CN1674893A - 苯并咪唑衍生物 - Google Patents
苯并咪唑衍生物 Download PDFInfo
- Publication number
- CN1674893A CN1674893A CNA038198355A CN03819835A CN1674893A CN 1674893 A CN1674893 A CN 1674893A CN A038198355 A CNA038198355 A CN A038198355A CN 03819835 A CN03819835 A CN 03819835A CN 1674893 A CN1674893 A CN 1674893A
- Authority
- CN
- China
- Prior art keywords
- base
- oxo
- bases
- phenyl
- benzimidazole
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 129
- 108010074860 Factor Xa Proteins 0.000 claims abstract description 17
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 14
- 239000003112 inhibitor Substances 0.000 claims abstract description 4
- 239000002585 base Substances 0.000 claims description 704
- -1 pyrrole radicals Chemical class 0.000 claims description 212
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 86
- 239000000203 mixture Substances 0.000 claims description 76
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims description 72
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 61
- 241001597008 Nomeidae Species 0.000 claims description 49
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 48
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 48
- 239000012453 solvate Substances 0.000 claims description 48
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 40
- 125000000623 heterocyclic group Chemical group 0.000 claims description 38
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 38
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims description 30
- 229910052760 oxygen Inorganic materials 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 239000001301 oxygen Substances 0.000 claims description 27
- 125000002837 carbocyclic group Chemical group 0.000 claims description 26
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 25
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 25
- 239000003814 drug Substances 0.000 claims description 24
- 125000001544 thienyl group Chemical group 0.000 claims description 23
- 229910052799 carbon Inorganic materials 0.000 claims description 22
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 21
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 21
- 229910052801 chlorine Inorganic materials 0.000 claims description 20
- 238000002360 preparation method Methods 0.000 claims description 20
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 20
- 125000004434 sulfur atom Chemical group 0.000 claims description 20
- 229910052794 bromium Inorganic materials 0.000 claims description 19
- 125000002541 furyl group Chemical group 0.000 claims description 19
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 19
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 19
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- 125000002098 pyridazinyl group Chemical group 0.000 claims description 19
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- 229910052731 fluorine Inorganic materials 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 15
- HCUOEKSZWPGJIM-IYNMRSRQSA-N (e,2z)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N\O)\C(N)=O HCUOEKSZWPGJIM-IYNMRSRQSA-N 0.000 claims description 14
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
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- 125000001624 naphthyl group Chemical group 0.000 claims description 10
- IPWFJLQDVFKJDU-UHFFFAOYSA-N pentanamide Chemical compound CCCCC(N)=O IPWFJLQDVFKJDU-UHFFFAOYSA-N 0.000 claims description 10
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- 229940079593 drug Drugs 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 8
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- 125000001118 alkylidene group Chemical group 0.000 claims description 8
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 7
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 7
- 150000002460 imidazoles Chemical class 0.000 claims description 7
- 230000004054 inflammatory process Effects 0.000 claims description 7
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 claims description 7
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims description 7
- 208000010125 myocardial infarction Diseases 0.000 claims description 7
- 150000003233 pyrroles Chemical class 0.000 claims description 7
- 229930192474 thiophene Natural products 0.000 claims description 7
- 206010002383 Angina Pectoris Diseases 0.000 claims description 6
- 206010022562 Intermittent claudication Diseases 0.000 claims description 6
- 208000011775 arteriosclerosis disease Diseases 0.000 claims description 6
- 208000021156 intermittent vascular claudication Diseases 0.000 claims description 6
- 150000002916 oxazoles Chemical class 0.000 claims description 6
- 208000037803 restenosis Diseases 0.000 claims description 6
- 125000001425 triazolyl group Chemical group 0.000 claims description 6
- 102100023804 Coagulation factor VII Human genes 0.000 claims description 5
- 108010023321 Factor VII Proteins 0.000 claims description 5
- 206010027476 Metastases Diseases 0.000 claims description 5
- 208000019695 Migraine disease Diseases 0.000 claims description 5
- 230000008859 change Effects 0.000 claims description 5
- 206010027599 migraine Diseases 0.000 claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 5
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 5
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims description 4
- 230000000903 blocking effect Effects 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- VYIBCOSBNVFEIW-UHFFFAOYSA-N 3-phenylpropanamide Chemical compound NC(=O)CCC1=CC=CC=C1 VYIBCOSBNVFEIW-UHFFFAOYSA-N 0.000 claims description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 3
- 239000012752 auxiliary agent Substances 0.000 claims description 3
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- 125000006239 protecting group Chemical group 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims description 2
- DXDZGWWHEWUNOA-UHFFFAOYSA-N n-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]-4-(2-oxopiperidin-1-yl)benzamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(NC(=O)C=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 DXDZGWWHEWUNOA-UHFFFAOYSA-N 0.000 claims description 2
- 238000012360 testing method Methods 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims 3
- NRTBIAQMXRWMFA-UHFFFAOYSA-N 3-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]-n-[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]propanamide Chemical compound C=1C=C(N2C(COCC2)=O)C(C)=CC=1NC(=O)CCC(C=C1N=2)=CC=C1NC=2C1=CC=C(Cl)S1 NRTBIAQMXRWMFA-UHFFFAOYSA-N 0.000 claims 1
- XCRMSONDHWBPJX-UHFFFAOYSA-N 3-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]-n-[4-(3-oxomorpholin-4-yl)phenyl]propanamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(CCC(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 XCRMSONDHWBPJX-UHFFFAOYSA-N 0.000 claims 1
- PJKXWJFHQQSWPB-UHFFFAOYSA-N 4-(4-amino-2-methylphenyl)morpholin-3-one 2-(5-chlorothiophen-2-yl)-3H-benzimidazole-5-carboxamide Chemical compound CC1=CC(N)=CC=C1N1C(=O)COCC1.N1C2=CC(C(=O)N)=CC=C2N=C1C1=CC=C(Cl)S1 PJKXWJFHQQSWPB-UHFFFAOYSA-N 0.000 claims 1
- LIOBGEBZXXTYSC-UHFFFAOYSA-N 4-(4-aminophenyl)morpholin-3-one 2-(5-chlorothiophen-2-yl)-3H-benzimidazole-5-carboxamide Chemical compound C1=CC(N)=CC=C1N1C(=O)COCC1.N1C2=CC(C(=O)N)=CC=C2N=C1C1=CC=C(Cl)S1 LIOBGEBZXXTYSC-UHFFFAOYSA-N 0.000 claims 1
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- 208000001435 Thromboembolism Diseases 0.000 abstract description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 50
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- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical group CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
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- 125000003107 substituted aryl group Chemical group 0.000 description 1
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- 229960000103 thrombolytic agent Drugs 0.000 description 1
- 230000002537 thrombolytic effect Effects 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
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- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical compound [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 description 1
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- 229960005356 urokinase Drugs 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
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Classifications
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- 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
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
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- A—HUMAN NECESSITIES
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- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0048—Eye, e.g. artificial tears
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- A61K9/02—Suppositories; Bougies; Bases therefor; Ovules
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
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- A—HUMAN NECESSITIES
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- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
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- A—HUMAN NECESSITIES
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- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/282—Organic compounds, e.g. fats
- A61K9/2826—Sugars or sugar alcohols, e.g. sucrose; Derivatives thereof
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- A—HUMAN NECESSITIES
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- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
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- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- 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
- C07D409/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Inorganic Chemistry (AREA)
- Ophthalmology & Optometry (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Psychology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10238002.3 | 2002-08-20 | ||
| DE10238002A DE10238002A1 (de) | 2002-08-20 | 2002-08-20 | Benzimidazolderivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1674893A true CN1674893A (zh) | 2005-09-28 |
Family
ID=31197107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA038198355A Pending CN1674893A (zh) | 2002-08-20 | 2003-07-04 | 苯并咪唑衍生物 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7566789B2 (enExample) |
| EP (1) | EP1558247B1 (enExample) |
| JP (1) | JP4668614B2 (enExample) |
| CN (1) | CN1674893A (enExample) |
| AR (1) | AR041024A1 (enExample) |
| AT (1) | ATE386518T1 (enExample) |
| AU (1) | AU2003250890B2 (enExample) |
| BR (1) | BR0313634A (enExample) |
| CA (1) | CA2496139C (enExample) |
| DE (2) | DE10238002A1 (enExample) |
| ES (1) | ES2303606T3 (enExample) |
| RU (1) | RU2005108042A (enExample) |
| WO (1) | WO2004017963A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103396405A (zh) * | 2013-08-21 | 2013-11-20 | 中国药科大学 | 具有parp抑制作用的苯并咪唑-4-甲酰胺衍生物 |
| CN105712937A (zh) * | 2016-02-28 | 2016-06-29 | 李健 | 一种治疗转移性肿瘤的化合物及其用途 |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL401638A1 (pl) * | 2002-03-13 | 2013-05-27 | Array Biopharma Inc. | N3 alkilowane pochodne benzimidazolu jako inhibitory MEK |
| AU2003279735A1 (en) * | 2002-10-02 | 2004-04-23 | Bristol-Myers Squibb Company | Lactam-containing diaminoalkyl, beta-aminoacids, alpha-aminoacids and derivatives thereof as factor xa inhibitors |
| EP1702919B1 (en) * | 2003-12-29 | 2012-05-30 | Msd K.K. | Novel 2-heteroaryl-substituted benzimidazole derivative |
| US20060160799A1 (en) | 2004-04-23 | 2006-07-20 | Alekshun Michael N | Transcription factor modulating compounds and methods of use thereof |
| TW200720255A (en) | 2005-07-13 | 2007-06-01 | Taiho Pharmaceutical Co Ltd | Benzoimidazole compound capable of inhibiting prostaglandin d synthetase |
| WO2007037534A1 (ja) | 2005-09-30 | 2007-04-05 | Banyu Pharmaceutical Co., Ltd. | ２－へテロアリール置換インドール誘導体 |
| US8410155B2 (en) | 2006-12-15 | 2013-04-02 | Bristol-Myers Squibb Company | Arylpropionamide, arylacrylamide, arylpropynamide, or arylmethylurea analogs as factor XIA inhibitors |
| AU2008335709A1 (en) * | 2007-12-13 | 2009-06-18 | Amgen Inc. | Gamma secretase modulators |
| CA2722606A1 (en) * | 2008-05-05 | 2009-11-12 | Amgen Inc. | Urea compounds as gamma secretase modulators |
| PA8854101A1 (es) | 2008-12-18 | 2010-07-27 | Ortho Mcneil Janssen Pharm | Derivados de imidazol bicíclicos sustituidos como moduladores de gamma secretasa |
| US8946426B2 (en) | 2009-02-06 | 2015-02-03 | Janssen Pharmaceuticals, Inc. | Substituted bicyclic heterocyclic compounds as gamma secretase modulators |
| TWI461425B (zh) | 2009-02-19 | 2014-11-21 | Janssen Pharmaceuticals Inc | 作為伽瑪分泌酶調節劑之新穎經取代的苯并唑、苯并咪唑、唑并吡啶及咪唑并吡啶衍生物類 |
| ES2431619T3 (es) | 2009-05-07 | 2013-11-27 | Janssen Pharmaceuticals, Inc. | Derivados de indazol y aza-indazol sustituidos como moduladores de gamma-secretasa |
| NZ597505A (en) | 2009-07-15 | 2013-05-31 | Janssen Pharmaceuticals Inc | Substituted triazole and imidazole derivatives as gamma secretase modulators |
| EP2518066B1 (en) * | 2009-12-18 | 2016-05-18 | Mitsubishi Tanabe Pharma Corporation | Novel anti-platelet agent |
| US9145399B2 (en) | 2010-01-15 | 2015-09-29 | Janssen Pharmaceuticals, Inc. | Substituted bicyclic triazole derivatives as gamma secretase modulators |
| ES2536442T3 (es) | 2011-03-24 | 2015-05-25 | Janssen Pharmaceuticals, Inc. | Derivados novedosos de triazolil piperazina y triazolil piperidina como moduladores de la gamma secretasa |
| JP6068464B2 (ja) | 2011-07-15 | 2017-01-25 | ヤンセン ファーマシューティカルズ，インコーポレーテッド | γ−セクレターゼ調節剤としての新規な置換インドール誘導体 |
| WO2013019682A1 (en) * | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
| ES2585009T3 (es) | 2012-05-16 | 2016-10-03 | Janssen Pharmaceuticals, Inc. | Derivados de 3,4-dihidro-2H-pirido[1,2-a]pirazina-1,6-diona sustituidos útiles para el tratamiento de (inter alia) enfermedad de Alzheimer |
| CA2889249C (en) | 2012-12-20 | 2021-02-16 | Francois Paul Bischoff | Tricyclic 3,4-dihydro-2h-pyrido[1,2-a]pyrazine-1,6-dione derivatives as gamma secretase modulators |
| AU2014206834B2 (en) | 2013-01-17 | 2017-06-22 | Janssen Pharmaceutica Nv | Novel substituted pyrido-piperazinone derivatives as gamma secretase modulators |
| US10562897B2 (en) | 2014-01-16 | 2020-02-18 | Janssen Pharmaceutica Nv | Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators |
| WO2016018701A1 (en) * | 2014-07-28 | 2016-02-04 | Merck Sharp & Dohme Corp. | FACTOR XIa INHIBITORS |
| HRP20220864T8 (en) * | 2014-10-08 | 2023-02-03 | Redx Pharma Plc | N-pyridinyl acetamide derivatives as wnt signalling pathway inhibitors |
| CA3226162A1 (en) | 2021-07-09 | 2023-01-12 | Plexium, Inc. | Aryl compounds and pharmaceutical compositions that modulate ikzf2 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2641060A1 (de) * | 1976-09-11 | 1978-03-16 | Hoechst Ag | Beta-lactamverbindungen und verfahren zu ihrer herstellung |
| JP2869561B2 (ja) * | 1989-05-22 | 1999-03-10 | 大塚製薬株式会社 | 血小板粘着抑制剤 |
| JPH06759B2 (ja) * | 1989-09-22 | 1994-01-05 | ファイザー製薬株式会社 | 新規なベンゾイミダゾール化合物 |
| GB9225141D0 (en) * | 1992-12-01 | 1993-01-20 | Smithkline Beecham Corp | Chemical compounds |
| DE4330959A1 (de) * | 1993-09-09 | 1995-03-16 | Schering Ag | Neue Benzimidazolderivate, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung |
| IL113472A0 (en) * | 1994-04-29 | 1995-07-31 | Lilly Co Eli | Non-peptidyl tachykinin receptor antogonists |
| US5849759A (en) | 1995-12-08 | 1998-12-15 | Berlex Laboratories, Inc. | Naphthyl-substituted benzimidazole derivatives as anti-coagulants |
| US6150379A (en) * | 1997-11-26 | 2000-11-21 | Axys Pharmaceuticals, Inc. | Compounds and compositions as anticoagulants |
| US6344450B1 (en) * | 1999-02-09 | 2002-02-05 | Bristol-Myers Squibb Company | Lactam compounds and their use as inhibitors of serine proteases and method |
| AU5723500A (en) * | 1999-05-24 | 2000-12-12 | Cor Therapeutics, Inc. | Inhibitors of factor xa |
| BR0012450B1 (pt) * | 1999-06-23 | 2011-08-23 | benzimidazóis substituìdos. | |
| WO2001028993A2 (en) * | 1999-10-19 | 2001-04-26 | Merck & Co. Inc. | Tyrosine kinase inhibitors |
| NZ524717A (en) | 2000-09-11 | 2004-09-24 | Chiron Corp | Quinolinone derivatives |
| JP2004536113A (ja) | 2001-07-03 | 2004-12-02 | カイロン コーポレイション | チロシンキナーゼおよびセリン／スレオニンキナーゼのインヒビターとしてのインダゾールベンズイミダゾール化合物 |
| DE10139060A1 (de) * | 2001-08-08 | 2003-02-20 | Merck Patent Gmbh | Phenylderivate |
-
2002
- 2002-08-20 DE DE10238002A patent/DE10238002A1/de not_active Withdrawn
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2003
- 2003-07-04 CN CNA038198355A patent/CN1674893A/zh active Pending
- 2003-07-04 ES ES03792176T patent/ES2303606T3/es not_active Expired - Lifetime
- 2003-07-04 AU AU2003250890A patent/AU2003250890B2/en not_active Ceased
- 2003-07-04 EP EP03792176A patent/EP1558247B1/de not_active Expired - Lifetime
- 2003-07-04 RU RU2005108042/04A patent/RU2005108042A/ru not_active Application Discontinuation
- 2003-07-04 AT AT03792176T patent/ATE386518T1/de not_active IP Right Cessation
- 2003-07-04 CA CA2496139A patent/CA2496139C/en not_active Expired - Fee Related
- 2003-07-04 JP JP2004529997A patent/JP4668614B2/ja not_active Expired - Fee Related
- 2003-07-04 WO PCT/EP2003/007180 patent/WO2004017963A1/de not_active Ceased
- 2003-07-04 BR BR0313634-5A patent/BR0313634A/pt not_active IP Right Cessation
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- 2003-08-20 AR ARP030103008A patent/AR041024A1/es unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103396405A (zh) * | 2013-08-21 | 2013-11-20 | 中国药科大学 | 具有parp抑制作用的苯并咪唑-4-甲酰胺衍生物 |
| CN105712937A (zh) * | 2016-02-28 | 2016-06-29 | 李健 | 一种治疗转移性肿瘤的化合物及其用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2005108042A (ru) | 2005-11-20 |
| ATE386518T1 (de) | 2008-03-15 |
| EP1558247B1 (de) | 2008-02-20 |
| US20050272740A1 (en) | 2005-12-08 |
| AR041024A1 (es) | 2005-04-27 |
| ES2303606T3 (es) | 2008-08-16 |
| DE10238002A1 (de) | 2004-03-04 |
| DE50309217D1 (en) | 2008-04-03 |
| JP2006500369A (ja) | 2006-01-05 |
| BR0313634A (pt) | 2005-06-21 |
| CA2496139A1 (en) | 2004-03-04 |
| AU2003250890B2 (en) | 2009-07-16 |
| EP1558247A1 (de) | 2005-08-03 |
| JP4668614B2 (ja) | 2011-04-13 |
| WO2004017963A1 (de) | 2004-03-04 |
| US7566789B2 (en) | 2009-07-28 |
| AU2003250890A1 (en) | 2004-03-11 |
| CA2496139C (en) | 2011-12-13 |
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