HRP940753A2 - Condensed diazepinones, process for their preparation and compositions containing them for the treatment of the central nervous system and to enhance cerebral perfusion - Google Patents
Condensed diazepinones, process for their preparation and compositions containing them for the treatment of the central nervous system and to enhance cerebral perfusion Download PDFInfo
- Publication number
- HRP940753A2 HRP940753A2 HRP-325/92A HRP940753A HRP940753A2 HR P940753 A2 HRP940753 A2 HR P940753A2 HR P940753 A HRP940753 A HR P940753A HR P940753 A2 HRP940753 A2 HR P940753A2
- Authority
- HR
- Croatia
- Prior art keywords
- piperidinyl
- dihydro
- acetyl
- benzodiazepine
- pyrido
- Prior art date
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- DHZYXWMZLAKTQV-UHFFFAOYSA-N diazepin-3-one Chemical class O=C1C=CC=CN=N1 DHZYXWMZLAKTQV-UHFFFAOYSA-N 0.000 title claims description 25
- 210000003169 central nervous system Anatomy 0.000 title claims description 14
- 238000002360 preparation method Methods 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 12
- 230000008569 process Effects 0.000 title claims description 3
- 239000000203 mixture Substances 0.000 title description 24
- 230000003788 cerebral perfusion Effects 0.000 title 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 74
- -1 methylcyclopentyl Chemical group 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 44
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 239000000126 substance Substances 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 230000003727 cerebral blood flow Effects 0.000 claims description 7
- 150000007522 mineralic acids Chemical class 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
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- 201000010099 disease Diseases 0.000 claims description 6
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- 238000009835 boiling Methods 0.000 claims description 5
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- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
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- 229940079593 drug Drugs 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 230000000269 nucleophilic effect Effects 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 103
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- 238000002844 melting Methods 0.000 description 43
- 230000008018 melting Effects 0.000 description 43
- KSSXNHGPIDAUAS-UHFFFAOYSA-N 1,4-benzodiazepin-6-one Chemical compound N1=CC=NC=C2C(=O)C=CC=C21 KSSXNHGPIDAUAS-UHFFFAOYSA-N 0.000 description 37
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- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 20
- YZPAKBGVJIVPEU-UHFFFAOYSA-N 1,2-benzodiazepin-6-one Chemical compound N1=NC=CC=C2C(=O)C=CC=C21 YZPAKBGVJIVPEU-UHFFFAOYSA-N 0.000 description 18
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- 230000000694 effects Effects 0.000 description 10
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- 241001465754 Metazoa Species 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 9
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- 239000002585 base Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
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- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 230000031836 visual learning Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- 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)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4112014A DE4112014A1 (de) | 1991-04-12 | 1991-04-12 | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende mittel zur behandlung von erkrankungen des zentralnervensystems und zur foerderung der cerebralen durchblutung |
| YU32592A YU48645B (sh) | 1991-04-12 | 1992-03-30 | Kondenzovani diazepinoni i postupci za njihovo dobijanje |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP940753A2 true HRP940753A2 (en) | 1997-08-31 |
Family
ID=6429483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP-325/92A HRP940753A2 (en) | 1991-04-12 | 1994-10-25 | Condensed diazepinones, process for their preparation and compositions containing them for the treatment of the central nervous system and to enhance cerebral perfusion |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US5641772A (no) |
| EP (1) | EP0508370B1 (no) |
| JP (1) | JPH0597845A (no) |
| KR (1) | KR100196969B1 (no) |
| AT (1) | ATE140004T1 (no) |
| AU (1) | AU653802B2 (no) |
| CA (1) | CA2065800A1 (no) |
| CZ (1) | CZ283399B6 (no) |
| DE (2) | DE4112014A1 (no) |
| DK (1) | DK0508370T3 (no) |
| ES (1) | ES2090396T3 (no) |
| FI (1) | FI97470C (no) |
| GR (1) | GR3020860T3 (no) |
| HR (1) | HRP940753A2 (no) |
| HU (2) | HUT61301A (no) |
| IE (1) | IE921147A1 (no) |
| IL (1) | IL101560A (no) |
| MX (1) | MX9201675A (no) |
| NO (1) | NO180303C (no) |
| NZ (1) | NZ242305A (no) |
| PL (1) | PL169745B1 (no) |
| RU (1) | RU2081870C1 (no) |
| SG (1) | SG48793A1 (no) |
| SI (1) | SI9210325A (no) |
| SK (1) | SK279466B6 (no) |
| TW (1) | TW205551B (no) |
| YU (1) | YU48645B (no) |
| ZA (1) | ZA922617B (no) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4332168A1 (de) * | 1993-02-22 | 1995-03-23 | Thomae Gmbh Dr K | Cyclische Derivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| ATE221067T1 (de) * | 1993-04-05 | 2002-08-15 | Pharmaceutical Discovery Corp | Pyrido(2,3-b)(1,4)benzodiazepinone als m2- rezeptorligand zur behandlung neurologischer störungen |
| AU3754495A (en) * | 1994-10-31 | 1996-05-23 | Yamanouchi Pharmaceutical Co., Ltd. | Novel benzodiazepinone derivative and medicinal composition thereof |
| WO2007056388A2 (en) * | 2005-11-07 | 2007-05-18 | The General Hospital Corporation | Compositions and methods for modulating poly (adp-ribose) polymerase activity |
| EP2173355A2 (en) * | 2007-07-02 | 2010-04-14 | AC Immune S.A. | Pirenzepine and derivatives thereof as anti-amyloid agents |
| KR102478480B1 (ko) | 2021-11-17 | 2022-12-19 | 주식회사 지농 | 통신 데이터 사용량을 최소화한 스마트팜 제어 및 동작확인 장치 |
| KR20240109659A (ko) | 2023-01-04 | 2024-07-12 | 주식회사 다온정보기술 | 스마트기기를 이용한 스마트팜 제어시스템 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3409237A1 (de) * | 1984-03-14 | 1985-09-19 | Dr. Karl Thomae Gmbh, 7950 Biberach | 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 |
| DE3919076A1 (de) * | 1989-06-10 | 1990-12-13 | Thomae Gmbh Dr K | Mittel zur behandlung von erkrankungen des zentralnervensystems und zur foerderung der cerebralen durchblutung |
-
1991
- 1991-04-12 DE DE4112014A patent/DE4112014A1/de not_active Withdrawn
-
1992
- 1992-03-30 SI SI9210325A patent/SI9210325A/sl unknown
- 1992-03-30 YU YU32592A patent/YU48645B/sh unknown
- 1992-04-07 ES ES92105989T patent/ES2090396T3/es not_active Expired - Lifetime
- 1992-04-07 DK DK92105989.5T patent/DK0508370T3/da active
- 1992-04-07 DE DE59206679T patent/DE59206679D1/de not_active Expired - Fee Related
- 1992-04-07 AT AT92105989T patent/ATE140004T1/de not_active IP Right Cessation
- 1992-04-07 SG SG1996001728A patent/SG48793A1/en unknown
- 1992-04-07 EP EP92105989A patent/EP0508370B1/de not_active Expired - Lifetime
- 1992-04-09 TW TW081102753A patent/TW205551B/zh active
- 1992-04-10 MX MX9201675A patent/MX9201675A/es not_active IP Right Cessation
- 1992-04-10 PL PL92294184A patent/PL169745B1/pl unknown
- 1992-04-10 AU AU14814/92A patent/AU653802B2/en not_active Ceased
- 1992-04-10 ZA ZA922617A patent/ZA922617B/xx unknown
- 1992-04-10 FI FI921589A patent/FI97470C/fi active
- 1992-04-10 IL IL10156092A patent/IL101560A/en not_active IP Right Cessation
- 1992-04-10 HU HU9201247A patent/HUT61301A/hu unknown
- 1992-04-10 NO NO921447A patent/NO180303C/no unknown
- 1992-04-10 RU SU925011249A patent/RU2081870C1/ru active
- 1992-04-10 CA CA002065800A patent/CA2065800A1/en not_active Abandoned
- 1992-04-10 NZ NZ242305A patent/NZ242305A/en unknown
- 1992-04-10 IE IE114792A patent/IE921147A1/en not_active Application Discontinuation
- 1992-04-10 JP JP4089174A patent/JPH0597845A/ja active Pending
- 1992-04-11 KR KR1019920006036A patent/KR100196969B1/ko not_active IP Right Cessation
- 1992-04-13 CZ CS921111A patent/CZ283399B6/cs not_active IP Right Cessation
- 1992-04-13 SK SK1111-92A patent/SK279466B6/sk unknown
-
1994
- 1994-10-25 HR HRP-325/92A patent/HRP940753A2/hr not_active Application Discontinuation
-
1995
- 1995-04-13 US US08/421,108 patent/US5641772A/en not_active Expired - Fee Related
- 1995-06-02 HU HU95P/P00158P patent/HU211156A9/hu unknown
-
1996
- 1996-08-22 GR GR960402217T patent/GR3020860T3/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1OB | Publication of a patent application | ||
| AIPI | Request for the grant of a patent on the basis of a substantive examination of a patent application | ||
| ODBC | Application rejected |