SI1888604T1 - Postopek priprave (alfa s, beta r)-6-bromo-alfa-(2-(dimetilamino) etil)2-metoksi-alfa-1-naftalenil-beta-fenil-3-kinolinetanola - Google Patents
Postopek priprave (alfa s, beta r)-6-bromo-alfa-(2-(dimetilamino) etil)2-metoksi-alfa-1-naftalenil-beta-fenil-3-kinolinetanolaInfo
- Publication number
- SI1888604T1 SI1888604T1 SI200631344T SI200631344T SI1888604T1 SI 1888604 T1 SI1888604 T1 SI 1888604T1 SI 200631344 T SI200631344 T SI 200631344T SI 200631344 T SI200631344 T SI 200631344T SI 1888604 T1 SI1888604 T1 SI 1888604T1
- Authority
- SI
- Slovenia
- Prior art keywords
- alpha
- beta
- quinolineethanol
- naphthalenyl
- dimethylamino
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 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)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Pulmonology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05104482 | 2005-05-25 | ||
| EP06755275A EP1888604B1 (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 |
| 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 |
|---|---|
| SI1888604T1 true SI1888604T1 (sl) | 2012-08-31 |
Family
ID=36013279
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI200631344T SI1888604T1 (sl) | 2005-05-25 | 2006-05-22 | Postopek priprave (alfa s, beta r)-6-bromo-alfa-(2-(dimetilamino) etil)2-metoksi-alfa-1-naftalenil-beta-fenil-3-kinolinetanola |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US8039628B2 (sl) |
| EP (1) | EP1888604B1 (sl) |
| JP (1) | JP5410749B2 (sl) |
| KR (2) | KR101534021B1 (sl) |
| CN (1) | CN101180302B (sl) |
| AT (1) | ATE549343T1 (sl) |
| AU (1) | AU2006251208B2 (sl) |
| BR (1) | BRPI0611166B1 (sl) |
| CA (1) | CA2606675C (sl) |
| CY (1) | CY1113383T1 (sl) |
| DK (1) | DK1888604T3 (sl) |
| EA (1) | EA011770B1 (sl) |
| ES (1) | ES2383908T3 (sl) |
| HK (1) | HK1118061A1 (sl) |
| HR (1) | HRP20120429T1 (sl) |
| IL (1) | IL186913A (sl) |
| ME (1) | ME01445B (sl) |
| MX (1) | MX2007014874A (sl) |
| NO (1) | NO341633B1 (sl) |
| NZ (1) | NZ563819A (sl) |
| PL (1) | PL1888604T3 (sl) |
| PT (1) | PT1888604E (sl) |
| RS (1) | RS52316B (sl) |
| SG (1) | SG162724A1 (sl) |
| SI (1) | SI1888604T1 (sl) |
| UA (1) | UA92484C2 (sl) |
| WO (1) | WO2006125769A1 (sl) |
| ZA (1) | ZA200710150B (sl) |
Families Citing this family (30)
| 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 |
| US9572809B2 (en) | 2012-07-18 | 2017-02-21 | Spero Trinem, Inc. | Combination therapy 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 |
| CZ201535A3 (cs) | 2015-01-21 | 2016-08-03 | Zentiva, K.S. | Nové možnosti chirální resoluce 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 |
| 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 |
| WO2017015793A1 (zh) * | 2015-07-24 | 2017-02-02 | 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 |
| BR112018067922B1 (pt) * | 2016-03-07 | 2024-02-06 | The Global Alliance For Tb Drug Development, Inc | Compostos antibacterianos, usos dos mesmos e composições farmacêuticas |
| 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 |
| CN115252548A (zh) | 2017-07-14 | 2022-11-01 | 詹森药业有限公司 | 长效配制品 |
| 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 |
| AU2021303490A1 (en) | 2020-07-09 | 2023-03-09 | Janssen Pharmaceutica Nv | Long-acting formulations |
| US20230355606A1 (en) | 2020-07-09 | 2023-11-09 | Janssen Pharmaceutica Nv | Long-acting formulations |
| JP2023532981A (ja) | 2020-07-09 | 2023-08-01 | ヤンセン ファーマシューティカ エヌ．ベー． | 長時間作用型配合物 |
| TW202423427A (zh) | 2022-09-28 | 2024-06-16 | 比利時商健生藥品公司 | 長效配方 |
| WO2024068693A1 (en) | 2022-09-28 | 2024-04-04 | Janssen Pharmaceutica Nv | Long-acting formulations |
| US12116345B2 (en) | 2023-08-01 | 2024-10-15 | Shanghai Jiaotong University | Low-temperature continuous-flow preparation method of bedaquiline |
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 |
| SI2301544T1 (sl) * | 2002-07-25 | 2013-01-31 | Janssen Pharmaceutica, N.V. | Derivati kinolina kot vmesne spojine za mikobakterijske inhibitorje |
| 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 CA CA2606675A patent/CA2606675C/en active Active
- 2006-05-22 KR KR1020077028419A patent/KR101534021B1/ko active IP Right Grant
- 2006-05-22 AU AU2006251208A patent/AU2006251208B2/en active Active
- 2006-05-22 SG SG201003636-6A patent/SG162724A1/en unknown
- 2006-05-22 JP JP2008512822A patent/JP5410749B2/ja active Active
- 2006-05-22 EP EP06755275A patent/EP1888604B1/en active Active
- 2006-05-22 US US11/915,204 patent/US8039628B2/en active Active
- 2006-05-22 PL PL06755275T patent/PL1888604T3/pl unknown
- 2006-05-22 WO PCT/EP2006/062502 patent/WO2006125769A1/en active Application Filing
- 2006-05-22 CN CN2006800174755A patent/CN101180302B/zh active Active
- 2006-05-22 DK DK06755275.2T patent/DK1888604T3/da active
- 2006-05-22 ME MEP-2012-64A patent/ME01445B/me unknown
- 2006-05-22 PT PT06755275T patent/PT1888604E/pt unknown
- 2006-05-22 MX MX2007014874A patent/MX2007014874A/es active IP Right Grant
- 2006-05-22 RS RS20120212A patent/RS52316B/en unknown
- 2006-05-22 BR BRPI0611166-1A patent/BRPI0611166B1/pt active IP Right Grant
- 2006-05-22 NZ NZ563819A patent/NZ563819A/en unknown
- 2006-05-22 KR KR1020147036245A patent/KR101712835B1/ko active IP Right Grant
- 2006-05-22 UA UAA200711767A patent/UA92484C2/ru unknown
- 2006-05-22 ES ES06755275T patent/ES2383908T3/es active Active
- 2006-05-22 EA EA200702611A patent/EA011770B1/ru unknown
- 2006-05-22 SI SI200631344T patent/SI1888604T1/sl unknown
- 2006-05-22 AT AT06755275T patent/ATE549343T1/de active
-
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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