BR0109609A - Processo de sìntese de ésteres da n-[(s)-1-carboxibutil]-(s)-alanina, e a aplicação à sìntese do perindopril - Google Patents
Processo de sìntese de ésteres da n-[(s)-1-carboxibutil]-(s)-alanina, e a aplicação à sìntese do perindoprilInfo
- Publication number
- BR0109609A BR0109609A BR0109609A BR0109609A BR0109609A BR 0109609 A BR0109609 A BR 0109609A BR 0109609 A BR0109609 A BR 0109609A BR 0109609 A BR0109609 A BR 0109609A BR 0109609 A BR0109609 A BR 0109609A
- Authority
- BR
- Brazil
- Prior art keywords
- synthesis
- application
- perindopril
- carboxybutyl
- alanine esters
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 6
- 238000003786 synthesis reaction Methods 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- IPVQLZZIHOAWMC-QXKUPLGCSA-N perindopril Chemical compound C1CCC[C@H]2C[C@@H](C(O)=O)N(C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC)[C@H]21 IPVQLZZIHOAWMC-QXKUPLGCSA-N 0.000 title abstract 3
- 229960002582 perindopril Drugs 0.000 title abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 abstract 1
- 229960003767 alanine Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000000707 stereoselective effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Indole Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
"PROCESSO DE SìNTESE DE éSTERES DA N-[(S)-1-CARBOXIBUTIL]-(S)-ALANINA, E A APLICAçãO à SìNTESE DO PERINDOPRIL". Processo estereosseletivo de síntese industrial de derivados de fórmula (I), na qual R representa um grupamento alquila (C~ 1~-C~ 6~), linear ou ramificado. Aplicação à síntese do perindopril e de seus sais farmaceuticamente aceitáveis.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0004112A FR2807037B1 (fr) | 2000-03-31 | 2000-03-31 | NOUVEAU PROCEDE DE SYNTHESE DES ESTERS DE LA N-[(s)-1- CARBOXYBUTYL]-(S)-ALANINE ET APPLICATION A LA SYNTHESE DU PERINDOPRIL |
| PCT/FR2001/000959 WO2001056353A2 (fr) | 2000-03-31 | 2001-03-30 | Nouveau procede de synthese de esters de la n-[(s)-1-carboxybutyl]-(s)-alanine et application a la synthese du perindopril |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR0109609A true BR0109609A (pt) | 2004-01-13 |
| BRPI0109609B1 BRPI0109609B1 (pt) | 2015-04-14 |
Family
ID=8848711
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0109609-5A BRPI0109609B1 (pt) | 2000-03-31 | 2001-03-30 | Processo de síntese de ésteres da n-[(s)-1-carboxibutil]-(s)-alanina |
Country Status (35)
| Country | Link |
|---|---|
| US (1) | US6818788B2 (pt) |
| EP (1) | EP1268398B1 (pt) |
| JP (1) | JP3930322B2 (pt) |
| KR (1) | KR100498869B1 (pt) |
| CN (1) | CN1171855C (pt) |
| AP (1) | AP1483A (pt) |
| AR (1) | AR027754A1 (pt) |
| AT (1) | ATE297377T1 (pt) |
| AU (2) | AU2001248433B2 (pt) |
| BG (1) | BG65832B1 (pt) |
| BR (1) | BRPI0109609B1 (pt) |
| CA (1) | CA2404700C (pt) |
| CZ (1) | CZ302840B6 (pt) |
| DE (1) | DE60111364T2 (pt) |
| DK (1) | DK1268398T3 (pt) |
| EA (1) | EA004314B1 (pt) |
| EE (1) | EE05079B1 (pt) |
| ES (1) | ES2242743T3 (pt) |
| FR (1) | FR2807037B1 (pt) |
| GE (1) | GEP20063796B (pt) |
| HR (1) | HRP20020860B1 (pt) |
| HU (1) | HU229188B1 (pt) |
| ME (1) | ME00437B (pt) |
| MX (1) | MXPA02009378A (pt) |
| NO (1) | NO328064B1 (pt) |
| NZ (1) | NZ521324A (pt) |
| OA (1) | OA12324A (pt) |
| PL (1) | PL199714B1 (pt) |
| PT (1) | PT1268398E (pt) |
| RS (1) | RS50239B (pt) |
| SI (1) | SI1268398T1 (pt) |
| SK (1) | SK286851B6 (pt) |
| UA (1) | UA73562C2 (pt) |
| WO (1) | WO2001056353A2 (pt) |
| ZA (1) | ZA200207150B (pt) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2827860B1 (fr) | 2001-07-24 | 2004-12-10 | Servier Lab | Nouveau procede de synthese de derives de l'acide (2s, 3as, 7as)-1-[(s)-alanyl]-octahydro-1h-indole-2-carboxyline et application a la synthese du perindopril |
| WO2004075889A1 (en) | 2003-02-28 | 2004-09-10 | Lupin Limited | Process for preparation of perindopril and salts thereof |
| DE60329648D1 (de) * | 2003-09-01 | 2009-11-26 | Servier Lab | Neues Verfahren zur Herstellung von Estern des N-((S)-1-Carboxybutyl)-(S)-alanins und seine Verwendung in der Synthese von Perindopril |
| SI1403278T1 (en) * | 2003-09-30 | 2005-10-31 | Les Laboratoires Servier | Process for the synthesis of N-((S)-1-(ethoxycarbonyl)butyl)-(S)-alanine and use in the synthese of perindopril |
| ATE315046T1 (de) * | 2003-09-30 | 2006-02-15 | Servier Lab | Verfahren zur herstellung von n-((s)-1- (etoxycarbonyl)butyl)-(s)-alanin und verwendung in der synthese von perindopril |
| LT1729739T (lt) * | 2004-03-29 | 2016-11-10 | Les Laboratoires Servier | Kietos farmacinės kompozicijos gamybos būdas |
| GB2413128A (en) * | 2004-04-13 | 2005-10-19 | Neopharma Ltd | Process for the preparation of perindopril |
| SI21800A (sl) * | 2004-05-14 | 2005-12-31 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Nov postopek sinteze perindoprila |
| WO2006006183A2 (en) * | 2004-07-12 | 2006-01-19 | Matrix Laboratories Ltd | An improved process for the preparation of n-[(s)-ethoxycarbonyl-l-butyl]-(s)-alanine |
| EP1792896A1 (en) | 2005-12-01 | 2007-06-06 | KRKA, tovarna zdravil, d.d., Novo mesto | Process for the preparation of perindopril and salts thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4247716A (en) * | 1977-09-02 | 1981-01-27 | Mitsui Toatsu Chemicals, Inc. | Process for producing pyruvic acid |
| FR2620709B1 (fr) * | 1987-09-17 | 1990-09-07 | Adir | Procede de synthese industrielle du perindopril et de ses principaux intermediaires de synthese |
| FR2620699B1 (fr) * | 1987-09-17 | 1990-06-01 | Adir | Procede de synthese d'alpha amino acides n alkyles et de leurs esters. application a la synthese de carboxyalkyl dipeptides |
| FR2807430B1 (fr) * | 2000-04-11 | 2002-05-17 | Adir | Nouveau procede de synthese des esters de la n-[(s)-1- carboxybutyl]-(s)-alanine et application a la synthese du perindopril |
-
2000
- 2000-03-31 FR FR0004112A patent/FR2807037B1/fr not_active Expired - Fee Related
-
2001
- 2001-03-20 PL PL346554A patent/PL199714B1/pl unknown
- 2001-03-30 EA EA200201027A patent/EA004314B1/ru not_active IP Right Cessation
- 2001-03-30 JP JP2001556065A patent/JP3930322B2/ja not_active Expired - Fee Related
- 2001-03-30 SI SI200130380T patent/SI1268398T1/xx unknown
- 2001-03-30 US US10/221,973 patent/US6818788B2/en not_active Expired - Lifetime
- 2001-03-30 UA UA2002108639A patent/UA73562C2/uk unknown
- 2001-03-30 OA OA1200200303A patent/OA12324A/en unknown
- 2001-03-30 AT AT01921440T patent/ATE297377T1/de active
- 2001-03-30 ME MEP-2008-664A patent/ME00437B/me unknown
- 2001-03-30 CA CA 2404700 patent/CA2404700C/fr not_active Expired - Fee Related
- 2001-03-30 GE GEAP20016674A patent/GEP20063796B/en unknown
- 2001-03-30 DK DK01921440T patent/DK1268398T3/da active
- 2001-03-30 RS YUP73202 patent/RS50239B/sr unknown
- 2001-03-30 AR ARP010101537 patent/AR027754A1/es not_active Application Discontinuation
- 2001-03-30 EP EP20010921440 patent/EP1268398B1/fr not_active Expired - Lifetime
- 2001-03-30 AP APAP/P/2002/002628A patent/AP1483A/en active
- 2001-03-30 EE EEP200200553A patent/EE05079B1/xx unknown
- 2001-03-30 NZ NZ521324A patent/NZ521324A/en not_active IP Right Cessation
- 2001-03-30 PT PT01921440T patent/PT1268398E/pt unknown
- 2001-03-30 AU AU2001248433A patent/AU2001248433B2/en not_active Ceased
- 2001-03-30 HU HU0101335A patent/HU229188B1/hu not_active IP Right Cessation
- 2001-03-30 CN CNB018074936A patent/CN1171855C/zh not_active Expired - Fee Related
- 2001-03-30 ES ES01921440T patent/ES2242743T3/es not_active Expired - Lifetime
- 2001-03-30 MX MXPA02009378A patent/MXPA02009378A/es active IP Right Grant
- 2001-03-30 HR HR20020860A patent/HRP20020860B1/xx not_active IP Right Cessation
- 2001-03-30 WO PCT/FR2001/000959 patent/WO2001056353A2/fr not_active Ceased
- 2001-03-30 SK SK1405-2002A patent/SK286851B6/sk not_active IP Right Cessation
- 2001-03-30 CZ CZ20023235A patent/CZ302840B6/cs not_active IP Right Cessation
- 2001-03-30 KR KR10-2002-7012810A patent/KR100498869B1/ko not_active Expired - Fee Related
- 2001-03-30 DE DE2001611364 patent/DE60111364T2/de not_active Expired - Lifetime
- 2001-03-30 BR BRPI0109609-5A patent/BRPI0109609B1/pt not_active IP Right Cessation
- 2001-03-30 AU AU4843301A patent/AU4843301A/xx active Pending
-
2002
- 2002-09-05 ZA ZA200207150A patent/ZA200207150B/en unknown
- 2002-09-26 NO NO20024616A patent/NO328064B1/no not_active IP Right Cessation
- 2002-10-30 BG BG107234A patent/BG65832B1/bg unknown
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Legal Events
| Date | Code | Title | Description |
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| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
| B07D | Technical examination (opinion) related to article 229 of industrial property law [chapter 7.4 patent gazette] | ||
| B07E | Notification of approval relating to section 229 industrial property law [chapter 7.5 patent gazette] |
Free format text: NOTIFICACAO DE ANUENCIA RELACIONADA COM O ART 229 DA LPI |
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| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 14/04/2015, OBSERVADAS AS CONDICOES LEGAIS. |
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| B21F | Lapse acc. art. 78, item iv - on non-payment of the annual fees in time |
Free format text: REFERENTE A 18A ANUIDADE. |
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| B24J | Lapse because of non-payment of annual fees (definitively: art 78 iv lpi, resolution 113/2013 art. 12) |
Free format text: EM VIRTUDE DA EXTINCAO PUBLICADA NA RPI 2508 DE 29-01-2019 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDA A EXTINCAO DA PATENTE E SEUS CERTIFICADOS, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |