PE20040956A1 - Procedimiento para preparar la sal 5-[(r)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-ona - Google Patents
Procedimiento para preparar la sal 5-[(r)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-onaInfo
- Publication number
- PE20040956A1 PE20040956A1 PE2004000198A PE2004000198A PE20040956A1 PE 20040956 A1 PE20040956 A1 PE 20040956A1 PE 2004000198 A PE2004000198 A PE 2004000198A PE 2004000198 A PE2004000198 A PE 2004000198A PE 20040956 A1 PE20040956 A1 PE 20040956A1
- Authority
- PE
- Peru
- Prior art keywords
- hydroxy
- indan
- quinolin
- salt
- ona
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 230000001681 protective effect Effects 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- -1 AMINO Chemical class 0.000 abstract 1
- 239000000048 adrenergic agonist Substances 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 208000006673 asthma Diseases 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)
- Pulmonology (AREA)
- Engineering & Computer Science (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 REFIERE A UN PROCEDIMIENTO PARA PREPARAR LA SAL 5-[(R)-2-(5,6-DIETIL-INDAN-2-ILAMINO)-1-HIDROXI-ETIL]-8-HIDROXI-(1H)-QUINOLIN-2-ONA QUE COMPRENDE:a) HACER REACCIONAR OXI-5-(R)-OXIRANIL-(1H)-QUINOLIN-2-ONA 8-SUSTITUIDA DE FORMULA I CON UN AMINO 2-AMINO-(5-6-DIETIL)-INDAN PARA FORMAR UNA MEZCLA DE REACCION QUE CONTENGA COMPUESTOS CON UN GRUPO PROTECTOR; b) TRATAR LA MEZCLA DE REACCION CON UN ACIDO EN PRESENCIA DE UN SOLVENTE PARA FORMA UNA SAL CORRESPONDIENTE; c) AISLAR Y CRISTALIZAR DICHA SAL; d) REMOVER EL GRUPO PROTECTOR DE LA SAL EN PRESENCIA DE UN SOLVENTE PARA OBTENER UN COMPUESTO QUE FINALMENTE SERA TRATADO CON UN ACIDO EN PRESENCIA DE UN SOLVENTE PARA FORMA LA SAL DE 5-[(R)-2-(5,6-DIETIL-INDAN-2-ILAMIN O)-1-HIDROXI-ETIL]-8-HIDROXI-(1H)-QUINOLIN-2-ONA DE FORMULA VII DONDE X ES UN ANION. EL COMPUESTO MENCIONADO ES AGONISTA DE ADRENOCEPTOR ß-SELECTIVOS Y SON UTILES PARA TRATAMIENTO DE ASMA Y EPOC
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45094503P | 2003-02-28 | 2003-02-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20040956A1 true PE20040956A1 (es) | 2005-01-20 |
Family
ID=32927689
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2004000198A PE20040956A1 (es) | 2003-02-28 | 2004-02-26 | Procedimiento para preparar la sal 5-[(r)-2-(5,6-dietil-indan-2-ilamino)-1-hidroxi-etil]-8-hidroxi-(1h)-quinolin-2-ona |
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 |
| JP4516064B2 (ja) * | 2003-04-04 | 2010-08-04 | ノバルティス アーゲー | 気道疾患の処置のためのキノリン−２−オン誘導体 |
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| GB0413960D0 (en) * | 2004-06-22 | 2004-07-28 | Novartis Ag | Organic compounds |
| KR101402398B1 (ko) | 2006-06-30 | 2014-06-03 | 노파르티스 아게 | 퀴놀리논 유도체 및 이의 제약 조성물 |
| NZ579244A (en) | 2007-02-28 | 2012-04-27 | Cipla Ltd | 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 |
| 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 |
| 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 |
| WO2014044288A1 (en) * | 2012-09-21 | 2014-03-27 | Crystal Pharma Sa | Methods for the preparation of indacaterol and pharmaceutically acceptable salts thereof |
| EP2897937B1 (en) | 2012-09-21 | 2017-12-06 | Crystal Pharma S.A.U | Process for the preparation of indacaterol and intermediates 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) |
| ES2626829T3 (es) * | 2013-03-27 | 2017-07-26 | Laboratorios Lesvi, S.L. | Procedimiento para la fabricación de (R)-5[2-(5,6-dietil-indan-2-ilamino)-1-hidroxietil]-8-hidroxi-(1H)-quinolin-2-ona |
| PL3092217T3 (pl) | 2014-01-09 | 2020-11-16 | Davuluri, Ramamohan Rao | Nowy sposób wytwarzania indakaterolu lub jego farmaceutycznie dopuszczalnych soli |
| 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 |
| EP3735406B1 (en) | 2018-01-02 | 2022-05-11 | 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 PE PE2004000198A patent/PE20040956A1/es not_active Application Discontinuation
- 2004-02-26 AR ARP040100606A patent/AR043406A1/es not_active Application Discontinuation
- 2004-02-27 MX MXPA05009156A patent/MXPA05009156A/es active IP Right Grant
- 2004-02-27 DE DE602004021675T patent/DE602004021675D1/de not_active Expired - Lifetime
- 2004-02-27 BR BRPI0407904A patent/BRPI0407904B1/pt not_active IP Right Cessation
- 2004-02-27 RU RU2005129547/04A patent/RU2332405C2/ru active
- 2004-02-27 MY MYPI20040645A patent/MY142491A/en unknown
- 2004-02-27 AT AT04715306T patent/ATE434609T1/de active
- 2004-02-27 PL PL378358A patent/PL213932B1/pl unknown
- 2004-02-27 CL CL200400381A patent/CL2004000381A1/es unknown
- 2004-02-27 JP JP2006501972A patent/JP4802089B2/ja not_active Expired - Lifetime
- 2004-02-27 ES ES04715306T patent/ES2326974T3/es not_active Expired - Lifetime
- 2004-02-27 CN CNB2004800054167A patent/CN100363349C/zh not_active Expired - Lifetime
- 2004-02-27 PT PT04715306T patent/PT1599450E/pt unknown
- 2004-02-27 WO PCT/EP2004/001981 patent/WO2004076422A1/en not_active Ceased
- 2004-02-27 NZ NZ541727A patent/NZ541727A/en not_active IP Right Cessation
- 2004-02-27 EP EP04715306A patent/EP1599450B1/en not_active Expired - Lifetime
- 2004-02-27 AU AU2004215647A patent/AU2004215647B2/en not_active Expired
- 2004-02-27 SI SI200431222T patent/SI1599450T1/sl unknown
- 2004-02-27 CA CA2517033A patent/CA2517033C/en not_active Expired - Lifetime
- 2004-02-27 US US10/546,941 patent/US7534890B2/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
- 2005-08-26 KR KR1020057015981A patent/KR101076929B1/ko not_active Expired - Lifetime
- 2005-09-26 NO NO20054452A patent/NO331985B1/no unknown
-
2009
- 2009-09-24 CY CY20091100993T patent/CY1109442T1/el unknown
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Legal Events
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| FG | Grant, registration | ||
| FD | Application declared void or lapsed |