IE812257L - Substituted imino-diacids - Google Patents
Substituted imino-diacidsInfo
- Publication number
- IE812257L IE812257L IE812257A IE225781A IE812257L IE 812257 L IE812257 L IE 812257L IE 812257 A IE812257 A IE 812257A IE 225781 A IE225781 A IE 225781A IE 812257 L IE812257 L IE 812257L
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- cpds
- carboxy
- opt
- ring
- Prior art date
Links
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 102000004190 Enzymes Human genes 0.000 abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 2
- 102000004270 Peptidyl-Dipeptidase A Human genes 0.000 abstract 2
- 108090000882 Peptidyl-Dipeptidase A Proteins 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- BWKMGYQJPOAASG-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid Chemical compound C1=CC=C2CNC(C(=O)O)CC2=C1 BWKMGYQJPOAASG-UHFFFAOYSA-N 0.000 abstract 1
- CQYBNXGHMBNGCG-UHFFFAOYSA-N 2,3,3a,4,5,6,7,7a-octahydro-1h-indol-1-ium-2-carboxylate Chemical compound C1CCCC2NC(C(=O)O)CC21 CQYBNXGHMBNGCG-UHFFFAOYSA-N 0.000 abstract 1
- 102000005862 Angiotensin II Human genes 0.000 abstract 1
- 101800000734 Angiotensin-1 Proteins 0.000 abstract 1
- 102400000344 Angiotensin-1 Human genes 0.000 abstract 1
- 101800000733 Angiotensin-2 Proteins 0.000 abstract 1
- 102400000967 Bradykinin Human genes 0.000 abstract 1
- 101800004538 Bradykinin Proteins 0.000 abstract 1
- QXZGBUJJYSLZLT-UHFFFAOYSA-N H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH Natural products NC(N)=NCCCC(N)C(=O)N1CCCC1C(=O)N1C(C(=O)NCC(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CO)C(=O)N2C(CCC2)C(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CCCN=C(N)N)C(O)=O)CCC1 QXZGBUJJYSLZLT-UHFFFAOYSA-N 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- CZGUSIXMZVURDU-JZXHSEFVSA-N Ile(5)-angiotensin II Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC([O-])=O)C(C)C)C1=CC=C(O)C=C1 CZGUSIXMZVURDU-JZXHSEFVSA-N 0.000 abstract 1
- 102000003729 Neprilysin Human genes 0.000 abstract 1
- 108090000028 Neprilysin Proteins 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- ORWYRWWVDCYOMK-HBZPZAIKSA-N angiotensin I Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC(C)C)C(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C1=CC=C(O)C=C1 ORWYRWWVDCYOMK-HBZPZAIKSA-N 0.000 abstract 1
- 229950006323 angiotensin ii Drugs 0.000 abstract 1
- 208000037849 arterial hypertension Diseases 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 230000036772 blood pressure Effects 0.000 abstract 1
- QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 abstract 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 abstract 1
- 229960003883 furosemide Drugs 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 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)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
2-Carboxy-perhydroindole, 3-carboxy-1,2,3,4-tetrahydro isoquinoline and 3-carboxy perhydro-isoquinoline derivs. of formula (I), in the form of the racemate or optical isomers, and their salts with mineral or organic acids or bases are new. In (I) Ring A is satd. and n is 0 or 1 or Ring A is a benzene ring and n is 1; R2 is 1-4C alkyl opt. substd. by an amino gp; R2 is H or 1-4C alkyl; R3 is opt. branched alkyl, mono- or dicycloalkyl-alkyl or phenalkyl (having at most 9C atoms) or a substd. alkyl gp. of formula -(CH2)p-Y-CHR4R5; R4 is H, 1-4C alkyl or 3-6C cycloalkyl; R5 is H, 1-4C alkyl, 3-6C cycloalkyl or alkoxycarbonyl; Y is =S or =N-Q Q is H, acetyl or benzyloxycarbonyl; p is 1 or 2 and q is 0 or 1. (I) inhibit enzymes, such as carboxypolypeptidases, enkephalinases and kininase II, and inhibit the conversion of the decapeptide angiotensin I into the octapeptide angiotensin II (which causes arterial hypertension in certain cases) by inhibiting the conversion enzyme. The cpds. are used to treat hypertension and cardiac insufficiency. Their inhibition of kininase II increases the circulating bradykinin and lowers blood pressure. The cpds. are administered orally or intravenously, opt. with other synergestic or complimentary cpds. e.g. furosemide.
[EP0049658A1]
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 (2)
| Publication Number | Publication Date |
|---|---|
| IE812257L true IE812257L (en) | 1983-03-29 |
| IE51821B1 IE51821B1 (en) | 1987-04-01 |
Family
ID=26222007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2257/81A IE51821B1 (en) | 1980-10-02 | 1981-09-29 | Substituted imino-diacids,their preparation and pharmaceutical compositions containing them |
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 |
|---|---|---|---|---|
| EP0046953B1 (en) * | 1980-08-30 | 1989-12-06 | Hoechst Aktiengesellschaft | Amino acid derivatives, processes for their preparation, compositions 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| HU191120B (en) * | 1983-01-31 | 1987-01-28 | Hoechts Ag,De | Process for raceme separation of optically active byciclic imino-alpha-carbonic acid esthers |
| US5175306A (en) * | 1983-01-31 | 1992-12-29 | Hoechst Aktiengesellschaft | Process for the resolution of racemates of optically active bicyclic imino-α-carboxylic esters |
| DE3303344A1 (en) | 1983-02-02 | 1984-08-02 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED AMINO ACIDS AND THEIR ESTERS |
| DE3333454A1 (en) * | 1983-09-16 | 1985-04-11 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED DIPEPTIDES AND THEIR ESTERS |
| DE3333455A1 (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 |
| US5684016A (en) * | 1984-04-12 | 1997-11-04 | Hoechst Aktiengesellschaft | Method of treating cardiac insufficiency |
| DE3413710A1 (en) * | 1984-04-12 | 1985-10-24 | Hoechst Ag, 6230 Frankfurt | METHOD FOR TREATING HEART 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 |
| FR2620709B1 (en) * | 1987-09-17 | 1990-09-07 | Adir | PROCESS FOR THE INDUSTRIAL SYNTHESIS OF PERINDOPRIL AND ITS MAIN INTERMEDIATE SYNTHESIS |
| 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 |
| 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 |
| 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 |
| ATE212990T1 (en) | 1996-03-20 | 2002-02-15 | Hoechst Ag | BONE RESORPTION INHIBITORS AND VITRONECTIN RECEPTOR ANTAGONISTS |
| 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 |
| 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 |
| 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 |
| 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 |
| AU2007203451B2 (en) * | 2000-07-06 | 2010-09-02 | Les Laboratoires Servier | Pharmaceutical composition containing a crystalline form of perindopril tert-butylamine salt |
| 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 |
| PT1333026E (en) * | 2002-01-30 | 2007-09-17 | Servier Lab | 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 |
| WO2004113293A1 (en) | 2003-06-24 | 2004-12-29 | Les Laboratoires Servier | Novel crystalline forms of perindopril erbumine |
| SI1367061T1 (en) * | 2003-06-30 | 2006-04-30 | Servier Lab | Method for synthesis of perindopril and its pharmaceutically acceptable salts |
| SI1380590T1 (en) * | 2003-08-29 | 2006-12-31 | Servier Lab | Method for synthesis of perindopril and its pharmaceutically acceptable salts |
| PT1362845E (en) * | 2003-09-01 | 2009-11-05 | Servier Lab | New process for the synthesis of n-((s)-1-carboxybutyl)-(s)-alanine esters and their 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 |
| EP1679072B9 (en) | 2005-01-06 | 2009-09-02 | IPCA Laboratories Limited | Process for for synthesis of (2S,3aS,7aS)-1-(S)-alanyl-octahydro-1H-indole-2- carboxylic acid derivatives and use in the synthesis of perindopril |
| 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 |
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| 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 |
| EP0018104B1 (en) * | 1979-03-26 | 1983-05-25 | 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 |
| 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 |
| 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) |
| 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 |
| EP0046953B1 (en) * | 1980-08-30 | 1989-12-06 | Hoechst Aktiengesellschaft | Amino acid derivatives, processes for their preparation, compositions 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 EP EP81401501A patent/EP0049658B1/en not_active Expired
- 1981-09-29 AT AT81401501T patent/ATE7910T1/en active
- 1981-09-29 DE DE8181401501T patent/DE3164201D1/en not_active Expired
- 1981-09-29 IE IE2257/81A patent/IE51821B1/en active Protection Beyond IP Right Term
- 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 DK DK434381A patent/DK157011C/en not_active IP Right Cessation
- 1981-10-01 NO NO813339A patent/NO160780C/en not_active IP Right Cessation
- 1981-10-01 UA UA3344196A patent/UA6308A1/en unknown
- 1981-10-01 DD DD81233794A patent/DD201783A5/en unknown
- 1981-10-01 AU AU75949/81A patent/AU542611B2/en not_active Expired
- 1981-10-01 OA OA57509A patent/OA06914A/en unknown
- 1981-10-01 PH PH26297A patent/PH17516A/en unknown
- 1981-10-01 PT PT73755A patent/PT73755B/en unknown
- 1981-10-01 HU HU812838A patent/HU185147B/en not_active IP Right Cessation
- 1981-10-01 CA CA000387093A patent/CA1341196C/en not_active Expired - Lifetime
- 1981-10-01 GR GR66179A patent/GR75016B/el unknown
- 1981-10-01 SU SU813344196A patent/SU1153827A3/en active
- 1981-10-02 NZ NZ198535A patent/NZ198535A/en unknown
- 1981-10-02 JP JP56157367A patent/JPS5791974A/en active Granted
- 1981-10-02 ES ES505999A patent/ES505999A0/en active Granted
- 1981-10-02 KR KR1019810003709A patent/KR860001875B1/en not_active Expired
-
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
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