SK282105B6 - Benzimidazolové zlúčeniny, farmaceutické zmesi obsahujúce tieto zlúčeniny a použitie týchto zlúčenín - Google Patents
Benzimidazolové zlúčeniny, farmaceutické zmesi obsahujúce tieto zlúčeniny a použitie týchto zlúčenín Download PDFInfo
- Publication number
- SK282105B6 SK282105B6 SK1406-97A SK140697A SK282105B6 SK 282105 B6 SK282105 B6 SK 282105B6 SK 140697 A SK140697 A SK 140697A SK 282105 B6 SK282105 B6 SK 282105B6
- Authority
- SK
- Slovakia
- Prior art keywords
- benzimidazole
- phenyl
- acetyl
- pyridyl
- mixture
- Prior art date
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- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title claims abstract description 5
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 title abstract description 63
- -1 CF 3 Chemical group 0.000 claims abstract description 48
- 239000001257 hydrogen Substances 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 12
- 208000019901 Anxiety disease Diseases 0.000 claims abstract description 8
- 208000019116 sleep disease Diseases 0.000 claims abstract description 8
- 206010010904 Convulsion Diseases 0.000 claims abstract description 7
- 208000026139 Memory disease Diseases 0.000 claims abstract description 7
- 206010015037 epilepsy Diseases 0.000 claims abstract description 7
- 125000002252 acyl group Chemical group 0.000 claims abstract description 5
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 5
- 125000001424 substituent group Chemical group 0.000 claims abstract description 5
- 125000004442 acylamino group Chemical group 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 4
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 41
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims description 37
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims description 35
- 238000002360 preparation method Methods 0.000 claims description 23
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- 208000035475 disorder Diseases 0.000 claims description 19
- 150000001556 benzimidazoles Chemical class 0.000 claims description 13
- 210000003169 central nervous system Anatomy 0.000 claims description 9
- NMXLBDUSUXYEKU-UHFFFAOYSA-N 1-[1-(3-pyridin-3-ylphenyl)benzimidazol-5-yl]ethanone Chemical compound C1=NC2=CC(C(=O)C)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CN=C1 NMXLBDUSUXYEKU-UHFFFAOYSA-N 0.000 claims description 8
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- 239000003937 drug carrier Substances 0.000 claims description 4
- NHJFEXZXSCFYRX-UHFFFAOYSA-N n-ethoxy-1-[1-(3-pyridin-3-ylphenyl)benzimidazol-5-yl]ethanimine Chemical compound C1=NC2=CC(C(C)=NOCC)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CN=C1 NHJFEXZXSCFYRX-UHFFFAOYSA-N 0.000 claims description 4
- AFHZWBMDMMRSTB-UHFFFAOYSA-N 1-[1-(3-imidazol-1-ylphenyl)benzimidazol-5-yl]-n-methoxyethanimine Chemical compound C1=NC2=CC(C(C)=NOC)=CC=C2N1C(C=1)=CC=CC=1N1C=CN=C1 AFHZWBMDMMRSTB-UHFFFAOYSA-N 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- COLLHYULVQVQAX-UHFFFAOYSA-N n-[1-[1-(3-pyridin-3-ylphenyl)benzimidazol-5-yl]ethylidene]hydroxylamine Chemical compound C1=NC2=CC(C(=NO)C)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CN=C1 COLLHYULVQVQAX-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001766 1,2,4-oxadiazol-3-yl group Chemical group [H]C1=NC(*)=NO1 0.000 claims description 2
- 125000004505 1,2,4-oxadiazol-5-yl group Chemical group O1N=CN=C1* 0.000 claims description 2
- 125000004515 1,2,4-thiadiazol-3-yl group Chemical group S1N=C(N=C1)* 0.000 claims description 2
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- 125000004519 1,2,5-thiadiazol-4-yl group Chemical group S1N=CC(=N1)* 0.000 claims description 2
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
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- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
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- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims description 2
- 125000004498 isoxazol-4-yl group Chemical group O1N=CC(=C1)* 0.000 claims description 2
- 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims description 2
- JWCMUGUZVCEPAI-UHFFFAOYSA-N n-(2-methylpropoxy)-1-[1-(3-pyridin-3-ylphenyl)benzimidazol-5-yl]ethanimine Chemical compound C1=NC2=CC(C(C)=NOCC(C)C)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CN=C1 JWCMUGUZVCEPAI-UHFFFAOYSA-N 0.000 claims description 2
- RHHLIHFULDYHPQ-UHFFFAOYSA-N n-ethoxy-1-[1-(3-pyridin-2-ylphenyl)benzimidazol-5-yl]ethanimine Chemical compound C1=NC2=CC(C(C)=NOCC)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CC=N1 RHHLIHFULDYHPQ-UHFFFAOYSA-N 0.000 claims description 2
- VUUUPCVQVFPVBU-UHFFFAOYSA-N n-ethoxy-1-[1-(3-pyrimidin-5-ylphenyl)benzimidazol-5-yl]ethanimine Chemical compound C1=NC2=CC(C(C)=NOCC)=CC=C2N1C(C=1)=CC=CC=1C1=CN=CN=C1 VUUUPCVQVFPVBU-UHFFFAOYSA-N 0.000 claims description 2
- XGDWCNMXIXZKIP-UHFFFAOYSA-N n-methoxy-1-[1-(3-pyridin-3-ylphenyl)benzimidazol-5-yl]ethanimine Chemical compound C1=NC2=CC(C(C)=NOC)=CC=C2N1C(C=1)=CC=CC=1C1=CC=CN=C1 XGDWCNMXIXZKIP-UHFFFAOYSA-N 0.000 claims description 2
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- 125000003145 oxazol-4-yl group Chemical group O1C=NC(=C1)* 0.000 claims description 2
- 125000004304 oxazol-5-yl group Chemical group O1C=NC=C1* 0.000 claims description 2
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims description 2
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims description 2
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- 229940048181 sodium sulfide nonahydrate Drugs 0.000 description 1
- WMDLZMCDBSJMTM-UHFFFAOYSA-M sodium;sulfanide;nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[SH-] WMDLZMCDBSJMTM-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- C07D401/10—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 aromatic rings
-
- 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
- C07D403/10—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 aromatic rings
-
- 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
- C07D405/02—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 two hetero rings
- C07D405/10—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 two hetero rings linked by a carbon chain containing aromatic rings
-
- 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
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic 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
- C07D417/02—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 two hetero rings
- C07D417/10—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 two hetero rings linked by a carbon chain containing aromatic 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK46095 | 1995-04-21 | ||
| DK74195 | 1995-06-27 | ||
| PCT/EP1996/001649 WO1996033191A1 (en) | 1995-04-21 | 1996-04-19 | Benzimidazole compounds and their use as modulators of the gabaa receptor complex |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK140697A3 SK140697A3 (en) | 1998-05-06 |
| SK282105B6 true SK282105B6 (sk) | 2001-11-06 |
Family
ID=26064049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1406-97A SK282105B6 (sk) | 1995-04-21 | 1996-04-19 | Benzimidazolové zlúčeniny, farmaceutické zmesi obsahujúce tieto zlúčeniny a použitie týchto zlúčenín |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US5922725A (hu) |
| EP (1) | EP0821682B1 (hu) |
| JP (1) | JP3171852B2 (hu) |
| KR (1) | KR100283363B1 (hu) |
| CN (1) | CN1089762C (hu) |
| AT (1) | ATE194836T1 (hu) |
| AU (1) | AU699623B2 (hu) |
| BR (1) | BR9608056A (hu) |
| CA (1) | CA2218552C (hu) |
| CZ (1) | CZ287538B6 (hu) |
| DE (1) | DE69609413T2 (hu) |
| DK (1) | DK0821682T3 (hu) |
| EE (1) | EE04308B1 (hu) |
| ES (1) | ES2150671T3 (hu) |
| GR (1) | GR3034558T3 (hu) |
| HK (1) | HK1018048A1 (hu) |
| HU (1) | HU224031B1 (hu) |
| IS (1) | IS2020B (hu) |
| MX (1) | MX9708147A (hu) |
| NO (1) | NO314502B1 (hu) |
| NZ (1) | NZ307532A (hu) |
| PL (1) | PL184020B1 (hu) |
| PT (1) | PT821682E (hu) |
| RU (1) | RU2136676C1 (hu) |
| SK (1) | SK282105B6 (hu) |
| TR (1) | TR199701219T1 (hu) |
| UA (1) | UA54394C2 (hu) |
| WO (1) | WO1996033191A1 (hu) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0934281B1 (en) | 1996-10-21 | 2010-01-06 | Neurosearch A/S | 1-phenyl-benzimidazole compounds and their use as baga- a? receptor modulators |
| DE69715231T2 (de) * | 1996-10-25 | 2003-05-22 | Neurosearch As Ballerup | Methode zur identifizierung von verbindungen mit anxiolytischem potential |
| GB9702524D0 (en) * | 1997-02-07 | 1997-03-26 | Merck Sharp & Dohme | Therapeutic agents |
| CA2304379A1 (en) * | 1997-10-10 | 1999-04-22 | Neurosearch A/S | Benzimidazole compounds, pharmaceutical compositions containing the compounds and their use |
| WO1999029319A2 (en) * | 1997-12-09 | 1999-06-17 | Neurosearch A/S | Chemical compounds for use as anxiolytic agents and a method for the identification of anxiolytic compounds |
| AU4652699A (en) * | 1998-07-15 | 2000-02-07 | Meiji Seika Kaisha Ltd. | Process for producing 4-substituted-2-nitro-fluorobenzenes |
| JP2002528499A (ja) * | 1998-10-29 | 2002-09-03 | ブリストル−マイヤーズ スクイブ カンパニー | Ｉｍｐｄｈ酵素のインヒビターであるアミノ核誘導化合物 |
| US6380210B1 (en) | 1999-04-02 | 2002-04-30 | Neurogen Corporation | Heteroaryl fused aminoalkyl-imidazole derivatives: selective modulators of GABAa receptors |
| US6271241B1 (en) | 1999-04-02 | 2001-08-07 | Neurogen Corporation | Cycloalkyl and aryl fused aminoalkyl-imidazole derivatives: modulators and GLP-1 receptors |
| US6281237B1 (en) | 1999-04-02 | 2001-08-28 | Neurogen Corporation | N-phenyl benzimidazolecarboxamide and N-phenyl indolecarboxamide derivatives |
| US6627624B1 (en) | 1999-04-02 | 2003-09-30 | Neurogen Corporation | Aryl fused aminoalkyl-imidazole derivatives: selective modulators of GABAa receptors |
| ATE316076T1 (de) * | 1999-06-22 | 2006-02-15 | Neurosearch As | Benzimidazol-derivate und diese enthaltende pharmazeutische zusammensetzungen |
| US6642229B2 (en) | 2000-05-24 | 2003-11-04 | Merck Sharp & Dohme Ltd. | 3-Phenyl-imidazo-pyrimidine derivatives as ligands for GABA receptors |
| TWI248936B (en) * | 2001-03-21 | 2006-02-11 | Merck Sharp & Dohme | Imidazo-pyrimidine derivatives as ligands for GABA receptors |
| DE60214532T2 (de) * | 2001-03-23 | 2007-04-12 | Merck Sharp & Dohme Ltd., Hoddesdon | Imidazopyrimidin-derivate als liganden für gaba-rezeptoren |
| WO2004069160A2 (en) * | 2003-01-28 | 2004-08-19 | Smithkline Beecham Corporation | Chemical compounds |
| EP1613618A2 (en) | 2003-04-03 | 2006-01-11 | Neurosearch A/S | BENZIMIDAZOLE DERIVATIVES AND THEIR USE FOR MODULATING THE GABA- sb A /sb RECEPTOR COMPLEX |
| WO2004087137A1 (en) | 2003-04-03 | 2004-10-14 | Neurosearch A/S | Benzimidazole derivatives and their use for modulating the gabaa receptor complex |
| TWI391381B (zh) | 2006-03-24 | 2013-04-01 | Neurosearch As | 新穎的苯并咪唑衍生物、含有其之醫藥組成物、及其於製造藥物之用途 |
| WO2010055126A1 (en) * | 2008-11-14 | 2010-05-20 | Neurosearch A/S | Benzimidazole derivatives and their use for modulating the gabaa receptor complex |
| WO2011047315A1 (en) | 2009-10-15 | 2011-04-21 | Concert Pharmaceuticals, Inc. | Subsitituted benzimidazoles |
| WO2019062803A1 (zh) * | 2017-09-28 | 2019-04-04 | 基石药业 | 作为a2a受体抑制剂的并环类衍生物 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0520200B1 (en) * | 1991-06-24 | 1998-02-18 | Neurosearch A/S | Imidazole compounds, their preparation and use |
| US5158969A (en) * | 1991-08-21 | 1992-10-27 | Neurosearch A/S | Indole derivatives as potassium channel blockers |
| DK40192D0 (da) * | 1992-03-26 | 1992-03-26 | Neurosearch As | Imidazolforbindelser, deres fremstilling og anvendelse |
| AU675484B2 (en) * | 1993-03-24 | 1997-02-06 | Neurosearch A/S | Benzimidazole compounds, their use and preparation |
-
1996
- 1996-04-19 PT PT96914957T patent/PT821682E/pt unknown
- 1996-04-19 JP JP53148496A patent/JP3171852B2/ja not_active Expired - Fee Related
- 1996-04-19 DK DK96914957T patent/DK0821682T3/da active
- 1996-04-19 SK SK1406-97A patent/SK282105B6/sk unknown
- 1996-04-19 KR KR1019970707463A patent/KR100283363B1/ko not_active IP Right Cessation
- 1996-04-19 PL PL96322944A patent/PL184020B1/pl not_active IP Right Cessation
- 1996-04-19 CZ CZ19973291A patent/CZ287538B6/cs not_active IP Right Cessation
- 1996-04-19 EE EE9700282A patent/EE04308B1/xx not_active IP Right Cessation
- 1996-04-19 CA CA002218552A patent/CA2218552C/en not_active Expired - Fee Related
- 1996-04-19 HU HU9802272A patent/HU224031B1/hu not_active IP Right Cessation
- 1996-04-19 EP EP96914957A patent/EP0821682B1/en not_active Expired - Lifetime
- 1996-04-19 AU AU56906/96A patent/AU699623B2/en not_active Ceased
- 1996-04-19 DE DE69609413T patent/DE69609413T2/de not_active Expired - Lifetime
- 1996-04-19 CN CN96193421A patent/CN1089762C/zh not_active Expired - Fee Related
- 1996-04-19 BR BR9608056-6A patent/BR9608056A/pt not_active IP Right Cessation
- 1996-04-19 US US08/945,123 patent/US5922725A/en not_active Expired - Lifetime
- 1996-04-19 NZ NZ307532A patent/NZ307532A/xx unknown
- 1996-04-19 MX MX9708147A patent/MX9708147A/es not_active IP Right Cessation
- 1996-04-19 TR TR97/01219T patent/TR199701219T1/xx unknown
- 1996-04-19 AT AT96914957T patent/ATE194836T1/de not_active IP Right Cessation
- 1996-04-19 ES ES96914957T patent/ES2150671T3/es not_active Expired - Lifetime
- 1996-04-19 UA UA97115592A patent/UA54394C2/uk unknown
- 1996-04-19 WO PCT/EP1996/001649 patent/WO1996033191A1/en active IP Right Grant
- 1996-04-19 RU RU97119174A patent/RU2136676C1/ru not_active IP Right Cessation
-
1997
- 1997-10-17 IS IS4593A patent/IS2020B/is unknown
- 1997-10-20 NO NO19974843A patent/NO314502B1/no unknown
-
1998
- 1998-10-09 HK HK98111154A patent/HK1018048A1/xx not_active IP Right Cessation
-
2000
- 2000-10-04 GR GR20000402248T patent/GR3034558T3/el not_active IP Right Cessation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SK282105B6 (sk) | Benzimidazolové zlúčeniny, farmaceutické zmesi obsahujúce tieto zlúčeniny a použitie týchto zlúčenín | |
| AU695957B2 (en) | Benzimidazole compounds and their use as modulators of the GABA A receptor complex | |
| JPH06293742A (ja) | イミダゾール化合物とその製造及び使用方法 |