SK282863B6 - Bifenylsulfonamidy, ich použitie a farmaceutické prostriedky na ich báze - Google Patents
Bifenylsulfonamidy, ich použitie a farmaceutické prostriedky na ich báze Download PDFInfo
- Publication number
- SK282863B6 SK282863B6 SK1577-98A SK157798A SK282863B6 SK 282863 B6 SK282863 B6 SK 282863B6 SK 157798 A SK157798 A SK 157798A SK 282863 B6 SK282863 B6 SK 282863B6
- Authority
- SK
- Slovakia
- Prior art keywords
- sulfonylamino
- alkyl
- acid
- formula
- bromobiphenyl
- Prior art date
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- SBXDENYROQKXBE-UHFFFAOYSA-N 2-phenylbenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=CC=C1 SBXDENYROQKXBE-UHFFFAOYSA-N 0.000 title claims description 20
- 239000003771 matrix metalloproteinase inhibitor Substances 0.000 title description 2
- 229940121386 matrix metalloproteinase inhibitor Drugs 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 64
- -1 nitro, amino Chemical group 0.000 claims abstract description 45
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 26
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 102000002274 Matrix Metalloproteinases Human genes 0.000 claims abstract description 9
- 108010000684 Matrix Metalloproteinases Proteins 0.000 claims abstract description 9
- 239000003814 drug Substances 0.000 claims abstract description 9
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 9
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- SEINETSKRAZANU-UHFFFAOYSA-N 2-methylsulfanyl-1h-indole Chemical compound C1=CC=C2NC(SC)=CC2=C1 SEINETSKRAZANU-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000005518 carboxamido group Chemical group 0.000 claims abstract description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 5
- 125000005544 phthalimido group Chemical group 0.000 claims abstract description 5
- 239000012453 solvate Substances 0.000 claims abstract description 4
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims abstract description 4
- 238000004519 manufacturing process Methods 0.000 claims abstract 6
- 239000000243 solution Substances 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- GJOCABIDMCKCEG-INIZCTEOSA-N (2s)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(Br)C=C1 GJOCABIDMCKCEG-INIZCTEOSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 206010003246 arthritis Diseases 0.000 claims description 6
- 201000001320 Atherosclerosis Diseases 0.000 claims description 5
- 208000037803 restenosis Diseases 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000000796 flavoring agent Substances 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- 238000009472 formulation Methods 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- GJOCABIDMCKCEG-MRXNPFEDSA-N (2r)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(Br)C=C1 GJOCABIDMCKCEG-MRXNPFEDSA-N 0.000 claims description 2
- NEOOWKPSCAQYPI-INIZCTEOSA-N (2s)-2-[[4-(3-bromophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC(Br)=C1 NEOOWKPSCAQYPI-INIZCTEOSA-N 0.000 claims description 2
- LKVAANCBUJLQIE-INIZCTEOSA-N (2s)-2-[[4-(4-aminophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(N)C=C1 LKVAANCBUJLQIE-INIZCTEOSA-N 0.000 claims description 2
- GSCKLBZEPMMUCA-FQEVSTJZSA-N (2s)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(Br)=CC=1)C1=CC=CC=C1 GSCKLBZEPMMUCA-FQEVSTJZSA-N 0.000 claims description 2
- QVNUOLHHXUUNEH-KRWDZBQOSA-N (2s)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]-4-methylpentanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](CC(C)C)C(O)=O)=CC=C1C1=CC=C(Br)C=C1 QVNUOLHHXUUNEH-KRWDZBQOSA-N 0.000 claims description 2
- PTONAIKVYGVBIS-INIZCTEOSA-N (2s)-2-[[4-(4-chlorophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(Cl)C=C1 PTONAIKVYGVBIS-INIZCTEOSA-N 0.000 claims description 2
- AGRDSOUIPBKOKQ-KRWDZBQOSA-N (2s)-2-[[4-(4-cyanophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(C#N)C=C1 AGRDSOUIPBKOKQ-KRWDZBQOSA-N 0.000 claims description 2
- MDWFJTBWOFNAQX-KRWDZBQOSA-N (2s)-2-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(OC)=CC=C1C1=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C1 MDWFJTBWOFNAQX-KRWDZBQOSA-N 0.000 claims description 2
- PLCPLXITTDSMSK-INIZCTEOSA-N (2s)-3-methyl-2-[[4-(4-nitrophenyl)phenyl]sulfonylamino]butanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C([N+]([O-])=O)C=C1 PLCPLXITTDSMSK-INIZCTEOSA-N 0.000 claims description 2
- ZGWIOFHKEXLJPC-UHFFFAOYSA-N 2-[[4-(4-formylphenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)NC(C(C)C)C(O)=O)=CC=C1C1=CC=C(C=O)C=C1 ZGWIOFHKEXLJPC-UHFFFAOYSA-N 0.000 claims description 2
- QTBORBZHZRFVQM-UHFFFAOYSA-N 2-[[4-[4-(aminomethyl)phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)NC(C(C)C)C(O)=O)=CC=C1C1=CC=C(CN)C=C1 QTBORBZHZRFVQM-UHFFFAOYSA-N 0.000 claims description 2
- WOIAZYSLWSXKKC-UHFFFAOYSA-N 2-[[4-[4-(hydroxymethyl)phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)NC(C(C)C)C(O)=O)=CC=C1C1=CC=C(CO)C=C1 WOIAZYSLWSXKKC-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 4
- 239000012153 distilled water Substances 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 2
- 239000000600 sorbitol Substances 0.000 claims 2
- 239000008215 water for injection Substances 0.000 claims 2
- UJVIDDIDLMDARE-JTQLQIEISA-N (2s)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]propanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C)C(O)=O)=CC=C1C1=CC=C(Br)C=C1 UJVIDDIDLMDARE-JTQLQIEISA-N 0.000 claims 1
- 241000167854 Bourreria succulenta Species 0.000 claims 1
- WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 claims 1
- 229940124277 aminobutyric acid Drugs 0.000 claims 1
- 235000019693 cherries Nutrition 0.000 claims 1
- 235000019634 flavors Nutrition 0.000 claims 1
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000003182 parenteral nutrition solution Substances 0.000 claims 1
- 239000001044 red dye Substances 0.000 claims 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims 1
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- 239000006188 syrup Substances 0.000 claims 1
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- WIZHTLZRNBDNDS-IBGZPJMESA-N tert-butyl (2s)-2-[[4-(4-bromophenyl)phenyl]sulfonylamino]-3-methylbutanoate Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(=O)OC(C)(C)C)=CC=C1C1=CC=C(Br)C=C1 WIZHTLZRNBDNDS-IBGZPJMESA-N 0.000 claims 1
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
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- 238000002360 preparation method Methods 0.000 description 10
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- VFMGXRFRRDTHNX-UHFFFAOYSA-N tert-butyl 2-[(4-bromophenyl)sulfonylamino]-3-methylbutanoate Chemical compound CC(C)(C)OC(=O)C(C(C)C)NS(=O)(=O)C1=CC=C(Br)C=C1 VFMGXRFRRDTHNX-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/19—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/18—Sulfonamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- 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
-
- 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
- A61P9/10—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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/42—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1746096P | 1996-05-17 | 1996-05-17 | |
| PCT/US1997/006801 WO1997044315A1 (en) | 1996-05-17 | 1997-04-24 | Biphenylsulfonamide matrix metalloproteinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK157798A3 SK157798A3 (en) | 1999-04-13 |
| SK282863B6 true SK282863B6 (sk) | 2002-12-03 |
Family
ID=21782716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1577-98A SK282863B6 (sk) | 1996-05-17 | 1997-04-24 | Bifenylsulfonamidy, ich použitie a farmaceutické prostriedky na ich báze |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0901466B1 (enExample) |
| JP (1) | JP2000511175A (enExample) |
| KR (1) | KR20000011095A (enExample) |
| CN (1) | CN1077885C (enExample) |
| AT (1) | ATE207891T1 (enExample) |
| BG (1) | BG63940B1 (enExample) |
| BR (1) | BR9710841A (enExample) |
| CA (1) | CA2253342A1 (enExample) |
| CZ (1) | CZ294063B6 (enExample) |
| DE (1) | DE69707865T2 (enExample) |
| DK (1) | DK0901466T3 (enExample) |
| EA (1) | EA001561B1 (enExample) |
| EE (1) | EE03965B1 (enExample) |
| ES (1) | ES2167733T3 (enExample) |
| IL (1) | IL126832A0 (enExample) |
| NO (1) | NO312510B1 (enExample) |
| NZ (1) | NZ332711A (enExample) |
| PL (1) | PL186416B1 (enExample) |
| PT (1) | PT901466E (enExample) |
| SK (1) | SK282863B6 (enExample) |
| WO (1) | WO1997044315A1 (enExample) |
| ZA (1) | ZA974223B (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10501806A (ja) * | 1994-06-22 | 1998-02-17 | ブリティッシュ バイオテック ファーマシューティカルズ リミテッド | 金属タンパク質分解酵素阻害剤 |
| US6124333A (en) * | 1995-06-22 | 2000-09-26 | British Biotech Pharmaceuticals Limited | Metalloproteinase inhibitors |
| NZ334897A (en) * | 1996-12-09 | 2001-02-23 | Warner Lambert Co | Medicaments for treating and preventing heart failure and ventricular dilatation |
| EP1366765A1 (en) * | 1996-12-17 | 2003-12-03 | Warner-Lambert Company Llc | Use of matrix metalloproteinase inhibitors for treating neurological disorders and promoting wound healing |
| US6340709B1 (en) * | 1996-12-17 | 2002-01-22 | Warner-Lambert Company | Use of matrix metalloproteinase inhibitors for treating neurological disorders and promoting wound healing |
| GB9706255D0 (en) | 1997-03-26 | 1997-05-14 | Smithkline Beecham Plc | Novel compounds |
| DE19719621A1 (de) * | 1997-05-09 | 1998-11-12 | Hoechst Ag | Sulfonylaminocarbonsäuren |
| CA2297011C (en) * | 1997-07-22 | 2007-01-30 | Shionogi & Co., Ltd. | Sulfonamide derivatives as therapeutic or prophylactic agent for glomerulopathy |
| AU751701B2 (en) * | 1997-12-23 | 2002-08-22 | Warner-Lambert Company | Ace inhibitor-MMP inhibitor combinations |
| US6410580B1 (en) | 1998-02-04 | 2002-06-25 | Novartis Ag | Sulfonylamino derivatives which inhibit matrix-degrading metalloproteinases |
| JP4750272B2 (ja) | 1998-02-04 | 2011-08-17 | ノバルティス アーゲー | マトリックス分解メタロプロテイナーゼを阻害するスルホニルアミノ誘導体 |
| KR20010041916A (ko) * | 1998-03-17 | 2001-05-25 | 로즈 암스트롱, 크리스틴 에이. 트러트웨인 | 스타틴-매트릭스 메탈로프로테이나제 저해제 복합제제 |
| EP0967201A1 (en) * | 1998-05-20 | 1999-12-29 | Roche Diagnostics GmbH | Pharmaceutical agents containing sulfonamids as matrix metalloproteinase inhibitors |
| AU754050B2 (en) * | 1998-07-16 | 2002-10-31 | Sanofi-Aventis Deutschland Gmbh | Phosphinous and phosphonic acid derivatives used as medicaments |
| ID30030A (id) * | 1998-07-21 | 2001-11-01 | Warner Lambert Co | Pemberian serta penghambat acat dan mmp untuk pengobatan luka-luka aterosklerosis |
| DE19851184A1 (de) * | 1998-11-06 | 2000-05-11 | Aventis Pharma Gmbh | N-Arylsulfonyl-aminosäure-omega-amide |
| US6858598B1 (en) | 1998-12-23 | 2005-02-22 | G. D. Searle & Co. | Method of using a matrix metalloproteinase inhibitor and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia |
| EP1172361A4 (en) * | 1999-04-19 | 2002-05-08 | Shionogi & Co | SULFONAMIDE DERIVATIVES HAVING OXADIAZOLE CORES |
| GB9918684D0 (en) | 1999-08-09 | 1999-10-13 | Novartis Ag | Organic compounds |
| ES2311479T3 (es) | 1999-11-26 | 2009-02-16 | SHIONOGI & CO., LTD. | Antagonistas de npy-y5. |
| CN1273456C (zh) * | 2000-09-29 | 2006-09-06 | 盐野义制药株式会社 | 噻唑和噁唑衍生物 |
| GB0103303D0 (en) | 2001-02-09 | 2001-03-28 | Novartis Ag | Organic compounds |
| MXPA01013326A (es) * | 2001-02-14 | 2002-08-26 | Warner Lambert Co | Bifenil sulfonamidas utiles como inhibisdores de metaloproteinasa de matriz. |
| WO2003035610A1 (en) * | 2001-10-26 | 2003-05-01 | Shionogi & Co., Ltd. | Sulfonamide derivative having mmp inhibitory activity |
| GB0314488D0 (en) * | 2003-06-20 | 2003-07-23 | Glaxo Group Ltd | Therapeutically useful compounds |
| CA2548513A1 (en) | 2003-12-04 | 2005-07-07 | Wyeth | Biaryl sulfonamides and methods for using same |
| WO2005092844A1 (en) * | 2004-03-22 | 2005-10-06 | Southern Research Institute | Nonpeptide inhibitors of matrix metalloproteinases |
| CN101279956B (zh) * | 2008-04-25 | 2011-06-15 | 南昌大学 | 一种基质金属蛋白酶抑制剂及合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5506242A (en) * | 1993-01-06 | 1996-04-09 | Ciba-Geigy Corporation | Arylsufonamido-substituted hydroxamic acids |
| JPH10501806A (ja) * | 1994-06-22 | 1998-02-17 | ブリティッシュ バイオテック ファーマシューティカルズ リミテッド | 金属タンパク質分解酵素阻害剤 |
-
1997
- 1997-04-24 EE EE9800397A patent/EE03965B1/xx not_active IP Right Cessation
- 1997-04-24 WO PCT/US1997/006801 patent/WO1997044315A1/en not_active Ceased
- 1997-04-24 IL IL12683297A patent/IL126832A0/xx unknown
- 1997-04-24 ES ES97918788T patent/ES2167733T3/es not_active Expired - Lifetime
- 1997-04-24 CN CN97194719A patent/CN1077885C/zh not_active Expired - Fee Related
- 1997-04-24 KR KR1019980709253A patent/KR20000011095A/ko not_active Ceased
- 1997-04-24 AT AT97918788T patent/ATE207891T1/de not_active IP Right Cessation
- 1997-04-24 CZ CZ19983668A patent/CZ294063B6/cs not_active IP Right Cessation
- 1997-04-24 SK SK1577-98A patent/SK282863B6/sk unknown
- 1997-04-24 NZ NZ332711A patent/NZ332711A/en unknown
- 1997-04-24 CA CA002253342A patent/CA2253342A1/en not_active Abandoned
- 1997-04-24 PL PL97329929A patent/PL186416B1/pl not_active IP Right Cessation
- 1997-04-24 JP JP09542377A patent/JP2000511175A/ja not_active Abandoned
- 1997-04-24 DK DK97918788T patent/DK0901466T3/da active
- 1997-04-24 BR BR9710841A patent/BR9710841A/pt not_active IP Right Cessation
- 1997-04-24 EP EP97918788A patent/EP0901466B1/en not_active Expired - Lifetime
- 1997-04-24 PT PT97918788T patent/PT901466E/pt unknown
- 1997-04-24 DE DE69707865T patent/DE69707865T2/de not_active Expired - Fee Related
- 1997-04-24 EA EA199800988A patent/EA001561B1/ru not_active IP Right Cessation
- 1997-05-15 ZA ZA9704223A patent/ZA974223B/xx unknown
-
1998
- 1998-11-12 BG BG102918A patent/BG63940B1/bg unknown
- 1998-11-16 NO NO19985326A patent/NO312510B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2253342A1 (en) | 1997-11-27 |
| CN1219166A (zh) | 1999-06-09 |
| PL329929A1 (en) | 1999-04-26 |
| BG102918A (en) | 1999-09-30 |
| WO1997044315A1 (en) | 1997-11-27 |
| HK1019585A1 (en) | 2000-02-18 |
| SK157798A3 (en) | 1999-04-13 |
| NO312510B1 (no) | 2002-05-21 |
| EP0901466A1 (en) | 1999-03-17 |
| BR9710841A (pt) | 1999-08-17 |
| DE69707865D1 (de) | 2001-12-06 |
| DE69707865T2 (de) | 2002-05-02 |
| EP0901466B1 (en) | 2001-10-31 |
| ATE207891T1 (de) | 2001-11-15 |
| NO985326L (no) | 1999-01-14 |
| JP2000511175A (ja) | 2000-08-29 |
| DK0901466T3 (da) | 2002-02-18 |
| CZ294063B6 (cs) | 2004-09-15 |
| AU713286B2 (en) | 1999-11-25 |
| EE03965B1 (et) | 2003-02-17 |
| IL126832A0 (en) | 1999-08-17 |
| BG63940B1 (bg) | 2003-07-31 |
| EE9800397A (et) | 1999-06-15 |
| ES2167733T3 (es) | 2002-05-16 |
| EA001561B1 (ru) | 2001-04-23 |
| NZ332711A (en) | 2000-06-23 |
| ZA974223B (en) | 1997-12-10 |
| EA199800988A1 (ru) | 1999-04-29 |
| PT901466E (pt) | 2002-04-29 |
| PL186416B1 (pl) | 2004-01-30 |
| AU2680397A (en) | 1997-12-09 |
| CN1077885C (zh) | 2002-01-16 |
| CZ366898A3 (cs) | 1999-02-17 |
| NO985326D0 (no) | 1998-11-16 |
| KR20000011095A (ko) | 2000-02-25 |
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