MA37611B1 - Procédé amélioré pour la préparation du trépostinil et de ses dérivés - Google Patents
Procédé amélioré pour la préparation du trépostinil et de ses dérivésInfo
- Publication number
- MA37611B1 MA37611B1 MA37611A MA37611A MA37611B1 MA 37611 B1 MA37611 B1 MA 37611B1 MA 37611 A MA37611 A MA 37611A MA 37611 A MA37611 A MA 37611A MA 37611 B1 MA37611 B1 MA 37611B1
- Authority
- MA
- Morocco
- Prior art keywords
- trecosinil
- derivatives
- preparation
- improved process
- allyloxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000005821 Claisen rearrangement reaction Methods 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
- C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/72—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings and other rings
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P31/00—Preparation of compounds containing a five-membered ring having two side-chains in ortho position to each other, and having at least one oxygen atom directly bound to the ring in ortho position to one of the side-chains, one side-chain containing, not directly bound to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having at least one oxygen atom bound in gamma-position to the ring, e.g. prostaglandins
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/002—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by oxidation/reduction reactions
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/14—Benz[f]indenes; Hydrogenated benz[f]indenes
-
- 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)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
Abstract
Cette invention concerne un procédé amélioré pour la préparation du trépostinil et de ses dérivés. Contrairement à l'état de la technique, le procédé selon l'invention utilise le dédoublement enzymatique facilement évolutif d'un intermédiaire clé pour préparer ces composés. Une autre amélioration significative du procédé décrit par rapport aux procédés antérieurs réside dans le réarrangement de claisen régiosélectif d'un précurseur de 5-allyloxy-benzaldéhyde, qui est facilité par un substituant bromo à la position 2.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12172191.4A EP2674413B1 (fr) | 2012-06-15 | 2012-06-15 | Procédé pour la préparation de treprostinil et dérivés associés |
| PCT/EP2013/060472 WO2013174848A2 (fr) | 2012-05-23 | 2013-05-22 | Procédé amélioré pour la préparation du trépostinil et de ses dérivés |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MA20150292A1 MA20150292A1 (fr) | 2015-08-31 |
| MA37611B1 true MA37611B1 (fr) | 2016-03-31 |
Family
ID=46262002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MA37611A MA37611B1 (fr) | 2012-06-15 | 2013-05-22 | Procédé amélioré pour la préparation du trépostinil et de ses dérivés |
Country Status (39)
| Country | Link |
|---|---|
| US (1) | US9346738B2 (fr) |
| EP (2) | EP2674413B1 (fr) |
| JP (1) | JP6219376B2 (fr) |
| KR (1) | KR102080264B1 (fr) |
| CN (2) | CN104350035B (fr) |
| AU (1) | AU2013265351B2 (fr) |
| BR (1) | BR112014028969B1 (fr) |
| CA (2) | CA2873280C (fr) |
| CL (1) | CL2014003165A1 (fr) |
| CO (1) | CO7240368A2 (fr) |
| CR (1) | CR20140534A (fr) |
| CU (1) | CU24274B1 (fr) |
| DK (2) | DK2674413T3 (fr) |
| DO (1) | DOP2014000266A (fr) |
| EA (1) | EA027202B1 (fr) |
| EC (1) | ECSP14028230A (fr) |
| ES (2) | ES2639823T3 (fr) |
| GE (1) | GEP201606548B (fr) |
| GT (1) | GT201400262A (fr) |
| HR (1) | HRP20171340T1 (fr) |
| HU (2) | HUE034485T2 (fr) |
| IL (1) | IL235734B (fr) |
| LT (1) | LT2674413T (fr) |
| MA (1) | MA37611B1 (fr) |
| ME (1) | ME02861B (fr) |
| MX (1) | MX358418B (fr) |
| MY (1) | MY174852A (fr) |
| NI (1) | NI201400135A (fr) |
| NZ (1) | NZ701041A (fr) |
| PE (1) | PE20150712A1 (fr) |
| PH (1) | PH12014502604A1 (fr) |
| PL (2) | PL2674413T3 (fr) |
| PT (2) | PT2674413T (fr) |
| RS (1) | RS56304B1 (fr) |
| SG (1) | SG11201407662WA (fr) |
| SI (1) | SI2674413T1 (fr) |
| TN (1) | TN2014000486A1 (fr) |
| UA (1) | UA118337C2 (fr) |
| WO (1) | WO2013174848A2 (fr) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9505737B2 (en) | 2013-01-11 | 2016-11-29 | Corsair Pharma, Inc. | Treprostinil derivative compounds and methods of using same |
| EP4137127A1 (fr) | 2013-01-11 | 2023-02-22 | Corsair Pharma, Inc. | Promédicaments de tréprostinil |
| JP6491203B2 (ja) | 2013-10-25 | 2019-03-27 | インスメッド インコーポレイテッド | プロスタサイクリン化合物、組成物およびその使用方法 |
| CN111116419B (zh) * | 2014-03-04 | 2022-03-29 | 江苏豪森药业集团有限公司 | 曲前列尼尔中间体及其制备工艺 |
| HU231186B1 (hu) * | 2014-10-08 | 2021-06-28 | CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. | Új eljárás treprostinil és sói előállítására |
| WO2016081658A1 (fr) | 2014-11-18 | 2016-05-26 | Insmed Incorporated | Procédés de fabrication de tréprostinil et promédicaments dérivés de tréprostinil |
| TWI540121B (zh) | 2014-12-01 | 2016-07-01 | 臺灣永光化學工業股份有限公司 | 曲前列環素二乙醇胺之合成方法及新穎中間體 |
| US9394227B1 (en) | 2015-06-17 | 2016-07-19 | Corsair Pharma, Inc. | Treprostinil derivatives and compositions and uses thereof |
| US9643911B2 (en) | 2015-06-17 | 2017-05-09 | Corsair Pharma, Inc. | Treprostinil derivatives and compositions and uses thereof |
| KR101830693B1 (ko) * | 2016-04-28 | 2018-02-21 | 연성정밀화학(주) | 트레프로스티닐의 제조방법 및 이를 위한 중간체 |
| AU2017330099B2 (en) | 2016-09-26 | 2023-08-10 | United Therapeutics Corporation | Treprostinil prodrugs |
| EP3498283A1 (fr) | 2017-12-14 | 2019-06-19 | Ipsol AG | Dérivés glycosidiques de tréprostinil |
| CN108875295A (zh) * | 2018-06-21 | 2018-11-23 | 华北电力科学研究院有限责任公司 | 一种利用析因实验设计指导有机物分子修饰改性的方法 |
| CA3138530A1 (fr) | 2019-04-29 | 2020-11-05 | Insmed Incorporated | Compositions de poudre seche de promedicaments de treprostinil et methodes d'utilisation de celles-ci |
| JP2022546314A (ja) | 2019-08-23 | 2022-11-04 | ユナイテッド セラピューティクス コーポレイション | トレプロスチニルプロドラッグ |
| KR20230011929A (ko) | 2020-04-17 | 2023-01-25 | 유나이티드 쎄러퓨틱스 코포레이션 | 간질성 폐 질환의 치료에 사용하기 위한 트레프로스티닐 |
| US11793780B2 (en) | 2020-06-09 | 2023-10-24 | United Therapeutics Corporation | Prodrugs of treprosiinil |
| EP4259121A1 (fr) | 2020-12-14 | 2023-10-18 | United Therapeutics Corporation | Méthodes de traitement d'une maladie à l'aide de promédicaments tréprostinil |
| US20220280430A1 (en) | 2021-03-03 | 2022-09-08 | United Therapeutics Corporation | Treprostinil derivatives and their use in pharmaceutical compositions |
| AU2023219692A1 (en) | 2022-02-08 | 2024-08-01 | United Therapeutics Corporation | Treprostinil iloprost combination therapy |
| WO2024155752A1 (fr) | 2023-01-19 | 2024-07-25 | United Therapeutics Corporation | Analogues de tréprostinil |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6242842B1 (en) | 1996-12-16 | 2001-06-05 | Siemens Matsushita Components Gmbh & Co. Kg | Electrical component, in particular saw component operating with surface acoustic waves, and a method for its production |
| US6441245B1 (en) * | 1997-10-24 | 2002-08-27 | United Therapeutics Corporation | Process for stereoselective synthesis of prostacyclin derivatives |
| US6242482B1 (en) * | 2000-06-05 | 2001-06-05 | United Therapeutics Corporation | Prostaglandin compounds and derivatives thereof, compositions containing the same and method of using the same for the treatment of congestive heart failure |
| US6700025B2 (en) * | 2001-01-05 | 2004-03-02 | United Therapeutics Corporation | Process for stereoselective synthesis of prostacyclin derivatives |
| CA2851309C (fr) * | 2003-05-22 | 2017-04-18 | United Therapeutics Corporation | Compositions renfermant des sels de diethanolamine de treprostinil pour le traitement de l'hypertension pulmonaire et d'autres maladies cardiovasculaires |
| KR101868166B1 (ko) * | 2010-06-03 | 2018-06-15 | 유나이티드 세러퓨틱스 코오포레이션 | 트레프로스티닐의 제조 |
| CA2710726C (fr) * | 2010-07-22 | 2016-02-23 | Alphora Research Inc. | Synthese de treprostinil et intermediaires utiles pour celle-ci |
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2012
- 2012-06-15 HU HUE12172191A patent/HUE034485T2/en unknown
- 2012-06-15 EP EP12172191.4A patent/EP2674413B1/fr active Active
- 2012-06-15 ME MEP-2017-203A patent/ME02861B/fr unknown
- 2012-06-15 DK DK12172191.4T patent/DK2674413T3/en active
- 2012-06-15 RS RS20170871A patent/RS56304B1/sr unknown
- 2012-06-15 SI SI201231051T patent/SI2674413T1/sl unknown
- 2012-06-15 LT LTEP12172191.4T patent/LT2674413T/lt unknown
- 2012-06-15 PT PT121721914T patent/PT2674413T/pt unknown
- 2012-06-15 PL PL12172191T patent/PL2674413T3/pl unknown
- 2012-06-15 ES ES12172191.4T patent/ES2639823T3/es active Active
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2013
- 2013-05-22 PE PE2014002058A patent/PE20150712A1/es active IP Right Grant
- 2013-05-22 KR KR1020147031805A patent/KR102080264B1/ko active IP Right Grant
- 2013-05-22 PL PL13724809T patent/PL2861554T3/pl unknown
- 2013-05-22 SG SG11201407662WA patent/SG11201407662WA/en unknown
- 2013-05-22 CU CUP2014000135A patent/CU24274B1/xx unknown
- 2013-05-22 CA CA2873280A patent/CA2873280C/fr active Active
- 2013-05-22 UA UAA201413808A patent/UA118337C2/uk unknown
- 2013-05-22 NZ NZ701041A patent/NZ701041A/en unknown
- 2013-05-22 PT PT13724809T patent/PT2861554T/pt unknown
- 2013-05-22 EA EA201401293A patent/EA027202B1/ru not_active IP Right Cessation
- 2013-05-22 CN CN201380026921.9A patent/CN104350035B/zh active Active
- 2013-05-22 DK DK13724809.2T patent/DK2861554T3/en active
- 2013-05-22 EP EP13724809.2A patent/EP2861554B1/fr active Active
- 2013-05-22 MA MA37611A patent/MA37611B1/fr unknown
- 2013-05-22 US US14/401,826 patent/US9346738B2/en active Active
- 2013-05-22 CN CN201711097647.0A patent/CN107963962A/zh active Pending
- 2013-05-22 BR BR112014028969-7A patent/BR112014028969B1/pt active IP Right Grant
- 2013-05-22 JP JP2015513152A patent/JP6219376B2/ja active Active
- 2013-05-22 ES ES13724809T patent/ES2702347T3/es active Active
- 2013-05-22 GE GEAP201313668A patent/GEP201606548B/en unknown
- 2013-05-22 CA CA3118552A patent/CA3118552C/fr active Active
- 2013-05-22 MY MYPI2014003255A patent/MY174852A/en unknown
- 2013-05-22 MX MX2014014237A patent/MX358418B/es active IP Right Grant
- 2013-05-22 AU AU2013265351A patent/AU2013265351B2/en active Active
- 2013-05-22 WO PCT/EP2013/060472 patent/WO2013174848A2/fr active Application Filing
- 2013-05-22 HU HUE13724809A patent/HUE042516T2/hu unknown
-
2014
- 2014-11-17 IL IL235734A patent/IL235734B/en active IP Right Grant
- 2014-11-21 EC ECIEPI201428230A patent/ECSP14028230A/es unknown
- 2014-11-21 GT GT201400262A patent/GT201400262A/es unknown
- 2014-11-21 NI NI201400135A patent/NI201400135A/es unknown
- 2014-11-21 PH PH12014502604A patent/PH12014502604A1/en unknown
- 2014-11-21 CO CO14256345A patent/CO7240368A2/es unknown
- 2014-11-21 DO DO2014000266A patent/DOP2014000266A/es unknown
- 2014-11-21 CL CL2014003165A patent/CL2014003165A1/es unknown
- 2014-11-21 CR CR20140534A patent/CR20140534A/es unknown
- 2014-11-21 TN TN2014000486A patent/TN2014000486A1/fr unknown
-
2017
- 2017-09-06 HR HRP20171340TT patent/HRP20171340T1/hr unknown
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