MD4375B1 - Procedeu de sinteză enzimatică a (7S)-1-(3,4-dimetoxibiciclo¢4.2.0]octa-1,3,5-trien-7-il)-N-metil-metanaminei şi aplicarea în sinteza ivabradinei şi a sărurilor sale - Google Patents
Procedeu de sinteză enzimatică a (7S)-1-(3,4-dimetoxibiciclo¢4.2.0]octa-1,3,5-trien-7-il)-N-metil-metanaminei şi aplicarea în sinteza ivabradinei şi a sărurilor saleInfo
- Publication number
- MD4375B1 MD4375B1 MDA20130045A MD20130045A MD4375B1 MD 4375 B1 MD4375 B1 MD 4375B1 MD A20130045 A MDA20130045 A MD A20130045A MD 20130045 A MD20130045 A MD 20130045A MD 4375 B1 MD4375 B1 MD 4375B1
- Authority
- MD
- Moldova
- Prior art keywords
- synthesis
- dimethoxybicyclo
- ivabradine
- trien
- methanamine
- Prior art date
Links
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/10—Nitrogen as only ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/52—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
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- 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
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
-
- 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
- C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
- C12P41/008—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving carbamates
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y301/00—Hydrolases acting on ester bonds (3.1)
- C12Y301/01—Carboxylic ester hydrolases (3.1.1)
- C12Y301/01003—Triacylglycerol lipase (3.1.1.3)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Cardiology (AREA)
- Medicinal Chemistry (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Analytical Chemistry (AREA)
- Urology & Nephrology (AREA)
- Hospice & Palliative Care (AREA)
- Vascular Medicine (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Invenţia se referă la un procedeu de sinteză enzimatică a (7S)-1-(3,4-dimetoxibiciclo¢4.2.0]octa-1,3,5-trien-7-il)-N-metil-metanaminei cu formula (I):şi la aplicarea acesteia în sinteza ivabradinei şi a sărurilor sale de adiţie cu un acid farmaceutic acceptabil.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1256913A FR2993561B1 (fr) | 2012-07-17 | 2012-07-17 | Procede de synthese enzymatique de la (7s)-1-(3,4-dimethoxy bicyclo[4.2.0]octa-1,3,5-triene 7-yl) n-methyl methanamine, et application a la synthese de l'ivabradine et de ses sels |
Publications (3)
Publication Number | Publication Date |
---|---|
MD20130045A2 MD20130045A2 (ro) | 2014-01-31 |
MD4375B1 true MD4375B1 (ro) | 2015-10-31 |
MD4375C1 MD4375C1 (ro) | 2016-05-31 |
Family
ID=46826832
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MDA20130045A MD4375C1 (ro) | 2012-07-17 | 2013-07-09 | Procedeu de sinteză enzimatică a (7S)-1-(3,4-dimetoxibiciclo[4.2.0]octa-1,3,5-trien-7-il)-N-metil-metanaminei şi aplicarea în sinteza ivabradinei şi a sărurilor sale |
Country Status (33)
Country | Link |
---|---|
US (1) | US9045788B2 (ro) |
EP (1) | EP2687506B1 (ro) |
JP (1) | JP5822880B2 (ro) |
KR (1) | KR101495614B1 (ro) |
CN (1) | CN103540625B (ro) |
AR (1) | AR091765A1 (ro) |
AU (1) | AU2013206562B2 (ro) |
BR (1) | BR102013017550A2 (ro) |
CA (1) | CA2820192C (ro) |
CY (1) | CY1116500T1 (ro) |
DK (1) | DK2687506T3 (ro) |
EA (1) | EA024637B1 (ro) |
ES (1) | ES2547897T3 (ro) |
FR (1) | FR2993561B1 (ro) |
GE (1) | GEP20156422B (ro) |
HR (1) | HRP20150906T1 (ro) |
HU (1) | HUE025113T2 (ro) |
JO (1) | JO3159B1 (ro) |
MA (1) | MA34880B1 (ro) |
MD (1) | MD4375C1 (ro) |
MX (1) | MX341588B (ro) |
MY (1) | MY177115A (ro) |
NZ (1) | NZ612592A (ro) |
PL (1) | PL2687506T3 (ro) |
PT (1) | PT2687506E (ro) |
RS (1) | RS54082B1 (ro) |
SA (1) | SA113340722B1 (ro) |
SG (1) | SG196717A1 (ro) |
SI (1) | SI2687506T1 (ro) |
TW (1) | TWI485250B (ro) |
UA (1) | UA113052C2 (ro) |
UY (1) | UY34900A (ro) |
WO (1) | WO2014013179A1 (ro) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6616934B2 (ja) * | 2014-05-22 | 2019-12-04 | 株式会社 資生堂 | レナリドミドの光学分割方法 |
EP3101010A1 (en) | 2015-06-03 | 2016-12-07 | Urquima S.A. | New method for the preparation of highly pure ivabradine base and salts thereof |
CN110656134B (zh) * | 2018-06-29 | 2023-03-28 | 广东东阳光药业有限公司 | 一种单酯的制备方法 |
CN110483312A (zh) * | 2019-08-27 | 2019-11-22 | 北京阳光诺和药物研究有限公司 | 一种高纯度盐酸伊伐布雷定及其中间体的制备方法 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IE52768B1 (en) * | 1981-04-06 | 1988-02-17 | Boots Co Ltd | 1-arylcyclobutylalkylamine compounds useful as therapeutic agents |
FR2681862B1 (fr) * | 1991-09-27 | 1993-11-12 | Adir Cie | Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent. |
US5981267A (en) * | 1996-01-24 | 1999-11-09 | The Scripps Research Institute | Enantioselection of amines using homocarbonates with hydrolase |
PL372705A1 (en) * | 2001-09-12 | 2005-07-25 | Anormed Inc. | Synthesis of enantiomerically pure amino-substituted fused bicyclic rings |
KR100510379B1 (ko) * | 2003-07-31 | 2005-08-25 | 동부아남반도체 주식회사 | 트렌치 소자 분리 형성 방법 |
FR2868777B1 (fr) * | 2004-04-13 | 2006-05-26 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
FR2868775B1 (fr) * | 2004-04-13 | 2008-04-11 | Servier Lab | Nouveau procede de synthese de derives de la 1,3,4,5- tetrahydro-2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
FR2870537A1 (fr) * | 2004-05-19 | 2005-11-25 | Servier Lab | Nouveau procede de synthese du (1s)-4,5-dimethoxy-1-(methyl aminomethyl-)-benzocyclobutane et de ses sels d'addition, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
FR2935381B1 (fr) * | 2008-08-29 | 2010-12-17 | Servier Lab | Nouveau procede de resolution des enantiomerees du (3,4-dimethoxy-bicyclo°4.2.0!octa-1,3,5-trien-7-yl)nitrile et application a la synthese de l'ivabradine |
ES2402765T3 (es) * | 2008-12-22 | 2013-05-08 | Krka, D.D., Novo Mesto | Procedimiento de preparación de ivabradina |
HUP1000245A2 (en) * | 2010-05-07 | 2011-11-28 | Richter Gedeon Nyrt | Industrial process for the production ivabradin salts |
EP2495237A1 (en) * | 2011-03-04 | 2012-09-05 | Alembic Pharmaceuticals Limited | An improved process for the preparation of highly pure ivabradine hydrochloride |
-
2012
- 2012-07-17 FR FR1256913A patent/FR2993561B1/fr not_active Expired - Fee Related
-
2013
- 2013-06-21 MY MYPI2013701065A patent/MY177115A/en unknown
- 2013-06-23 JO JOP/2013/0191A patent/JO3159B1/ar active
- 2013-06-25 SG SG2013049127A patent/SG196717A1/en unknown
- 2013-06-27 NZ NZ612592A patent/NZ612592A/en not_active IP Right Cessation
- 2013-06-27 AU AU2013206562A patent/AU2013206562B2/en not_active Ceased
- 2013-07-05 CA CA2820192A patent/CA2820192C/fr not_active Expired - Fee Related
- 2013-07-05 TW TW102124278A patent/TWI485250B/zh not_active IP Right Cessation
- 2013-07-08 MA MA36094A patent/MA34880B1/fr unknown
- 2013-07-09 MD MDA20130045A patent/MD4375C1/ro not_active IP Right Cessation
- 2013-07-09 BR BRBR102013017550-1A patent/BR102013017550A2/pt not_active Application Discontinuation
- 2013-07-10 MX MX2013008022A patent/MX341588B/es active IP Right Grant
- 2013-07-10 UY UY0001034900A patent/UY34900A/es not_active Application Discontinuation
- 2013-07-15 AR ARP130102508 patent/AR091765A1/es unknown
- 2013-07-15 UA UAA201308884A patent/UA113052C2/uk unknown
- 2013-07-15 GE GEAP201313162A patent/GEP20156422B/en unknown
- 2013-07-15 US US13/941,990 patent/US9045788B2/en not_active Expired - Fee Related
- 2013-07-16 PT PT131765885T patent/PT2687506E/pt unknown
- 2013-07-16 SA SA113340722A patent/SA113340722B1/ar unknown
- 2013-07-16 PL PL13176588T patent/PL2687506T3/pl unknown
- 2013-07-16 RS RS20150448A patent/RS54082B1/en unknown
- 2013-07-16 ES ES13176588.5T patent/ES2547897T3/es active Active
- 2013-07-16 KR KR20130083669A patent/KR101495614B1/ko active IP Right Grant
- 2013-07-16 HU HUE13176588A patent/HUE025113T2/en unknown
- 2013-07-16 EP EP13176588.5A patent/EP2687506B1/fr active Active
- 2013-07-16 JP JP2013147612A patent/JP5822880B2/ja active Active
- 2013-07-16 CN CN201310298217.0A patent/CN103540625B/zh not_active Expired - Fee Related
- 2013-07-16 EA EA201300719A patent/EA024637B1/ru not_active IP Right Cessation
- 2013-07-16 WO PCT/FR2013/051699 patent/WO2014013179A1/fr active Application Filing
- 2013-07-16 DK DK13176588.5T patent/DK2687506T3/en active
- 2013-07-16 SI SI201330063T patent/SI2687506T1/sl unknown
-
2015
- 2015-07-06 CY CY20151100587T patent/CY1116500T1/el unknown
- 2015-08-27 HR HRP20150906TT patent/HRP20150906T1/hr unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
KA4A | Patent for invention lapsed due to non-payment of fees (with right of restoration) | ||
MM4A | Patent for invention definitely lapsed due to non-payment of fees |