010-11-05 |
| US8558000B2 (en) | 2013-10-15 |
| EP2235001B1 (en) | 2014-12-24 |
| CN101977905A (zh) | 2011-02-16 |
| US8754230B2 (en) | 2014-06-17 |
| WO2009094427A1 (en) | 2009-07-30 |
| EP2235001A1 (en) | 2010-10-06 |
| JP2011510089A (ja) | 2011-03-31 |
| US20110295015A1 (en) | 2011-12-01 |
| CN101977905B (zh) | 2014-07-02 |
| KR101608096B1 (ko) | 2016-03-31 |
| JP5693239B2 (ja) | 2015-04-01 |
| US20140012007A1 (en) | 2014-01-09 |
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