KR830007514A - 두고리 화합물의 제조방법 - Google Patents
두고리 화합물의 제조방법 Download PDFInfo
- Publication number
- KR830007514A KR830007514A KR1019810004142A KR810004142A KR830007514A KR 830007514 A KR830007514 A KR 830007514A KR 1019810004142 A KR1019810004142 A KR 1019810004142A KR 810004142 A KR810004142 A KR 810004142A KR 830007514 A KR830007514 A KR 830007514A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- alkyl
- hydrogen
- hydroxyl
- Prior art date
Links
- -1 bicyclic compound Chemical class 0.000 title claims 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 230000007062 hydrolysis Effects 0.000 claims 3
- 238000006460 hydrolysis reaction Methods 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 238000010531 catalytic reduction reaction Methods 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 231100000331 toxic Toxicity 0.000 claims 2
- 230000002588 toxic effect Effects 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Chemical group O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
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)
Abstract
Description
Claims (1)
- (a) 하기식(Ⅱ)의 화합물 및 하기식(Ⅲ)의 화합물을 환원 조건하 축합 시키거나,(b) 식(Ⅰ)의 화합물〔여기서, R3는 수소이거나 또는 R6가 히드록실이며, R3가 수소이고, 기타 모든 상징은 하기 정의한 바와 같음.〕을 제공하기 위하여 식(Ⅰ)의 에스테르 화합물〔여기서, R3는 C1∼4알킬이거나 또는 R6가 C1∼4알콕시이며, R3가 C1∼4알킬이고, 기타 모든 상징은 하기 정의한 바와 같음〕을 가수분해 하거나,(c) 식(Ⅰ)의 화합물〔여기서, R3는 수소이거나 또는 R6가 히드록실이며, R3가 수소이고, 기타 모든 상징은 하기 정의한 바와 같음.〕을 제공하기 위하여 식(Ⅰ)〔여기서, R3는 벤질이거나 또는 R6가 벤질옥시이며 R3가 벤질이고, 기타 모든 상징은 하기 정의한 바와 같음〕의 화합물의 벤질 에스테르를 촉매 환원 시키거나,(d) 하기식(Ⅳ)의 화합물 가수분해 또는 촉매 환원 시키거나,(e) 식(Ⅱ)의 화합물을 하기식(Ⅴ)의 화합물과 반응시키고, 그리고(f) 원한다면, 이와 같이 얻은 식(Ⅰ)의 화합물을 약학적으로 무독한 그의 염으로 전환 시킴을 특징으로 하는 하기식(Ⅱ)의 두고리 화합물 또는 약학적으로 무독한 그의 염의 제조방법.(식중,R1및 R2는 독립적으로 수소, 히드록실 또는 C1-4알킬렌 디옥시를 나타내고,R3는 수소 또는 C1-4알킬이고,R4는 비치환 또는 C2-4알카노일, 벤조일, C2-4알콕시카르보닐 또는 벤질옥시카르보닐로 이루어진 종류의 아실에 의하여 치환된 C1-4알킬, 아미노 C1-4알킬, 또는 수소이고,R5는 비치환 또는 할로겐, C1-4알킬, C1-4알콕시, 아미노, 니트로 및 히드록실 중 1내지 3개로 치환된 C1-4알킬, 페닐 C1-4알킬 또는 할로겐이고,R6는 히드록실, C1-4알킬시, 아미노 또는 모노-또는 디 C1-4알킬아미노이고,X는 할로겐 또는 R7는 C1-4알킬, 페닐 또는 p-톨릴인 식 R7SO2-0-의 기이고.Y는 가수분해 또는 촉매 환원에 의하여 제거될 수 있는 보호기이고, 그리고 m 및 n은 각각 1 또는 2를 의미함).※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019860009085A KR880001007B1 (ko) | 1980-10-31 | 1986-10-29 | 비사이클릭 화합물의 제조 방법 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US154394/1980 | 1980-10-31 | ||
JP55154394A JPS5777651A (en) | 1980-10-31 | 1980-10-31 | Indane derivative and its preparation |
JP56064371A JPS57179141A (en) | 1981-04-28 | 1981-04-28 | Bicyclic compound and its preparation |
US64371/1981 | 1981-04-28 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860009085A Division KR880001007B1 (ko) | 1980-10-31 | 1986-10-29 | 비사이클릭 화합물의 제조 방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830007514A true KR830007514A (ko) | 1983-10-21 |
KR880000890B1 KR880000890B1 (ko) | 1988-05-30 |
Family
ID=26405485
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810004142A KR880000890B1 (ko) | 1980-10-31 | 1981-10-29 | 두고리 화합물의 제조방법 |
Country Status (19)
Country | Link |
---|---|
US (3) | US4822818A (ko) |
EP (1) | EP0051391B1 (ko) |
KR (1) | KR880000890B1 (ko) |
AU (1) | AU543804B2 (ko) |
CA (1) | CA1287444C (ko) |
DE (1) | DE3165862D1 (ko) |
DK (1) | DK164917C (ko) |
ES (3) | ES8306710A1 (ko) |
FI (1) | FI73698C (ko) |
GB (1) | GB2086393B (ko) |
GR (1) | GR75368B (ko) |
HK (1) | HK19887A (ko) |
HU (1) | HU183652B (ko) |
IE (1) | IE51918B1 (ko) |
MY (1) | MY8500500A (ko) |
NO (1) | NO155133C (ko) |
NZ (1) | NZ198826A (ko) |
PH (2) | PH18357A (ko) |
PT (1) | PT73912B (ko) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4906615A (en) * | 1980-12-18 | 1990-03-06 | Schering Corporation | Substituted dipeptides as inhibitors of enkephalinases |
US4610816A (en) * | 1980-12-18 | 1986-09-09 | Schering Corporation | Substituted dipeptides as inhibitors of enkephalinases |
US4596791A (en) * | 1983-03-16 | 1986-06-24 | Usv Pharmaceutical Corp. | Compounds for treating hypertension |
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 |
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 |
WO2004098496A2 (en) * | 2003-04-30 | 2004-11-18 | Wellstat Therapeutics Corporation | Compounds for the treatment of metabolic disorders |
MXPA05012900A (es) * | 2003-05-30 | 2006-02-22 | Ranbaxy Lab Ltd | Derivados de pirrol sustituidos. |
AU2006313430B2 (en) * | 2005-11-08 | 2012-09-06 | Ranbaxy Laboratories Limited | Process for (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4- [(4-hydroxy methyl phenyl amino) carbonyl]-pyrrol-1-yl]-3, 5-dihydroxy-heptanoic acid hemi calcium salt |
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 |
CL2007002044A1 (es) * | 2006-07-14 | 2008-06-13 | Ranbaxy Lab Ltd | Polimorfo cristalino de la sal hemicalcica del acido (3r,5r)-7-[2-(4-fluorofenil)-5-isopropil-3-fenil-4-[(4-hidroximetilfenilamino)carbonil]-pirrol-1-il]-3,5-dihidroxiheptanoico; composicion farmaceutica; y uso para el tratamiento de la diabetes, enf |
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 |
CA3218884A1 (en) * | 2021-05-11 | 2022-11-17 | David Nutt | 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 |
FR2395998A1 (fr) * | 1977-06-29 | 1979-01-26 | Yoshitomi Pharmaceutical | Nouveaux derives de la thiazolidine et leur application dans le traitement de l'hypertension |
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 EP EP81304940A patent/EP0051391B1/en not_active Expired
- 1981-10-21 GB GB8131719A patent/GB2086393B/en not_active Expired
- 1981-10-28 PH PH26409A patent/PH18357A/en unknown
- 1981-10-28 FI FI813383A patent/FI73698C/fi not_active IP Right Cessation
- 1981-10-29 GR GR66380A patent/GR75368B/el unknown
- 1981-10-29 KR KR1019810004142A patent/KR880000890B1/ko active
- 1981-10-29 CA CA000389042A patent/CA1287444C/en not_active Expired - Lifetime
- 1981-10-29 HU HU813176A patent/HU183652B/hu not_active IP Right Cessation
- 1981-10-29 NO NO813662A patent/NO155133C/no unknown
- 1981-10-29 DK DK478181A patent/DK164917C/da not_active IP Right Cessation
- 1981-10-30 NZ NZ198826A patent/NZ198826A/en unknown
- 1981-10-30 PT PT73912A patent/PT73912B/pt unknown
- 1981-10-30 ES ES506714A patent/ES8306710A1/es not_active Expired
-
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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