KR890008113A - 퀴녹살린 화합물 및 이의 제조방법 및 용도 - Google Patents
퀴녹살린 화합물 및 이의 제조방법 및 용도 Download PDFInfo
- Publication number
- KR890008113A KR890008113A KR1019880014744A KR880014744A KR890008113A KR 890008113 A KR890008113 A KR 890008113A KR 1019880014744 A KR1019880014744 A KR 1019880014744A KR 880014744 A KR880014744 A KR 880014744A KR 890008113 A KR890008113 A KR 890008113A
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- halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines 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 hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/50—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
- C07D241/52—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Steroid Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicinal Preparation (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 일반식(Ⅰ)의 퀴녹살린 화합물.상기식에서 R1은 임의로 하이드록시, 프로밀, 카복시, 카복실 에스테르, 아미드 또는 아민으로 치환될 수있는 C1-12-알킬 ; 또는 C3-8-시클로알킬, 아릴 또는 아르알킬이고 ; R6은 수소, 할로겐, CN, CF3, NO2또는 OR'이며, R5, R7및 R8은 수소이고 ; 단 R1이 CH3일 경우에 R6은 CF3, OCH3, NO2, Cl 또는 Br이 아니거나 ; R6및 R7은 독립적으로 NO2, 할로겐 CN, CF3또는 OR'이고, R=및 R8은 각각 수소이거나 ; R5및 R6은 함께는, 할로겐, NO2, CN, CF3또는 OR'로 치환될 수 있는 추가 융합된 방향족환을 형성하고, R7및 R8은 독립적으로 수소, 할로겐 CN, CF3, NO2또는 OR'이거나 ; R7및 Rx은 함께는 할로겐 NO2, CN, CF3또는 OR'로 치환될 수 있는 추가 융합된 방향족환을 형성하고, R5및 R6은 독립적으로 수소, 할로겐, CN, CF3, NO2또는 OR'이며 ; R'은 C1-4-알킬이다.
- 제 1 항에 있어서, 1-시클로헥실-6-니트로 퀴녹살린-2,3(1H,4H)-디온인 화합물.
- 제 1 항에 있어서, 1-벤질-6-니트로퀴녹살린-2,3(1H,4H)-디온인 화합물.
- 제 1 항에 있어서, 4-메틸벤조[f]퀴녹살린-2,3(1H,4H)-디온인 화합물.
- 제 1 항에 있어서, 1-시클로핵실-7-클로르퀴녹살린-2,3(1H,4H)-디온인 화합물.
- 활성성분으로서 제 1 항에 따른 퀴녹살린 화합물 또는 약제학적으로 허용되는 이의 염 및 약제학적으로 허용되는 담체를 함유함을 특징으로 하는 약제학적 조성물.
- 제 6 항에 있어서, 활성 화합물 약 50 내지 200mg을 함유하는 경구 투여 단위 형태의 약제학적 조성물.
- 신경억제제, 특히 퀴스퀼레이트 길항제로서 유효한 양의 일반식(Ⅰ)의 화합물을 이를 필요로 하는 환자에게 투여하는 단계를 특징으로하여, 환자에 있어서, 흥분성 신경전달제 및 특히 퀴스퀼레이트 수용체의 기능항진과 관련된 증상을 치료하는 방법.상기식에서, R1은 임의로 하이드록시, 포르밀, 카복시, 복실에스테르, 아미드 또는 아민으로 치환될 수 있는 C1-12-알킬 ; 또는 C3--시클로알킬, 아릴 또는 아르알킬이고 ; R6은 수소, 할로겐 CN, CF3, NO2또는 OR'이며, R5, R7및 R8은 수소이거나 ; R6및 R7은 독립적으로 NO2, 할로겐, CN, CF3또는 OR'이고, R5및 R8은 각각 수소이거나 ; R5및 R6은 함께는, 할로겐, NO2, CN, CF3또는 OR'로 치환될 수 있는 추가융합된 방향족환을 형성하고, R7및 R8은 독립적으로 수소, 할로겐, CN, CF3, NO2또는 OR'이거나 ; R7및 R8은 함께는 할로겐, NO2, CN, CF3, 또는 OR'로 치환될 수 있는 추가 융합된 방향족환을 형성하고, R5및 R6은 독립적으로 수소, 할로겐, CN, CF3, NO2또는 OR'이며, R'은 C1-t-알킬이다.
- 제 1 항에 있어서, 신경억제제로서 사용되는 퀴녹살린 화합물.
- a) 일반식(Ⅱ)의 화합물을 옥살레이트 또는 이의 반응성 유도체와 반응시켜 일반식(Ⅰ)의 화합물을 형성하거나, b) 일반식(Ⅲ)의 화합물을 니트로화시켜 일반식(Ⅰ)의 화합물을 형성하거, c) 일반식(Ⅳ)의 화합물을 환원시켜 일반식(Ⅰ)의 화합물을 형성하거나 d) 일반식(Ⅴ)의 화합물을 환원시켜 일반식(Ⅰ)에 따른 화합물을 제조하는 방법.상기식에서, R1, R2, R6, R7및 R8은 제 1 항에서의 정의한 바와 같고, 단 일반식(Ⅲ)에서, R5, R6, R7및 R8중의 하나 이상은 수소이고, 다른 라디칼은 제 1 하에서 정의한 바와 같으며 ; 일반식(Ⅳ)에서, R5, R6, R7및 R8중의 하나 이상은 니트로이고, 다른 라디칼은 제 1 항에서 정의한 바와 같다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DK586287A DK586287D0 (da) | 1987-11-10 | 1987-11-10 | Quinoxalinforbindelser, deres fremstilling og anvendelse |
DK5862/87 | 1987-11-10 | ||
DK1422/88 | 1988-03-16 | ||
DK142288A DK142288D0 (da) | 1988-03-16 | 1988-03-16 | Quinoxalinforbindelser, deres fremstilling og anvendelse |
Publications (2)
Publication Number | Publication Date |
---|---|
KR890008113A true KR890008113A (ko) | 1989-07-08 |
KR970011279B1 KR970011279B1 (ko) | 1997-07-09 |
Family
ID=26065733
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019880014744A KR970011279B1 (ko) | 1987-11-10 | 1988-11-10 | 퀴녹살린 화합물, 이의 제조방법 및 이를 함유하는 약제학적 조성물 |
Country Status (16)
Country | Link |
---|---|
US (2) | US4948794A (ko) |
EP (1) | EP0315959B1 (ko) |
JP (1) | JP2721520B2 (ko) |
KR (1) | KR970011279B1 (ko) |
AT (1) | ATE102192T1 (ko) |
AU (1) | AU618766B2 (ko) |
CA (1) | CA1321587C (ko) |
DE (1) | DE3888093T2 (ko) |
ES (1) | ES2061606T3 (ko) |
FI (1) | FI100181B (ko) |
IE (1) | IE64320B1 (ko) |
IL (1) | IL88155A0 (ko) |
NO (2) | NO179551C (ko) |
NZ (1) | NZ226916A (ko) |
PH (1) | PH25103A (ko) |
PT (1) | PT88964B (ko) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NO179551C (no) * | 1987-11-10 | 1996-10-30 | Novo Nordisk As | Analogifremgangsmåte for fremstilling av terapeutisk virksomme kinoxalinforbindelser |
DK715888D0 (da) * | 1988-12-22 | 1988-12-22 | Ferrosan As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
DK716188D0 (da) * | 1988-12-22 | 1988-12-22 | Ferrosan As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
DK69790D0 (da) * | 1990-03-16 | 1990-03-16 | Novo Nordisk As | Heterocykliske forbindelser, deres fremstilling af anvendelse |
DK0556393T3 (da) * | 1990-11-06 | 2000-10-16 | Yamanouchi Pharma Co Ltd | Tilkondenseret pyrazinderivat |
PT99864B (pt) | 1990-12-21 | 1999-06-30 | Schering Ag | Processo para a preparacao de novas composicoes farmaceuticas contendo antagonistas de receptor de quisqualato |
DK73091D0 (da) * | 1991-04-22 | 1991-04-22 | Novo Nordisk As | Quinoxalinforbindelser, deres fremstilling og anvendelse |
US5153196A (en) * | 1991-06-05 | 1992-10-06 | Eli Lilly And Company | Excitatory amino acid receptor antagonists and methods for the use thereof |
US5196421A (en) * | 1991-06-05 | 1993-03-23 | Eli Lilly And Company | Excitatory amino acid receptor antagonists in methods for the use thereof |
DK177191D0 (da) * | 1991-10-23 | 1991-10-23 | Novo Nordisk As | Heterocyclic compounds and their preparation and use |
PT101004B (pt) * | 1991-10-26 | 1999-10-29 | Schering Ag | Derivados da quinoxalina, processo para a sua preparacao e composicoes farmaceuticas que os contem |
US6057304A (en) | 1992-10-26 | 2000-05-02 | Schering Aktiengesellschaft | Quinoxaline-phosphonic acid derivatives |
DE4217952A1 (de) * | 1992-05-30 | 1993-12-02 | Basf Ag | Chinoxalin-2,3(1H,4H)-dione |
EP0647137B1 (en) * | 1992-06-22 | 2008-08-13 | The Regents Of The University Of California | Glycine receptor antagonists and the use thereof |
FR2696466B1 (fr) * | 1992-10-02 | 1994-11-25 | Rhone Poulenc Rorer Sa | Dérivés de 5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one, leur préparation et les médicaments les contenant. |
DK12293D0 (da) * | 1993-02-02 | 1993-02-02 | Novo Nordisk As | Heterocykliske forbindelser og deres fremstilling og anvendelse |
DE4314592A1 (de) * | 1993-04-28 | 1994-11-03 | Schering Ag | Benzo(f)chinoxalindionderivate, deren Herstellung und Verwendung in Arzneimitteln |
IL109397A0 (en) * | 1993-04-28 | 1994-07-31 | Schering Ag | Quinoxalinedione derivatives, processes for the preparation thereof and pharmaceutical compositions containing the same |
US5631373A (en) * | 1993-11-05 | 1997-05-20 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon, Eugene Oregon | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones |
DE4340045A1 (de) * | 1993-11-24 | 1995-06-01 | Basf Ag | Neue Chinoxaline und Arzneimittel daraus |
AU688459B2 (en) * | 1994-04-08 | 1998-03-12 | Shionogi & Co., Ltd. | Oxopyridinylquinoxaline derivative |
DE4428152A1 (de) * | 1994-06-22 | 1996-01-04 | Basf Ag | Neue Amido-chinoxalindione, ihrer Herstellung und Verwendung |
US5597922A (en) * | 1994-07-29 | 1997-01-28 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon | Glycine receptor antagonist pharmacophore |
DE4436852A1 (de) * | 1994-10-14 | 1996-04-18 | Basf Ag | Pyrrolyl-tetrahydrobenzochinoxalindione, ihre Herstellung und Verwendung |
DE19521058A1 (de) * | 1995-06-09 | 1996-12-12 | Basf Ag | Verfahren zur Herstellung von Aromaten enthaltenden Polyetherpolyolen |
DE19545251A1 (de) * | 1995-11-24 | 1997-05-28 | Schering Ag | Neue Chinoxalindionderivate, deren Herstellung und Verwendung in Arzneimitteln |
DE19624808A1 (de) | 1996-06-21 | 1998-01-02 | Basf Ag | Pyrrolylchinoxalindione, ihre Herstellung und Verwendung |
SK282548B6 (sk) * | 1996-10-24 | 2002-10-08 | Novartis Ag | Substituované aminoalkánfosfónové kyseliny, spôsob ich prípravy, farmaceutické prostriedky, ktoré ich obsahujú, a ich použitie |
HUP0001311A3 (en) * | 1997-02-18 | 2001-07-30 | American Home Products Corp Ma | 5-aminoalkoxy-1,4-dihydroquinoxaline-2,3-diones being dopamine agonists and pharmaceutical compositions containing them |
US5922715A (en) * | 1997-02-18 | 1999-07-13 | American Home Products Corporation | 5-aminoalkoxy-1, 4-dihydroquinoxaline-2, 3-diones |
JP4707261B2 (ja) * | 2001-05-15 | 2011-06-22 | 日本エンバイロケミカルズ株式会社 | キノキサリン系化合物および工業用殺菌組成物 |
WO2005000795A2 (en) * | 2003-06-10 | 2005-01-06 | Smithkline Beecham Corporation | Aniline derivatived androgen-, glucocorticoid-, mineralcorticoid- and progesterone- receptor modulators |
EP2338492A1 (en) | 2009-12-24 | 2011-06-29 | Universidad del Pais Vasco | Methods and compositions for the treatment of alzheimer |
WO2012014910A1 (ja) | 2010-07-29 | 2012-02-02 | 日本ケミファ株式会社 | P2x4受容体拮抗剤 |
EP3427729A1 (en) | 2017-07-13 | 2019-01-16 | Paris Sciences et Lettres - Quartier Latin | Probenecid for use in treating epileptic diseases, disorders or conditions |
US10890033B1 (en) | 2017-12-10 | 2021-01-12 | Watson, Incorporated | Kelly bar with locking feature, related system and method |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3431111A (en) * | 1963-06-10 | 1969-03-04 | Eastman Kodak Co | Cyanine dyes |
US3992378A (en) * | 1973-12-26 | 1976-11-16 | Eli Lilly And Company | Fluoralkyl quinoxadinediones |
EP0008864A1 (en) * | 1978-08-15 | 1980-03-19 | FISONS plc | Pyridopyrazine and quinoxaline derivatives, processes for their preparation, and pharmaceutical compositions containing them |
EP0030795A3 (en) * | 1979-12-06 | 1981-09-09 | Imperial Chemical Industries Plc | Quinoxaline derivatives, processes therefor, pharmaceutical compositions, and benzene derivatives |
EP0039920B1 (en) * | 1980-05-09 | 1984-07-25 | Usv Pharmaceutical Corporation | Triazaloquinoxalin-1,4-diones |
US4659713A (en) * | 1984-10-01 | 1987-04-21 | International Minerals & Chemical Corp. | Quinoxalinedione compounds useful for controlling coccidiosis |
US4812458A (en) * | 1986-09-16 | 1989-03-14 | A/S Ferrosan | 6,7-disubstituted-2,3-dihydroxyquinoxaline compounds, pharmaceutical compositions thereof, and their use as neuroleptics |
DK146787A (da) * | 1987-03-23 | 1988-09-24 | Ferrosan | Heterocykliske forbindelser, deres fremstilling og anvendelse |
NO179551C (no) * | 1987-11-10 | 1996-10-30 | Novo Nordisk As | Analogifremgangsmåte for fremstilling av terapeutisk virksomme kinoxalinforbindelser |
-
1988
- 1988-10-24 NO NO884729A patent/NO179551C/no not_active IP Right Cessation
- 1988-10-25 IL IL88155A patent/IL88155A0/xx not_active IP Right Cessation
- 1988-10-25 IE IE320988A patent/IE64320B1/en not_active IP Right Cessation
- 1988-11-02 PH PH37764A patent/PH25103A/en unknown
- 1988-11-03 CA CA000582104A patent/CA1321587C/en not_active Expired - Fee Related
- 1988-11-08 US US07/268,939 patent/US4948794A/en not_active Expired - Lifetime
- 1988-11-08 DE DE3888093T patent/DE3888093T2/de not_active Expired - Fee Related
- 1988-11-08 EP EP88118592A patent/EP0315959B1/en not_active Expired - Lifetime
- 1988-11-08 AT AT88118592T patent/ATE102192T1/de not_active IP Right Cessation
- 1988-11-08 ES ES88118592T patent/ES2061606T3/es not_active Expired - Lifetime
- 1988-11-09 AU AU24949/88A patent/AU618766B2/en not_active Ceased
- 1988-11-09 FI FI885151A patent/FI100181B/fi not_active IP Right Cessation
- 1988-11-09 PT PT88964A patent/PT88964B/pt active IP Right Grant
- 1988-11-09 NZ NZ226916A patent/NZ226916A/xx unknown
- 1988-11-10 JP JP63282621A patent/JP2721520B2/ja not_active Expired - Lifetime
- 1988-11-10 KR KR1019880014744A patent/KR970011279B1/ko not_active IP Right Cessation
-
1989
- 1989-12-26 US US07/456,325 patent/US5026704A/en not_active Expired - Fee Related
-
1996
- 1996-08-15 NO NO963412A patent/NO307252B1/no not_active IP Right Cessation
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Publication number | Publication date |
---|---|
JP2721520B2 (ja) | 1998-03-04 |
NO884729D0 (no) | 1988-10-24 |
NO179551C (no) | 1996-10-30 |
IL88155A0 (en) | 1989-06-30 |
EP0315959A2 (en) | 1989-05-17 |
IE64320B1 (en) | 1995-07-26 |
PT88964A (pt) | 1988-12-01 |
DE3888093D1 (de) | 1994-04-07 |
FI100181B (fi) | 1997-10-15 |
EP0315959B1 (en) | 1994-03-02 |
ES2061606T3 (es) | 1994-12-16 |
AU618766B2 (en) | 1992-01-09 |
NO307252B1 (no) | 2000-03-06 |
PT88964B (pt) | 1993-02-26 |
NO884729L (no) | 1989-05-11 |
CA1321587C (en) | 1993-08-24 |
FI885151A0 (fi) | 1988-11-09 |
NO963412L (no) | 1989-05-11 |
PH25103A (en) | 1991-02-19 |
NZ226916A (en) | 1991-01-29 |
IE883209L (en) | 1989-05-10 |
ATE102192T1 (de) | 1994-03-15 |
FI885151A (fi) | 1989-05-11 |
NO179551B (no) | 1996-07-22 |
KR970011279B1 (ko) | 1997-07-09 |
JPH01153680A (ja) | 1989-06-15 |
DE3888093T2 (de) | 1994-06-09 |
AU2494988A (en) | 1989-05-11 |
US4948794A (en) | 1990-08-14 |
US5026704A (en) | 1991-06-25 |
EP0315959A3 (en) | 1989-12-27 |
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