BRPI0407904A - processo para a preparação de sal de 5-[(r)-2-(5,6-dietil-indan-2-ilaino) -1hidróxi-etil]-8-hidróxi-(1h)-quinolin-2-ona, útil como um agonista do adrenoceptor - Google Patents
processo para a preparação de sal de 5-[(r)-2-(5,6-dietil-indan-2-ilaino) -1hidróxi-etil]-8-hidróxi-(1h)-quinolin-2-ona, útil como um agonista do adrenoceptorInfo
- Publication number
- BRPI0407904A BRPI0407904A BRPI0407904-3A BRPI0407904A BRPI0407904A BR PI0407904 A BRPI0407904 A BR PI0407904A BR PI0407904 A BRPI0407904 A BR PI0407904A BR PI0407904 A BRPI0407904 A BR PI0407904A
- Authority
- BR
- Brazil
- Prior art keywords
- hydroxy
- indan
- diethyl
- quinolin
- ethyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 239000000048 adrenergic agonist Substances 0.000 title abstract 2
- -1 5,6-DIETHYL-INDAN-2-YLAMINO Chemical class 0.000 abstract 5
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
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- 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
"PROCESSO PARA A PREPARAçãO DE SAL DE 5-¢(R)-2-(5,6-DIETIL-INDAN-2-ILAMINO)-1-HIDRóXI-ETILI-8-HIDR óXI-(1H)QUINOLIN-2-ONA, úTIL COMO UM AGONISTA DO ADRENOCEPTOR". A presente invenção refere-se a um processo para a preparação de sal de 5-¢(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidróxi-etil!-8-hidróxi-(1H)-quinoli n-2-ona. O processo envolve a formação de um sal ácido de oxi-(1H)quinolin-2-ona 5-¢(R)-2-(5,6-dietil-indan-2-ilamino)-1-hidróxi-etil!-8-substituída e coversão do sal ácido a um sal de 5-¢(R)-2-(5,6-dietil-indan-2-ilamino)-1hidróxi-etil!-8-hidróxi-(1H)-quinoli n-2-ona sem separação da base livre da 5¢(R)-2-(5,6-dietil-indan-2-ilamino)-1 -hidróxi-etil!-8-hidróxi-(1H)-quinolin-2-ona.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45094503P | 2003-02-28 | 2003-02-28 | |
| PCT/EP2004/001981 WO2004076422A1 (en) | 2003-02-28 | 2004-02-27 | Process for preparing 5-‘(r)-2-(5,6-diethyl-indian-2-ylamino)-1-hydroxy-ethyl!-8-hydroxy-(1h)-quinolin-2-one salt, useful as an adrenoceptor agonist |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0407904A true BRPI0407904A (pt) | 2006-02-14 |
| BRPI0407904B1 BRPI0407904B1 (pt) | 2016-09-20 |
Family
ID=32927689
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0407904A BRPI0407904B1 (pt) | 2003-02-28 | 2004-02-27 | processo para preparação de sal de 5-[(r)-2-(5,6-dietil-indan-2-ilamino) -1-hidróxi-etil]-8-hidróxi-(1h)-quinolin-2-ona, intermediários, bem como sal assim obtido |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US7534890B2 (pt) |
| EP (1) | EP1599450B1 (pt) |
| JP (1) | JP4802089B2 (pt) |
| KR (1) | KR101076929B1 (pt) |
| CN (1) | CN100363349C (pt) |
| AR (1) | AR043406A1 (pt) |
| AT (1) | ATE434609T1 (pt) |
| AU (1) | AU2004215647B2 (pt) |
| BR (1) | BRPI0407904B1 (pt) |
| CA (1) | CA2517033C (pt) |
| CL (1) | CL2004000381A1 (pt) |
| CY (1) | CY1109442T1 (pt) |
| DE (1) | DE602004021675D1 (pt) |
| DK (1) | DK1599450T3 (pt) |
| EC (1) | ECSP055977A (pt) |
| ES (1) | ES2326974T3 (pt) |
| IL (1) | IL170138A (pt) |
| MX (1) | MXPA05009156A (pt) |
| MY (1) | MY142491A (pt) |
| NO (1) | NO331985B1 (pt) |
| NZ (1) | NZ541727A (pt) |
| PE (1) | PE20040956A1 (pt) |
| PL (1) | PL213932B1 (pt) |
| PT (1) | PT1599450E (pt) |
| RU (1) | RU2332405C2 (pt) |
| SI (1) | SI1599450T1 (pt) |
| TW (1) | TWI324150B (pt) |
| WO (1) | WO2004076422A1 (pt) |
| ZA (1) | ZA200506060B (pt) |
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
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Free format text: PARA: INT. CL. C07D 215/26; A61P 11/00 Ipc: C07D 215/26 (2011.01), A61P 11/00 (2011.01) |
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| B07D | Technical examination (opinion) related to article 229 of industrial property law [chapter 7.4 patent gazette] | ||
| B07E | Notification of approval relating to section 229 industrial property law [chapter 7.5 patent gazette] |
Free format text: NOTIFICACAO DE ANUENCIA RELACIONADA COM O ART 229 DA LPI |
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| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
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