MD381C2 - Process for obtaining substituted aminodiacids, racemates thereof or optical isomers, or their pharmaceutically acceptable salts - Google Patents
Process for obtaining substituted aminodiacids, racemates thereof or optical isomers, or their pharmaceutically acceptable saltsInfo
- Publication number
- MD381C2 MD381C2 MD95-0107A MD950107A MD381C2 MD 381 C2 MD381 C2 MD 381C2 MD 950107 A MD950107 A MD 950107A MD 381 C2 MD381 C2 MD 381C2
- Authority
- MD
- Moldova
- Prior art keywords
- alkyl group
- racemates
- pharmaceutically acceptable
- acceptable salts
- optical isomers
- Prior art date
Links
- 230000003287 optical effect Effects 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 238000005932 reductive alkylation reaction Methods 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
-
- 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
-
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- 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
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/08—Six-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Cardiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Abstract
The invention relates to the process of obtaining substituted aminodiacids, racemates thereof or optical isomers or their pharmaceutically acceptable salts which possess an inhibition activity.The new obtained compounds possess valuable pharmacological properties.The process of obtaining substituted aminodiacids (racemates thereof or optical isomers or their pharmaceutically acceptable salts) is of general formula I:wherein A - is a benzenic cycle, n = 1;A - is a saturated cycle n = 0 or 1;R1 - is a lower alkyl group with 1 - 1 carbon atoms, comprising an aminogroup; R2 - hydrogen atom or alkyl group with 1 - 4 carbon atoms; R3 - linear or ramified alkyl group with 1 - 8 hydrogen atoms, mono- or dicycloalkyl - alkyl group or phenylalkyl group comprising totally 9 hydrogen atoms or substituted alkyl group of the formula:- (CH2)p - y - (CH)(R4)-R5,wherein R4 and R5 is hydrogen, lower alkyl with 1 - 4 hydrogen atoms or cycloalkyl with 3 - 6 hydrogen atoms; or R5 - alcoxycarbonyl, y = S or > N-Q, where Q- is hydrogen, acetyl or benzil - oxecarbonyl, p = 1 or 2, q = 0 or 1, racemates thereof or optical isomers or consisting pharmaceutically acceptable salts, consisting in the fact that the compound is of general formula II:wherein A, n, q have said values R+ +6 - is lower alkylradical or aminoalkyl radical, the aminofunction of which is protected by such radicals as benzil - oxycarbonyl or tretbutyloxycalbonyl, R+ 7 - hydroxy or lower alcoxy radicals, exposes to reaction the reductive alkylation with the compound of general formula III.wherein R2 and R3 have said values with the separation of the special product or removal in case of need of N - protective and ether groups by hydrogenolysis or saponification.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8021095A FR2491469A1 (en) | 1980-10-02 | 1980-10-02 | 2-Carboxy-per:hydro-indole(s) and per or tetra:hydro-isoquinoline(s) - having a carboxy-substd. amino-acyl N-gp., inhibit carboxy:poly:peptidase(s), and kininase II and control hypertension |
| FR8106916A FR2503155A2 (en) | 1980-10-02 | 1981-04-07 | NOVEL SUBSTITUTED IMINO DIACIDES, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS AN ENZYME INHIBITOR |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MD381C2 true MD381C2 (en) | 1996-05-31 |
Family
ID=26222007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD95-0107A MD381C2 (en) | 1980-10-02 | 1994-12-29 | Process for obtaining substituted aminodiacids, racemates thereof or optical isomers, or their pharmaceutically acceptable salts |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0049658B1 (en) |
| JP (1) | JPS5791974A (en) |
| KR (1) | KR860001875B1 (en) |
| AR (1) | AR242949A1 (en) |
| AT (1) | ATE7910T1 (en) |
| AU (1) | AU542611B2 (en) |
| CA (1) | CA1341196C (en) |
| DD (1) | DD201783A5 (en) |
| DE (1) | DE3164201D1 (en) |
| DK (1) | DK157011C (en) |
| EG (1) | EG15361A (en) |
| ES (1) | ES505999A0 (en) |
| FI (1) | FI77230C (en) |
| FR (1) | FR2503155A2 (en) |
| GE (1) | GEP19970943B (en) |
| GR (1) | GR75016B (en) |
| HU (1) | HU185147B (en) |
| IE (1) | IE51821B1 (en) |
| IL (1) | IL63940A (en) |
| LU (1) | LU88262I2 (en) |
| MD (1) | MD381C2 (en) |
| NL (1) | NL930046I2 (en) |
| NO (1) | NO160780C (en) |
| NZ (1) | NZ198535A (en) |
| OA (1) | OA06914A (en) |
| PH (1) | PH17516A (en) |
| PT (1) | PT73755B (en) |
| SU (1) | SU1153827A3 (en) |
| UA (1) | UA6308A1 (en) |
Families Citing this family (72)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0278530A3 (en) * | 1980-08-30 | 1989-08-02 | Hoechst Aktiengesellschaft | Amino acid derivatives, process for their preparation, agents containing them and their use |
| US4344949A (en) * | 1980-10-03 | 1982-08-17 | Warner-Lambert Company | Substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids |
| DE19575012I2 (en) * | 1980-10-23 | 2002-01-24 | Schering Corp | Carboxyalkyl dipeptides Process for their preparation and medicaments containing them |
| ZA817261B (en) * | 1980-10-23 | 1982-09-29 | Schering Corp | Carboxyalkyl dipeptides,processes for their production and pharmaceutical compositions containing them |
| US4479963A (en) * | 1981-02-17 | 1984-10-30 | Ciba-Geigy Corporation | 1-Carboxyalkanoylindoline-2-carboxylic acids |
| US4532342A (en) * | 1981-02-20 | 1985-07-30 | Warner-Lambert Company | N-substituted amino acids as intermediates in the preparation of acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids |
| IN156096B (en) * | 1981-03-19 | 1985-05-11 | Usv Pharma Corp | |
| EP0065301A1 (en) * | 1981-05-18 | 1982-11-24 | Merck & Co. Inc. | Isoquinoline carboxylic acid derivates, process for preparing and pharmaceutical composition containing the same |
| DE3226768A1 (en) * | 1981-11-05 | 1983-05-26 | Hoechst Ag, 6230 Frankfurt | DERIVATIVES OF CIS, ENDO-2-AZABICYCLO- (3.3.0) -OCTAN-3-CARBONIC ACID, METHOD FOR THE PRODUCTION THEREOF, THE MEANS CONTAINING THEM AND THE USE THEREOF |
| SU1327787A3 (en) * | 1981-11-05 | 1987-07-30 | Хехст Аг (Фирма) | Method of producing cis,endo-2-azabicyclo-(3,3,0)-octane-3-carboxylic acids or acid-additive salts thereof |
| EP0170775B2 (en) * | 1981-12-29 | 1994-10-12 | Hoechst Aktiengesellschaft | Derivatives of bicyclic amino acids, processes for their preparation, agents containing them and their use as well as bicyclic amino acids as intermediates and process for their preparation |
| IE55867B1 (en) * | 1981-12-29 | 1991-02-14 | Hoechst Ag | New derivatives of bicyclic aminoacids,processes for their preparation,agents containing these compounds and their use,and new bicyclic aminoacids as intermediates and processes for their preparation |
| DE3210496A1 (en) * | 1982-03-23 | 1983-10-06 | Hoechst Ag | NEW DERIVATIVES OF BICYCLIC AMINO ACIDS, METHOD FOR THE PRODUCTION THEREOF, THE MEANS CONTAINING THEM AND THE USE THEREOF, AND NEW BICYCLIC AMINO ACIDS AS INTERMEDIATE STAGES AND METHOD FOR THE PRODUCTION THEREOF |
| DE3302125A1 (en) * | 1983-01-22 | 1984-07-26 | Boehringer Ingelheim KG, 6507 Ingelheim | AMINO ACID DERIVATIVES, METHOD FOR THE PRODUCTION AND USE THEREOF |
| US5175306A (en) * | 1983-01-31 | 1992-12-29 | Hoechst Aktiengesellschaft | Process for the resolution of racemates of optically active bicyclic imino-α-carboxylic esters |
| HU191120B (en) * | 1983-01-31 | 1987-01-28 | Hoechts Ag,De | Process for raceme separation of optically active byciclic imino-alpha-carbonic acid esthers |
| DE3303344A1 (en) | 1983-02-02 | 1984-08-02 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED AMINO ACIDS AND THEIR ESTERS |
| DE3333455A1 (en) * | 1983-09-16 | 1985-04-11 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED DIPEPTIDES AND THEIR ESTERS |
| DE3333454A1 (en) * | 1983-09-16 | 1985-04-11 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED DIPEPTIDES AND THEIR ESTERS |
| DE3408923A1 (en) * | 1984-03-12 | 1985-09-26 | Hoechst Ag, 6230 Frankfurt | CARBOXYALKYLDIPEPTIDE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THE AGENTS CONTAINING THEM AND THE USE THEREOF |
| DE3413710A1 (en) * | 1984-04-12 | 1985-10-24 | Hoechst Ag, 6230 Frankfurt | METHOD FOR TREATING HEART INSUFFICIENCY |
| US5684016A (en) * | 1984-04-12 | 1997-11-04 | Hoechst Aktiengesellschaft | Method of treating cardiac insufficiency |
| DE3431541A1 (en) * | 1984-08-28 | 1986-03-06 | Hoechst Ag, 6230 Frankfurt | CIS, ENDO-2-AZABICYCLOALKAN-3-CARBONIC ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AND INTERMEDIATE PRODUCTS IN THEIR PRODUCTION |
| GB8422165D0 (en) * | 1984-09-01 | 1984-10-03 | Wellcome Found | Compounds |
| US5231080A (en) * | 1985-10-15 | 1993-07-27 | Hoechst Aktiengesellschaft | Method for the treatment of atherosclerosis, thrombosis, and peripheral vessel disease |
| US4693996A (en) * | 1985-12-23 | 1987-09-15 | Warner-Lambert Company | Method of treating heart failure and medicaments therefor |
| US5231084A (en) * | 1986-03-27 | 1993-07-27 | Hoechst Aktiengesellschaft | Compounds having a cognition adjuvant action, agents containing them, and the use thereof for the treatment and prophylaxis of cognitive dysfuncitons |
| DE3633496A1 (en) * | 1986-10-02 | 1988-04-14 | Hoechst Ag | COMBINATION OF ANGIOTENSIN CONVERTING ENZYME INHIBITORS WITH CALCIUMANTAGONISTS AND THEIR USE IN MEDICINAL PRODUCTS |
| DE3639879A1 (en) * | 1986-11-21 | 1988-06-01 | Hoechst Ag | METHOD FOR PRODUCING MONO, BI AND TRICYCLIC AMINO ACIDS, INTERMEDIATE PRODUCTS OF THIS METHOD, AND A METHOD FOR PRODUCING THE SAME |
| DE3722007A1 (en) * | 1987-07-03 | 1989-01-12 | Hoechst Ag | METHOD FOR PRODUCING BICYCLIC AMINOCARBONIC ACIDS, INTERMEDIATE PRODUCTS OF THIS METHOD AND THE USE THEREOF |
| FR2620703B1 (en) * | 1987-09-17 | 1991-10-04 | Adir | PROCESS FOR THE INDUSTRIAL SYNTHESIS OF PERHYDROINDOLE CARBOXYLIC ACID - 2 (2S, 3AS, 7AS). APPLICATION TO THE SYNTHESIS OF CARBOXYALKYL DIPEPTIDES |
| FR2620699B1 (en) * | 1987-09-17 | 1990-06-01 | Adir | PROCESS FOR THE SYNTHESIS OF ALPHA AMINO N ALKYL ACIDS AND THEIR ESTERS. APPLICATION TO THE SYNTHESIS OF CARBOXYALKYL DIPEPTIDES |
| FR2620700B1 (en) * | 1987-09-17 | 1990-06-01 | Adir | PROCESS FOR THE SYNTHESIS OF ALPHA AMINO ACIDS N ALKYLS AND THEIR ESTERS. APPLICATION TO THE SYNTHESIS OF CARBOXYALKYL DIPEPTIDES |
| FR2620709B1 (en) * | 1987-09-17 | 1990-09-07 | Adir | PROCESS FOR THE INDUSTRIAL SYNTHESIS OF PERINDOPRIL AND ITS MAIN INTERMEDIATE SYNTHESIS |
| US4902695A (en) * | 1989-02-13 | 1990-02-20 | Eli Lilly And Company | Excitatory amino acid receptor antagonists |
| TW197945B (en) * | 1990-11-27 | 1993-01-11 | Hoechst Ag | |
| US5246943A (en) * | 1992-05-19 | 1993-09-21 | Warner-Lambert Company | Substituted 1,2,3,4-tetahydroisoquinolines with angiotensin II receptor antagonist properties |
| LT3872B (en) | 1993-12-06 | 1996-04-25 | Hoechst Ag | Novel peptides and pharmaceutical compositions containing them |
| FR2746394B1 (en) | 1996-03-20 | 1998-05-29 | Roussel Uclaf | NOVEL TRICYCLIC COMPOUNDS, THEIR PREPARATION PROCESS, AND INTERMEDIATES THEREOF, THEIR APPLICATION AS MEDICAMENTS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| DE59706273D1 (en) | 1996-03-20 | 2002-03-21 | Hoechst Ag | Bone resorption inhibitors and vitronectin receptor antagonists |
| DE19653647A1 (en) | 1996-12-20 | 1998-06-25 | Hoechst Ag | Vitronectin receptor antagonists, their preparation and their use |
| DE19741873A1 (en) * | 1997-09-23 | 1999-03-25 | Hoechst Marion Roussel De Gmbh | New 5-ring heterocycles, their preparation, their use and pharmaceutical preparations containing them |
| DE19751251A1 (en) | 1997-11-19 | 1999-05-20 | Hoechst Marion Roussel De Gmbh | Substituted imidazolidine derivatives, their manufacture, their use and pharmaceutical preparations containing them |
| DE19821483A1 (en) | 1998-05-14 | 1999-11-18 | Hoechst Marion Roussel De Gmbh | New imidazolidine derivatives useful as leukocyte adhesion and migration inhibitors and/or VLA-4 receptor antagonists for treating E.G. inflammatory and allergic disorders |
| FR2807431B1 (en) * | 2000-04-06 | 2002-07-19 | Adir | NOVEL PROCESS FOR THE SYNTHESIS OF PERINDOPRIL AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS |
| FR2807430B1 (en) * | 2000-04-11 | 2002-05-17 | Adir | NOVEL PROCESS FOR THE SYNTHESIS OF N - [(S) -1- CARBOXYBUTYL] - (S) -ALANINE ESTERS AND APPLICATION TO THE SYNTHESIS OF PERINDOPRIL |
| AU2007203451B2 (en) * | 2000-07-06 | 2010-09-02 | Les Laboratoires Servier | Pharmaceutical composition containing a crystalline form of perindopril tert-butylamine salt |
| FR2811320B1 (en) * | 2000-07-06 | 2002-08-23 | Adir | NOVEL ALPHA CRYSTALLINE FORM OF TERT-BUTYLAMINE SALT OF PERINDOPRIL, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| FR2811318B1 (en) * | 2000-07-06 | 2002-08-23 | Adir | NOVEL GAMMA CRYSTALLINE FORM OF TERT-BUTYLAMINE SALT OF PERINDOPRIL, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| FR2827860B1 (en) * | 2001-07-24 | 2004-12-10 | Servier Lab | NOVEL PROCESS FOR SYNTHESIS OF ACID DERIVATIVES (2S, 3AS, 7AS) -1 - [(S) -ALANYL] -OCTAHYDRO-1H-INDOLE-2-CARBOXYLINE AND APPLICATION TO THE SYNTHESIS OF PERINDOPRIL |
| EP1333026B1 (en) * | 2002-01-30 | 2007-06-27 | Les Laboratoires Servier | Process for the preparation of high purity perindopril and intermediates useful in the synthesis |
| FR2838648B1 (en) * | 2002-04-18 | 2004-05-21 | Servier Lab | NEW PERINDOPRIL SALT AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING IT |
| GB2395195A (en) * | 2002-11-18 | 2004-05-19 | Cipla Ltd | Preparation of perindopril from carboxy-protected precursor, & perindopril monohydrates for use as angiotensin converting enzyme (ACE) inhibitors |
| CA2530550C (en) | 2003-06-24 | 2017-04-04 | Christoph Straessler | New crystalline forms of perindopril erbumine |
| DK1367061T3 (en) * | 2003-06-30 | 2006-05-15 | Servier Lab | Process for the synthesis of perindopril and pharmaceutically acceptable salts thereof |
| SI1380590T1 (en) * | 2003-08-29 | 2006-12-31 | Servier Lab | Method for synthesis of perindopril and its pharmaceutically acceptable salts |
| ATE445588T1 (en) * | 2003-09-01 | 2009-10-15 | Servier Lab | NEW PROCESS FOR PRODUCING ESTERS OF N-((S)-1-CARBOXYBUTYL)-(S)-ALANINE AND ITS USE IN THE SYNTHESIS OF PERINDOPRIL |
| SI21703A (en) | 2004-01-14 | 2005-08-31 | Lek Farmacevtska Druzba Dd | Inclusion complexes of perindopril, procedure of their preparation, pharmaceutical compositions containing these complexes and their application in treatment of hypertensia |
| GB2413128A (en) * | 2004-04-13 | 2005-10-19 | Neopharma Ltd | Process for the preparation of perindopril |
| SI21800A (en) | 2004-05-14 | 2005-12-31 | Krka, Tovarna Zdravil, D.D., Novo Mesto | New procedure of synthesis of perindopril |
| SI21881A (en) | 2004-10-15 | 2006-04-30 | Diagen, Smartno Pri Ljubljani, D.O.O. | New crystal forms of perindopril erbumine hydrates, procedure of their preparation and pharmaceutical forms containing these compounds |
| EP1987828A1 (en) | 2005-01-06 | 2008-11-05 | IPCA Laboratories Limited | salts of perindopril and their use in the therapy of hypertension |
| EP1815857A1 (en) | 2006-02-02 | 2007-08-08 | LEK Pharmaceuticals D.D. | A pharmaceutical composition comprising perindopril |
| FR2897866B1 (en) | 2006-02-28 | 2008-04-18 | Servier Lab | ALPHA CRYSTALLINE FORM OF PERINOPRIL ARGININE SALT, PROCESS FOR PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| SI22543A (en) | 2007-06-27 | 2008-12-31 | Krka, Tovarna Zdravil, D.D., Novo Mesto | New salts of perindopril |
| GB0910692D0 (en) | 2009-06-20 | 2009-08-05 | Teva Pharma | Compound |
| PT105315B (en) | 2010-09-29 | 2013-01-16 | Inst Superior Tecnico | A NEW CRYSTALIN HYDRATE FORM OF PERINDOPRIL ERBUMINE, METHODS FOR PREPARATION AND USE IN PHARMACEUTICAL PREPARATIONS |
| FR2985511B1 (en) * | 2012-01-05 | 2014-01-03 | Servier Lab | CRYSTALLINE DELTA FORM OF PERINOPRIL ARGININE SALT, PROCESS FOR PREPARING THE SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| FR2985512B1 (en) | 2012-01-05 | 2014-06-20 | Servier Lab | PROCESS FOR THE PREPARATION OF L-ARGININE SALT OF PERINDOPRIL |
| WO2016178591A2 (en) | 2015-05-05 | 2016-11-10 | Gene Predit, Sa | Genetic markers and treatment of male obesity |
| PH12018502155B1 (en) | 2016-04-20 | 2024-03-27 | Servier Lab | Pharmaceutical composition comprising a beta blocker, a converting enzyme inhibitor and an antihypertensive or an nsaid |
| EP3842035A1 (en) | 2019-12-23 | 2021-06-30 | KRKA, d.d., Novo mesto | Composition for the preparation of perindopril arginine granules, a method for their preparation and pharmaceutical composition comprising the granules |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5572169A (en) * | 1978-11-27 | 1980-05-30 | Tanabe Seiyaku Co Ltd | Isoquinoline derivative and its preparation |
| IL58849A (en) * | 1978-12-11 | 1983-03-31 | Merck & Co Inc | Carboxyalkyl dipeptides and derivatives thereof,their preparation and pharmaceutical compositions containing them |
| US4461896A (en) * | 1979-02-07 | 1984-07-24 | Norwich Eaton Pharmaceuticals, Inc. | 1-[Acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids |
| DE3063420D1 (en) * | 1979-03-26 | 1983-07-07 | Takeda Chemical Industries Ltd | Tetrahydroisoquinolines, their production and the compounds and pharmaceutical compositions containing them for use in the prevention or treatment of hypertension |
| US4294832A (en) * | 1979-04-28 | 1981-10-13 | Tanabe Seiyaku Co., Ltd. | Tetrahydroisoquinoline compounds and a pharmaceutical composition thereof |
| GB2048863B (en) * | 1979-05-16 | 1983-06-15 | Morton Norwich Products Inc | Tetrahydroisoquinoline-3-carboxylic acids |
| US4303583A (en) * | 1979-08-13 | 1981-12-01 | American Home Products Corporation | 1H,5H-[1,4]Thiazepino[4,3-a]indole-1,5-diones |
| FR2470767A1 (en) * | 1979-12-07 | 1981-06-12 | Science Union & Cie | N-Acyl-2-carboxy fused ring heterocyclic cpds. - useful for inhibiting angiotensin converting enzyme and enkephalin(s) |
| FR2487829A2 (en) * | 1979-12-07 | 1982-02-05 | Science Union & Cie | NOVEL SUBSTITUTED IMINO ACIDS, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS AN ENZYME INHIBITOR |
| ZA811493B (en) * | 1980-04-02 | 1982-03-31 | Warner Lambert Co | Substituted acyl derivatives of octahydro-1h-indole-2-carboxylic acids |
| US4251444A (en) * | 1980-04-07 | 1981-02-17 | American Home Products Corporation | Thiazepino-[4,3-b]-isoquinoline-1,5-dione derivatives and precursors |
| EP0278530A3 (en) * | 1980-08-30 | 1989-08-02 | Hoechst Aktiengesellschaft | Amino acid derivatives, process for their preparation, agents containing them and their use |
| US4344949A (en) * | 1980-10-03 | 1982-08-17 | Warner-Lambert Company | Substituted acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids |
-
1981
- 1981-04-07 FR FR8106916A patent/FR2503155A2/en active Granted
- 1981-09-25 IL IL63940A patent/IL63940A/en not_active IP Right Cessation
- 1981-09-29 IE IE2257/81A patent/IE51821B1/en active Protection Beyond IP Right Term
- 1981-09-29 DE DE8181401501T patent/DE3164201D1/en not_active Expired
- 1981-09-29 AT AT81401501T patent/ATE7910T1/en active
- 1981-09-29 EP EP81401501A patent/EP0049658B1/en not_active Expired
- 1981-09-29 LU LU88262C patent/LU88262I2/xx unknown
- 1981-09-30 AR AR81286934A patent/AR242949A1/en active
- 1981-09-30 EG EG556/81A patent/EG15361A/en active
- 1981-09-30 FI FI813034A patent/FI77230C/en not_active IP Right Cessation
- 1981-10-01 SU SU813344196A patent/SU1153827A3/en active
- 1981-10-01 NO NO813339A patent/NO160780C/en not_active IP Right Cessation
- 1981-10-01 DK DK434381A patent/DK157011C/en not_active IP Right Cessation
- 1981-10-01 OA OA57509A patent/OA06914A/en unknown
- 1981-10-01 GR GR66179A patent/GR75016B/el unknown
- 1981-10-01 PH PH26297A patent/PH17516A/en unknown
- 1981-10-01 PT PT73755A patent/PT73755B/en unknown
- 1981-10-01 AU AU75949/81A patent/AU542611B2/en not_active Expired
- 1981-10-01 CA CA000387093A patent/CA1341196C/en not_active Expired - Lifetime
- 1981-10-01 DD DD81233794A patent/DD201783A5/en unknown
- 1981-10-01 UA UA3344196A patent/UA6308A1/en unknown
- 1981-10-01 HU HU812838A patent/HU185147B/en not_active IP Right Cessation
- 1981-10-02 NZ NZ198535A patent/NZ198535A/en unknown
- 1981-10-02 JP JP56157367A patent/JPS5791974A/en active Granted
- 1981-10-02 KR KR1019810003709A patent/KR860001875B1/en not_active Expired
- 1981-10-02 ES ES505999A patent/ES505999A0/en active Granted
-
1993
- 1993-06-01 NL NL930046C patent/NL930046I2/en unknown
-
1994
- 1994-05-16 GE GEAP19941926A patent/GEP19970943B/en unknown
- 1994-12-29 MD MD95-0107A patent/MD381C2/en unknown
Non-Patent Citations (1)
| Title |
|---|
| Вейганд-Хильгетаг. Методы эксперимента в органической химии. М.,"Химия", 1968, p. 378. * |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MD381C2 (en) | Process for obtaining substituted aminodiacids, racemates thereof or optical isomers, or their pharmaceutically acceptable salts | |
| AR247394A1 (en) | 9-amino-1,2,3,4-tetrahydroacridin-1-ol and related compounds, a process for their preparation and their use as medicaments | |
| ES470470A1 (en) | 1-Piperidinophthalazines as cardiac stimulants | |
| AR002986A1 (en) | NEW DERIVATIVES OF PIPERAZINE REPLACED PARTICULARLY USEFUL AS AN ANTAGONISTS OF TACHYQUININE RECEPTORS, PHARMACEUTICAL COMPOSITIONS, USES OF SUCH DERIVATIVES AND PREPARATION PROCEDURE FOR THEM. | |
| ES8203388A1 (en) | Imidazo-rifamycin derivatives with antibacterial utility | |
| FR2354986A1 (en) | PROCESS FOR SEPARATING AROMATIC HYDROCARBONS FROM MIXTURES OF ORGANIC COMPOUNDS | |
| GB1040722A (en) | Process for the preparation of new amino-ketones | |
| ES8300699A1 (en) | Heterocyclic compounds | |
| DK0482071T3 (en) | New antiviral agents | |
| ES448475A1 (en) | X-ray contrast media | |
| GB1307315A (en) | Fire retardant polyurethanes | |
| ES2125870T3 (en) | SERTINDOL DRUGS. | |
| GB1448414A (en) | Prostaglandin intermediates | |
| ES422539A1 (en) | Process for refining amines | |
| ES448549A1 (en) | Process for preparing azomethines | |
| PT75494B (en) | Process for the preparation of dibenzymidazoazepine dibenzymidazoxazepine and dibenzymidazothiazepine compounds | |
| ES466245A1 (en) | PROCEDURE FOR PREPARING ISOQUINOLINE DERIVATIVES | |
| BG48694A3 (en) | Method for preparing alkandiol- dicarboxilates | |
| FR2546515B1 (en) | PROCESS FOR THE PREPARATION OF ADPDIETHYTLENIC CARBONYL COMPOUNDS | |
| ES425591A1 (en) | A PROCEDURE FOR THE PREPARATION OF SECOPROSTAGLANDIAN. | |
| ES378034A1 (en) | Herbicidal halodinitro-1,3-phenylenediamine compounds | |
| ES8404334A1 (en) | Intermediates for the preparation of 4-phenyl-1,3-benzodiazepins and methods for preparing the intermediates. | |
| ES461252A1 (en) | A PROCEDURE FOR THE PRODUCTION OF 4,5-EPOXY-TETRAHYDRO-PIRAN-3-ONA. | |
| ES469883A1 (en) | 4-hydroxythiazolidine-2-thione derivatives | |
| DE3373650D1 (en) | Process for the production of ethylene glycol |