KR910000135A - 심장혈관활성을 가진 2-아미노-1,2,3,4-테트라히드로나프탈렌 유도체, 그 제조방법 및 이를 함유한 약제 조성물 - Google Patents
심장혈관활성을 가진 2-아미노-1,2,3,4-테트라히드로나프탈렌 유도체, 그 제조방법 및 이를 함유한 약제 조성물 Download PDFInfo
- Publication number
- KR910000135A KR910000135A KR1019900009498A KR900009498A KR910000135A KR 910000135 A KR910000135 A KR 910000135A KR 1019900009498 A KR1019900009498 A KR 1019900009498A KR 900009498 A KR900009498 A KR 900009498A KR 910000135 A KR910000135 A KR 910000135A
- Authority
- KR
- South Korea
- Prior art keywords
- amino
- compound
- methylethyl
- dimethoxy
- hydroxy
- Prior art date
Links
- 230000005792 cardiovascular activity Effects 0.000 title claims 2
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title claims 2
- LCGFVWKNXLRFIF-UHFFFAOYSA-N 1,2,3,4-tetrahydronaphthalen-2-amine Chemical class C1=CC=C2CC(N)CCC2=C1 LCGFVWKNXLRFIF-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 4
- OBBIBUQLAQRGFP-UHFFFAOYSA-N 5,6-dimethoxy-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1C(=O)CCC2=C(OC)C(OC)=CC=C21 OBBIBUQLAQRGFP-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- 238000005576 amination reaction Methods 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
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052987 metal hydride Inorganic materials 0.000 claims 2
- 150000004681 metal hydrides Chemical class 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- XOEYEMPJUAZNQC-UHFFFAOYSA-N BC#N.CCCC[N+](CCCC)(CCCC)CCCC Chemical compound BC#N.CCCC[N+](CCCC)(CCCC)CCCC XOEYEMPJUAZNQC-UHFFFAOYSA-N 0.000 claims 1
- RRQDSRWSTHZUFK-UHFFFAOYSA-N CC(C(C1=CC=C(C=C1)O)O)NC2CCCC3=CC=CC=C23 Chemical compound CC(C(C1=CC=C(C=C1)O)O)NC2CCCC3=CC=CC=C23 RRQDSRWSTHZUFK-UHFFFAOYSA-N 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000000543 intermediate Substances 0.000 claims 1
- 208000010125 myocardial infarction Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Cardiology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Superconductors And Manufacturing Methods Therefor (AREA)
- Farming Of Fish And Shellfish (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 다음 구조식의 화합물, 그의 입체 이성체 및 한가지 또는 그 이상의 입체이성체와 약리적으로 허용되는 그의 염의 혼합물.
- 제1항에 있어서, 에리트로-5,6-디메톡시-2〔[2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; 트리오-5,6-디메톡시-2〔(2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (αR, βS)-5,6-디메톡시-2〔(2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (αS, βR)-5,6-디메톡시-2〔[2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (-)(αR, βS, γS)-5,6디메톡시-2(+)〔[2-(40히드록시 페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (αS, βR, γR)-5,6-디메톡시-2〔(2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (+)(αR, βS, γS)-5,6-디메톡시-2〔(2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 ; (-)(αS, βR, γS)-5,6-디메톡시-2〔[2-(4-히드록시페닐)-2-히드록시-1-메틸에틸〕아미노〕-1,2,3,4-테트라히드로나프탈렌 중에서 선택된 것을 특징으로 하는 수조식(Ⅰ)의 화합물.
- 다음의 5,6-디메톡시-2-테트랄론(Ⅱ)을 다음 구조식(Ⅲ)의 아민과 환원아민화반응 시키는 것을 특징으로 하는 제1항의 화합물의 제조방법.
- 제3항에 있어서, 수소화금속을 사용하여 환원 아민화반응을 수행하는 것을 특징으로 하는 제1항의 화합물의 제조방법.
- 제4항에 있어서, 수소화 금속으로서 시아노보론 수소나트륨 또는 중량비 4:1-1:1로 시아노보론 수소화나트륨의 시아노보론 수소화 테트라부틸암모늄과 혼합물을 사용하는 것을 특징으로 하는 제1항의 화합물의 제조방법.
- 다음 일반식(Ⅵ)의 화합물을 환원반응시키는 것으로 이루어진 것을 특징으로 하는 제1항의 화합물의 제조방법.상기식에서 R1및 R2는 수소 또는 벤질기 또는 유사한 입체장애를 가지며 이어서 자체공지방법으로 제거될 수 있는 기이다.
- 다음 일반식(Ⅵ)의 화합물,상기식에서 R1및 R2는 수소 또는 벤질기 또는 제1항의 화합물 제조용 중간체로서 유사한 입체장애를 가지는 기이다.
- 활성성분으로서 제1-2항의 화합물을 단위 투여량 당 10-100㎎의 양을 함유한 것을 특징으로 하는 심장마비와 같은 심장혈관질병의 치료용 약제조성물.
- 심장혈관 활성을 가진 약물의 제조를 위한 제1-2항의 화합물의 용도.※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT20996A/89 | 1989-06-27 | ||
IT8920996A IT1230931B (it) | 1989-06-27 | 1989-06-27 | Derivati di 2 ammino 1,2,3,4 tetraidronaftalene ad attivita' cardiovascolare, procedimento per la loro preparazione e composizioni farmaceutiche che li contengono |
Publications (1)
Publication Number | Publication Date |
---|---|
KR910000135A true KR910000135A (ko) | 1991-01-29 |
Family
ID=11175160
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900009498A KR910000135A (ko) | 1989-06-27 | 1990-06-26 | 심장혈관활성을 가진 2-아미노-1,2,3,4-테트라히드로나프탈렌 유도체, 그 제조방법 및 이를 함유한 약제 조성물 |
Country Status (18)
Country | Link |
---|---|
US (1) | US5096929A (ko) |
EP (1) | EP0405344B1 (ko) |
JP (1) | JPH0363253A (ko) |
KR (1) | KR910000135A (ko) |
AT (1) | ATE93837T1 (ko) |
AU (1) | AU633931B2 (ko) |
CA (1) | CA2019828A1 (ko) |
DE (1) | DE69003031T2 (ko) |
DK (1) | DK0405344T3 (ko) |
FI (1) | FI903202A0 (ko) |
HU (1) | HUT58276A (ko) |
IE (1) | IE902313A1 (ko) |
IT (1) | IT1230931B (ko) |
MA (1) | MA21884A1 (ko) |
NO (1) | NO173542C (ko) |
NZ (1) | NZ234253A (ko) |
PT (1) | PT94498A (ko) |
ZA (1) | ZA904962B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2041211B1 (es) * | 1992-02-17 | 1994-05-16 | Uriach & Cia Sa J | Procedimiento para la obtencion de nuevos dihidro y tetrahidronaftalenos. |
JP3708624B2 (ja) * | 1996-03-27 | 2005-10-19 | キッセイ薬品工業株式会社 | 3,4−ジ置換フェニルエタノールアミノテトラリンカルボン酸誘導体 |
WO1999007354A2 (en) | 1997-08-08 | 1999-02-18 | Duke University | Compositions, apparatus and methods for facilitating surgical procedures |
US6711436B1 (en) | 1997-08-08 | 2004-03-23 | Duke University | Compositions, apparatus and methods for facilitating surgical procedures |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2776993A (en) * | 1954-06-09 | 1957-01-08 | Gordon A Alles | 1-paramethoxyphenyl-2-cyclopentylamino-1-propanol compounds |
DE1618005A1 (de) * | 1966-09-22 | 1971-09-09 | Thomae Gmbh Dr K | Verfahren zur Herstellung von neuen Amino-dihalogen-phenyl-aethylaminen |
US4011258A (en) * | 1973-06-21 | 1977-03-08 | Aktiebolaget Draco | Orally active bronchospasmolytic compounds |
IT1218322B (it) * | 1982-06-10 | 1990-04-12 | Chiesi Farma Spa | Derivati di 1,2,3,4-tetraidronaftalene,procedimento di preparazione e relative composizioni farmaceutiche |
DE3660959D1 (de) * | 1985-06-26 | 1988-11-24 | Smithkline Beckman Corp | Benz-trisubstituted 2-aminotetralins |
IL79323A (en) * | 1985-07-10 | 1990-03-19 | Sanofi Sa | Phenylethanolaminotetralines,their preparation and pharmaceutical compositions containing them |
IT1199339B (it) * | 1986-12-23 | 1988-12-30 | Sigma Tau Ind Farmaceuti | N-alchil derivati della 2-ammino-6,7-dimetossi tetralina,procedimenti per la loro preparazione e composizioni farmaceutiche ad attivita'an tiipertensiva che li contengono |
-
1989
- 1989-06-27 IT IT8920996A patent/IT1230931B/it active
-
1990
- 1990-06-22 AT AT90111831T patent/ATE93837T1/de not_active IP Right Cessation
- 1990-06-22 EP EP90111831A patent/EP0405344B1/en not_active Expired - Lifetime
- 1990-06-22 DK DK90111831.5T patent/DK0405344T3/da active
- 1990-06-22 DE DE90111831T patent/DE69003031T2/de not_active Expired - Fee Related
- 1990-06-26 ZA ZA904962A patent/ZA904962B/xx unknown
- 1990-06-26 NZ NZ234253A patent/NZ234253A/en unknown
- 1990-06-26 JP JP2168153A patent/JPH0363253A/ja active Pending
- 1990-06-26 KR KR1019900009498A patent/KR910000135A/ko not_active Application Discontinuation
- 1990-06-26 US US07/544,201 patent/US5096929A/en not_active Expired - Fee Related
- 1990-06-26 HU HU903990A patent/HUT58276A/hu unknown
- 1990-06-26 MA MA22156A patent/MA21884A1/fr unknown
- 1990-06-26 PT PT94498A patent/PT94498A/pt not_active Application Discontinuation
- 1990-06-26 NO NO902838A patent/NO173542C/no unknown
- 1990-06-26 FI FI903202A patent/FI903202A0/fi not_active IP Right Cessation
- 1990-06-26 IE IE231390A patent/IE902313A1/en unknown
- 1990-06-26 AU AU57832/90A patent/AU633931B2/en not_active Ceased
- 1990-06-26 CA CA002019828A patent/CA2019828A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
CA2019828A1 (en) | 1990-12-27 |
IE902313A1 (en) | 1991-01-16 |
AU5783290A (en) | 1991-01-10 |
EP0405344A3 (en) | 1991-02-06 |
EP0405344B1 (en) | 1993-09-01 |
MA21884A1 (fr) | 1990-12-31 |
NO902838L (no) | 1990-12-28 |
IT8920996A0 (it) | 1989-06-27 |
ZA904962B (en) | 1991-04-24 |
EP0405344A2 (en) | 1991-01-02 |
DE69003031D1 (de) | 1993-10-07 |
IE902313L (en) | 1990-12-27 |
DE69003031T2 (de) | 1993-12-16 |
NZ234253A (en) | 1992-04-28 |
NO173542B (no) | 1993-09-20 |
IT1230931B (it) | 1991-11-08 |
AU633931B2 (en) | 1993-02-11 |
JPH0363253A (ja) | 1991-03-19 |
HUT58276A (en) | 1992-02-28 |
DK0405344T3 (da) | 1993-10-25 |
ATE93837T1 (de) | 1993-09-15 |
HU903990D0 (en) | 1990-11-28 |
NO902838D0 (no) | 1990-06-26 |
FI903202A0 (fi) | 1990-06-26 |
US5096929A (en) | 1992-03-17 |
NO173542C (no) | 1993-12-29 |
PT94498A (pt) | 1991-02-08 |
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