RU2496775C2 - Соединение бензодиазепина и фармацевтическая композиция - Google Patents
Соединение бензодиазепина и фармацевтическая композиция Download PDFInfo
- Publication number
- RU2496775C2 RU2496775C2 RU2010138928/04A RU2010138928A RU2496775C2 RU 2496775 C2 RU2496775 C2 RU 2496775C2 RU 2010138928/04 A RU2010138928/04 A RU 2010138928/04A RU 2010138928 A RU2010138928 A RU 2010138928A RU 2496775 C2 RU2496775 C2 RU 2496775C2
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- RU
- Russia
- Prior art keywords
- optionally substituted
- ethyl
- oxo
- lower alkyl
- pyridin
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract 7
- -1 Benzodiazepine compound Chemical class 0.000 title claims 68
- 229940049706 benzodiazepine Drugs 0.000 title claims 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract 51
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 15
- 125000002541 furyl group Chemical group 0.000 claims abstract 11
- 125000002947 alkylene group Chemical group 0.000 claims abstract 10
- 125000001544 thienyl group Chemical group 0.000 claims abstract 9
- 206010003119 arrhythmia Diseases 0.000 claims abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 5
- 125000003226 pyrazolyl group Chemical group 0.000 claims abstract 5
- 150000001875 compounds Chemical class 0.000 claims abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000002431 hydrogen Chemical class 0.000 claims abstract 2
- 125000001424 substituent group Chemical group 0.000 claims 29
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 150000002367 halogens Chemical class 0.000 claims 21
- 125000004043 oxo group Chemical group O=* 0.000 claims 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 16
- 125000003545 alkoxy group Chemical group 0.000 claims 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 12
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 8
- 125000004076 pyridyl group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 5
- 125000001589 carboacyl group Chemical group 0.000 claims 5
- 125000002883 imidazolyl group Chemical group 0.000 claims 5
- 125000002971 oxazolyl group Chemical group 0.000 claims 5
- 125000000335 thiazolyl group Chemical group 0.000 claims 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 4
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 4
- 230000006793 arrhythmia Effects 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 claims 4
- 125000001425 triazolyl group Chemical group 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000005956 isoquinolyl group Chemical group 0.000 claims 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
- 125000005493 quinolyl group Chemical group 0.000 claims 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims 2
- 125000004450 alkenylene group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000004603 benzisoxazolyl group Chemical group O1N=C(C2=C1C=CC=C2)* 0.000 claims 2
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 claims 2
- 125000005946 imidazo[1,2-a]pyridyl group Chemical group 0.000 claims 2
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000005936 piperidyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000005877 1,4-benzodioxanyl group Chemical group 0.000 claims 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 1
- PZCYDKAVVVBKMA-UHFFFAOYSA-N 1-ethyl-3,3,5-trimethyl-7-[3-[(2-methylphenyl)methyl-[2-(7-oxofuro[2,3-c]pyridin-6-yl)ethyl]amino]propoxy]-1,5-benzodiazepine-2,4-dione Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CCN1C(C=2OC=CC=2C=C1)=O)CC1=CC=CC=C1C PZCYDKAVVVBKMA-UHFFFAOYSA-N 0.000 claims 1
- DKGJAPVNCYKUEE-UHFFFAOYSA-N 1-ethyl-3,3,5-trimethyl-7-[3-[2-(2-methyl-4-oxofuro[3,2-c]pyridin-5-yl)ethyl-[(4-methylpyridin-3-yl)methyl]amino]propoxy]-1,5-benzodiazepine-2,4-dione Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CCN1C(C=2C=C(C)OC=2C=C1)=O)CC1=CN=CC=C1C DKGJAPVNCYKUEE-UHFFFAOYSA-N 0.000 claims 1
- HUIYSGLQEYEPFI-UHFFFAOYSA-N 1-ethyl-3,3,5-trimethyl-7-[3-[2-pyridin-3-ylethyl-[(2-pyridin-3-ylphenyl)methyl]amino]propoxy]-1,5-benzodiazepine-2,4-dione Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CC=1C(=CC=CC=1)C=1C=NC=CC=1)CCC1=CC=CN=C1 HUIYSGLQEYEPFI-UHFFFAOYSA-N 0.000 claims 1
- BORCZNYMAGQEGS-UHFFFAOYSA-N 1-ethyl-7-[3-[furan-2-ylmethyl-[2-(1-oxoisoquinolin-2-yl)ethyl]amino]propoxy]-3,3,5-trimethyl-1,5-benzodiazepine-2,4-dione Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CCN1C(C2=CC=CC=C2C=C1)=O)CC1=CC=CO1 BORCZNYMAGQEGS-UHFFFAOYSA-N 0.000 claims 1
- 125000006179 2-methyl benzyl group Chemical group [H]C1=C([H])C(=C(C([H])=C1[H])C([H])([H])*)C([H])([H])[H] 0.000 claims 1
- TZOYXRMEFDYWDQ-UHFFFAOYSA-N 3,4-dihydro-1h-quinolin-2-one Chemical compound C1=CC=C2NC(=O)CCC2=C1 TZOYXRMEFDYWDQ-UHFFFAOYSA-N 0.000 claims 1
- OXMXIXOKIIPOHL-UHFFFAOYSA-N 3-[[3-[(1-ethyl-3,3,5-trimethyl-2,4-dioxo-1,5-benzodiazepin-7-yl)oxy]propyl-(2-pyridin-3-ylethyl)amino]methyl]benzonitrile Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CC=1C=C(C=CC=1)C#N)CCC1=CC=CN=C1 OXMXIXOKIIPOHL-UHFFFAOYSA-N 0.000 claims 1
- MGRLWDRGBXQTMU-UHFFFAOYSA-N 4-[[3-[(1-ethyl-3,3,5-trimethyl-2,4-dioxo-1,5-benzodiazepin-7-yl)oxy]propyl-[2-(1-oxoisoquinolin-2-yl)ethyl]amino]methyl]benzonitrile Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CCN1C(C2=CC=CC=C2C=C1)=O)CC1=CC=C(C#N)C=C1 MGRLWDRGBXQTMU-UHFFFAOYSA-N 0.000 claims 1
- UVMFWOKHXJEFRH-UHFFFAOYSA-N 4-[[3-[(1-ethyl-3,3,5-trimethyl-2,4-dioxo-1,5-benzodiazepin-7-yl)oxy]propyl-[2-(7-oxofuro[2,3-c]pyridin-6-yl)ethyl]amino]methyl]benzonitrile Chemical compound C1=C2N(C)C(=O)C(C)(C)C(=O)N(CC)C2=CC=C1OCCCN(CCN1C(C=2OC=CC=2C=C1)=O)CC1=CC=C(C#N)C=C1 UVMFWOKHXJEFRH-UHFFFAOYSA-N 0.000 claims 1
- 125000001318 4-trifluoromethylbenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C(F)(F)F 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000005554 pyridyloxy group Chemical group 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 1
- 125000003310 benzodiazepinyl group Chemical class N1N=C(C=CC2=C1C=CC=C2)* 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000012634 fragment Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
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- 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
- C07D401/14—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 three or more hetero rings
-
- 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
- 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
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- 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
- C07D491/04—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
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008-041296 | 2008-02-22 | ||
| JP2008041296 | 2008-02-22 | ||
| JP2008227368 | 2008-09-04 | ||
| JP2008-227368 | 2008-09-04 | ||
| PCT/JP2009/053623 WO2009104819A1 (en) | 2008-02-22 | 2009-02-20 | Benzodiazepine compound and pharmaceutical composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2010138928A RU2010138928A (ru) | 2012-03-27 |
| RU2496775C2 true RU2496775C2 (ru) | 2013-10-27 |
Family
ID=40600203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010138928/04A RU2496775C2 (ru) | 2008-02-22 | 2009-02-20 | Соединение бензодиазепина и фармацевтическая композиция |
Country Status (26)
| Country | Link |
|---|---|
| US (2) | US8338406B2 (enExample) |
| EP (1) | EP2254873B1 (enExample) |
| JP (1) | JP5355582B2 (enExample) |
| KR (1) | KR101332948B1 (enExample) |
| CN (2) | CN101952259B (enExample) |
| AR (1) | AR070449A1 (enExample) |
| AU (1) | AU2009216079B2 (enExample) |
| BR (1) | BRPI0908132A2 (enExample) |
| CA (1) | CA2715872A1 (enExample) |
| CO (1) | CO6300950A2 (enExample) |
| CY (1) | CY1115220T1 (enExample) |
| DK (1) | DK2254873T3 (enExample) |
| ES (1) | ES2494366T3 (enExample) |
| HR (1) | HRP20140796T1 (enExample) |
| IL (1) | IL207276A (enExample) |
| MX (1) | MX2010009269A (enExample) |
| MY (1) | MY156226A (enExample) |
| NZ (1) | NZ587157A (enExample) |
| PL (1) | PL2254873T3 (enExample) |
| PT (1) | PT2254873E (enExample) |
| RU (1) | RU2496775C2 (enExample) |
| SI (1) | SI2254873T1 (enExample) |
| TW (1) | TWI413522B (enExample) |
| UA (1) | UA103018C2 (enExample) |
| WO (1) | WO2009104819A1 (enExample) |
| ZA (1) | ZA201005469B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2774273C2 (ru) * | 2016-10-21 | 2022-06-16 | Новартис Аг | Новые производные нафтиридинона и их применение в лечении аритмии |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101952259B (zh) | 2008-02-22 | 2013-07-03 | 大塚制药株式会社 | 苯并二氮杂*化合物及药物组合物 |
| TWI481601B (zh) | 2009-08-21 | 2015-04-21 | Otsuka Pharma Co Ltd | 含氮化合物及藥學組成物 |
| WO2011021676A1 (ja) | 2009-08-21 | 2011-02-24 | 大塚製薬株式会社 | ベンゾ[b][1,4]ジアゼピン-2,4-ジオン化合物の製造方法 |
| JP2012184225A (ja) * | 2011-02-18 | 2012-09-27 | Otsuka Pharmaceut Co Ltd | 医薬組成物 |
| JP6240063B2 (ja) | 2011-04-28 | 2017-11-29 | ザ ブロード インスティテュート, インコーポレイテッド | ヒストンデアセチラーゼ阻害剤 |
| EP2780344A1 (en) | 2011-11-15 | 2014-09-24 | Xention Limited | Thieno [2, 3 - c]pyrazoles for use as potassium channel inhibitors |
| AR090037A1 (es) | 2011-11-15 | 2014-10-15 | Xention Ltd | Derivados de tieno y/o furo-pirimidinas y piridinas inhibidores de los canales de potasio |
| WO2014018979A1 (en) | 2012-07-27 | 2014-01-30 | The Broad Institute, Inc. | Inhibitors of histone deacetylase |
| US9914717B2 (en) | 2012-12-20 | 2018-03-13 | The Broad Institute, Inc. | Cycloalkenyl hydroxamic acid derivatives and their use as histone deacetylase inhibitors |
| JOP20190086A1 (ar) * | 2016-10-21 | 2019-04-18 | Novartis Ag | مشتقات نافثيريدينون جديدة واستخدامها في معالجة عدم انتظام ضربات القلب |
| EA038455B1 (ru) * | 2016-10-26 | 2021-08-31 | Новартис Аг | Новые производные нафтиридинона и их применение в лечении аритмии |
| CN111108105B (zh) | 2017-09-22 | 2023-03-31 | 朱比兰特埃皮帕德有限公司 | 作为pad抑制剂的杂环化合物 |
| KR102782563B1 (ko) | 2017-10-18 | 2025-03-14 | 주빌런트 에피파드 엘엘씨 | Pad 억제제로서의 이미다조-피리딘 화합물 |
| AU2018362046B2 (en) | 2017-11-06 | 2023-04-13 | Jubilant Prodel LLC | Pyrimidine derivatives as inhibitors of PD1/PD-L1 activation |
| HUE067265T2 (hu) | 2017-11-24 | 2024-10-28 | Jubilant Episcribe Llc | Heterociklusos vegyületek mint PRMT5 inhibitorok |
| CN112135610A (zh) | 2018-01-12 | 2020-12-25 | KDAc治疗股份有限公司 | 用于治疗癌症的选择性组蛋白去乙酰酶3(hdac3)抑制剂及免疫治疗剂的组合 |
| EP3765453A1 (en) | 2018-03-13 | 2021-01-20 | Jubilant Prodel LLC | Bicyclic compounds as inhibitors of pd1/pd-l1 interaction/activation |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0296133A (ja) * | 1988-10-01 | 1990-04-06 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料 |
| WO1995014470A1 (en) * | 1993-11-22 | 1995-06-01 | Merck & Co., Inc. | Methods of treating cardiac arrhythmia |
| WO1996040655A1 (en) * | 1995-06-07 | 1996-12-19 | Merck & Co., Inc. | Novel n-(2,4-dioxo-2,3,4,5-tetrahydro-1h-1,5-benzodiazepin-3y l)-3-amides |
| RU2004118243A (ru) * | 2001-11-13 | 2006-01-10 | 3-Дименшенл Фамэсьютикэлс, Инк. (US) | Замещенные 1,4-бензодиазепины и их использование для лечения онкологических заболеваний |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3133056A (en) | 1961-05-15 | 1964-05-12 | May & Baker Ltd | N-phenylpiperazine derivatives of tetrahydrobenzodiazepines |
| US4001408A (en) | 1966-12-14 | 1977-01-04 | Roussel-Uclaf | Substituted heterocyclic compounds, processes and composition including those |
| US3984398A (en) | 1966-12-14 | 1976-10-05 | Roussel-Uclaf | 1,5-Benzodiazepine-2,4-diones |
| BE707667A (enExample) | 1966-12-14 | 1968-06-07 | ||
| BR9200951A (pt) | 1991-03-21 | 1992-11-17 | Hoffmann La Roche | Compostos, processo para sua producao,preparacoes farmaceuticas e uso |
| US5700797A (en) | 1995-06-07 | 1997-12-23 | Merck & Co, Inc. | N-(2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-3-amides |
| GB0008179D0 (en) | 2000-04-05 | 2000-05-24 | Glaxo Group Ltd | Chemical process |
| AU6895000A (en) | 1999-08-09 | 2001-03-05 | Merck & Co., Inc. | Antiarrhythmic compounds |
| CA2511214C (en) | 2002-12-20 | 2012-12-18 | Tularik, Inc. | Asthma and allergic inflammation modulators |
| TWI329641B (en) | 2005-08-31 | 2010-09-01 | Otsuka Pharma Co Ltd | (benzo[b]thiophen-4-yl)piperazine compounds, pharmaceutical compositions comprising the same, uses of the same and processes for preparing the same |
| JP4785881B2 (ja) * | 2007-02-27 | 2011-10-05 | 大塚製薬株式会社 | 医薬 |
| CN101952259B (zh) | 2008-02-22 | 2013-07-03 | 大塚制药株式会社 | 苯并二氮杂*化合物及药物组合物 |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0296133A (ja) * | 1988-10-01 | 1990-04-06 | Fuji Photo Film Co Ltd | ハロゲン化銀カラー写真感光材料 |
| WO1995014470A1 (en) * | 1993-11-22 | 1995-06-01 | Merck & Co., Inc. | Methods of treating cardiac arrhythmia |
| WO1996040655A1 (en) * | 1995-06-07 | 1996-12-19 | Merck & Co., Inc. | Novel n-(2,4-dioxo-2,3,4,5-tetrahydro-1h-1,5-benzodiazepin-3y l)-3-amides |
| RU2004118243A (ru) * | 2001-11-13 | 2006-01-10 | 3-Дименшенл Фамэсьютикэлс, Инк. (US) | Замещенные 1,4-бензодиазепины и их использование для лечения онкологических заболеваний |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2774273C2 (ru) * | 2016-10-21 | 2022-06-16 | Новартис Аг | Новые производные нафтиридинона и их применение в лечении аритмии |
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