KR850006403A - 축합 디아제핀온의 제조방법 - Google Patents
축합 디아제핀온의 제조방법 Download PDFInfo
- Publication number
- KR850006403A KR850006403A KR1019850001629A KR850001629A KR850006403A KR 850006403 A KR850006403 A KR 850006403A KR 1019850001629 A KR1019850001629 A KR 1019850001629A KR 850001629 A KR850001629 A KR 850001629A KR 850006403 A KR850006403 A KR 850006403A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- compound
- formula
- methyl
- atom
- Prior art date
Links
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P9/06—Antiarrhythmics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/04—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
- C07D223/08—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Electrically Operated Instructional Devices (AREA)
- Tests Of Electric Status Of Batteries (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrrole Compounds (AREA)
- Toys (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- a) 일반식(Ib)의 염기-치환된 축합디아제핀온을 제조하기 위해서, 일반식(Ⅱ)의 할로아실 화합물을 일반식(Ⅲ)의 2급아민과 반응시키거나, b) 일반식(Ib)의 화합물을 제조하기 위해서, 일반식(Iv)의 트리사이클릭 화합물을 일반식(V)의 카복실산 유도체와 아실화시키거나, c) 일반식(Ic)의 피롤로벤조디아제핀온을 제조하기 위해서, R3가 염소원자인 일반식(Ic)의 화합물을 가수소분해시키고, 필요시, 수득된 일반식(I)의 화합물을 이의 NR1R2-N-옥사이드로 산화시키고/시키거나 이의 디아스테레오아이스머 및/또는 에난티오머로 분할시키고/시키거나 무기산 또는 유기산과의 생리학적으로 허용되는 이의 산부가염으로 전환시킴을 특징으로 하여, 일반식(I)의 축합디아제핀은 NR1R2이의 디아스테레오아이소머와 에난티오머, 이의 NR1R2-N-옥사이드, 및 생리학적으로 허용되는 이의 산부가염을 제조하는 방법.상기식에서, ]는 2가 그룹인중의 하나이고, X는 =CH그룹이거나, ]가 오르토-페닐렌 그룹일 경우 질소원자이고, A1은 탄소수 1 또는 2의 알킬렌그룹이고, A2는 포화헤테로사이클릭 환의 질소원자에 대해 2-위치에 있을 경우 탄소수 1 또는 2의 알킬렌 그룹이거나, 3 또는 4-위치에 있을 경우 단일 결합 또는 메틸렌그룹을 나타내고, R1은 탄소수 1 내지 3의 측쇄 또는 비측쇄알킬 그룹이고, R2는 2 내지 7번탄소원자상에 하이드록시 그룹에 의해 임의 치환될 수 있는 탄소수 1 내지 7의 측쇄 또는 비측쇄 알킬 그룹이거나, 환탄소수 3 내지 7의 사이클로알킬 또는 사이클로알킬메틸 그룹(여기서 사이클로알킬 환은 하이드록시 그룹에 의해 임의 치환될 수 있다)이거나, R1및 R2는 이들이 결합되어 있는 질소원자와 함께, 산소원자 또는 N-CH3그룹이 임의 삽입될 수 있는 4-내지 7-원 포화모노 사이클릭, 헤테로사이클록 환일 수도 있고, R3는 수소 또는 염소 원자이거나 메틸그룹이고, R4는 수소 원자 또는 탄소수 1 내지 4의 알킬그룹이고, R5는 수소 또는 염소원자이거나 탄소수 1 내지 4의 알킬그룹이고, Z는 단일결합이거나, 산소원자, 메틸렌그룹 또는 1,2-에틸렌그룹이고, ]는 2가 그룹인(여기서, R4및 R5는 상기한 바와 같고 R3´는 메틸그룹 또는 염소이다)중의 하나이고, Hal은 염소, 브롬 요오드 원자이고, Nu는 이핵성 또는 이탈 그룹이고, 단, 일반식(Ic)에서 R는 수소원자이다.
- 제1항에 있어서, R1내지 R3및 X가 제1항에서의 정의한 동일하고, Z가 단일 결합 또는 메틸렌 그룹이고, A1및 A2가 각기 메틸렌그룹이고, R4가 수소원자 또는 메틸그룹이고, R5가 수소 또는 염소 원자 이거나 메틸그룹인, 일반식(I)축합디아제핀은, 이의 디아스테레오아이소머와 에난티오머, 이의 NR1R2-N-옥사이드, 및 무기산 또는 유기산과의 생리학적으로 허용되는 이의 산부가염을 제조하는 방법.
- 제1항에 있어서, X가 제1항에서의 정의와 동일하고, Z가 단일결합 또는 메틸렌그룹이고, ]가 오르토-페닐렌그룹 또는 3,4-결합된 티에노 그룹이고, A1이 메틸렌그룹이고, A2가 포화 헤테로사이클릭환의 N-원자에 대해 2-위치에 있는 메틸렌 그룹이고, R1이 메틸 또는 에틸그룹이고, R2가 메틸, 에틸 또는 4-하이드록시 사이클로헥실그룹인, 일반식(I)의 축합 디에제핀온, 이의 디아스 테로오아이소머와 에난티오머, 이의 NR1R2-N-옥사이드, 및 무기산 또는 유기산과의 생리학적으로 허용되는 이의 산부가 염을 제조하는 방법.
- 제1항에 있아서, 11-[[2-[(-디에틸아미노)메틸]-1-피페리디닐]아세틸]-5,11-디하이드록-6H-피리도[2,3-b][1,4]벤조디아제핀-6-온을 제조하는 방법.
- 제1항에 있어서, 트란스-5,11-디하이드로-11-[[2-[[(4-하이드록시사이클로헥실)(메틸)아미노]메틸]-1-피페리디닐]아세틸]-6H-피리도-[2,3-b][1,4]벤조디아제핀-6-온을 제조하는 방법.
- 제1항에 있어서, 5,11-디하이드로-11-[[2-(디메틸 아미노)메틸]-1-피페리디닐]아세틸]-6H-피리도[2,3-b][1,4]벤조디아제핀-6-온을 제조하는 방법.
- 제1항에 있어서, (s)-11-[[2-[[(디에틸아미노)메틸]-1-피롤리디닐]아세틸]-5,11-디하이드로-6H-피리도[2,3-b][1,4]벤조디아제핀-6-온을 제조하는 방법.
- 일반식(Ⅵ)의 화합물을 폐환시킨 후, 필요시, 수득된 일반식(Ia)의 트리사이클릭 화합물(R=H)을 할로아실화시킴을 특징으로 하여, 일반식(Ia)의중간체 생성물을 제조하는 방법.상기식에서, R은 수소원자 또는 총 탄소수 2 또는 3의 할로아실 그룹(바람직하게는 클로로아실 그룹)이고, Nu1은 적절한 이핵성그룹이다.
- 제1 a)항에 있어서, 일반식(Ⅱ)의 할로아실화합물을 일반식(Ⅲ)의 2급아민과, 불활성용매중에서 -10℃ 내지 용매 비점의 온도에서, 임의로 보조염기 또는 과량의 일반식(Ⅲ)의 아민 존재하에 반응시키되 임의로 우선 염기를 사용하여 일반식(Ⅱ)의 할로아실 화합물로부터 분자 H-Hal을 분해시킨 후 형성된 아크릴로일 화합물을 일반식(Ⅲ)의 아민과 반응시킴을 특징으로 하는 방법.
- 제1 b)항에 있어서, 일반식(Ⅳ)의 트리사이클릭 화합물을 일반식(V)의 카복실산 유도체와 바람직하게는 카복실산 유도체가 근거한, 이들 카복실산의 N-2-알킬아실옥시피리-디늄염, 산할라이드, 에스테르, 무수물 또는 혼합무수물과, 불활성 용매중에서 -25℃ 내지 130℃의 온도로, 임의로 산결합제 존재하에 반응시킴을 특징으로 하는 방법.
- 제1 c)항에 있어서, 일반식(Ic)의 화합물의 가수소분해를, 주기율표상의 Ⅷ족 아그룹금속의 촉매 존재하에 1 내지 300바의 수소압 및 0 내지 130℃의 온도에서 용매존재시 수행함을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3409237.4 | 1984-03-14 | ||
DE19843409237 DE3409237A1 (de) | 1984-03-14 | 1984-03-14 | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850006403A true KR850006403A (ko) | 1985-10-05 |
KR920003980B1 KR920003980B1 (ko) | 1992-05-21 |
Family
ID=6230402
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850001629A KR920003980B1 (ko) | 1984-03-14 | 1985-03-14 | 축합 디아제핀온의 제조방법 |
Country Status (23)
Country | Link |
---|---|
US (1) | US4550107A (ko) |
EP (1) | EP0156191B1 (ko) |
JP (1) | JPS60215683A (ko) |
KR (1) | KR920003980B1 (ko) |
AT (1) | ATE44744T1 (ko) |
AU (1) | AU571315B2 (ko) |
CA (1) | CA1244016A (ko) |
CS (1) | CS409691A3 (ko) |
DD (1) | DD235260A5 (ko) |
DE (2) | DE3409237A1 (ko) |
DK (1) | DK171023B1 (ko) |
ES (3) | ES8607282A1 (ko) |
FI (1) | FI81342C (ko) |
GR (1) | GR850612B (ko) |
HU (1) | HU192272B (ko) |
IE (1) | IE58237B1 (ko) |
IL (1) | IL74573A (ko) |
MX (1) | MX9202791A (ko) |
NO (1) | NO161371C (ko) |
NZ (1) | NZ211425A (ko) |
PH (1) | PH21031A (ko) |
PT (1) | PT80097B (ko) |
ZA (1) | ZA851871B (ko) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3683217D1 (de) * | 1985-06-27 | 1992-02-13 | Thomae Gmbh Dr K | In 11-stellung substituierte 5,11-dihydro-6h-pyrido-(2,3-b)(1,4)benzodiazepin-6-one, verfahren zur ihrer herstellung und diese verbindungen enthaltende arzneimittel. |
DE3529372A1 (de) * | 1985-08-16 | 1987-02-19 | Dompe Farmaceutici Spa | Aminoacyl-derivat von 4,9-dihydro-10h-pyrido(3,2-b)-thieno(3,2-e) (1,4)-diazepinon und von 4,9-dihydro-10h-pyrido(3,2-b)thieno(3,4-e) (1,4)diazepinon, verfahren zu deren herstellung und diese verbindungen enthaltende pharmazeutische zusammensetzungen |
DE3531682A1 (de) * | 1985-09-05 | 1987-03-12 | Thomae Gmbh Dr K | (+)-6-chlor-5,10-dihydro-5-((1-methyl-4- piperidinyl)acetyl)-11h-dibenzo(b,e)(1,4) diazepin-11-on, seine isolierung und verwendung als arzneimittel |
JPS62107216A (ja) * | 1985-11-05 | 1987-05-18 | Ngk Insulators Ltd | バルブシートインサート及びその製造法並びにそれを使用してなるシリンダーヘッド |
DE3626095A1 (de) * | 1986-07-31 | 1988-02-11 | Thomae Gmbh Dr K | Neue substituierte pyrido(2,3-b)(1,4)benzodiazepin-6-one, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3643666A1 (de) * | 1986-12-20 | 1988-06-30 | Thomae Gmbh Dr K | Neue kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3726908A1 (de) * | 1987-08-13 | 1989-02-23 | Thomae Gmbh Dr K | Neue kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3735895A1 (de) * | 1987-10-23 | 1989-05-03 | Thomae Gmbh Dr K | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3802334A1 (de) * | 1988-01-27 | 1989-08-10 | Thomae Gmbh Dr K | Neue kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
GB8803259D0 (en) * | 1988-02-12 | 1988-03-09 | Zambeletti Spa L | Compounds |
DE3819444A1 (de) * | 1988-06-08 | 1989-12-14 | Thomae Gmbh Dr K | Neue kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3820347A1 (de) * | 1988-06-15 | 1989-12-21 | Thomae Gmbh Dr K | Verwendung von in 11-stellung substituierten 5,11-dihydro-6h-pyrido(2,3-b) (1,4)benzodiazepin-6-onen zur behandlung von bradycardien und bradyarrhythmien in der human- und veterinaermedizin |
US4931436A (en) * | 1988-08-09 | 1990-06-05 | Dr. Karl Thomae Gmbh | Condensed diazepinones, processes for preparing them and pharmaceutical compositions containing these compounds |
DD293582A5 (de) * | 1989-07-31 | 1991-09-05 | Arzneimittelwerk Dresden,De | Neue 5-(omega-aminoacyl)-5,10-dihydro-11h-dibenzo/b,e//1,4/-diazepin-11-one, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
US5179090A (en) * | 1989-09-11 | 1993-01-12 | Klaus Rudolf | Condensed diazepinones and medicaments containing these compounds |
EP0594611A1 (en) * | 1990-04-28 | 1994-05-04 | Dr. Lo. Zambeletti S.p.A. | Novel 1-(2h-1-oxo-3,4-dihydronaphtyl-6)-acetyl-piperidines, process for their preparation and therapeutic use |
DE4112014A1 (de) * | 1991-04-12 | 1992-10-15 | Thomae Gmbh Dr K | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende mittel zur behandlung von erkrankungen des zentralnervensystems und zur foerderung der cerebralen durchblutung |
DE4117123A1 (de) * | 1991-05-25 | 1992-11-26 | Dresden Arzneimittel | Neue 5-aminoacyl-5,10-dihydro-11h-dibenzo/b,e//1,4/-diazepin-11-one, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
US5324832A (en) * | 1991-07-03 | 1994-06-28 | The United States Of America As Represented By The Department Of Health And Human Services | Muscarinic antagonists |
US5716952A (en) * | 1992-03-18 | 1998-02-10 | Allergan | Method for reducing intraocular pressure in the mammalian eye by administration of muscarinic antagonists |
WO2023190663A1 (ja) * | 2022-03-30 | 2023-10-05 | 参天製薬株式会社 | 高純度化合物の製造方法および精製方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1795183B1 (de) * | 1968-08-20 | 1972-07-20 | Thomae Gmbh Dr K | 5,11-Dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-on-derivate und Arzneimittel |
IL62792A (en) * | 1980-05-07 | 1985-02-28 | Byk Gulden Lomberg Chem Fab | Acylated dihydrothienodiazepinone compounds,process for their preparation,and medicaments containing them |
DE3028001A1 (de) * | 1980-07-24 | 1982-02-18 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue, in 5-stellung substituierte 5,10-dihydro-11h-dibenzo (b,e)(1,4) diazepin-11-one, verfahren zu ihrer herstellung und diese verbindung enthaltende arzneimittel |
EP0057428B1 (de) * | 1981-02-02 | 1985-04-10 | Byk Gulden Lomberg Chemische Fabrik GmbH | Tricyclische Pyrrole, Verfahren zu ihrer Herstellung, ihre Anwendung sowie sie enthaltende Arzneimittel |
DE3204153A1 (de) * | 1982-02-06 | 1983-08-11 | Dr. Karl Thomae Gmbh, 7950 Biberach | Substituierte thienobenzodiazepinone, verfahren zu ihrer herstellung und sie enthaltende arzneimittel |
DE3204158A1 (de) * | 1982-02-06 | 1983-08-11 | Dr. Karl Thomae Gmbh, 7950 Biberach | "substituierte dibenzodiazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel" |
EP0086591A1 (en) * | 1982-02-10 | 1983-08-24 | George Patrick Allnutt | Apparatus for dispensing particulate materials |
US4558132A (en) * | 1982-07-02 | 1985-12-10 | A. H. Robins Company, Incorporated | Nitro, amino and aroylamino-N-phenylpyridinamines in a process for preparing pyrido[1,4]benzodiazepines |
IT1212742B (it) * | 1983-05-17 | 1989-11-30 | Dompe Farmaceutici Spa | Derivati dibenzo [1,4]diazepinonici pirido [1,4] benzodiazepinonici,pirido [1,5] benzodiazepinonici e loro attivita' farmacologica |
-
1984
- 1984-03-14 DE DE19843409237 patent/DE3409237A1/de not_active Withdrawn
-
1985
- 1985-01-13 ZA ZA851871A patent/ZA851871B/xx unknown
- 1985-03-04 AT AT85102387T patent/ATE44744T1/de not_active IP Right Cessation
- 1985-03-04 EP EP85102387A patent/EP0156191B1/de not_active Expired
- 1985-03-04 DE DE8585102387T patent/DE3571620D1/de not_active Expired
- 1985-03-06 PH PH31947A patent/PH21031A/en unknown
- 1985-03-11 GR GR850612A patent/GR850612B/el unknown
- 1985-03-12 DD DD85274054A patent/DD235260A5/de not_active IP Right Cessation
- 1985-03-12 IL IL74573A patent/IL74573A/xx not_active IP Right Cessation
- 1985-03-13 AU AU39815/85A patent/AU571315B2/en not_active Ceased
- 1985-03-13 NZ NZ211425A patent/NZ211425A/en unknown
- 1985-03-13 IE IE64585A patent/IE58237B1/en not_active IP Right Cessation
- 1985-03-13 PT PT80097A patent/PT80097B/pt not_active IP Right Cessation
- 1985-03-13 JP JP60050229A patent/JPS60215683A/ja active Granted
- 1985-03-13 ES ES541212A patent/ES8607282A1/es not_active Expired
- 1985-03-13 DK DK114985A patent/DK171023B1/da not_active IP Right Cessation
- 1985-03-13 NO NO850992A patent/NO161371C/no unknown
- 1985-03-13 HU HU85939A patent/HU192272B/hu not_active IP Right Cessation
- 1985-03-13 FI FI850991A patent/FI81342C/fi not_active IP Right Cessation
- 1985-03-13 CA CA000476368A patent/CA1244016A/en not_active Expired
- 1985-03-14 KR KR1019850001629A patent/KR920003980B1/ko not_active IP Right Cessation
- 1985-03-14 US US06/711,913 patent/US4550107A/en not_active Expired - Lifetime
-
1986
- 1986-01-27 ES ES551277A patent/ES8702908A1/es not_active Expired
- 1986-01-27 ES ES551276A patent/ES8701750A1/es not_active Expired
-
1991
- 1991-12-27 CS CS914096A patent/CS409691A3/cs unknown
-
1992
- 1992-06-11 MX MX9202791A patent/MX9202791A/es unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR850006403A (ko) | 축합 디아제핀온의 제조방법 | |
NZ505586A (en) | Indole and cyclopenta(b)pyrrole derivatives and pharmaceuticals thereof; useful as antagonists of the CCR2 (MCP-1) receptor | |
DE59308940D1 (de) | Cyclische Iminoderivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel | |
FI85482C (fi) | Foerfarande foer framstaellning av nya terapeutiskt aktiva 9-/3-(4-guanidinofenyl) propylamino/oktahydro-10 oxo-6h-pyridazo/1,2-a//1,2/diazepin-1-karboxylsyraderivat. | |
GB961106A (en) | Basically substituted heterocyclic compounds and a process for their production | |
GB1247067A (en) | Tricyclic enol ether compounds and the preparation thereof | |
FI64939B (fi) | Foerfarande foer framstaellning av en 10,11-dihydro-5h-dibenso(a,d)cyklohepten-5,10-imin | |
Balsamo et al. | Synthesis and antimicrobial properties of substituted. beta.-aminoxypropionyl penicillins and cephalosporins | |
GB978356A (en) | Quinazolone derivatives and process for preparing the same | |
Torres-Sánchez et al. | A short and highly stereoselective route to polyhydroxy-perhydroazaazulenes via a C-(d-galacto-pentopyranos-5-yl) isoxazolidine | |
US3880870A (en) | 7-Azaindole fused heterocyclic compounds | |
DE3671017D1 (de) | Benzo(c)-1,5-naphthyridine, ein verfahren und zwischenprodukte zu ihrer herstellung und ihre verwendung als arzneimittel. | |
DE3576159D1 (de) | In der 9- oder 11-stellung eine, gegebenenfalls substituierte, aminogruppe aufweisende eburnancarbonsaeurederivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel. | |
ES8104248A1 (es) | Procedimiento de preparacion de 6-amino-sustituidas-3-piri- dazinilhidrazinas y de sus sales de adicion acidas terapeu- ticamente aceptables | |
IE47336B1 (en) | Substituted 1-perpazinyl-triazolo-thieno-1,4-diazepines | |
IL111412A (en) | History of Dibenz B. E. Oxpin, processes for their preparation and pharmaceutical preparations containing them | |
Lombardo | An investigation of the scope of the beta-lactam/imino-ether coupling reaction and the application of the vinyl tricarbonyl reagent to the synthesis of polypyrrole and indole alkaloid natural products | |
ES8106877A1 (es) | Un procedimiento para preparar un derivado de dibenzo (a,d) ciclohepteno | |
GB983859A (en) | New derivatives of azocine | |
UA41318C2 (uk) | Гетероциклічні похідні карбонової кислоти та їх фармацевтично прийнятні солі | |
PT777653E (pt) | Derivados de di-hidropiridina como antagonistas de braquinina |
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: 19980420 Year of fee payment: 7 |
|
LAPS | Lapse due to unpaid annual fee |