SK104298A3 - Sulphonamide derivatives, preparation method thereof, pharmaceutical compostion contaning them and their use - Google Patents
Sulphonamide derivatives, preparation method thereof, pharmaceutical compostion contaning them and their use Download PDFInfo
- Publication number
- SK104298A3 SK104298A3 SK1042-98A SK104298A SK104298A3 SK 104298 A3 SK104298 A3 SK 104298A3 SK 104298 A SK104298 A SK 104298A SK 104298 A3 SK104298 A3 SK 104298A3
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- SK
- Slovakia
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- carbon atoms
- hydrogen
- atom
- alkyl
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- 238000002360 preparation method Methods 0.000 title claims description 20
- 150000003456 sulfonamides Chemical class 0.000 title claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 106
- -1 sulphamoyl Chemical group 0.000 claims abstract description 87
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 71
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 64
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 60
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 52
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 50
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 45
- 150000003839 salts Chemical class 0.000 claims abstract description 43
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 34
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 32
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 26
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 21
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 20
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims abstract description 16
- 125000005936 piperidyl group Chemical group 0.000 claims abstract description 16
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract description 14
- 125000001544 thienyl group Chemical group 0.000 claims abstract description 14
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 13
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 9
- 125000005956 isoquinolyl group Chemical group 0.000 claims abstract description 7
- 125000005493 quinolyl group Chemical group 0.000 claims abstract description 7
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 5
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims abstract description 4
- 125000005009 perfluoropropyl group Chemical group FC(C(C(F)(F)F)(F)F)(F)* 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 119
- 239000001257 hydrogen Substances 0.000 claims description 87
- 150000001875 compounds Chemical class 0.000 claims description 86
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 45
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 43
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 42
- 125000001424 substituent group Chemical group 0.000 claims description 40
- 150000002431 hydrogen Chemical class 0.000 claims description 39
- 125000001153 fluoro group Chemical group F* 0.000 claims description 34
- 239000003814 drug Substances 0.000 claims description 33
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 32
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 29
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 28
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 26
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- 238000011321 prophylaxis Methods 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 18
- 238000011282 treatment Methods 0.000 claims description 17
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 claims description 15
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 15
- MZIWPBVMHLZHLT-UHFFFAOYSA-N (1-benzylpyridin-4-ylidene)methyl-oxoazanium;chloride Chemical compound [Cl-].C1=CC(=C[NH+]=O)C=CN1CC1=CC=CC=C1 MZIWPBVMHLZHLT-UHFFFAOYSA-N 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 238000002560 therapeutic procedure Methods 0.000 claims description 12
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims description 11
- 230000000903 blocking effect Effects 0.000 claims description 11
- 229940124530 sulfonamide Drugs 0.000 claims description 11
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 10
- 206010003119 arrhythmia Diseases 0.000 claims description 10
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- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 5
- 206010012735 Diarrhoea Diseases 0.000 claims description 4
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- 206010003662 Atrial flutter Diseases 0.000 claims description 3
- 239000004593 Epoxy Substances 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- 102000004257 Potassium Channel Human genes 0.000 claims description 3
- 208000007107 Stomach Ulcer Diseases 0.000 claims description 3
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- 239000002168 alkylating agent Substances 0.000 claims description 3
- 229940100198 alkylating agent Drugs 0.000 claims description 3
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- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 150000002641 lithium Chemical group 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000004436 sodium atom Chemical group 0.000 claims description 2
- 150000003458 sulfonic acid derivatives Chemical class 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 2
- 206010022714 Intestinal ulcer Diseases 0.000 claims 1
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- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000002604 ultrasonography Methods 0.000 claims 1
- FEAVXMPFTQROEI-UHFFFAOYSA-N 2h-pyrano[3,2-b]pyridine Chemical class C1=CN=C2C=CCOC2=C1 FEAVXMPFTQROEI-UHFFFAOYSA-N 0.000 abstract description 2
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 4
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
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- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 4
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- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
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- XUFQPHANEAPEMJ-UHFFFAOYSA-N famotidine Chemical compound NC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1 XUFQPHANEAPEMJ-UHFFFAOYSA-N 0.000 description 1
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- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
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- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
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- 230000007246 mechanism Effects 0.000 description 1
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- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
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- XRKQMIFKHDXFNQ-UHFFFAOYSA-N n-cyclohexyl-n-ethylcyclohexanamine Chemical compound C1CCCCC1N(CC)C1CCCCC1 XRKQMIFKHDXFNQ-UHFFFAOYSA-N 0.000 description 1
- QSPPRYLTQFCUCH-UHFFFAOYSA-N n-methylethanesulfonamide Chemical compound CCS(=O)(=O)NC QSPPRYLTQFCUCH-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
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- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
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- 230000001536 pro-arrhythmogenic effect Effects 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229960003401 ramipril Drugs 0.000 description 1
- HDACQVRGBOVJII-JBDAPHQKSA-N ramipril Chemical compound C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](C[C@@H]2CCC[C@@H]21)C(O)=O)CC1=CC=CC=C1 HDACQVRGBOVJII-JBDAPHQKSA-N 0.000 description 1
- VMXUWOKSQNHOCA-LCYFTJDESA-N ranitidine Chemical compound [O-][N+](=O)/C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-LCYFTJDESA-N 0.000 description 1
- 229960000620 ranitidine Drugs 0.000 description 1
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- 210000002460 smooth muscle Anatomy 0.000 description 1
- 210000000329 smooth muscle myocyte Anatomy 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/436—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having oxygen as a ring hetero atom, e.g. rapamycin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19733779A DE19733779A1 (de) | 1997-08-05 | 1997-08-05 | Sulfonamid-substituierte Verbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
| DE1997147889 DE19747889A1 (de) | 1997-10-30 | 1997-10-30 | Sulfonamid-substituierte Verbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK104298A3 true SK104298A3 (en) | 1999-02-11 |
Family
ID=26038867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1042-98A SK104298A3 (en) | 1997-08-05 | 1998-08-03 | Sulphonamide derivatives, preparation method thereof, pharmaceutical compostion contaning them and their use |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6184221B1 (tr) |
| EP (1) | EP0895994A3 (tr) |
| JP (1) | JPH11100382A (tr) |
| KR (1) | KR19990023304A (tr) |
| CN (1) | CN1207391A (tr) |
| AR (1) | AR015140A1 (tr) |
| AU (1) | AU742918B2 (tr) |
| BR (1) | BR9803739A (tr) |
| CA (1) | CA2244577A1 (tr) |
| CZ (1) | CZ243598A3 (tr) |
| HR (1) | HRP980426A2 (tr) |
| HU (1) | HUP9801789A3 (tr) |
| ID (1) | ID20718A (tr) |
| IL (1) | IL125642A (tr) |
| NO (1) | NO983577L (tr) |
| NZ (1) | NZ331230A (tr) |
| PL (1) | PL327849A1 (tr) |
| SK (1) | SK104298A3 (tr) |
| TR (1) | TR199801492A2 (tr) |
| TW (1) | TW526200B (tr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU754204B2 (en) * | 1998-09-01 | 2002-11-07 | Bristol-Myers Squibb Company | Potassium channel inhibitors and method |
| GB0315950D0 (en) * | 2003-06-11 | 2003-08-13 | Xention Discovery Ltd | Compounds |
| US7576212B2 (en) * | 2004-12-09 | 2009-08-18 | Xention Limited | Thieno[2,3-B] pyridines as potassium channel inhibitors |
| ATE476434T1 (de) * | 2004-12-09 | 2010-08-15 | Xention Ltd | Thienopyridinderivate als kaliumkanalinhibitoren |
| GB0525164D0 (en) * | 2005-12-09 | 2006-01-18 | Xention Discovery Ltd | Compounds |
| US7999107B2 (en) | 2007-01-31 | 2011-08-16 | Merck Sharp & Dohme Corp. | Substituted pyrano[2,3-B]pyridine derivatives as cannabinoid-1 receptor modulators |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3008360C2 (de) | 1980-03-05 | 1982-04-22 | Chemische Werke Hüls AG, 4370 Marl | Verwendung von Copolyestern als Schmelzkleber zur Kantenverleimung |
| NZ230711A (en) * | 1988-09-23 | 1990-10-26 | Ortho Pharma Corp | Substituted thienopyrans as antihypertensive agents |
| US5428031A (en) | 1991-12-03 | 1995-06-27 | Merck & Co., Inc. | Methods of treating cardiac arrhythmia |
| DK0807629T3 (da) | 1996-05-15 | 2004-05-17 | Aventis Pharma Gmbh | Sulfonamidsubstituerede chromaner, fremgangsmåde til fremstilling deraf, anvendelse deraf som medikamenter eller diagnostiske midler samt medikamenter indeholdende dem |
| DE19706675A1 (de) * | 1997-02-20 | 1998-08-27 | Hoechst Ag | Sulfonamid-substituierte Chromane, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
-
1998
- 1998-07-30 EP EP98114307A patent/EP0895994A3/de not_active Withdrawn
- 1998-08-03 IL IL12564298A patent/IL125642A/en not_active IP Right Cessation
- 1998-08-03 KR KR1019980031470A patent/KR19990023304A/ko not_active Application Discontinuation
- 1998-08-03 TR TR1998/01492A patent/TR199801492A2/tr unknown
- 1998-08-03 TW TW087112714A patent/TW526200B/zh active
- 1998-08-03 AR ARP980103831A patent/AR015140A1/es unknown
- 1998-08-03 HR HR19747889.1A patent/HRP980426A2/hr not_active Application Discontinuation
- 1998-08-03 CZ CZ982435A patent/CZ243598A3/cs unknown
- 1998-08-03 NZ NZ331230A patent/NZ331230A/en unknown
- 1998-08-03 ID IDP981070A patent/ID20718A/id unknown
- 1998-08-03 SK SK1042-98A patent/SK104298A3/sk unknown
- 1998-08-04 CA CA002244577A patent/CA2244577A1/en not_active Abandoned
- 1998-08-04 CN CN98116752A patent/CN1207391A/zh active Pending
- 1998-08-04 AU AU78661/98A patent/AU742918B2/en not_active Ceased
- 1998-08-04 HU HU9801789A patent/HUP9801789A3/hu unknown
- 1998-08-04 JP JP10220387A patent/JPH11100382A/ja not_active Withdrawn
- 1998-08-04 NO NO983577A patent/NO983577L/no unknown
- 1998-08-04 BR BR9803739A patent/BR9803739A/pt not_active IP Right Cessation
- 1998-08-04 US US09/128,664 patent/US6184221B1/en not_active Expired - Fee Related
- 1998-08-05 PL PL98327849A patent/PL327849A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR015140A1 (es) | 2001-04-18 |
| JPH11100382A (ja) | 1999-04-13 |
| NO983577L (no) | 1999-02-08 |
| IL125642A (en) | 2002-11-10 |
| HUP9801789A3 (en) | 2001-02-28 |
| TW526200B (en) | 2003-04-01 |
| CZ243598A3 (cs) | 1999-02-17 |
| HUP9801789A2 (hu) | 1999-09-28 |
| AU742918B2 (en) | 2002-01-17 |
| EP0895994A2 (de) | 1999-02-10 |
| CA2244577A1 (en) | 1999-02-05 |
| HRP980426A2 (en) | 1999-04-30 |
| AU7866198A (en) | 1999-02-18 |
| US6184221B1 (en) | 2001-02-06 |
| EP0895994A3 (de) | 1999-12-15 |
| KR19990023304A (ko) | 1999-03-25 |
| ID20718A (id) | 1999-02-18 |
| TR199801492A3 (tr) | 1999-02-22 |
| IL125642A0 (en) | 1999-04-11 |
| PL327849A1 (en) | 1999-02-15 |
| TR199801492A2 (tr) | 1999-02-22 |
| BR9803739A (pt) | 2000-03-21 |
| CN1207391A (zh) | 1999-02-10 |
| HU9801789D0 (en) | 1998-09-28 |
| NZ331230A (en) | 2000-06-23 |
| NO983577D0 (no) | 1998-08-04 |
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