ECSP055977A - Procedimiento para preparar la sal de 5-[(r)-2(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-ona, útil como un agonista de adrenoceptor - Google Patents
Procedimiento para preparar la sal de 5-[(r)-2(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-ona, útil como un agonista de adrenoceptorInfo
- Publication number
- ECSP055977A ECSP055977A EC2005005977A ECSP055977A ECSP055977A EC SP055977 A ECSP055977 A EC SP055977A EC 2005005977 A EC2005005977 A EC 2005005977A EC SP055977 A ECSP055977 A EC SP055977A EC SP055977 A ECSP055977 A EC SP055977A
- Authority
- EC
- Ecuador
- Prior art keywords
- hidroxi
- indan
- quinolin
- salt
- hydroxy
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 2
- 239000000048 adrenergic agonist Substances 0.000 title 1
- QZZUEBNBZAPZLX-QFIPXVFZSA-N indacaterol Chemical compound N1C(=O)C=CC2=C1C(O)=CC=C2[C@@H](O)CNC1CC(C=C(C(=C2)CC)CC)=C2C1 QZZUEBNBZAPZLX-QFIPXVFZSA-N 0.000 abstract 4
- -1 5,6-diethyl-indan-2-ylamino Chemical group 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se describe un procedimiento para preparar la sal de 5-[(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1H)-quinolin-2-ona. El procedimiento implica formar una sal de ácido de oxi-(1H)-quinolin-2-ona 5-[(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-substituida (V); y convertir la sal de ácido a una sal de 5-[(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1H)-quinolin-2-ona (VI) sin aislar la base libre de 5-[(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1H)-quinolin-2-ona. Fórmula (A); (V): R= un grupo protector, (VI): R = H.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45094503P | 2003-02-28 | 2003-02-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP055977A true ECSP055977A (es) | 2006-01-16 |
Family
ID=32927689
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EC2005005977A ECSP055977A (es) | 2003-02-28 | 2005-08-24 | Procedimiento para preparar la sal de 5-[(r)-2(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-ona, útil como un agonista de adrenoceptor |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US7534890B2 (es) |
| EP (1) | EP1599450B1 (es) |
| JP (1) | JP4802089B2 (es) |
| KR (1) | KR101076929B1 (es) |
| CN (1) | CN100363349C (es) |
| AR (1) | AR043406A1 (es) |
| AT (1) | ATE434609T1 (es) |
| AU (1) | AU2004215647B2 (es) |
| BR (1) | BRPI0407904B1 (es) |
| CA (1) | CA2517033C (es) |
| CL (1) | CL2004000381A1 (es) |
| CY (1) | CY1109442T1 (es) |
| DE (1) | DE602004021675D1 (es) |
| DK (1) | DK1599450T3 (es) |
| EC (1) | ECSP055977A (es) |
| ES (1) | ES2326974T3 (es) |
| IL (1) | IL170138A (es) |
| MX (1) | MXPA05009156A (es) |
| MY (1) | MY142491A (es) |
| NO (1) | NO331985B1 (es) |
| NZ (1) | NZ541727A (es) |
| PE (1) | PE20040956A1 (es) |
| PL (1) | PL213932B1 (es) |
| PT (1) | PT1599450E (es) |
| RU (1) | RU2332405C2 (es) |
| SI (1) | SI1599450T1 (es) |
| TW (1) | TWI324150B (es) |
| WO (1) | WO2004076422A1 (es) |
| ZA (1) | ZA200506060B (es) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI324151B (en) * | 2003-04-02 | 2010-05-01 | Novartis Ag | Process for the preparation of 5-(haloacetyl)-8-substituted oxy-(1h)-quinolin-2-ones |
| ATE421322T1 (de) * | 2003-04-04 | 2009-02-15 | Novartis Pharma Gmbh | Chinolin-2-on-derivate zur behandlung von erkankungen der atemwege |
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| GB0413960D0 (en) * | 2004-06-22 | 2004-07-28 | Novartis Ag | Organic compounds |
| US8198450B2 (en) | 2006-06-30 | 2012-06-12 | Novartis Ag | Quinolinone derivatives and their pharmaceutical compositions |
| CA2679059A1 (en) | 2007-02-28 | 2008-09-04 | Cipla Limited | Process for preparing isomers of carmoterol |
| WO2011056929A1 (en) * | 2009-11-04 | 2011-05-12 | Massachusetts Institute Of Technology | Continuous flow synthesis of amino alcohols using microreactors |
| WO2011109276A1 (en) | 2010-03-01 | 2011-09-09 | Massachussets Institute Of Technology | Epoxidation catalysts |
| WO2013132514A2 (en) * | 2012-03-09 | 2013-09-12 | Rao Davuluri Ramamohan | A novel process for the preparation of (r)-5-[2-[(5, 6-diethyl-2, 3-dihydro-1h-inden-2-yl) amino]-1-hydroxyethyl]-8-hydroxy quinolin-2(1h)-one |
| WO2014008640A1 (zh) * | 2012-07-11 | 2014-01-16 | 上海威智医药科技有限公司 | 茚达特罗中间体及茚达特罗的合成方法 |
| WO2014008639A1 (zh) * | 2012-07-11 | 2014-01-16 | 上海威智医药科技有限公司 | 制备茚达特罗的方法 |
| EP3138837B1 (en) | 2012-09-21 | 2021-11-24 | Crystal Pharma, S.A.U. | Indacaterol free base in solid form |
| WO2014044288A1 (en) * | 2012-09-21 | 2014-03-27 | Crystal Pharma Sa | Methods for the preparation of indacaterol and pharmaceutically acceptable salts thereof |
| CZ306252B6 (cs) | 2013-03-15 | 2016-10-26 | Zentiva, K.S. | Způsob přípravy 5-[(R)-2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1H)-chinolin-2-onu (indacaterolu) |
| EP3205646A3 (en) | 2013-03-27 | 2017-10-04 | Laboratorios Lesvi, S.L. | Intermediates for the manufacture of (r)-5-[2- (5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1h)-quinolin-2-one (indacaterol) |
| ES2815123T3 (es) | 2014-01-09 | 2021-03-29 | Davuluri Ramamohan Rao | Proceso novedoso para la preparación de indacaterol o sus sales aceptables farmacéuticamente |
| WO2016027283A2 (en) | 2014-08-22 | 2016-02-25 | Reddy G Pratap | A process for preparing indacaterol and salts thereof |
| CN105693603B (zh) * | 2014-11-24 | 2019-11-29 | 上海医药工业研究院 | 改良的马来酸茚达特罗制备工艺 |
| WO2016161956A1 (zh) * | 2015-04-09 | 2016-10-13 | 正大天晴药业集团股份有限公司 | 茚达特罗或其盐的制备方法 |
| EP3375781A4 (en) * | 2015-07-21 | 2019-01-09 | Sichuan Haisco Pharmaceutical Co., Ltd. | BENZORING DERIVATIVE WITH B2 RECEPTOR AGONIST AND M3 RECEPTOR ANTAGONIST ACTIVITIES AND USE THEREOF IN MEDICINE |
| ES2747905T3 (es) | 2015-09-29 | 2020-03-12 | Inke Sa | Solvato mixto de L-tartrato de (R)-5-[2-(5,6-dietilindan-2-ilamino)-1-hidroxietil]-8-hidroxi-1H-quinolin-2-ona |
| CN107021921A (zh) * | 2016-02-02 | 2017-08-08 | 常州爱诺新睿医药技术有限公司 | 一种茚达特罗中间体的盐及其制备方法 |
| CN107868045A (zh) * | 2016-09-28 | 2018-04-03 | 四川海思科制药有限公司 | 一种茚达特罗中间体的制备方法 |
| CN108101841B (zh) * | 2016-11-24 | 2021-04-06 | 江苏恒瑞医药股份有限公司 | 一种制备茚达特罗或其盐的方法 |
| CN108264483A (zh) * | 2016-12-31 | 2018-07-10 | 天津金耀集团有限公司 | 一种马来酸茚达特罗的制备方法 |
| CN109516974B (zh) * | 2017-09-19 | 2022-05-27 | 南京圣和药业股份有限公司 | 取代嘧啶类pi3k抑制剂的制备方法 |
| WO2019135101A1 (en) | 2018-01-02 | 2019-07-11 | Deva Holding Anonim Sirketi | A process for preparation of 5-(2-(substituted-amino)-1-hydroxyethyl)-8-(substituted-oxy) quinolin-2(1h)-one |
| CN109721534B (zh) * | 2018-09-25 | 2022-05-20 | 四川海思科制药有限公司 | 一种马来酸茚达特罗中间体及其制备方法和用途 |
| CN109988111A (zh) * | 2019-05-06 | 2019-07-09 | 淮北师范大学 | 一种马来酸茚达特罗的杂质及其合成方法 |
| CN110128339B (zh) * | 2019-05-31 | 2022-03-08 | 苏州芝宇生物科技有限公司 | 一种茚达特罗及其盐衍生物的合成方法和合成用中间体 |
| CN113731406B (zh) * | 2021-10-12 | 2023-07-28 | 南京工业大学 | 一种提高钯碳活性加氢脱除保护基的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4894219A (en) * | 1988-03-29 | 1990-01-16 | University Of Florida | Beta-agonist carbostyril derivatives, assay method and pharmacological composition |
| GB9405019D0 (en) | 1994-03-15 | 1994-04-27 | Smithkline Beecham Plc | Novel compounds |
| NZ332341A (en) * | 1996-05-20 | 2000-05-26 | Darwin Discovery Ltd | Quinoline carboxamides as TNF inhibitors and as PDE-IV inhibitors |
| US6362371B1 (en) * | 1998-06-08 | 2002-03-26 | Advanced Medicine, Inc. | β2- adrenergic receptor agonists |
| GB9913083D0 (en) * | 1999-06-04 | 1999-08-04 | Novartis Ag | Organic compounds |
-
2004
- 2004-02-25 TW TW093104788A patent/TWI324150B/zh not_active IP Right Cessation
- 2004-02-26 AR ARP040100606A patent/AR043406A1/es not_active Application Discontinuation
- 2004-02-26 PE PE2004000198A patent/PE20040956A1/es not_active Application Discontinuation
- 2004-02-27 DE DE602004021675T patent/DE602004021675D1/de not_active Expired - Lifetime
- 2004-02-27 KR KR1020057015981A patent/KR101076929B1/ko not_active Expired - Lifetime
- 2004-02-27 JP JP2006501972A patent/JP4802089B2/ja not_active Expired - Lifetime
- 2004-02-27 CL CL200400381A patent/CL2004000381A1/es unknown
- 2004-02-27 NZ NZ541727A patent/NZ541727A/en not_active IP Right Cessation
- 2004-02-27 MX MXPA05009156A patent/MXPA05009156A/es active IP Right Grant
- 2004-02-27 US US10/546,941 patent/US7534890B2/en not_active Expired - Lifetime
- 2004-02-27 MY MYPI20040645A patent/MY142491A/en unknown
- 2004-02-27 EP EP04715306A patent/EP1599450B1/en not_active Expired - Lifetime
- 2004-02-27 WO PCT/EP2004/001981 patent/WO2004076422A1/en not_active Ceased
- 2004-02-27 PL PL378358A patent/PL213932B1/pl unknown
- 2004-02-27 AU AU2004215647A patent/AU2004215647B2/en not_active Expired
- 2004-02-27 PT PT04715306T patent/PT1599450E/pt unknown
- 2004-02-27 RU RU2005129547/04A patent/RU2332405C2/ru active
- 2004-02-27 CN CNB2004800054167A patent/CN100363349C/zh not_active Expired - Lifetime
- 2004-02-27 AT AT04715306T patent/ATE434609T1/de active
- 2004-02-27 SI SI200431222T patent/SI1599450T1/sl unknown
- 2004-02-27 ES ES04715306T patent/ES2326974T3/es not_active Expired - Lifetime
- 2004-02-27 BR BRPI0407904A patent/BRPI0407904B1/pt not_active IP Right Cessation
- 2004-02-27 CA CA2517033A patent/CA2517033C/en not_active Expired - Lifetime
- 2004-02-27 DK DK04715306T patent/DK1599450T3/da active
-
2005
- 2005-07-28 ZA ZA200506060A patent/ZA200506060B/en unknown
- 2005-08-07 IL IL170138A patent/IL170138A/en active IP Right Grant
- 2005-08-24 EC EC2005005977A patent/ECSP055977A/es unknown
- 2005-09-26 NO NO20054452A patent/NO331985B1/no unknown
-
2009
- 2009-09-24 CY CY20091100993T patent/CY1109442T1/el unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MXPA05009156A (es) | Procedimiento para preparar la sal de 5-(r)-2 -(5, 6-dietil -indan- 2-ilamino) -1-hidroxi- etil-8-hidroxi -(1h)-quinolin- 2-ona, util como un agonista de adrenoceptor. | |
| MX2022001671A (es) | Sales de un inhibidor de pd-1/pd-l1. | |
| MA46452B1 (fr) | Composés de benzo[b]thiophéne en tant qu'agonistes de sting | |
| AR063710A1 (es) | Proceso para la preparacion de acido 6-(3-cloro-2-fluorbencil)-1-[(s)-1-hidroximetil-2-metilpropil]-7-metoxi-4-oxo-1, 4-dihidroquinolon-3-carboxilico como inhibidores de integrasa del hiv e intermediarios de sintesis del mismo y composiciones que lo comprenden. | |
| BR0308967A (pt) | Derivados de quinolina e isoquinolina, um processo para a sua preparação e sua aplicação como inibidores de inflamação | |
| AR064833A1 (es) | Un procedimiento para la preparacion de vildagliptin | |
| EA200200291A1 (ru) | Производные биариловых эфиров, полезные в качестве ингибиторов обратного захвата моноамина | |
| MA32835B1 (fr) | Derives d'acides tetramiques a substitution alcoxy/alkylspirocyclique geminale | |
| BRPI0411268A (pt) | processo para a preparação de um composto 3-aril butil-amina substituìdo | |
| KR20180084423A (ko) | 디아릴플루오렌 아민 유도체 유기화합물 및 이를 포함하는 유기 전계 발광 소자 | |
| EA022994B1 (ru) | Способ подавления толерантности к опиоидному анальгетику | |
| AR043825A1 (es) | Procesos de preparacion de 5-(haloacetil)-8-(oxisustituidos)-(1h)-quinolin-2-onas | |
| HK1250679A1 (zh) | 口腔用组合物 | |
| RU2013145799A (ru) | Новое производное октагидротиенохинолина, фармацевтическая композиция, содержащая производное, и их применение | |
| AR047523A1 (es) | Procedimiento para la preparacion de 1-(2s,3s)-2-bencidril-n-(5-terc-butil-2-metoxibencil)quinuclidin-3-amina | |
| BRPI0612475B8 (pt) | métodos para a preparação de um composto | |
| BRPI0806411B8 (pt) | processo para a preparação de um composto e compostos | |
| TN2012000254A1 (fr) | Procede de synthese et forme cristalline du chlorhydrate de 4-{3-[cis-hexahydrocyclopenta[c]pyrrol-2(1h)-yl]propoxy}benzamide ainsi que les compositions pharmaceutiques qui la contiennent | |
| MX2025006722A (es) | Compuesto de 2-azabiciclo[3.1.1]heptano | |
| PH12022550529A1 (en) | Magl inhibitor, preparation method and use thereof | |
| IN2003CH01314A (en) | Method for production of D-pantothenic acid and/or salts thereof as adjunct for animal feedstuffs | |
| BRPI0516192A (pt) | composto, e, método para a preparação de um composto | |
| EA201400563A1 (ru) | Способ получения хинолинкарбоновой кислоты | |
| BR0116853A (pt) | Processo para a preparação de um composto, e, composto. | |
| EA200701962A1 (ru) | Аддитивные соли толперизона, способ их получения и их применение |