JP2000501411A - ベンゾフランカルボキサミドおよびスルホンアミド - Google Patents
ベンゾフランカルボキサミドおよびスルホンアミドInfo
- Publication number
- JP2000501411A JP2000501411A JP9521090A JP52109097A JP2000501411A JP 2000501411 A JP2000501411 A JP 2000501411A JP 9521090 A JP9521090 A JP 9521090A JP 52109097 A JP52109097 A JP 52109097A JP 2000501411 A JP2000501411 A JP 2000501411A
- Authority
- JP
- Japan
- Prior art keywords
- methoxy
- acetyl
- alkyl
- disease
- ethyl
- 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.)
- Ceased
Links
- QHKJIJXBJCOABP-UHFFFAOYSA-N 1-benzofuran-2-carboxamide Chemical compound C1=CC=C2OC(C(=O)N)=CC2=C1 QHKJIJXBJCOABP-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229940124530 sulfonamide Drugs 0.000 title abstract description 5
- 150000003456 sulfonamides Chemical class 0.000 title abstract description 5
- 108060008682 Tumor Necrosis Factor Proteins 0.000 claims abstract description 23
- 208000006673 asthma Diseases 0.000 claims abstract description 7
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 152
- 239000000203 mixture Substances 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 48
- -1 heterocyclo Chemical group 0.000 claims description 47
- 201000010099 disease Diseases 0.000 claims description 30
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 19
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 18
- 125000001072 heteroaryl group Chemical group 0.000 claims description 16
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 8
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 7
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 6
- 206010003246 arthritis Diseases 0.000 claims description 6
- 150000003857 carboxamides Chemical class 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
- 230000001629 suppression Effects 0.000 claims description 6
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims description 5
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims description 5
- 206010040070 Septic Shock Diseases 0.000 claims description 5
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims description 5
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 208000027866 inflammatory disease Diseases 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
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- 206010039966 Senile dementia Diseases 0.000 claims description 4
- 102000011017 Type 4 Cyclic Nucleotide Phosphodiesterases Human genes 0.000 claims description 4
- 108010037584 Type 4 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 4
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- 208000024827 Alzheimer disease Diseases 0.000 claims description 3
- 206010006458 Bronchitis chronic Diseases 0.000 claims description 3
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- 206010012438 Dermatitis atopic Diseases 0.000 claims description 3
- 201000004681 Psoriasis Diseases 0.000 claims description 3
- 206010039085 Rhinitis allergic Diseases 0.000 claims description 3
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 3
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims description 3
- 201000010105 allergic rhinitis Diseases 0.000 claims description 3
- 229940035676 analgesics Drugs 0.000 claims description 3
- 239000000730 antalgic agent Substances 0.000 claims description 3
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 3
- 201000008937 atopic dermatitis Diseases 0.000 claims description 3
- 208000010668 atopic eczema Diseases 0.000 claims description 3
- 206010006451 bronchitis Diseases 0.000 claims description 3
- 230000002490 cerebral effect Effects 0.000 claims description 3
- 208000007451 chronic bronchitis Diseases 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims description 3
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 125000004470 heterocyclooxy group Chemical group 0.000 claims description 3
- 208000018937 joint inflammation Diseases 0.000 claims description 3
- 230000002685 pulmonary effect Effects 0.000 claims description 3
- 125000004001 thioalkyl group Chemical group 0.000 claims description 3
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 2
- UKTRLOSQOKTCNP-UHFFFAOYSA-N 2-acetyl-7-methoxy-n-methylsulfonyl-n-(pyridin-3-ylmethyl)-1-benzofuran-4-sulfonamide Chemical compound C1=2C=C(C(C)=O)OC=2C(OC)=CC=C1S(=O)(=O)N(S(C)(=O)=O)CC1=CC=CN=C1 UKTRLOSQOKTCNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
- 206010010904 Convulsion Diseases 0.000 claims description 2
- 206010012289 Dementia Diseases 0.000 claims description 2
- 206010018367 Glomerulonephritis chronic Diseases 0.000 claims description 2
- 208000010496 Heart Arrest Diseases 0.000 claims description 2
- 206010019617 Henoch-Schonlein purpura Diseases 0.000 claims description 2
- 208000031814 IgA Vasculitis Diseases 0.000 claims description 2
- 206010061216 Infarction Diseases 0.000 claims description 2
- 206010069698 Langerhans' cell histiocytosis Diseases 0.000 claims description 2
- 208000031888 Mycoses Diseases 0.000 claims description 2
- 208000002193 Pain Diseases 0.000 claims description 2
- 208000018737 Parkinson disease Diseases 0.000 claims description 2
- 206010063837 Reperfusion injury Diseases 0.000 claims description 2
- 208000025747 Rheumatic disease Diseases 0.000 claims description 2
- 206010040047 Sepsis Diseases 0.000 claims description 2
- 201000002661 Spondylitis Diseases 0.000 claims description 2
- 208000024780 Urticaria Diseases 0.000 claims description 2
- 102100026383 Vasopressin-neurophysin 2-copeptin Human genes 0.000 claims description 2
- 208000026935 allergic disease Diseases 0.000 claims description 2
- 230000007815 allergy Effects 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 230000002917 arthritic effect Effects 0.000 claims description 2
- 125000001769 aryl amino group Chemical group 0.000 claims description 2
- 125000006269 biphenyl-2-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(*)C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 210000004369 blood Anatomy 0.000 claims description 2
- 239000008280 blood Substances 0.000 claims description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
- 201000010064 diabetes insipidus Diseases 0.000 claims description 2
- 208000003401 eosinophilic granuloma Diseases 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 2
- 208000015446 immunoglobulin a vasculitis Diseases 0.000 claims description 2
- 230000007574 infarction Effects 0.000 claims description 2
- 230000007794 irritation Effects 0.000 claims description 2
- 201000008383 nephritis Diseases 0.000 claims description 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
- 201000008482 osteoarthritis Diseases 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 230000000552 rheumatic effect Effects 0.000 claims description 2
- 230000036303 septic shock Effects 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 208000024891 symptom Diseases 0.000 claims description 2
- YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical compound NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 claims 2
- 102100040247 Tumor necrosis factor Human genes 0.000 claims 2
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 210000003979 eosinophil Anatomy 0.000 claims 2
- 201000003866 lung sarcoma Diseases 0.000 claims 2
- 230000001105 regulatory effect Effects 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- MOMFXATYAINJML-UHFFFAOYSA-N 2-Acetylthiazole Chemical group CC(=O)C1=NC=CS1 MOMFXATYAINJML-UHFFFAOYSA-N 0.000 claims 1
- 208000030507 AIDS Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000019838 Blood disease Diseases 0.000 claims 1
- 206010006895 Cachexia Diseases 0.000 claims 1
- 206010063094 Cerebral malaria Diseases 0.000 claims 1
- 208000012661 Dyskinesia Diseases 0.000 claims 1
- 206010015943 Eye inflammation Diseases 0.000 claims 1
- 201000005569 Gout Diseases 0.000 claims 1
- 206010018634 Gouty Arthritis Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000000112 Myalgia Diseases 0.000 claims 1
- 206010037660 Pyrexia Diseases 0.000 claims 1
- 206010044248 Toxic shock syndrome Diseases 0.000 claims 1
- 231100000650 Toxic shock syndrome Toxicity 0.000 claims 1
- 206010052779 Transplant rejections Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 238000009825 accumulation Methods 0.000 claims 1
- 208000030961 allergic reaction Diseases 0.000 claims 1
- 230000000954 anitussive effect Effects 0.000 claims 1
- 230000003502 anti-nociceptive effect Effects 0.000 claims 1
- 239000003434 antitussive agent Substances 0.000 claims 1
- 229940124584 antitussives Drugs 0.000 claims 1
- 208000019664 bone resorption disease Diseases 0.000 claims 1
- 125000004965 chloroalkyl group Chemical group 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 1
- 230000002178 gastroprotective effect Effects 0.000 claims 1
- 208000014951 hematologic disease Diseases 0.000 claims 1
- 208000018706 hematopoietic system disease Diseases 0.000 claims 1
- 206010023332 keratitis Diseases 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 201000004792 malaria Diseases 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- AHGCKRVJQYBCRZ-UHFFFAOYSA-N n-benzyl-2-ethyl-7-methoxy-1-benzofuran-4-sulfonamide Chemical compound C1=CC(OC)=C2OC(CC)=CC2=C1S(=O)(=O)NCC1=CC=CC=C1 AHGCKRVJQYBCRZ-UHFFFAOYSA-N 0.000 claims 1
- RTMNIUUBYBNFHX-UHFFFAOYSA-N n-benzyl-2-ethyl-7-methoxy-n-(pyridin-2-ylmethyl)-1-benzofuran-4-sulfonamide Chemical compound C1=CC(OC)=C2OC(CC)=CC2=C1S(=O)(=O)N(CC=1N=CC=CC=1)CC1=CC=CC=C1 RTMNIUUBYBNFHX-UHFFFAOYSA-N 0.000 claims 1
- UUJZTAWXRCVZEQ-UHFFFAOYSA-N n-pyridin-4-yl-1-benzofuran-2-carboxamide Chemical compound C=1C2=CC=CC=C2OC=1C(=O)NC1=CC=NC=C1 UUJZTAWXRCVZEQ-UHFFFAOYSA-N 0.000 claims 1
- 230000001272 neurogenic effect Effects 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 1
- 102000004861 Phosphoric Diester Hydrolases Human genes 0.000 abstract description 7
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- 102000003390 tumor necrosis factor Human genes 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 55
- 239000000543 intermediate Substances 0.000 description 49
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 48
- 239000007787 solid Substances 0.000 description 46
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 43
- 239000000243 solution Substances 0.000 description 39
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 35
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 35
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/80—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7
-
- 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
- C07D405/12—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 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9524832.4 | 1995-12-05 | ||
| GBGB9524832.4A GB9524832D0 (en) | 1995-12-05 | 1995-12-05 | Novel compounds |
| GBGB9610515.0A GB9610515D0 (en) | 1996-05-20 | 1996-05-20 | Novel compounds |
| GB9610515.0 | 1996-05-20 | ||
| GBGB9610712.3A GB9610712D0 (en) | 1995-12-05 | 1996-05-22 | Novel compounds |
| GB9610712.3 | 1996-05-22 | ||
| PCT/GB1996/003012 WO1997020833A1 (en) | 1995-12-05 | 1996-12-05 | Benzofuran carboxamides and sulphonamides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000501411A true JP2000501411A (ja) | 2000-02-08 |
| JP2000501411A5 JP2000501411A5 (enExample) | 2004-10-21 |
Family
ID=27268015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9521090A Ceased JP2000501411A (ja) | 1995-12-05 | 1996-12-05 | ベンゾフランカルボキサミドおよびスルホンアミド |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5773467A (enExample) |
| EP (1) | EP0873331B1 (enExample) |
| JP (1) | JP2000501411A (enExample) |
| KR (1) | KR19990071894A (enExample) |
| CN (1) | CN1100773C (enExample) |
| AT (1) | ATE215540T1 (enExample) |
| AU (1) | AU697976B2 (enExample) |
| BR (1) | BR9611897A (enExample) |
| CA (1) | CA2238376C (enExample) |
| CZ (1) | CZ292443B6 (enExample) |
| DE (1) | DE69620458T2 (enExample) |
| ES (1) | ES2172695T3 (enExample) |
| HU (1) | HUP9903797A3 (enExample) |
| NO (1) | NO982570L (enExample) |
| PL (1) | PL327181A1 (enExample) |
| WO (1) | WO1997020833A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012011314A1 (ja) | 2010-07-22 | 2012-01-26 | 扶桑薬品工業株式会社 | ベンゾフラノン化合物およびそれを含む医薬組成物 |
| JP2012512893A (ja) * | 2008-12-18 | 2012-06-07 | メタボレックス， インコーポレイテッド | Ｇｐｒ１２０受容体作動薬およびその使用 |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ371998A3 (cs) * | 1996-05-20 | 1999-03-17 | Darwin Discovery Limited | Benzofuranové karboxamidy a jejich terapeutické použití |
| EP0923568B9 (en) * | 1996-08-19 | 2003-08-13 | ALTANA Pharma AG | Novel benzofuran-4-carboxamides |
| JP3268236B2 (ja) | 1997-07-22 | 2002-03-25 | シャープ株式会社 | 電子写真感光体、及びビスヒドラゾン化合物およびその中間体、ならびにそれら化合物の製造方法 |
| ATE237612T1 (de) | 1997-10-01 | 2003-05-15 | Kyowa Hakko Kogyo Kk | Benzofuranderivate |
| AU1983599A (en) * | 1998-01-26 | 1999-08-09 | Kyowa Hakko Kogyo Co. Ltd. | Oxygenic heterocyclic compounds |
| JP2002502851A (ja) * | 1998-02-09 | 2002-01-29 | ダーウィン・ディスカバリー・リミテッド | ベンゾフラン−４−カルボキサミドとその治療的使用 |
| FR2778662B1 (fr) * | 1998-05-12 | 2000-06-16 | Adir | Nouveaux composes cycliques substitues, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| TW555759B (en) * | 1998-06-08 | 2003-10-01 | Darwin Discovery Ltd | Heterocyclic compounds and their therapeutic use |
| JP2002517495A (ja) * | 1998-06-10 | 2002-06-18 | ビイク グルデン ロンベルク ヒエーミツシエ フアブリーク ゲゼルシヤフト ミツト ベシユレンクテル ハフツング | ホスホジエステラーゼ４の阻害剤としてのテトラヒドロフラニルオキシ置換基を有するベンズアミド |
| HRP20020158B1 (en) | 1999-08-21 | 2007-08-31 | Altana Pharma Ag | Action of synergistic combination |
| US7217722B2 (en) | 2000-02-01 | 2007-05-15 | Kirin Beer Kabushiki Kaisha | Nitrogen-containing compounds having kinase inhibitory activity and drugs containing the same |
| GB0011802D0 (en) * | 2000-05-16 | 2000-07-05 | Smithkline Beecham | Method for enhancing cognitive function |
| EP1624893A2 (en) | 2003-04-01 | 2006-02-15 | Applied Research Systems ARS Holding N.V. | Inhibitors of phosphodiesterases in infertility |
| FR2903106B1 (fr) * | 2006-07-03 | 2010-07-30 | Sanofi Aventis | Utilisations de 2-benzoyl-imidazopyridines en therapeutique |
| EP2196465A1 (en) | 2008-12-15 | 2010-06-16 | Almirall, S.A. | (3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors |
| EP2226323A1 (en) | 2009-02-27 | 2010-09-08 | Almirall, S.A. | New tetrahydropyrazolo[3,4-c]isoquinolin-5-amine derivatives |
| EP2380890A1 (en) | 2010-04-23 | 2011-10-26 | Almirall, S.A. | New 7,8-dihydro-1,6-naphthyridin-5(6h)-one-derivatives as PDE4 inhibitors |
| EP2394998A1 (en) | 2010-05-31 | 2011-12-14 | Almirall, S.A. | 3-(5-Amino-6-oxo-1,6-dihydropyridazin-3-yl)-biphenyl derivatives as PDE4 inhibitors |
| EP3597186B1 (en) | 2015-01-05 | 2021-12-08 | The U.S.A. as represented by the Secretary, Department of Health and Human Services | Myc g-quadruplex stabilizing small molecules and their use |
| CN114149457B (zh) * | 2021-11-03 | 2024-04-12 | 湖北民族大学 | 一种苯并[c][1,2]氧杂硼戊环-1(3H)-醇类合物及其用途 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4666931A (en) * | 1984-12-29 | 1987-05-19 | Kaken Pharmaceutical Co., Ltd. | Benzofuran derivatives useful in treating diabetic complications |
| EP0685475B1 (en) * | 1994-05-31 | 1999-01-13 | Bayer Ag | Amino-benzofuryl-and thienyl-derivatives |
| DE59508773D1 (de) * | 1994-07-22 | 2000-11-09 | Byk Gulden Lomberg Chem Fab | Dihydrobenzofurane |
| CN1163493C (zh) * | 1995-05-19 | 2004-08-25 | 协和发酵工业株式会社 | 含氧杂环化合物 |
| CZ371998A3 (cs) * | 1996-05-20 | 1999-03-17 | Darwin Discovery Limited | Benzofuranové karboxamidy a jejich terapeutické použití |
-
1996
- 1996-12-05 AT AT96941138T patent/ATE215540T1/de not_active IP Right Cessation
- 1996-12-05 ES ES96941138T patent/ES2172695T3/es not_active Expired - Lifetime
- 1996-12-05 KR KR1019980704179A patent/KR19990071894A/ko not_active Ceased
- 1996-12-05 HU HU9903797A patent/HUP9903797A3/hu unknown
- 1996-12-05 WO PCT/GB1996/003012 patent/WO1997020833A1/en not_active Ceased
- 1996-12-05 JP JP9521090A patent/JP2000501411A/ja not_active Ceased
- 1996-12-05 DE DE69620458T patent/DE69620458T2/de not_active Expired - Fee Related
- 1996-12-05 AU AU10386/97A patent/AU697976B2/en not_active Ceased
- 1996-12-05 CN CN96198844A patent/CN1100773C/zh not_active Expired - Fee Related
- 1996-12-05 CA CA002238376A patent/CA2238376C/en not_active Expired - Fee Related
- 1996-12-05 BR BR9611897-0A patent/BR9611897A/pt active Search and Examination
- 1996-12-05 PL PL96327181A patent/PL327181A1/xx unknown
- 1996-12-05 CZ CZ19981714A patent/CZ292443B6/cs not_active IP Right Cessation
- 1996-12-05 US US08/761,102 patent/US5773467A/en not_active Expired - Fee Related
- 1996-12-05 EP EP96941138A patent/EP0873331B1/en not_active Expired - Lifetime
-
1998
- 1998-06-04 NO NO982570A patent/NO982570L/no not_active Application Discontinuation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012512893A (ja) * | 2008-12-18 | 2012-06-07 | メタボレックス， インコーポレイテッド | Ｇｐｒ１２０受容体作動薬およびその使用 |
| WO2012011314A1 (ja) | 2010-07-22 | 2012-01-26 | 扶桑薬品工業株式会社 | ベンゾフラノン化合物およびそれを含む医薬組成物 |
| US8563743B2 (en) | 2010-07-22 | 2013-10-22 | Fuso Pharmaceutical Industries, Ltd. | Benzofuranone compound and pharmaceutical composition containing same |
Also Published As
| Publication number | Publication date |
|---|---|
| HUP9903797A3 (en) | 2001-08-28 |
| CA2238376A1 (en) | 1997-06-12 |
| AU697976B2 (en) | 1998-10-22 |
| CZ292443B6 (cs) | 2003-09-17 |
| CN1100773C (zh) | 2003-02-05 |
| DE69620458T2 (de) | 2002-10-02 |
| DE69620458D1 (de) | 2002-05-08 |
| US5773467A (en) | 1998-06-30 |
| HUP9903797A2 (hu) | 2001-04-28 |
| NO982570L (no) | 1998-08-04 |
| CN1208411A (zh) | 1999-02-17 |
| ES2172695T3 (es) | 2002-10-01 |
| MX9804466A (es) | 1998-12-31 |
| KR19990071894A (ko) | 1999-09-27 |
| NO982570D0 (no) | 1998-06-04 |
| EP0873331B1 (en) | 2002-04-03 |
| CA2238376C (en) | 2006-08-15 |
| CZ171498A3 (cs) | 1998-10-14 |
| AU1038697A (en) | 1997-06-27 |
| PL327181A1 (en) | 1998-11-23 |
| WO1997020833A1 (en) | 1997-06-12 |
| BR9611897A (pt) | 1999-12-28 |
| EP0873331A1 (en) | 1998-10-28 |
| ATE215540T1 (de) | 2002-04-15 |
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