CY1109442T1 - Μεθοδος για την παρασκευη αλατων 5-[(r)-2-(5,6-διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1h)-κινολιν-2-ονης, τα οποια ειναι χρησιμα ως αγωνιστες αδρενεργικων υποδοχεων - Google Patents
Μεθοδος για την παρασκευη αλατων 5-[(r)-2-(5,6-διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1h)-κινολιν-2-ονης, τα οποια ειναι χρησιμα ως αγωνιστες αδρενεργικων υποδοχεωνInfo
- Publication number
- CY1109442T1 CY1109442T1 CY20091100993T CY091100993T CY1109442T1 CY 1109442 T1 CY1109442 T1 CY 1109442T1 CY 20091100993 T CY20091100993 T CY 20091100993T CY 091100993 T CY091100993 T CY 091100993T CY 1109442 T1 CY1109442 T1 CY 1109442T1
- Authority
- CY
- Cyprus
- Prior art keywords
- hydroxy
- ylamino
- indan
- preparation
- diahyl
- Prior art date
Links
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
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- 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
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- 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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Μέθοδος για την παρασκευή άλατος 5-[ (R)-2-(5,6-διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1Η)-κινολιν-2-όνης. Η μέθοδος περιλαμβάνει τον σχηματισμό ενός όξινου άλατος της 5- [(R)-2 - (5 , 6 -διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυαιθυλο]-8-υποκατεστημένης οξυ-(1Η)-κινολιν-2-όνης (V), και την μετατροπή του όξινου άλατος σε ένα άλας 5 - [ (R)-2 - (5 , 6 -διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1Η)-κινολιν-2-όνης (VI) χωρίς την απομόνωση της ελεύθερης βάσης της 5 -[(R)-2 -(5,6-διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1Η)-κινολιν-2-όνης. Τύπος (Α), (V): R = προστατευτική ομάδα, (VI): R = Η.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45094503P | 2003-02-28 | 2003-02-28 | |
| EP04715306A EP1599450B1 (en) | 2003-02-28 | 2004-02-27 | Process for preparing 5-[(r)-2-(5,6-diethyl-indan-2-ylamino)-1-hydroxy-ethyl]-8-hydroxy-(1h)-quinolin-2-one salts, useful as adrenoceptor agonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CY1109442T1 true CY1109442T1 (el) | 2014-08-13 |
Family
ID=32927689
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CY20091100993T CY1109442T1 (el) | 2003-02-28 | 2009-09-24 | Μεθοδος για την παρασκευη αλατων 5-[(r)-2-(5,6-διαιθυλ-ινδαν-2-υλαμινο)-1-υδροξυ-αιθυλο]-8-υδροξυ-(1h)-κινολιν-2-ονης, τα οποια ειναι χρησιμα ως αγωνιστες αδρενεργικων υποδοχεων |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US7534890B2 (el) |
| EP (1) | EP1599450B1 (el) |
| JP (1) | JP4802089B2 (el) |
| KR (1) | KR101076929B1 (el) |
| CN (1) | CN100363349C (el) |
| AR (1) | AR043406A1 (el) |
| AT (1) | ATE434609T1 (el) |
| AU (1) | AU2004215647B2 (el) |
| BR (1) | BRPI0407904B1 (el) |
| CA (1) | CA2517033C (el) |
| CL (1) | CL2004000381A1 (el) |
| CY (1) | CY1109442T1 (el) |
| DE (1) | DE602004021675D1 (el) |
| DK (1) | DK1599450T3 (el) |
| EC (1) | ECSP055977A (el) |
| ES (1) | ES2326974T3 (el) |
| HK (1) | HK1086255A1 (el) |
| IL (1) | IL170138A (el) |
| MX (1) | MXPA05009156A (el) |
| MY (1) | MY142491A (el) |
| NO (1) | NO331985B1 (el) |
| NZ (1) | NZ541727A (el) |
| PE (1) | PE20040956A1 (el) |
| PL (1) | PL213932B1 (el) |
| PT (1) | PT1599450E (el) |
| RU (1) | RU2332405C2 (el) |
| SI (1) | SI1599450T1 (el) |
| TW (1) | TWI324150B (el) |
| WO (1) | WO2004076422A1 (el) |
| ZA (1) | ZA200506060B (el) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20050211A1 (es) * | 2003-04-02 | 2005-04-27 | Novartis Ag | Procedimiento para preparar oxi-(1h)-quinolin-2-onas 5-(alfa-haloacetil)-8-sustituidas |
| EP1613315B1 (en) * | 2003-04-04 | 2009-01-21 | Novartis AG | Quinoline-2-one-derivatives for the treatment of airways diseases |
| 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 |
| US8877930B2 (en) | 2009-11-04 | 2014-11-04 | 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 |
| EP3848354B1 (en) | 2012-09-21 | 2022-07-27 | Crystal Pharma, S.A.U. | Process for the preparation of indacaterol and intermediates thereof |
| 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) |
| EP2978745B1 (en) | 2013-03-27 | 2017-03-15 | Laboratorios Lesvi, S.L. | Process for the manufacture of (r)-5-[2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1h)-quinolin-2-one |
| WO2015104718A2 (en) | 2014-01-09 | 2015-07-16 | Davuluri, Ramamohan Rao | A novel process for preparation of indacaterol or its pharmaceutically acceptable salts |
| 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 |
| CN107531636B (zh) * | 2015-04-09 | 2022-11-25 | 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 |
| CN107074833B (zh) * | 2015-07-21 | 2021-05-25 | 四川海思科制药有限公司 | 具有β2受体激动及M3受体拮抗活性的苯并环衍生物及其在医药上的用途 |
| WO2017055506A1 (en) | 2015-09-29 | 2017-04-06 | Laboratorios Lesvi, S.L. | Mixed solvate of (r)-5-[2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl] -8-hydroxy-1h-quinolin-2-one l-tartrate |
| 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 (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9405019D0 (en) | 1994-03-15 | 1994-04-27 | Smithkline Beecham Plc | Novel compounds |
| US6541669B1 (en) * | 1998-06-08 | 2003-04-01 | Theravance, 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 DE DE602004021675T patent/DE602004021675D1/de not_active Expired - Lifetime
- 2004-02-27 WO PCT/EP2004/001981 patent/WO2004076422A1/en active Application Filing
- 2004-02-27 EP EP04715306A patent/EP1599450B1/en not_active Expired - Lifetime
- 2004-02-27 JP JP2006501972A patent/JP4802089B2/ja not_active Expired - Lifetime
- 2004-02-27 RU RU2005129547/04A patent/RU2332405C2/ru active
- 2004-02-27 NZ NZ541727A patent/NZ541727A/en not_active IP Right Cessation
- 2004-02-27 CL CL200400381A patent/CL2004000381A1/es unknown
- 2004-02-27 MX MXPA05009156A patent/MXPA05009156A/es active IP Right Grant
- 2004-02-27 CN CNB2004800054167A patent/CN100363349C/zh not_active Expired - Lifetime
- 2004-02-27 AU AU2004215647A patent/AU2004215647B2/en not_active Expired
- 2004-02-27 PL PL378358A patent/PL213932B1/pl unknown
- 2004-02-27 PT PT04715306T patent/PT1599450E/pt unknown
- 2004-02-27 DK DK04715306T patent/DK1599450T3/da active
- 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 US US10/546,941 patent/US7534890B2/en active Active
- 2004-02-27 AT AT04715306T patent/ATE434609T1/de active
- 2004-02-27 MY MYPI20040645A patent/MY142491A/en unknown
- 2004-02-27 SI SI200431222T patent/SI1599450T1/sl unknown
-
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 active IP Right Grant
- 2005-09-26 NO NO20054452A patent/NO331985B1/no unknown
-
2006
- 2006-05-24 HK HK06105984.1A patent/HK1086255A1/xx not_active IP Right Cessation
-
2009
- 2009-09-24 CY CY20091100993T patent/CY1109442T1/el unknown
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