DK1888604T3 - Fremgangsmåde til fremstilling af (alfa-s, beta-r)-6-brom-alfa-[2-(dimethylamino)ethyl]-2-mehtoxy-alfa-1-naphthalenyl-beta-phenyl-3-quinolinethsnol - Google Patents
Fremgangsmåde til fremstilling af (alfa-s, beta-r)-6-brom-alfa-[2-(dimethylamino)ethyl]-2-mehtoxy-alfa-1-naphthalenyl-beta-phenyl-3-quinolinethsnolInfo
- Publication number
- DK1888604T3 DK1888604T3 DK06755275.2T DK06755275T DK1888604T3 DK 1888604 T3 DK1888604 T3 DK 1888604T3 DK 06755275 T DK06755275 T DK 06755275T DK 1888604 T3 DK1888604 T3 DK 1888604T3
- Authority
- DK
- Denmark
- Prior art keywords
- alpha
- beta
- naphthalenyl
- dimethylamino
- bromo
- Prior art date
Links
- JEHUZVBIUCAMRZ-UHFFFAOYSA-N 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate Chemical compound O1P(O)(=O)OC2=CC=C(C=CC=C3)C3=C2C2=C1C=CC1=CC=CC=C21 JEHUZVBIUCAMRZ-UHFFFAOYSA-N 0.000 abstract 1
- QUIJNHUBAXPXFS-UHFFFAOYSA-N 1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol Chemical compound COC1=NC2=CC=C(Br)C=C2C=C1C(C(O)(CCN(C)C)C=1C2=CC=CC=C2C=CC=1)C1=CC=CC=C1 QUIJNHUBAXPXFS-UHFFFAOYSA-N 0.000 abstract 1
- QUIJNHUBAXPXFS-XLJNKUFUSA-N bedaquiline Chemical compound C1([C@H](C2=CC3=CC(Br)=CC=C3N=C2OC)[C@@](O)(CCN(C)C)C=2C3=CC=CC=C3C=CC=2)=CC=CC=C1 QUIJNHUBAXPXFS-XLJNKUFUSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
Classifications
-
- 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
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A61P31/06—Antibacterial agents for tuberculosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65744—Esters of oxyacids of phosphorus condensed with carbocyclic or heterocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Pulmonology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05104482 | 2005-05-25 | ||
| PCT/EP2006/062502 WO2006125769A1 (en) | 2005-05-25 | 2006-05-22 | Process for preparing (alpha s, beta r)-6-bromo-alpha-[2-(dimethylamino)ethyl]-2-methoxy-alpha-1-naphthalenyl-beta-phenyl-3-quinolineethanol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK1888604T3 true DK1888604T3 (da) | 2012-06-18 |
Family
ID=36013279
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK06755275.2T DK1888604T3 (da) | 2005-05-25 | 2006-05-22 | Fremgangsmåde til fremstilling af (alfa-s, beta-r)-6-brom-alfa-[2-(dimethylamino)ethyl]-2-mehtoxy-alfa-1-naphthalenyl-beta-phenyl-3-quinolinethsnol |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US8039628B2 (da) |
| EP (1) | EP1888604B1 (da) |
| JP (1) | JP5410749B2 (da) |
| KR (2) | KR101534021B1 (da) |
| CN (1) | CN101180302B (da) |
| AT (1) | ATE549343T1 (da) |
| AU (1) | AU2006251208B2 (da) |
| BR (1) | BRPI0611166B1 (da) |
| CA (1) | CA2606675C (da) |
| CY (1) | CY1113383T1 (da) |
| DK (1) | DK1888604T3 (da) |
| EA (1) | EA011770B1 (da) |
| ES (1) | ES2383908T3 (da) |
| HK (1) | HK1118061A1 (da) |
| HR (1) | HRP20120429T1 (da) |
| IL (1) | IL186913A (da) |
| ME (1) | ME01445B (da) |
| MX (1) | MX2007014874A (da) |
| NO (1) | NO341633B1 (da) |
| NZ (1) | NZ563819A (da) |
| PL (1) | PL1888604T3 (da) |
| PT (1) | PT1888604E (da) |
| RS (1) | RS52316B (da) |
| SG (1) | SG162724A1 (da) |
| SI (1) | SI1888604T1 (da) |
| UA (1) | UA92484C2 (da) |
| WO (1) | WO2006125769A1 (da) |
| ZA (1) | ZA200710150B (da) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1835115B1 (de) | 2006-03-17 | 2013-05-29 | Peter Villiger | Schutzverfahren und Schutzsystem für Wertsachen |
| RU2486175C2 (ru) * | 2011-09-12 | 2013-06-27 | Закрытое Акционерное Общество "Фарм-Синтез" | Производные хинолина, в частности 5,6,7-замещенные 1-(2-хлорхинолин-3-ил)-4-диметиламино-2-(нафталин-1-ил)-1-фенилбутан-2-олы, способ получения и применение соединений |
| WO2014014845A1 (en) | 2012-07-18 | 2014-01-23 | Vertex Pharmaceuticals Incorporated | Combination therapy comprising|1 -ethyl-3-[5-[2-{1 -hydroxy-1 -methyl-ethyl}pyrimidin-5-yl]-7-(tetra hydrofuran-2-|yl}-1 h-benzimidazol-2-yl]urea and derivatives thereof to treat mycobacterium|diseases |
| CN105017147B (zh) * | 2014-04-30 | 2019-02-01 | 中国医学科学院药物研究所 | 一种回收和利用Bedaquiline立体化学异构体的方法 |
| CN105085396B (zh) * | 2014-05-07 | 2017-08-08 | 国药集团国瑞药业有限公司 | 用于制备贝达喹啉的中间体及其制备方法和应用 |
| CN105085395B (zh) * | 2014-05-07 | 2017-09-26 | 国药集团国瑞药业有限公司 | 贝达喹啉的制备方法 |
| CN105198808B (zh) * | 2014-05-27 | 2017-08-25 | 北京万生药业有限责任公司 | 一种高效生产贝达喹啉的方法 |
| CN105175329B (zh) * | 2014-06-10 | 2017-09-19 | 重庆圣华曦药业股份有限公司 | 一种贝达喹啉消旋体的合成路线及方法 |
| CZ2014708A3 (cs) | 2014-10-16 | 2016-04-27 | Zentiva, K.S. | Soli Bedaquilinu |
| CZ201534A3 (cs) | 2015-01-21 | 2016-08-03 | Zentiva, K.S. | Nové možnosti chirální resoluce bedaquilinu |
| CZ201533A3 (cs) | 2015-01-21 | 2016-08-03 | Zentiva, K.S. | Způsob izolace směsi enantiomerů |
| CZ201535A3 (cs) | 2015-01-21 | 2016-08-03 | Zentiva, K.S. | Nové možnosti chirální resoluce bedaquilinu |
| US20180000810A1 (en) * | 2015-01-27 | 2018-01-04 | Janssen Pharmaceutica Nv | Dispersible compositions |
| CZ2015391A3 (cs) | 2015-06-09 | 2016-12-21 | Zentiva, K.S. | Sůl bedaquilinu s kyselinou citronovou |
| CN107848978B (zh) * | 2015-07-24 | 2021-04-02 | 浙江海正药业股份有限公司 | 一种分离贝达喹啉非对映异构体a的方法 |
| KR102355154B1 (ko) | 2016-03-07 | 2022-01-26 | 더 글로벌 얼라이언스 포 티비 드러그 디벨롭먼트, 잉크. | 항박테리아 화합물 및 그의 용도 |
| CN107602464B (zh) * | 2016-07-12 | 2020-02-18 | 宜昌人福药业有限责任公司 | 利用光学拆分制备双芳基喹啉类抗生素的方法 |
| CN106866525B (zh) * | 2017-03-24 | 2019-04-19 | 福建省微生物研究所 | 用于合成(1r,2s)-贝达喹啉的手性诱导剂 |
| DK3943070T3 (da) | 2017-07-14 | 2024-01-22 | Janssen Pharmaceutica Nv | Langtidsvirkende formuleringer af bedaquilin |
| CN109422679B (zh) * | 2017-08-30 | 2021-06-25 | 武汉武药科技有限公司 | 一种贝达喹啉的纯化及稳定晶型的制备方法 |
| CN107857727B (zh) * | 2017-10-26 | 2019-10-18 | 江苏天和制药有限公司 | 一种（1r，2s）和（1s，2r）-贝达喹啉的制备方法 |
| CN110759885B (zh) * | 2018-07-27 | 2021-10-22 | 中国医学科学院药物研究所 | 制备光活依格鲁特的方法 |
| WO2020161743A1 (en) * | 2019-02-08 | 2020-08-13 | Mylan Laboratories Limited | Process for the preparation of bedaquiline fumarate |
| KR102303635B1 (ko) * | 2020-07-01 | 2021-09-17 | 동아에스티 주식회사 | (1r,2s)-1-(6-브로모-2-메톡시퀴놀린-3-일)-4-디메틸아미노-2-(1-나프틸)-1-페닐-부탄-2-올 및 이의 약제학적으로 허용 가능한 염의 제조방법 |
| KR20230038521A (ko) | 2020-07-09 | 2023-03-20 | 얀센 파마슈티카 엔.브이. | 장기 작용 제형 |
| EP4178540A1 (en) | 2020-07-09 | 2023-05-17 | JANSSEN Pharmaceutica NV | Long-acting formulations |
| EP4178541A1 (en) | 2020-07-09 | 2023-05-17 | JANSSEN Pharmaceutica NV | Long-acting formulations |
| WO2024068699A1 (en) | 2022-09-28 | 2024-04-04 | Janssen Pharmaceutica Nv | Long-acting formulations |
| WO2024068693A1 (en) | 2022-09-28 | 2024-04-04 | Janssen Pharmaceutica Nv | Long-acting formulations |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2111138A1 (en) * | 1993-01-15 | 1994-07-16 | Thierry Godel | Octahydrophenanthrene derivatives |
| US5319084A (en) * | 1993-08-16 | 1994-06-07 | Research Triangle Institute | Hexahydroindenopyridine compounds having antispermatogenic activity |
| CN101070304B (zh) * | 2002-07-25 | 2011-10-26 | 詹森药业有限公司 | 喹啉衍生物及其作为分枝杆菌抑制剂的应用 |
| WO2004060889A1 (en) * | 2003-01-07 | 2004-07-22 | Glaxo Group Limited | 5-thiazole substituted 2-pyrrolidine-carboxylic acids |
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2006
- 2006-05-22 ES ES06755275T patent/ES2383908T3/es active Active
- 2006-05-22 ME MEP-2012-64A patent/ME01445B/me unknown
- 2006-05-22 US US11/915,204 patent/US8039628B2/en active Active
- 2006-05-22 EP EP06755275A patent/EP1888604B1/en active Active
- 2006-05-22 MX MX2007014874A patent/MX2007014874A/es active IP Right Grant
- 2006-05-22 NZ NZ563819A patent/NZ563819A/en unknown
- 2006-05-22 KR KR1020077028419A patent/KR101534021B1/ko active IP Right Grant
- 2006-05-22 JP JP2008512822A patent/JP5410749B2/ja active Active
- 2006-05-22 UA UAA200711767A patent/UA92484C2/ru unknown
- 2006-05-22 RS RS20120212A patent/RS52316B/en unknown
- 2006-05-22 SG SG201003636-6A patent/SG162724A1/en unknown
- 2006-05-22 CA CA2606675A patent/CA2606675C/en active Active
- 2006-05-22 PT PT06755275T patent/PT1888604E/pt unknown
- 2006-05-22 AU AU2006251208A patent/AU2006251208B2/en active Active
- 2006-05-22 WO PCT/EP2006/062502 patent/WO2006125769A1/en active Application Filing
- 2006-05-22 KR KR1020147036245A patent/KR101712835B1/ko active IP Right Grant
- 2006-05-22 BR BRPI0611166-1A patent/BRPI0611166B1/pt active IP Right Grant
- 2006-05-22 AT AT06755275T patent/ATE549343T1/de active
- 2006-05-22 PL PL06755275T patent/PL1888604T3/pl unknown
- 2006-05-22 SI SI200631344T patent/SI1888604T1/sl unknown
- 2006-05-22 EA EA200702611A patent/EA011770B1/ru unknown
- 2006-05-22 DK DK06755275.2T patent/DK1888604T3/da active
- 2006-05-22 CN CN2006800174755A patent/CN101180302B/zh active Active
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2007
- 2007-10-25 IL IL186913A patent/IL186913A/en active IP Right Grant
- 2007-11-26 ZA ZA2007/10150A patent/ZA200710150B/en unknown
- 2007-12-19 NO NO20076542A patent/NO341633B1/no unknown
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2008
- 2008-08-18 HK HK08109166.1A patent/HK1118061A1/xx unknown
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2011
- 2011-09-06 US US13/225,647 patent/US8350040B2/en active Active
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2012
- 2012-05-21 HR HRP20120429TT patent/HRP20120429T1/hr unknown
- 2012-06-12 CY CY20121100534T patent/CY1113383T1/el unknown
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