KR880000430A - Bcd 트리사이클릭 에르골린 부분-구조 동족체 - Google Patents
Bcd 트리사이클릭 에르골린 부분-구조 동족체 Download PDFInfo
- Publication number
- KR880000430A KR880000430A KR1019870006071A KR870006071A KR880000430A KR 880000430 A KR880000430 A KR 880000430A KR 1019870006071 A KR1019870006071 A KR 1019870006071A KR 870006071 A KR870006071 A KR 870006071A KR 880000430 A KR880000430 A KR 880000430A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- hydrogen
- general formula
- alkyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/14—Drugs for genital or sexual disorders; Contraceptives for lactation disorders, e.g. galactorrhoea
-
- 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
- A61P25/28—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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Hospice & Palliative Care (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Psychiatry (AREA)
- Gynecology & Obstetrics (AREA)
- Pregnancy & Childbirth (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Quinoline Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (14)
- 하기 일반식(Ⅰ)의 피라졸로〔3,4-g〕퀴놀린, 피리도 〔2,3-g〕퀴나졸린, 티아졸로〔4,5-g〕퀴놀린, 옥사졸로〔4,5-g〕퀴놀린, 또는 피롤로〔3,4-g〕퀴놀린 유도체 또는 이들의 염.상기 식에서,(여기서, R1ca는 수소, 또는 (C1내지 C3) 알킬이고, R11및 R12는 독립적으로 수소 또는 (C1내지 C3) 알킬이며, R13은 수소, NR11R12, 또는 (C1내지 C3) 알킬이다)이고 ;C 및 D환은 트란스 융합되며 ;R1은 (C1내지 C3) 알킬, 알릴 또는 사이클로프로필메틸이고 ;R2,R3,R4및 R5는 하기 1) 내지 4) 중의 하나로서 정의되는데 ;1) R3,R4및 R5는 수소이고, R2는 CH2OH, CH2OCH3, CH2SCH3, CH2SOCH3,CH2SO2CH3, CO2R6또는 CONR7R8(여기서, R6는 H, (C1내지 C4) 알킬, 또는 벤질이고, R7및 R8은 독립적으로 수소, (C1내지 C4) 알킬, 페닐, 벤질 및 펜에틸 중에서 선택된다)이며,단 rac-(4aβ,8aα)-4,4a,5,6,7,8,9-옥타하이드로-2H-피라졸로〔3,4-g〕퀴놀린,rac-(4aβ,7β,8aα)-4,4a,5,6,7,8,9-옥타하이드로-1H-피라졸로〔3,4-g〕퀴놀린,및 rac-(4aβ,7β,8aα)-4,4a,5,6,7,8,9-옥타하이드로-피롤로〔3,4-g〕퀴놀린은 제외되거나,2) R2는 CH2OH, CH2OCH3, CH2SCH3, CH2SOCH3CH2SO2CH3, CO2R6또는 CONR7R8(여기서, R6,R7및 R8은 상기 정의한 바와 같다)이고, R3은 수소이며, R4및 R5는 결합하여 이중결합을 형성하거나,3) R2,R4및 R5는 수소이고, R3은 OH, NH2, NHCOR9또는 NHSO2NR9R10(여기서, R9및 R10은 독립적으로 H, (C1내지 C4) 알킬, 및 페닐 중에서 선택된다)이거나,4) R2및 R4는 수소이고, R3및 R5는 결합하여 =0 또는 =NOH를 형성한다.
- 제 1 항에 있어서, 피라졸로 〔3,4-g〕퀴놀린 유도체인 화합물.
- 제 1 항에 있어서, 피리도〔2,3-g〕퀴나졸린 유도체인 화합물.
- 제 1 항에 있어서, 티아졸로 〔4,5-g〕퀴놀린 유도체인 화합물.
- 제 1 항 내지 4 항 중의 어느 한 항에 있어서, R1이 n-프로필인 화합물.
- 제 1 항 내지 4 항 중의 어느 한 항에 있어서, R2,R3,R4및 R5가 제 1 항의 1)에 정의된 바와 같은 화합물.
- 제 1 항 내지 4 항 중의 어느 한 항에 있어서, R2,R3,R4및 R5가 제 1 항의 2)에 정의된 바와 같은 화합물.
- 제 1 항 내지 4 항 중의 어느 한 항에 있어서, R2,R3,R4및 R5가 제 1 항의 3)에 정의된 바와 같은 화합물.
- 제 1 항 내지 4 항 중의 어느 한 항에 있어서, R2,R3,R4및 R5가 제 1 항의 4)에 정의된 바와 같은 화합물.
- 하기 일반식(12a)의 6-옥소-트란스-1,2,4a,5,6,7,8,8a-옥타하이드로퀴놀린 유도체 또는 6-옥소-트란스-데카하이드로 퀴놀린 유도체.상기 식에서,R1은 (C1내지 C3) 알킬, 알릴 또는 사이클로프로필메틸이고 ;R2는 수소, CH2OH, CH2OCH3, CH2SCH3, CH2SOCH3,CH2SO2CH3, CO2R6또는 CONR7R8(여기서, R6는 수소, (C1내지 C4) 알킬, 또는 벤질이고; R7및 R8은 독립적으로 수소, (C1내지 C4) 알킬, 페닐, 벤질 및 펜에틸 중에서 선택된다)이며,R3는 수소, OH, NH2, NHCOR9또는 NHSO2NR9R10(여기서, R9및 R10은 독립적으로 수소, (C1내지 C4) 알킬, 및 페닐 중에서 선택된다)이거나, R3및 R5는 결합하여 =0 또는 =NOH를 형성하고 ;R4및 R5는 모두 수소이거나, 결합하여 탄소-탄소 결합을 형성하며, 단 R5가 R3와 결합하여 =0 또는 =NOH를 형성한 경우 R4가 수소인 경우는 제외되며 ;단, R2및 R3중 하나는 수소이고 다른 하나는 수소가 아니며, 또한 화합물의 상대 입체화학이 (3β, 4aα, 8aβ)이면 R2는 CO2R6가 아니다.
- 하기 일반식(21)의 트란스-데카하이드로퀴놀린 유도체.상기 식에서,R1은 (C1내지 C3) 알킬, 알릴 또는 사이클로프로필메틸이고 ;R6은 (C1내지 C4) 알킬 또는 벤질이며 ;R15및 R16은 (C1내지 C3)알킬이거나 결합하여 -(CH2)n-(여기서, n이 2 내지 4 이다)을 형성한다.
- 제 1 항 내지 9 항 중의 어느 한 화합물이 약제학적으로 허용되는 담체 또는 희석제와 혼합되어 함유된 약제학적 제제.
- 하기 일반식(7a)의 7-디메틸아미노메틸렌-6-옥소=트란스-퀴놀린 유도체를 일반식 NH2NHR10a(여기서, R10a는 수소 또는 (C1내지 C3)알킬이다)의 히드라진 또는 히드라진 유도체와 반응시켜 B환이 a) 또는 b)인 일반식(1)의 피라졸로 〔3,4-g〕퀴놀린 유도체를 수득하거나, 일반식(7a) 화합물을 일반식의 구아니딘 또는 구아니딘 유도체와 반응시켜 B환이 c)인 일반식(1)의 피리도〔2,3-g〕퀴나졸린 유도체를 수득하거나 ;하기 일반식(13a)의 7-브로모-6-옥소=트란스-퀴놀린 유도체를 일반식(R13a는 (C1내지 C3)알킬 또는 NR11R12이고, R11및 R12는 제 1 항에 정의한 바와 같다)의 티오우레아 또는 티오아미드와 반응시켜 B환이 d)이고 R13이 (C1내지 C3)알킬 또는 NR11R12인 일반식(1)의 티아졸로 〔4,5-g〕퀴놀린 유도체를 수득하거나, 일반식(13a) 화합물을 요소와 반응시켜 B환이 e)인 일반식(1)의 옥사졸로 〔4,5-g〕-퀴놀린 유도체를 수득하거나 ;B환이 d)이고 R13이 NR11R12인 일반식(1)의 티아졸로 〔4,5-g〕퀴놀린 유도체의 1 급 아민그룹을 디아조화시키고 디아조늄염을 치아인산으로 처리하여 B환이 d)이고 R13이 수소인 상응하는 일반식(1)의 티아졸로 〔4,5-g〕퀴놀린 유도체를 수득하거나 ;하기 일반식(10)의 2-아세틸-피롤로 〔3,4-g〕퀴놀린 화합물을 염기성 조건하에 가수분해시켜 B환이 f)인 일반식(1)의 피롤로 〔3,4-g〕퀴놀린 유도체를 수득하거나 ;R2가 CO2R6a이고 R6a가 (C1내지 C4)알킬 또는 벤질인 일반식(1)의 화합물을 가수분해시켜 R2가 CO2H인 상응하는 일반식(1)의 화합물을 수득하거나 ;R2가 CO2R6인 일반식(1)의 화합물을 환원시켜 R2가 CH2OH인 상응하는 일반식(1)의 화합물을 수득하거나 ;R2가 CH2CI 또는 CH2Br인 일반식(1)의 화합물로부터의 할라이드를 메틸머캅티드로 치환시켜 R2가 CH2SCH3인 상응하는 일반식(1)의 화합물을 수득하거나 ;R2가 CH2SCH3인 일반식(1)의 화합물을 산화시켜 R2가 CH2SOCH3인 상응하는 일반식(1)의 화합물을 수득하거나 ;R2가 CH2SCH3또는 CH2SOCH3인 일반식(1)의 화합물을 산화시켜 R2가 CH2SO2CH3인 상응하는 일반식(1)의 화합물을 수득하거나 ;일반식 NHR7R8의 아민을 R2가 CO2R6인 일반식(1)의 에스테르로 아실화시켜 R2가 CONR7R8인 일반식(1)의 화합물을 수득하거나 ;R3가 NHCOR9인 일반식(1)의 화합물을 가수분해시켜 R3가 NH2인 상응하는 일반식(1)의 화합물을 수득하거나 ;R8가 하이드록시인 일반식(1)의 화합물을 산화시켜 R3및 R5가 결합하여 옥소를 형성한 상응하는 일반식(1)의 화합물을 수득하거나 ;R3및 R5가 결합하여 옥소를 형성한 일반식(1)의 화합물을 하이드록실아민 또는 그의 염과 반응시켜 R3및 R5가 결합하여 하이드록시이미노를 형성한 일반식(1)의 화합물을 수득하거나 ;R1이 수소인 경우는 제외한 일반식(Ⅰ)의 화합물을 알릴 브로마이드 또는 알릴 클로라이드로 알킬화시켜 R1이 알릴인 상응하는 일반식(Ⅰ)의 화합물을 수득하거나;일반식(1)의 화합물을 염화(salifying)시킴을 특징으로 하여, 제 1 항에 정의된 일반식(1) 화합물을 제조하는 방법.상기 식에서,R1,R2,R3,R4및 R5는 제 1 항에서 정의된 바와 같다.
- 제13항의 방법에 의해 제조된 일반식(1)의 화합물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/874,741 US4826986A (en) | 1986-06-16 | 1986-06-16 | 6-Oxo-trans-octa- and decahydroquinolines |
US874741 | 1986-06-16 | ||
US874,741 | 1986-06-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR880000430A true KR880000430A (ko) | 1988-03-25 |
KR890005302B1 KR890005302B1 (ko) | 1989-12-20 |
Family
ID=25364464
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019870006071A KR890005302B1 (ko) | 1986-06-16 | 1987-06-16 | Bcd 트리사이클릭 에르골린 부분-구조 동족체 및 이의 제조방법 |
Country Status (16)
Country | Link |
---|---|
US (1) | US4826986A (ko) |
EP (1) | EP0250179A3 (ko) |
JP (1) | JPS62298589A (ko) |
KR (1) | KR890005302B1 (ko) |
CN (1) | CN1016872B (ko) |
AT (1) | AT390061B (ko) |
AU (1) | AU597073B2 (ko) |
CA (1) | CA1307526C (ko) |
DK (1) | DK299787A (ko) |
HU (1) | HU197900B (ko) |
MX (1) | MX6887A (ko) |
NZ (1) | NZ220650A (ko) |
PH (1) | PH25132A (ko) |
PT (1) | PT85061B (ko) |
SU (1) | SU1644718A3 (ko) |
ZA (1) | ZA874137B (ko) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IE58695B1 (en) * | 1984-08-02 | 1993-11-03 | Lilly Co Eli | Octahydro-oxazolo [4,5-g] quinolines |
US5134143A (en) * | 1986-06-16 | 1992-07-28 | Eli Lilly And Company | BCD tricyclic ergoline part-structure analogues |
US4977160A (en) * | 1986-06-16 | 1990-12-11 | Eli Lilly And Company | BCD tricyclic ergoline part-structure analogues |
US4743607A (en) * | 1987-05-29 | 1988-05-10 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic tricyclic imidazolones |
US4977149A (en) * | 1989-07-24 | 1990-12-11 | Eli Lilly And Company | Pyridoquinoline dopamine agonists, compositions and use |
US4939259A (en) * | 1989-07-24 | 1990-07-03 | Eli Lilly And Company | 2-oxo-pyrido[2,3-g]quinoline derivatives |
US5057515A (en) * | 1989-07-24 | 1991-10-15 | Eli Lilly And Company | Method for agonizing a dopamine receptor |
US5436344A (en) * | 1990-11-29 | 1995-07-25 | Pfizer Inc. | 3-bromo-5-chloro-pyridines used as intermediates in the synthesis of azatetralones |
US5416090A (en) * | 1991-01-31 | 1995-05-16 | Eli Lilly And Company | Method of treating inflammation |
US6835841B2 (en) | 2002-09-13 | 2004-12-28 | Bristol-Myers Squibb Company | Asymmetric catalytic hydrogenation process for preparation of chiral cyclic β-aminoesters |
JP2007508305A (ja) | 2003-10-03 | 2007-04-05 | スリーエム イノベイティブ プロパティズ カンパニー | ピラゾロピリジンおよびその類似物 |
US7544697B2 (en) * | 2003-10-03 | 2009-06-09 | Coley Pharmaceutical Group, Inc. | Pyrazolopyridines and analogs thereof |
TWI537274B (zh) * | 2011-03-14 | 2016-06-11 | 橘生藥品工業股份有限公司 | 新穎之八氫噻吩并喹啉衍生物、含有其之醫藥組成物及該等之用途 |
JP6166990B2 (ja) * | 2012-09-12 | 2017-07-19 | キッセイ薬品工業株式会社 | オクタヒドロチエノキノリン誘導体の製造方法及びその製造中間体 |
JP6177061B2 (ja) * | 2012-09-12 | 2017-08-09 | キッセイ薬品工業株式会社 | 新規なドパミンd2受容体アゴニスト |
JP6242811B2 (ja) * | 2012-12-10 | 2017-12-06 | キッセイ薬品工業株式会社 | 新規なオクタヒドロピリドキナゾリン誘導体、それを含有する医薬組成物およびそれらの用途 |
WO2014112492A1 (ja) * | 2013-01-17 | 2014-07-24 | キッセイ薬品工業株式会社 | 新規なオクタヒドロキノリン誘導体、それを含有する医薬組成物およびそれらの用途 |
KR102084044B1 (ko) * | 2018-12-24 | 2020-03-03 | 주식회사 세미부스터 | 인산용액 중의 실리콘 농도 분석방법 |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4230861A (en) * | 1979-01-22 | 1980-10-28 | Eli Lilly And Company | 1-And/or 7-substituted-6-hydroxy (or oxo)-3-decahydroquinoline carboxylic acids |
US4235909A (en) * | 1979-04-19 | 1980-11-25 | Eli Lilly And Company | Octahydro-2H-pyrrolo[3,4-g]quinolines |
US4198415A (en) * | 1979-01-22 | 1980-04-15 | Eli Lilly And Company | Prolactin inhibiting octahydro pyrazolo[3,4-g]quinolines |
JPS55120566A (en) * | 1979-03-09 | 1980-09-17 | Mitsui Toatsu Chem Inc | New quinoline derivative |
US4471121A (en) * | 1982-11-03 | 1984-09-11 | Eli Lilly And Company | Method of resolving trans-d alpha-1-n-propyl-6-oxodecahydroquinoline and di-p-toluoyltartaric acid salts thereof |
ES8501395A1 (es) * | 1982-11-03 | 1984-12-01 | Lilly Co Eli | Un procedimiento para la obtencion de un tautomero de pirazoloquinolinas |
US4647667A (en) * | 1982-11-03 | 1987-03-03 | Eli Lilly And Company | Octa- and deca-hydroquinoline intermediates |
US4567266A (en) * | 1982-11-03 | 1986-01-28 | Eli Lilly And Company | Method of preparing octahydro-1H(and 2H)-pyrazolo[3,4-g]quinolines |
AU546346B2 (en) * | 1983-01-11 | 1985-08-29 | Eli Lilly And Company | 1,3 disubstituted-6 oxo-decahydro quinolines |
IL72730A (en) * | 1983-09-26 | 1987-10-30 | Lilly Co Eli | Octahydro-2-pyrimido(4,5-g)quinolinamines,their preparation and pharmaceutical compositions containing them |
IL73001A0 (en) * | 1983-09-26 | 1984-12-31 | Lilly Co Eli | Improvements in and relating to 6-oxodecahydroquinolines |
US4507478A (en) * | 1983-09-26 | 1985-03-26 | Eli Lilly And Company | 2-Mercaptopyrimidohexahydroquinolines and related compounds |
US4501890A (en) * | 1983-09-26 | 1985-02-26 | Eli Lilly And Company | Trans-(±)-2,4,6-substituted-5,5a,6,7,8,9,9a,10-octahydro-pyrimido[4,5-g]quinolines |
US4778894A (en) * | 1983-09-26 | 1988-10-18 | Eli Lilly And Company | 6 oxo-decahydroquinolines |
US4528290A (en) * | 1984-01-30 | 1985-07-09 | Eli Lilly And Company | Stimulating dopamine D-1 receptors |
US4537893A (en) * | 1984-04-27 | 1985-08-27 | Eli Lilly And Company | Octahydrothiazolo[4,5-g]quinolines and use as prolactin secretion inhibitors |
IE58695B1 (en) * | 1984-08-02 | 1993-11-03 | Lilly Co Eli | Octahydro-oxazolo [4,5-g] quinolines |
US4537965A (en) * | 1984-08-03 | 1985-08-27 | Eli Lilly And Company | Method of preparing 4aR,8aR-5-permissibly substituted-6-oxo-octahydro-1H(and 2H)-pyrazolo[3,4-g]quinolines, useful as intermediates |
US4659832A (en) * | 1985-06-10 | 1987-04-21 | Eli Lilly And Company | Process for the preparation of octahydro-oxazolo [4,5-G]quinolines |
-
1986
- 1986-06-16 US US06/874,741 patent/US4826986A/en not_active Expired - Fee Related
-
1987
- 1987-06-09 ZA ZA874137A patent/ZA874137B/xx unknown
- 1987-06-10 NZ NZ220650A patent/NZ220650A/xx unknown
- 1987-06-10 CA CA000539290A patent/CA1307526C/en not_active Expired - Lifetime
- 1987-06-11 PT PT85061A patent/PT85061B/pt not_active IP Right Cessation
- 1987-06-11 PH PH35394A patent/PH25132A/en unknown
- 1987-06-11 MX MX688787A patent/MX6887A/es unknown
- 1987-06-12 DK DK299787A patent/DK299787A/da not_active Application Discontinuation
- 1987-06-12 EP EP87305240A patent/EP0250179A3/en not_active Withdrawn
- 1987-06-15 AU AU74229/87A patent/AU597073B2/en not_active Ceased
- 1987-06-15 HU HU872708A patent/HU197900B/hu not_active IP Right Cessation
- 1987-06-15 SU SU874202773A patent/SU1644718A3/ru active
- 1987-06-16 CN CN87104651A patent/CN1016872B/zh not_active Expired
- 1987-06-16 JP JP62150070A patent/JPS62298589A/ja active Pending
- 1987-06-16 KR KR1019870006071A patent/KR890005302B1/ko not_active IP Right Cessation
- 1987-10-08 AT AT0263287A patent/AT390061B/de not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ZA874137B (en) | 1989-01-25 |
DK299787A (da) | 1987-12-17 |
KR890005302B1 (ko) | 1989-12-20 |
CN1016872B (zh) | 1992-06-03 |
CN87104651A (zh) | 1988-01-13 |
DK299787D0 (da) | 1987-06-12 |
HU197900B (en) | 1989-06-28 |
US4826986A (en) | 1989-05-02 |
NZ220650A (en) | 1989-11-28 |
PT85061B (pt) | 1990-03-30 |
JPS62298589A (ja) | 1987-12-25 |
EP0250179A3 (en) | 1989-08-23 |
AU7422987A (en) | 1987-12-17 |
MX6887A (es) | 1993-11-01 |
AT390061B (de) | 1990-03-12 |
SU1644718A3 (ru) | 1991-04-23 |
PT85061A (en) | 1987-07-01 |
HUT44546A (en) | 1988-03-28 |
CA1307526C (en) | 1992-09-15 |
AU597073B2 (en) | 1990-05-24 |
EP0250179A2 (en) | 1987-12-23 |
PH25132A (en) | 1991-02-19 |
ATA263287A (de) | 1989-08-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR880000430A (ko) | Bcd 트리사이클릭 에르골린 부분-구조 동족체 | |
US4341785A (en) | Imidazo-rifamycin derivatives with antibacterial utility | |
US20190300540A1 (en) | Enantioselective Syntheses of Heteroyohimbine Natural Product Intermediates | |
PT86343A (en) | Process for the preparation of the morpholinoethylester of the mycophenolic acid and derivatives thereof | |
KR880012612A (ko) | 아실유도체 화합물 | |
EP0253340B1 (en) | Alkyl-substituted benzoxazinorifamycin derivative, process for preparing the same and antibacterial agent containing the same | |
JPS6479184A (en) | Pyrazolotriazine derivative | |
KR870007176A (ko) | 7-(아자비시클로알킬)-퀴놀론카르복실산 및 7-(아자비시클로알킬)-나프티리돈 카르복실산 유도체 및 그의 제조방법 | |
JPS5655389A (en) | Benzo ij quinolidine-2-carboxylic acid derivative, and its preparation | |
JPS574978A (en) | Preparation of benzothiazole-2-sulfonamide compound | |
EP2049545A2 (en) | Methods of making esters of camptothecins | |
CA2493090C (fr) | Nouveaux derives de benzo[b]chromeno-naphthyridin-7-one et de pyrano[2'3':7,8]quino[2,3-b]quinoxalin-7-one, leur procede de preparation et les compositions pharmaceutiques qui lescontiennent | |
IE54153B1 (en) | Azino methyl-rifamycins | |
KR840002000A (ko) | 8-[3-(6-플루오로-1,2-벤즈이속사졸-3-일)프로필]-1-페닐-1,3,8-트리아자스피로[4,5] 데칸-4-온의 제조방법 | |
HU9301042D0 (en) | 1'-amino-spiro/isoquinoline-4(1h), 3'-pyrrholidine/1,2',3,5'(2h)-tetrones and its analogues as aldose reductase inhibitors | |
PL116341B1 (en) | Process for preparing novel 5,8-dihydrofuro/3,2-b/-1,8-naphtiridine compounds | |
KR850003889A (ko) | 복소환식 화합물 | |
KR870010051A (ko) | 신규 에르골덴 유도체, 그를 함유하는 약학조성물 및 그의 제조 방법 | |
KR960004339A (ko) | 신규한 퀴놀린계 화합물 및 그 의 제조방법 | |
US3962253A (en) | Oxidation of selectively protected 2,3-dihydro-6-methyl-8-hydroxy-9-ergolenes | |
EP0005140A2 (en) | Novel 4-desoxy-thiazolo (5,4-c) rifamycin derivatives and a process for preparing them | |
DE68910340D1 (de) | Indolo[3,2,1-de][1,4]-oxazino[2,3,4-ij][1,5]naphthyridinderivate, Verfahren zu ihrer Herstellung und Zwischenprodukte, ihre Verwendung als Arzneimittel und diese enthaltende Zubereitungen. | |
JPS5553286A (en) | Preparation of azetidine derivative | |
JPS57102887A (en) | Preparation of benzo(ij)quinolizine-2-carboxylic acid derivative | |
RU2135502C1 (ru) | Диаминовые соли клавулановой кислоты, способ их получения (варианты), способ получения клавулановой кислоты или ее фармацевтически приемлемой соли, способ очистки клавулановой кислоты или ее соли |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
G160 | Decision to publish patent application | ||
E701 | Decision to grant or registration of patent right | ||
GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 19921002 Year of fee payment: 4 |
|
LAPS | Lapse due to unpaid annual fee |