ATE335757T1 - Verfahren zur herstellung von lisinopril - Google Patents
Verfahren zur herstellung von lisinoprilInfo
- Publication number
- ATE335757T1 ATE335757T1 AT02744085T AT02744085T ATE335757T1 AT E335757 T1 ATE335757 T1 AT E335757T1 AT 02744085 T AT02744085 T AT 02744085T AT 02744085 T AT02744085 T AT 02744085T AT E335757 T1 ATE335757 T1 AT E335757T1
- Authority
- AT
- Austria
- Prior art keywords
- sup
- lisinopril
- lysine
- trifluoroacetyl
- derivative
- Prior art date
Links
- RLAWWYSOJDYHDC-BZSNNMDCSA-N lisinopril Chemical compound C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 RLAWWYSOJDYHDC-BZSNNMDCSA-N 0.000 title abstract 5
- 108010007859 Lisinopril Proteins 0.000 title abstract 4
- 229960002394 lisinopril Drugs 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 abstract 3
- PLPDHGOODMBBGN-VOTSOKGWSA-N (e)-4-oxo-4-phenylbut-2-enoic acid Chemical compound OC(=O)\C=C\C(=O)C1=CC=CC=C1 PLPDHGOODMBBGN-VOTSOKGWSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- OEHMQBWAEAXENC-UHFFFAOYSA-N ethyl 2-chloro-4-oxo-4-phenylbutanoate Chemical compound CCOC(=O)C(Cl)CC(=O)C1=CC=CC=C1 OEHMQBWAEAXENC-UHFFFAOYSA-N 0.000 abstract 2
- KNCHTBNNSQSLRV-YFKPBYRVSA-N (2s)-6-amino-2-[(2,2,2-trifluoroacetyl)amino]hexanoic acid Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)C(F)(F)F KNCHTBNNSQSLRV-YFKPBYRVSA-N 0.000 abstract 1
- 239000005541 ACE inhibitor Substances 0.000 abstract 1
- 101710129690 Angiotensin-converting enzyme inhibitor Proteins 0.000 abstract 1
- 101710086378 Bradykinin-potentiating and C-type natriuretic peptides Proteins 0.000 abstract 1
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 abstract 1
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002668 lysine derivatives Chemical class 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- HQEIPVHJHZTMDP-JEDNCBNOSA-N methyl (2s)-pyrrolidine-2-carboxylate;hydrochloride Chemical compound Cl.COC(=O)[C@@H]1CCCN1 HQEIPVHJHZTMDP-JEDNCBNOSA-N 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 235000009518 sodium iodide Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
- C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/TR2002/000023 WO2004000874A1 (en) | 2002-06-19 | 2002-06-19 | Process for the production of lisinopril |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE335757T1 true ATE335757T1 (de) | 2006-09-15 |
Family
ID=29997777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT02744085T ATE335757T1 (de) | 2002-06-19 | 2002-06-19 | Verfahren zur herstellung von lisinopril |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20070093664A1 (de) |
| EP (1) | EP1513868B1 (de) |
| AT (1) | ATE335757T1 (de) |
| AU (1) | AU2002345522A1 (de) |
| DE (1) | DE60213880T2 (de) |
| ES (1) | ES2269728T3 (de) |
| WO (1) | WO2004000874A1 (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008132759A2 (en) * | 2007-04-27 | 2008-11-06 | Matrix Laboratories Ltd | Industrially advantageous process for the production of lisinopril dihydrate |
| CN104045687B (zh) * | 2014-05-21 | 2016-08-24 | 丽珠医药集团股份有限公司 | 一种赖诺普利的提纯方法 |
| CN106699592B (zh) * | 2016-11-17 | 2020-12-08 | 浙江华海药业股份有限公司 | 一种制备赖诺普利中间体的方法 |
| CN109422797B (zh) * | 2017-08-30 | 2023-12-19 | 上海科胜药物研发有限公司 | 一种赖诺普利中间体的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL58849A (en) * | 1978-12-11 | 1983-03-31 | Merck & Co Inc | Carboxyalkyl dipeptides and derivatives thereof,their preparation and pharmaceutical compositions containing them |
| US4925969A (en) * | 1985-02-04 | 1990-05-15 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Process for preparing ethyl-alpha-amino-gamma-oxo-gamma-phenybutyrate derivatives |
| US5227497A (en) * | 1988-04-04 | 1993-07-13 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Process for preparing N2 -(1-carboxy-3-phenylpropyl)-L-lysine derivative |
| JP3792777B2 (ja) * | 1996-05-10 | 2006-07-05 | 株式会社カネカ | １−アルコキシカルボニル−３−フェニルプロピル誘導体の製造方法 |
| IT1307265B1 (it) * | 1999-08-09 | 2001-10-30 | P F C Italiana Srl Speciality | Procedimento per la preparazione di prodotti intermedi nella sintesidi lisinopril. |
-
2002
- 2002-06-19 EP EP02744085A patent/EP1513868B1/de not_active Expired - Lifetime
- 2002-06-19 DE DE60213880T patent/DE60213880T2/de not_active Expired - Fee Related
- 2002-06-19 AT AT02744085T patent/ATE335757T1/de not_active IP Right Cessation
- 2002-06-19 ES ES02744085T patent/ES2269728T3/es not_active Expired - Lifetime
- 2002-06-19 WO PCT/TR2002/000023 patent/WO2004000874A1/en not_active Ceased
- 2002-06-19 AU AU2002345522A patent/AU2002345522A1/en not_active Abandoned
- 2002-06-19 US US10/514,570 patent/US20070093664A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004000874A1 (en) | 2003-12-31 |
| DE60213880D1 (de) | 2006-09-21 |
| ES2269728T3 (es) | 2007-04-01 |
| US20070093664A1 (en) | 2007-04-26 |
| EP1513868B1 (de) | 2006-08-09 |
| AU2002345522A1 (en) | 2004-01-06 |
| DE60213880T2 (de) | 2007-01-18 |
| EP1513868A1 (de) | 2005-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |