AU2915184A - Isoindoledicarboxylic acid derivatives, their preparation and pharmaceutical compositions - Google Patents
Isoindoledicarboxylic acid derivatives, their preparation and pharmaceutical compositionsInfo
- Publication number
- AU2915184A AU2915184A AU29151/84A AU2915184A AU2915184A AU 2915184 A AU2915184 A AU 2915184A AU 29151/84 A AU29151/84 A AU 29151/84A AU 2915184 A AU2915184 A AU 2915184A AU 2915184 A AU2915184 A AU 2915184A
- Authority
- AU
- Australia
- Prior art keywords
- carbon atoms
- formula
- alkyl radical
- see diagramm
- compatible mineral
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title abstract 2
- DQJCYUPXDWAEPO-UHFFFAOYSA-N 2h-isoindole-1,3-dicarboxylic acid Chemical class C1=CC=CC2=C(C(=O)O)NC(C(O)=O)=C21 DQJCYUPXDWAEPO-UHFFFAOYSA-N 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 150000003839 salts Chemical class 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 4
- 239000011707 mineral Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 150000007522 mineralic acids Chemical class 0.000 abstract 2
- 230000003287 optical effect Effects 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 150000007530 organic bases Chemical class 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- CZTREFQQQAJNFV-UHFFFAOYSA-N 2h-isoindole-1-carboxylic acid Chemical class C1=CC=CC2=C(C(=O)O)NC=C21 CZTREFQQQAJNFV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 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
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Peptides Or Proteins (AREA)
- Indole Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1. Claims for the contracting states : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Compounds corresponding to the general formula I : see diagramm : EP0129461,P7,F5 in which the ring A is saturated or, alternatively, benzenic, R represents a hydrogen atom or a lower alkyl group having from 1 to 4 carbon atoms, R' represents a linear alkyl radical having from 1 to 6 carbon atoms or a mono- or di-cycloalkyl-alkyl radical having from 4 to 7 carbon atoms, in their racemic form or in the form of optical isomers, and the salts thereof obtained with a therapeutically compatible mineral or organic base or the addition salts thereof obtained with a pharmaceutically compatible mineral or organic acid. 1. Claim for the contracting state : AT Process for the preparation of compounds corresponding to the general formula I : see diagramm : EP0129461,P7,F6 in which the ring A is saturated or, alternatively, benzenic, R represents a hydrogen atom or a lower alkyl group having from 1 to 4 carbon atoms, R' represents a linear alkyl radical having from 1 to 6 carbon atoms or a mono- or di-cycloalkyl-alkyl radical having from 4 to 7 carbon atoms, in their racemic form or in the form of optical isomers, and the salts thereof obtained with a therapeutically compatible mineral or organic base or the addition salts thereof obtained with a pharmaceutically compatible mineral or organic acid, characterised in that a carboxyisoindole derivative of the formula : see diagramm : EP0129461,P8,F1 in which A has the same meaning as in formula I and R" represents an alkyl group having from 1 to 6 carbon atoms, preferably a tert.-butyl group, or one of the addition salts thereof, is condensed with a functional derivative of a substituted amino acid of the formula III : see diagramm : EP0129461,P8,F2 in which R et R' have the same meanings as in formula I and the nitrogen atom is protected by a radical customarily used for protection in the synthesis of peptides, such as benzyloxycarbonyl or tert.-butoxycarbonyl, and the intermediate compound obtained is subjected to customary deprotecting processes, such as, for example, total or partial saponification, and/or hydrogenolysis, and in this manner is converted into a compound of the formula I.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8309326A FR2546886B2 (en) | 1983-06-06 | 1983-06-06 | DERIVATIVES OF ISOINDOLEDICARBOXYLIC ACIDS, THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| FR8309326 | 1983-06-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2915184A true AU2915184A (en) | 1984-12-20 |
| AU566490B2 AU566490B2 (en) | 1987-10-22 |
Family
ID=9289500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU29151/84A Ceased AU566490B2 (en) | 1983-06-06 | 1984-06-06 | Isoindoledicarboxylic acid derivatives, their preparation and pharmaceutical compositions |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0129461B1 (en) |
| JP (1) | JPS6011467A (en) |
| AT (1) | ATE25258T1 (en) |
| AU (1) | AU566490B2 (en) |
| CA (1) | CA1274347A (en) |
| DE (1) | DE3462261D1 (en) |
| ES (1) | ES533174A0 (en) |
| FR (1) | FR2546886B2 (en) |
| IE (1) | IE57600B1 (en) |
| NZ (1) | NZ208386A (en) |
| OA (1) | OA07716A (en) |
| PT (1) | PT78697A (en) |
| ZA (1) | ZA844262B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61502818A (en) * | 1984-07-30 | 1986-12-04 | シェリング・コ−ポレ−ション | New method for producing cis,endo-octahydrocyclopenta[b]pyrrol-2-carboxylate |
| DE3640641A1 (en) * | 1986-11-28 | 1988-07-14 | Thomae Gmbh Dr K | NEW HETEROAROMATIC AMINE DERIVATIVES, MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS AND METHOD FOR THE PRODUCTION THEREOF |
| US4902695A (en) * | 1989-02-13 | 1990-02-20 | Eli Lilly And Company | Excitatory amino acid receptor antagonists |
| AU2003224420B2 (en) | 2003-02-28 | 2009-08-06 | Les Laboratoires Servier | Process for preparation of perindopril and salts thereof |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| DE3177130D1 (en) * | 1980-08-30 | 1990-01-11 | Hoechst Ag | AMINO ACID DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, MEANS CONTAINING THEM AND THE USE THEREOF. |
| ZA817261B (en) * | 1980-10-23 | 1982-09-29 | Schering Corp | Carboxyalkyl dipeptides,processes for their production and pharmaceutical compositions containing them |
| DE3174844D1 (en) * | 1980-10-23 | 1986-07-24 | Schering Corp | Carboxyalkyl dipeptides, processes for their production and pharmaceutical compositions containing them |
| GB2086390B (en) * | 1980-11-03 | 1984-06-06 | Ciba Geigy Ag | 1-carboxy-azaalkanoylindoline-2-carboxylic acids process for their manufacture pharmaceutical preparations containing these compounds and their therapeutic application |
| DE3260423D1 (en) * | 1981-02-17 | 1984-08-30 | Warner Lambert Co | Substituted acyl derivatives of octahydro-1h-isoindole-1-carboxylic acids and esters |
| JPS57158758A (en) * | 1981-02-17 | 1982-09-30 | Warner Lambert Co | Substatuted acyl derivative of octahydro-1h- isoindole-1-carboxylic acid |
| EP0081094A1 (en) * | 1981-11-12 | 1983-06-15 | Merck & Co. Inc. | Substituted omega-amino-carboxymethyldipeptide antihypertensive agents |
| US4431644A (en) * | 1982-03-08 | 1984-02-14 | Schering Corporation | Antihypertensive agents |
| DE3211676A1 (en) * | 1982-03-30 | 1983-10-06 | Hoechst Ag | NEW DERIVATIVES OF CYCLOALKA (C) PYRROL CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF, THEIR SUBSTANCES AND THE USE THEREOF AND NEW CYCLOALKA (C) PYRROL CARBONIC ACIDS AS THE INTERMEDIATE LEVELS AND METHODS |
| DE3315464A1 (en) * | 1983-04-28 | 1984-10-31 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING N-ALKYLATED DIPEPTIDES AND THEIR ESTERS |
-
1983
- 1983-06-06 FR FR8309326A patent/FR2546886B2/en not_active Expired
-
1984
- 1984-06-05 CA CA000455843A patent/CA1274347A/en not_active Expired - Lifetime
- 1984-06-05 IE IE1386/84A patent/IE57600B1/en not_active IP Right Cessation
- 1984-06-05 PT PT78697A patent/PT78697A/en not_active IP Right Cessation
- 1984-06-05 DE DE8484401145T patent/DE3462261D1/en not_active Expired
- 1984-06-05 NZ NZ208386A patent/NZ208386A/en unknown
- 1984-06-05 EP EP84401145A patent/EP0129461B1/en not_active Expired
- 1984-06-05 AT AT84401145T patent/ATE25258T1/en not_active IP Right Cessation
- 1984-06-06 ZA ZA844262A patent/ZA844262B/en unknown
- 1984-06-06 OA OA58310A patent/OA07716A/en unknown
- 1984-06-06 JP JP59116318A patent/JPS6011467A/en active Pending
- 1984-06-06 AU AU29151/84A patent/AU566490B2/en not_active Ceased
- 1984-06-06 ES ES533174A patent/ES533174A0/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| CA1274347A (en) | 1990-09-18 |
| EP0129461A1 (en) | 1984-12-27 |
| AU566490B2 (en) | 1987-10-22 |
| ZA844262B (en) | 1985-01-30 |
| DE3462261D1 (en) | 1987-03-05 |
| JPS6011467A (en) | 1985-01-21 |
| ATE25258T1 (en) | 1987-02-15 |
| NZ208386A (en) | 1989-01-27 |
| ES8506623A1 (en) | 1985-08-01 |
| OA07716A (en) | 1985-08-30 |
| FR2546886A2 (en) | 1984-12-07 |
| IE841386L (en) | 1984-12-06 |
| PT78697A (en) | 1984-07-01 |
| ES533174A0 (en) | 1985-08-01 |
| FR2546886B2 (en) | 1986-05-16 |
| IE57600B1 (en) | 1993-01-27 |
| EP0129461B1 (en) | 1987-01-28 |
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