FI73698B - Foerfarande foer framstaellning av nya farmaceutiskt verksamma n-indanylglycinderivat. - Google Patents
Foerfarande foer framstaellning av nya farmaceutiskt verksamma n-indanylglycinderivat. Download PDFInfo
- Publication number
- FI73698B FI73698B FI813383A FI813383A FI73698B FI 73698 B FI73698 B FI 73698B FI 813383 A FI813383 A FI 813383A FI 813383 A FI813383 A FI 813383A FI 73698 B FI73698 B FI 73698B
- Authority
- FI
- Finland
- Prior art keywords
- indan
- glycine
- alanyl
- phenylpropyl
- added
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 53
- 238000002360 preparation method Methods 0.000 claims description 31
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
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- 150000002431 hydrogen Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
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- 125000003545 alkoxy group Chemical group 0.000 claims description 5
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- 230000000144 pharmacologic effect Effects 0.000 claims 1
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- 239000000243 solution Substances 0.000 description 40
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- 238000002329 infrared spectrum Methods 0.000 description 5
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- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
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- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
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- SHNBJNBZGUQMRQ-UHFFFAOYSA-N propan-2-yl 2-oxo-4-phenylbutanoate Chemical compound CC(C)OC(=O)C(=O)CCC1=CC=CC=C1 SHNBJNBZGUQMRQ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 108090000623 proteins and genes Proteins 0.000 description 1
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- 229910052703 rhodium Inorganic materials 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
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- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- FDCFGQHGGGQLHA-UHFFFAOYSA-N tert-butyl 2-aminoacetate;phosphorous acid Chemical compound OP(O)O.CC(C)(C)OC(=O)CN FDCFGQHGGGQLHA-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- 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
-
- 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)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Claims (2)
1. Förfarance för framsta1 lning av ett farmakologiskt verk-sair.t N-indanylglycinderivat mod formeln (I) 4 ς OR R3 0 "I i li 6 !^(])>“N-C-CH-NH-CH-C-Rb (I) CH2COOR3 dä r R^ ar väte, r4 är väte eller Ci###4-alky1, R5 är väte, C.1 _ # # 4-alkyl eller fenyl- C]_ p .. 4-alkyl, och är hydroxyl eller Ci#___4-alkoxi, eller ett farmaceutiskt acceptabelt sait av denna förening, känneteckna t därav, att a) man kondenserar under reducerande förhällanden en förening med formeln (II)
0 R4 QQ^N-C-CH-NH2 (II) . CH2COOR3 där R^ är väte och R^ betecknar detsamma soit. ovan definie-rats, och en förening med formeln (III) R5 - C - C - R6 tl II o o där R5och R6 betecknar detsamma som ovan definierats, eller b) man kondenserar under reducerande förhällanden en förening med formeln (II)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55154394A JPS5777651A (en) | 1980-10-31 | 1980-10-31 | Indane derivative and its preparation |
| JP15439480 | 1980-10-31 | ||
| JP6437181 | 1981-04-28 | ||
| JP56064371A JPS57179141A (en) | 1981-04-28 | 1981-04-28 | Bicyclic compound and its preparation |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI813383L FI813383L (fi) | 1982-05-01 |
| FI73698B true FI73698B (fi) | 1987-07-31 |
| FI73698C FI73698C (sv) | 1987-11-09 |
Family
ID=26405485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI813383A FI73698C (sv) | 1980-10-31 | 1981-10-28 | Förfarande för framställning av nya farmaceutiskt verksamma N-indanylg lycinderivat. |
Country Status (19)
| Country | Link |
|---|---|
| US (3) | US4822818A (sv) |
| EP (1) | EP0051391B1 (sv) |
| KR (1) | KR880000890B1 (sv) |
| AU (1) | AU543804B2 (sv) |
| CA (1) | CA1287444C (sv) |
| DE (1) | DE3165862D1 (sv) |
| DK (1) | DK164917C (sv) |
| ES (3) | ES8306710A1 (sv) |
| FI (1) | FI73698C (sv) |
| GB (1) | GB2086393B (sv) |
| GR (1) | GR75368B (sv) |
| HK (1) | HK19887A (sv) |
| HU (1) | HU183652B (sv) |
| IE (1) | IE51918B1 (sv) |
| MY (1) | MY8500500A (sv) |
| NO (1) | NO155133C (sv) |
| NZ (1) | NZ198826A (sv) |
| PH (2) | PH18357A (sv) |
| PT (1) | PT73912B (sv) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4610816A (en) * | 1980-12-18 | 1986-09-09 | Schering Corporation | Substituted dipeptides as inhibitors of enkephalinases |
| US4906615A (en) * | 1980-12-18 | 1990-03-06 | Schering Corporation | Substituted dipeptides as inhibitors of enkephalinases |
| AT387717B (de) * | 1983-03-16 | 1989-03-10 | Immuno Ag | Verfahren zum bestimmen von unvertraeglichkeitsreaktionen verursachenden substanzen in therapeutisch und prophylaktisch anzuwendenden blutprodukten sowie verwendung des verfahrens |
| US4666906A (en) * | 1983-03-16 | 1987-05-19 | Usv Pharmaceutical Corporation | Compounds for treating hypertension |
| US4596791A (en) * | 1983-03-16 | 1986-06-24 | Usv Pharmaceutical Corp. | Compounds for treating hypertension |
| US4564612A (en) * | 1983-04-22 | 1986-01-14 | Takeda Chemical Industries, Ltd. | Condensed, seven-membered ring compounds and their use |
| IL72523A (en) * | 1983-08-12 | 1988-06-30 | Takeda Chemical Industries Ltd | 3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine derivatives,their production and pharmaceutical compositions containing them |
| US4638000A (en) * | 1983-08-12 | 1987-01-20 | Takeda Chemical Industries, Ltd. | Condensed seven-membered ring compounds, their production and use |
| GB8414987D0 (en) * | 1984-06-12 | 1984-07-18 | Beecham Group Plc | Active compounds |
| EP0187037A3 (en) * | 1984-12-21 | 1988-03-23 | Takeda Chemical Industries, Ltd. | Piperidine derivatives, their production and use |
| DK100788A (da) * | 1987-03-04 | 1988-09-05 | Takeda Chemical Industries Ltd | Fremgangsmaade til fremstilling af indanderivater |
| EP0284510A3 (en) * | 1987-03-24 | 1990-08-22 | Asahi Breweries, Ltd. | N-[N alpha-(1(S)-carboxy-3-cyclohexyl-propyl)-1-lysyl] N-cyclopentylglycine as antihypertensives |
| US4956490A (en) * | 1989-03-09 | 1990-09-11 | Merck & Co., Inc. | Process for preparing benzylpyruvic acids and esters |
| IT1232160B (it) * | 1989-07-31 | 1992-01-25 | Sigma Tau Ind Farmaceuti | 2-(n-acil)ammino-6,7-dimetossi tetraline, procedimento per la loro preparazione e composizioni farmaceutiche ad attivita' antiipertensiva che le contengono |
| DE4021108A1 (de) * | 1990-07-03 | 1992-01-09 | Bayer Ag | Optisch aktive n-(alpha)-fluoracryloyl-aminosaeure-derivate, ihre herstellung, die daraus hergestellten optisch aktiven polymeren und deren verwendung zur spaltung von racematen |
| DE4123248C2 (de) * | 1991-07-13 | 1996-03-07 | Degussa | Verfahren zur Herstellung von N-substituierten alpha-Aminosäuren und alpha-Aminosäure-Derivaten |
| US5977160A (en) * | 1992-04-10 | 1999-11-02 | Brigham And Women's Hospital, Inc. | Methods for reducing risk of repeat myocardial infarction and increasing survival in heart attack victims |
| TWI243164B (en) * | 2001-02-13 | 2005-11-11 | Aventis Pharma Gmbh | Acylated indanyl amines and their use as pharmaceuticals |
| KR20030046079A (ko) * | 2001-12-05 | 2003-06-12 | 주식회사 코오롱 | 고순도 염산 델라프릴의 신규한 정제방법 |
| CA2522738C (en) * | 2003-04-30 | 2011-11-08 | Wellstat Therapeutics Corporation | Compounds for the treatment of metabolic disorders |
| CA2526730A1 (en) * | 2003-05-30 | 2004-12-09 | Ranbaxy Laboratories Limited | Substituted pyrrole derivatives |
| BRPI0618379A2 (pt) * | 2005-11-08 | 2011-08-30 | Ranbaxy Lab Ltd | processo para preparação do hemi-sal de cálcio do ácido (3r,5r) -7-[2-(4-fluorofenil)-5-isopropil-3-fenil-4-[(4-hidroxime tilfenilamino) carbonil]-pirrol-1-il] -3, 5-diidroxi heptanóico |
| CL2007000667A1 (es) * | 2006-03-14 | 2008-03-14 | Ranbaxi Lab Ltd | Composicion farmaceutica que comprende al acido 7-[2-(4-fluorofenil)-5-isopropil-3-fenil-4-[(4-hidroximetilfenilamino)carbonil]pirrol-1-il]-3,5-dihidroxi-heptanoico o una sal y al menos un agente estabilizante; procedimiento de preparacion, util en e |
| ITMI20061364A1 (it) * | 2006-07-13 | 2008-01-14 | Dipharma Spa | Procedimento per la preparazione di delapril |
| JP2009543773A (ja) * | 2006-07-14 | 2009-12-10 | ランバクシー ラボラトリーズ リミテッド | ＨＭＧ−ＣｏＡレダクターゼ阻害剤の多形体及びその使用 |
| WO2014202659A1 (en) | 2013-06-21 | 2014-12-24 | Sanofi-Aventis Deutschland Gmbh | Process for the preparation of amides of n-[1-(s)-(ethoxycarbonyl)-3-phenylpropyl]-l-alanine |
| US20240190809A1 (en) * | 2021-05-11 | 2024-06-13 | Awakn Ls Europe Holdings Limited | Therapeutic aminoindane compounds and compositions |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4105776A (en) * | 1976-06-21 | 1978-08-08 | E. R. Squibb & Sons, Inc. | Proline derivatives and related compounds |
| US4053651A (en) * | 1976-05-10 | 1977-10-11 | E. R. Squibb & Sons, Inc. | Compounds and method for alleviating angiotensin related hypertension |
| IT1105731B (it) * | 1977-06-29 | 1985-11-04 | Yoshitomi Pharmaceutical | Composti di tiazolidina |
| LU78804A1 (de) * | 1977-12-30 | 1979-07-20 | Byk Gulden Lomberg Chem Fab | N-substituierte w-aminoalkanoyl-w-aminoalkansaeuren,ihre verwendung und verfahren zu ihrer herstellung sowie diese verbindungen enthaltende arzneimittel |
| US4243678A (en) * | 1977-12-30 | 1981-01-06 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Acylhydrocarbylaminoalkanoic acids, compositions and uses |
| US4316896A (en) * | 1978-09-07 | 1982-02-23 | Merck & Co., Inc. | Aminoacid derivatives as antihypertensives |
| IL58849A (en) * | 1978-12-11 | 1983-03-31 | Merck & Co Inc | Carboxyalkyl dipeptides and derivatives thereof,their preparation and pharmaceutical compositions containing them |
| US4256761A (en) * | 1979-07-13 | 1981-03-17 | Usv Pharmaceutical Corporation | Antihypertensive amides |
| ZA817261B (en) * | 1980-10-23 | 1982-09-29 | Schering Corp | Carboxyalkyl dipeptides,processes for their production and pharmaceutical compositions containing them |
| DE3040021A1 (de) * | 1980-10-23 | 1982-05-13 | Windmöller & Hölscher, 4540 Lengerich | Vorrichtung zum bilden und stapeln von von einer folienschlauchbahn abgetrennten abschnitten |
| US4820729A (en) * | 1981-03-30 | 1989-04-11 | Rorer Pharmaceutical Corporation | N-substituted-amido-amino acids |
-
1981
- 1981-10-16 AU AU76521/81A patent/AU543804B2/en not_active Ceased
- 1981-10-19 US US06/312,639 patent/US4822818A/en not_active Expired - Fee Related
- 1981-10-21 DE DE8181304940T patent/DE3165862D1/de not_active Expired
- 1981-10-21 IE IE2471/81A patent/IE51918B1/en not_active IP Right Cessation
- 1981-10-21 GB GB8131719A patent/GB2086393B/en not_active Expired
- 1981-10-21 EP EP81304940A patent/EP0051391B1/en not_active Expired
- 1981-10-28 PH PH26409A patent/PH18357A/en unknown
- 1981-10-28 FI FI813383A patent/FI73698C/sv not_active IP Right Cessation
- 1981-10-29 CA CA000389042A patent/CA1287444C/en not_active Expired - Lifetime
- 1981-10-29 NO NO813662A patent/NO155133C/no unknown
- 1981-10-29 DK DK478181A patent/DK164917C/da not_active IP Right Cessation
- 1981-10-29 GR GR66380A patent/GR75368B/el unknown
- 1981-10-29 KR KR1019810004142A patent/KR880000890B1/ko not_active Expired
- 1981-10-29 HU HU813176A patent/HU183652B/hu not_active IP Right Cessation
- 1981-10-30 PT PT73912A patent/PT73912B/pt unknown
- 1981-10-30 ES ES506714A patent/ES8306710A1/es not_active Expired
- 1981-10-30 NZ NZ198826A patent/NZ198826A/en unknown
-
1982
- 1982-08-26 ES ES515269A patent/ES8401445A1/es not_active Expired
-
1983
- 1983-05-12 US US06/494,061 patent/US4474692A/en not_active Expired - Fee Related
- 1983-07-15 ES ES524148A patent/ES8504671A1/es not_active Expired
- 1983-10-12 PH PH29829A patent/PH21390A/en unknown
-
1985
- 1985-12-30 MY MY500/85A patent/MY8500500A/xx unknown
-
1987
- 1987-03-05 HK HK198/87A patent/HK19887A/xx not_active IP Right Cessation
-
1989
- 1989-01-30 US US07/302,940 patent/US5098892A/en not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed | ||
| MM | Patent lapsed |
Owner name: TAKEDA CHEMICAL INDUSTRIES, LTD. |