NO341633B1 - Fremgangsmåte for fremstilling av (alfa S, beta R)-6-brom-alfa-[2-(dimetylamino)etyl]-2-metoksy-alfa-1-naftalenyl-beta-fenyl-3-kinolinetanol - Google Patents

Fremgangsmåte for fremstilling av (alfa S, beta R)-6-brom-alfa-[2-(dimetylamino)etyl]-2-metoksy-alfa-1-naftalenyl-beta-fenyl-3-kinolinetanol

Info

Publication number
NO341633B1
NO341633B1 NO20076542A NO20076542A NO341633B1 NO 341633 B1 NO341633 B1 NO 341633B1 NO 20076542 A NO20076542 A NO 20076542A NO 20076542 A NO20076542 A NO 20076542A NO 341633 B1 NO341633 B1 NO 341633B1
Authority
NO
Norway
Prior art keywords
alpha
beta
naphthalenyl
dimethylamino
bromo
Prior art date
Application number
NO20076542A
Other languages
English (en)
Other versions
NO20076542L (no
Inventor
Frank Ralf Porstmann
Stefan Horns
Thomas Bader
Original Assignee
Janssen Pharmaceutica Nv
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Janssen Pharmaceutica Nv filed Critical Janssen Pharmaceutica Nv
Publication of NO20076542L publication Critical patent/NO20076542L/no
Publication of NO341633B1 publication Critical patent/NO341633B1/no

Links

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)

Abstract

Foreliggende oppfinnelse vedrører en fremgangsmåte for å isolere (?S, ?R)-6-brom-?- [2-(dimetylamino)etyl]-2-metoksy-?-1-naftalenyl-?-fenyl-3-kinolinetanol fra en blanding av stereoisomere former av 6-brom-?-[2-(dimetylamino)etyl]-2-metoksy-?-1-naftalenyl-?-fenyl-3-kinolinetanol ved optisk oppløsning med kiralt 4-hydroksdiynafto[2,1-d:1',2'-f][1,3,2]dioksafosfepin 4-oksid eller et derivat derav, spesielt (11bR)-4-hydroksdiynafto[2,1-d:1',2'-f][1,3,2]dioksafosfepin 4-oksid, som løsemiddel.
NO20076542A 2005-05-25 2007-12-19 Fremgangsmåte for fremstilling av (alfa S, beta R)-6-brom-alfa-[2-(dimetylamino)etyl]-2-metoksy-alfa-1-naftalenyl-beta-fenyl-3-kinolinetanol NO341633B1 (no)

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 (2)

Publication Number Publication Date
NO20076542L NO20076542L (no) 2007-12-19
NO341633B1 true NO341633B1 (no) 2017-12-11

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
NO20076542A NO341633B1 (no) 2005-05-25 2007-12-19 Fremgangsmåte for fremstilling av (alfa S, beta R)-6-brom-alfa-[2-(dimetylamino)etyl]-2-metoksy-alfa-1-naftalenyl-beta-fenyl-3-kinolinetanol

Country Status (28)

Country Link
US (2) US8039628B2 (no)
EP (1) EP1888604B1 (no)
JP (1) JP5410749B2 (no)
KR (2) KR101712835B1 (no)
CN (1) CN101180302B (no)
AT (1) ATE549343T1 (no)
AU (1) AU2006251208B2 (no)
BR (1) BRPI0611166B1 (no)
CA (1) CA2606675C (no)
CY (1) CY1113383T1 (no)
DK (1) DK1888604T3 (no)
EA (1) EA011770B1 (no)
ES (1) ES2383908T3 (no)
HK (1) HK1118061A1 (no)
HR (1) HRP20120429T1 (no)
IL (1) IL186913A (no)
ME (1) ME01445B (no)
MX (1) MX2007014874A (no)
NO (1) NO341633B1 (no)
NZ (1) NZ563819A (no)
PL (1) PL1888604T3 (no)
PT (1) PT1888604E (no)
RS (1) RS52316B (no)
SG (1) SG162724A1 (no)
SI (1) SI1888604T1 (no)
UA (1) UA92484C2 (no)
WO (1) WO2006125769A1 (no)
ZA (1) ZA200710150B (no)

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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
CZ201534A3 (cs) 2015-01-21 2016-08-03 Zentiva, K.S. Nové možnosti chirální resoluce bedaquilinu
CZ201535A3 (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
SG11201705944TA (en) * 2015-01-27 2017-08-30 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
CA3016068C (en) * 2016-03-07 2024-02-27 The Global Alliance For Tb Drug Development, Inc. Antibacterial compounds and uses thereof
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
EP3651736B1 (en) 2017-07-14 2021-06-23 Janssen Pharmaceutica NV Long-acting formulations
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
EP4178541A1 (en) 2020-07-09 2023-05-17 JANSSEN Pharmaceutica NV Long-acting formulations
AU2021303490A1 (en) 2020-07-09 2023-03-09 Janssen Pharmaceutica Nv Long-acting formulations
CN115776881A (zh) 2020-07-09 2023-03-10 詹森药业有限公司 长效配制品
WO2024068693A1 (en) 2022-09-28 2024-04-04 Janssen Pharmaceutica Nv Long-acting formulations
WO2024068699A1 (en) 2022-09-28 2024-04-04 Janssen Pharmaceutica Nv Long-acting formulations

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Also Published As

Publication number Publication date
ME01445B (me) 2013-12-20
PL1888604T3 (pl) 2012-08-31
NZ563819A (en) 2011-01-28
PT1888604E (pt) 2012-05-28
SG162724A1 (en) 2010-07-29
HRP20120429T1 (hr) 2012-06-30
SI1888604T1 (sl) 2012-08-31
ES2383908T3 (es) 2012-06-27
HK1118061A1 (en) 2009-01-30
CA2606675A1 (en) 2006-11-30
JP5410749B2 (ja) 2014-02-05
ATE549343T1 (de) 2012-03-15
BRPI0611166B1 (pt) 2022-01-25
KR101712835B1 (ko) 2017-03-07
US8350040B2 (en) 2013-01-08
UA92484C2 (en) 2010-11-10
CA2606675C (en) 2013-02-19
AU2006251208B2 (en) 2012-11-29
IL186913A (en) 2013-12-31
US20110319623A1 (en) 2011-12-29
CY1113383T1 (el) 2016-06-22
CN101180302A (zh) 2008-05-14
EP1888604A1 (en) 2008-02-20
MX2007014874A (es) 2008-02-15
BRPI0611166A2 (pt) 2010-08-17
CN101180302B (zh) 2013-06-19
AU2006251208A1 (en) 2006-11-30
KR20080010453A (ko) 2008-01-30
KR20150008196A (ko) 2015-01-21
DK1888604T3 (da) 2012-06-18
RS52316B (en) 2012-12-31
US20080200683A1 (en) 2008-08-21
NO20076542L (no) 2007-12-19
US8039628B2 (en) 2011-10-18
WO2006125769A1 (en) 2006-11-30
IL186913A0 (en) 2008-02-09
EP1888604B1 (en) 2012-03-14
JP2008545675A (ja) 2008-12-18
KR101534021B1 (ko) 2015-07-06
EA011770B1 (ru) 2009-06-30
EA200702611A1 (ru) 2008-04-28
ZA200710150B (en) 2012-06-27

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