CZ294063B6 - Bifenylsulfonamid, jeho použití a farmaceutický prostředek s jeho obsahem - Google Patents
Bifenylsulfonamid, jeho použití a farmaceutický prostředek s jeho obsahem Download PDFInfo
- Publication number
- CZ294063B6 CZ294063B6 CZ19983668A CZ366898A CZ294063B6 CZ 294063 B6 CZ294063 B6 CZ 294063B6 CZ 19983668 A CZ19983668 A CZ 19983668A CZ 366898 A CZ366898 A CZ 366898A CZ 294063 B6 CZ294063 B6 CZ 294063B6
- Authority
- CZ
- Czechia
- Prior art keywords
- sulfonylamino
- alkyl
- acid
- biphenylsulfonamide
- methylbutanoic acid
- 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 abstract description 23
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 20
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- 125000001589 carboacyl group Chemical group 0.000 claims abstract description 8
- 102000002274 Matrix Metalloproteinases Human genes 0.000 claims abstract description 7
- 108010000684 Matrix Metalloproteinases Proteins 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 5
- 239000012453 solvate Substances 0.000 claims abstract description 4
- -1 H 2 NC (= NH) -NH- Chemical group 0.000 claims description 39
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- 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 6
- 239000003814 drug Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
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- 208000037803 restenosis Diseases 0.000 claims description 5
- 201000001320 Atherosclerosis Diseases 0.000 claims description 4
- 125000005518 carboxamido group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000005544 phthalimido group Chemical group 0.000 claims description 4
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 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
- WJFKRCVNGHZYFA-INIZCTEOSA-N (2s)-2-[[4-(3-fluorophenyl)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(F)=C1 WJFKRCVNGHZYFA-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
- UWHPJOBPMXNVII-INIZCTEOSA-N (2s)-2-[[4-(4-bromo-2-fluorophenyl)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=C1F UWHPJOBPMXNVII-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
- 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 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
- 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
- HXNNABWLGZRTMD-INIZCTEOSA-N (2s)-3-methyl-2-[[4-[4-(trifluoromethyl)phenyl]phenyl]sulfonylamino]butanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(C(F)(F)F)C=C1 HXNNABWLGZRTMD-INIZCTEOSA-N 0.000 claims description 2
- NZQRMLMUQLSGRO-QHCPKHFHSA-N (2s)-3-phenyl-2-[[4-(4-propan-2-ylphenyl)phenyl]sulfonylamino]propanoic acid Chemical compound C1=CC(C(C)C)=CC=C1C1=CC=C(S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 NZQRMLMUQLSGRO-QHCPKHFHSA-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
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- RAXPEBLSVFVDFD-UHFFFAOYSA-N 4-[4-[(1-carboxy-2-methylpropyl)sulfamoyl]phenyl]benzoic acid Chemical compound C1=CC(S(=O)(=O)NC(C(C)C)C(O)=O)=CC=C1C1=CC=C(C(O)=O)C=C1 RAXPEBLSVFVDFD-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 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 1
- 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
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 10
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- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Immunology (AREA)
- Urology & Nephrology (AREA)
- Biomedical Technology (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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1746096P | 1996-05-17 | 1996-05-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ366898A3 CZ366898A3 (cs) | 1999-02-17 |
| CZ294063B6 true CZ294063B6 (cs) | 2004-09-15 |
Family
ID=21782716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ19983668A CZ294063B6 (cs) | 1996-05-17 | 1997-04-24 | Bifenylsulfonamid, jeho použití a farmaceutický prostředek s jeho obsahem |
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 |
|---|---|---|---|---|
| AU690703B2 (en) * | 1994-06-22 | 1998-04-30 | British Biotech Pharmaceuticals Limited | Metalloproteinase inhibitors |
| US6124333A (en) * | 1995-06-22 | 2000-09-26 | British Biotech Pharmaceuticals Limited | Metalloproteinase inhibitors |
| MXPA99001974A (es) * | 1996-12-09 | 2002-03-27 | Warner Lambert Co | Metodo para tratar y prevenir fallas cardiacas y dilatacion ventricular. |
| 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 |
| BR9714142A (pt) * | 1996-12-17 | 2000-02-29 | Warner Lambert Co | Uso de inibidores de metaloproteìnases matriciais para tratamento de distúrbios neurológicos e promoção de cicatrização de feridas |
| GB9706255D0 (en) * | 1997-03-26 | 1997-05-14 | Smithkline Beecham Plc | Novel compounds |
| DE19719621A1 (de) * | 1997-05-09 | 1998-11-12 | Hoechst Ag | Sulfonylaminocarbonsäuren |
| ID24105A (id) | 1997-07-22 | 2000-07-06 | Shionogi & Co | Komposisi untuk mengobati atau mencegah glomerulopati |
| BR9814422A (pt) * | 1997-12-23 | 2000-10-10 | Warner Lambert Co | Combinações de inibidor de ace - inibidor de mmp |
| PL342009A1 (en) * | 1998-02-04 | 2001-05-07 | Novartis Ag | Sulphonylamine derivatives capable to inhibit extracellular substance degrading metaloproteinases |
| US6410580B1 (en) | 1998-02-04 | 2002-06-25 | Novartis Ag | Sulfonylamino derivatives which inhibit matrix-degrading metalloproteinases |
| JP2002506818A (ja) * | 1998-03-17 | 2002-03-05 | ワーナー−ランバート・カンパニー | スタチン−マトリックスメタロプロテイナーゼ阻害剤組み合わせ物 |
| EP0967201A1 (en) * | 1998-05-20 | 1999-12-29 | Roche Diagnostics GmbH | Pharmaceutical agents containing sulfonamids as matrix metalloproteinase inhibitors |
| EP1097159B1 (de) | 1998-07-16 | 2002-11-06 | Aventis Pharma Deutschland GmbH | Phosphin- und phosphonsäurederivate als arzneimittel |
| OA11584A (en) * | 1998-07-21 | 2004-07-20 | Warner Lambert Co | Coadministration of ACAT and MMP inhibitors for the treatment of atherosclerotic lesions. |
| 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 |
| PL351374A1 (en) * | 1999-04-19 | 2003-04-07 | Shionogi & Co | Sulfonamide derivatives having oxadiazole rings |
| GB9918684D0 (en) | 1999-08-09 | 1999-10-13 | Novartis Ag | Organic compounds |
| WO2001037826A1 (en) | 1999-11-26 | 2001-05-31 | Shionogi & Co., Ltd. | Npyy5 antagonists |
| EP1331224A4 (en) * | 2000-09-29 | 2004-03-17 | Shionogi & Co | THIAZOLE AND OXAZOLE DERIVATIVES |
| 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 |
| BR0318625A (pt) | 2003-12-04 | 2006-10-31 | Wyeth Corp | biaril sulfonamidas e métodos para usar as mesmas |
| CN101001834B (zh) * | 2004-03-22 | 2011-06-29 | 南方研究院 | 基质金属蛋白酶的非肽抑制剂 |
| 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 |
| AU690703B2 (en) * | 1994-06-22 | 1998-04-30 | British Biotech Pharmaceuticals Limited | Metalloproteinase inhibitors |
-
1997
- 1997-04-24 CZ CZ19983668A patent/CZ294063B6/cs not_active IP Right Cessation
- 1997-04-24 ES ES97918788T patent/ES2167733T3/es not_active Expired - Lifetime
- 1997-04-24 KR KR1019980709253A patent/KR20000011095A/ko not_active Ceased
- 1997-04-24 EP EP97918788A patent/EP0901466B1/en not_active Expired - Lifetime
- 1997-04-24 NZ NZ332711A patent/NZ332711A/en unknown
- 1997-04-24 BR BR9710841A patent/BR9710841A/pt not_active IP Right Cessation
- 1997-04-24 CN CN97194719A patent/CN1077885C/zh not_active Expired - Fee Related
- 1997-04-24 WO PCT/US1997/006801 patent/WO1997044315A1/en not_active Ceased
- 1997-04-24 EA EA199800988A patent/EA001561B1/ru not_active IP Right Cessation
- 1997-04-24 DK DK97918788T patent/DK0901466T3/da active
- 1997-04-24 JP JP09542377A patent/JP2000511175A/ja not_active Abandoned
- 1997-04-24 DE DE69707865T patent/DE69707865T2/de not_active Expired - Fee Related
- 1997-04-24 EE EE9800397A patent/EE03965B1/xx not_active IP Right Cessation
- 1997-04-24 IL IL12683297A patent/IL126832A0/xx unknown
- 1997-04-24 CA CA002253342A patent/CA2253342A1/en not_active Abandoned
- 1997-04-24 AT AT97918788T patent/ATE207891T1/de not_active IP Right Cessation
- 1997-04-24 PT PT97918788T patent/PT901466E/pt unknown
- 1997-04-24 SK SK1577-98A patent/SK282863B6/sk unknown
- 1997-04-24 PL PL97329929A patent/PL186416B1/pl 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 |
|---|---|
| PL186416B1 (pl) | 2004-01-30 |
| CA2253342A1 (en) | 1997-11-27 |
| PT901466E (pt) | 2002-04-29 |
| EP0901466A1 (en) | 1999-03-17 |
| NO312510B1 (no) | 2002-05-21 |
| ZA974223B (en) | 1997-12-10 |
| KR20000011095A (ko) | 2000-02-25 |
| SK157798A3 (en) | 1999-04-13 |
| AU713286B2 (en) | 1999-11-25 |
| ES2167733T3 (es) | 2002-05-16 |
| JP2000511175A (ja) | 2000-08-29 |
| NZ332711A (en) | 2000-06-23 |
| EP0901466B1 (en) | 2001-10-31 |
| CN1219166A (zh) | 1999-06-09 |
| HK1019585A1 (en) | 2000-02-18 |
| WO1997044315A1 (en) | 1997-11-27 |
| SK282863B6 (sk) | 2002-12-03 |
| PL329929A1 (en) | 1999-04-26 |
| DE69707865D1 (de) | 2001-12-06 |
| ATE207891T1 (de) | 2001-11-15 |
| CZ366898A3 (cs) | 1999-02-17 |
| EA001561B1 (ru) | 2001-04-23 |
| IL126832A0 (en) | 1999-08-17 |
| AU2680397A (en) | 1997-12-09 |
| BR9710841A (pt) | 1999-08-17 |
| BG63940B1 (bg) | 2003-07-31 |
| EE03965B1 (et) | 2003-02-17 |
| EA199800988A1 (ru) | 1999-04-29 |
| DK0901466T3 (da) | 2002-02-18 |
| NO985326L (no) | 1999-01-14 |
| NO985326D0 (no) | 1998-11-16 |
| EE9800397A (et) | 1999-06-15 |
| BG102918A (en) | 1999-09-30 |
| DE69707865T2 (de) | 2002-05-02 |
| CN1077885C (zh) | 2002-01-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PD00 | Pending as of 2000-06-30 in czech republic | ||
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20050424 |