SI9600049B - Substituted benzenesulphonyl ureas and thioureas, process for the preparation thereof, use thereof as medicine or as diagnostic as well as medicine containing them - Google Patents
Substituted benzenesulphonyl ureas and thioureas, process for the preparation thereof, use thereof as medicine or as diagnostic as well as medicine containing them Download PDFInfo
- Publication number
- SI9600049B SI9600049B SI9600049A SI9600049A SI9600049B SI 9600049 B SI9600049 B SI 9600049B SI 9600049 A SI9600049 A SI 9600049A SI 9600049 A SI9600049 A SI 9600049A SI 9600049 B SI9600049 B SI 9600049B
- Authority
- SI
- Slovenia
- Prior art keywords
- carbon atoms
- formula
- hydrogen
- alkyl
- substituted
- Prior art date
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- 239000003814 drug Substances 0.000 title claims 8
- -1 benzenesulphonyl ureas Chemical class 0.000 title claims 7
- 238000000034 method Methods 0.000 title claims 2
- 235000013877 carbamide Nutrition 0.000 title 1
- 150000003585 thioureas Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 13
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 9
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 9
- 150000003839 salts Chemical class 0.000 claims abstract 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 21
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 10
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 239000000460 chlorine Chemical group 0.000 claims 6
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- 239000011737 fluorine Chemical group 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 3
- PVMBGVAQRSHDBB-UHFFFAOYSA-N benzenesulfonylthiourea Chemical compound NC(=S)NS(=O)(=O)C1=CC=CC=C1 PVMBGVAQRSHDBB-UHFFFAOYSA-N 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- UPQQXPKAYZYUKO-UHFFFAOYSA-N 2,2,2-trichloroacetamide Chemical class OC(=N)C(Cl)(Cl)Cl UPQQXPKAYZYUKO-UHFFFAOYSA-N 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 206010049418 Sudden Cardiac Death Diseases 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 230000000747 cardiac effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 230000004217 heart function Effects 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 230000001771 impaired effect Effects 0.000 claims 1
- 230000000302 ischemic effect Effects 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- NONOKGVFTBWRLD-UHFFFAOYSA-N isocyanatosulfanylimino(oxo)methane Chemical class O=C=NSN=C=O NONOKGVFTBWRLD-UHFFFAOYSA-N 0.000 claims 1
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical compound O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 claims 1
- ZACBJJDJJBGIDC-UHFFFAOYSA-N n-(sulfanylidenemethylidene)benzenesulfonamide Chemical compound S=C=NS(=O)(=O)C1=CC=CC=C1 ZACBJJDJJBGIDC-UHFFFAOYSA-N 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 230000033764 rhythmic process Effects 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- UVVUGWBBCDFNSD-UHFFFAOYSA-N tetraisocyanatosilane Chemical compound O=C=N[Si](N=C=O)(N=C=O)N=C=O UVVUGWBBCDFNSD-UHFFFAOYSA-N 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 1
- 150000003672 ureas Chemical class 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- BVAPOGMQIPODIW-UHFFFAOYSA-N benzene;sulfonylurea Chemical compound C1=CC=CC=C1.NC(=O)N=S(=O)=O BVAPOGMQIPODIW-UHFFFAOYSA-N 0.000 abstract 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
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
- C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C311/58—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to hydrogen atoms or to acyclic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P41/00—Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- A61P9/06—Antiarrhythmics
-
- 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
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/40—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of thiourea or isothiourea groups further bound to other hetero atoms
- C07C335/42—Sulfonylthioureas; Sulfonylisothioureas
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19505397A DE19505397A1 (de) | 1995-02-17 | 1995-02-17 | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament oder Diagnostikum sowie sie enthaltendes Medikament |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9600049A SI9600049A (en) | 1996-10-31 |
| SI9600049B true SI9600049B (en) | 2001-12-31 |
Family
ID=7754249
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9600049A SI9600049B (en) | 1995-02-17 | 1996-02-16 | Substituted benzenesulphonyl ureas and thioureas, process for the preparation thereof, use thereof as medicine or as diagnostic as well as medicine containing them |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US5652268A (cs) |
| EP (1) | EP0727416B1 (cs) |
| JP (1) | JP3905568B2 (cs) |
| KR (1) | KR100450914B1 (cs) |
| CN (1) | CN1058705C (cs) |
| AR (1) | AR003924A1 (cs) |
| AT (1) | ATE189213T1 (cs) |
| AU (1) | AU700793B2 (cs) |
| BR (1) | BR9600778A (cs) |
| CA (1) | CA2169694C (cs) |
| CY (1) | CY2220B1 (cs) |
| CZ (1) | CZ291271B6 (cs) |
| DE (2) | DE19505397A1 (cs) |
| DK (1) | DK0727416T3 (cs) |
| ES (1) | ES2143675T3 (cs) |
| FI (1) | FI120393B (cs) |
| GR (1) | GR3033049T3 (cs) |
| HR (1) | HRP960077B1 (cs) |
| HU (1) | HU226463B1 (cs) |
| IL (1) | IL117150A (cs) |
| MY (1) | MY113431A (cs) |
| NO (1) | NO305751B1 (cs) |
| NZ (1) | NZ280991A (cs) |
| PL (1) | PL181950B1 (cs) |
| PT (1) | PT727416E (cs) |
| RU (1) | RU2198163C2 (cs) |
| SI (1) | SI9600049B (cs) |
| SK (1) | SK281605B6 (cs) |
| TR (1) | TR199600118A2 (cs) |
| TW (1) | TW355183B (cs) |
| ZA (1) | ZA961231B (cs) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19546736A1 (de) * | 1995-12-14 | 1997-06-19 | Hoechst Ag | Substituierte Chromanylsulfonyl(thio)harnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung pharmazeutischer Präparate |
| DE19647000A1 (de) * | 1996-11-14 | 1998-05-20 | Hoechst Ag | 3-Amido-chromanylsulfonyl(thio)harnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE19832009A1 (de) | 1998-07-16 | 2000-01-20 | Hoechst Marion Roussel De Gmbh | 2,5-Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende pharamazeutische Präparate |
| CZ301165B6 (cs) * | 1998-09-10 | 2009-11-25 | Sanofi - Aventis Deutschland GmbH | Použití benzensulfonyl(thio)mocovin pro lécení a profylaxi dysfunkcí autonomní nervové soustavy a použití benzensulfonyl(thio)mocovin v kombinaci s beta-receptorovými blokátory |
| DE19917233A1 (de) * | 1999-04-16 | 2000-10-19 | Aventis Pharma Gmbh | Kristalline Formen des Natriumsalzes des 5-Chlor-2-methoxy-N-(2-(4-methoxy-3-methylaminothiocarbonylaminosulfonyl-phenyl)-ethyl)- benzamids |
| DE19923086A1 (de) * | 1999-05-20 | 2000-11-23 | Aventis Pharma Gmbh | Cinnamoylaminoalkyl-substituierte Benzolsulfonamidderivate, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE10054481A1 (de) | 2000-11-03 | 2002-05-08 | Aventis Pharma Gmbh | Acylaminoalkyl-substituierte Benzolsulfonamidderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE10054482A1 (de) | 2000-11-03 | 2002-05-08 | Aventis Pharma Gmbh | Heteroarylacryloylaminoalkyl-substituierte Benzolsulfonamidderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| DE10129704A1 (de) * | 2001-06-22 | 2003-01-02 | Aventis Pharma Gmbh | Verwendung von Benzolsulfonyl(thio)harnstoffen in der Behandlung des septischen Schocks |
| DE102004061017A1 (de) * | 2004-12-18 | 2006-06-22 | Sanofi-Aventis Deutschland Gmbh | Piperidinsulfonylharnstoffe und -thioharnstoffe, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
| KR101608702B1 (ko) * | 2007-06-05 | 2016-04-04 | 사노피 | 디(헤테로)아릴사이클로헥산 유도체, 이들의 제조방법, 이들의 용도 및 이들을 포함하는 약제학적 조성물 |
| US20250145564A1 (en) * | 2021-08-16 | 2025-05-08 | Shanghai Institute Of Materia Medica, Chinese Academy Of Sciences | Sulfonylurea compound, preparation method therefor, and application thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1198354B (de) * | 1963-09-25 | 1965-08-12 | Hoechst Ag | Verfahren zur Herstellung von Benzol-sulfonylharnstoffen |
| DE1518874C3 (de) * | 1964-10-07 | 1975-03-13 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Benzolsulfonylharnstoffe und Verfahren zu ihrer Herstellung |
| BE754454A (fr) * | 1969-08-06 | 1971-02-05 | Bayer Ag | Nouveaux composes hypoglycemiques du type d'arylsulfonylurees et d'arylsulfonylsemicarbazides contenant des groupes carbonamide |
| DE2413514C3 (de) * | 1974-03-21 | 1982-03-04 | Hoechst Ag, 6000 Frankfurt | N-Acylaminoathylbenzolsulfonyl-N'-methylharnstoffe, Verfahren zu ihrer Herstellung und deren Verwendung |
| US4927453A (en) * | 1986-10-17 | 1990-05-22 | E. I. Du Pont De Nemours And Company | Herbicidal sulfonamides |
| EP0612724B1 (de) * | 1993-02-23 | 1996-12-27 | Hoechst Aktiengesellschaft | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe- Verfahren zu ihrer Herstellung und ihre Verwendung als Pharmazeutika |
-
1995
- 1995-02-17 DE DE19505397A patent/DE19505397A1/de not_active Withdrawn
- 1995-12-28 HU HU9503879A patent/HU226463B1/hu not_active IP Right Cessation
-
1996
- 1996-01-29 PL PL96312528A patent/PL181950B1/pl not_active IP Right Cessation
- 1996-02-12 DK DK96101976T patent/DK0727416T3/da active
- 1996-02-12 ES ES96101976T patent/ES2143675T3/es not_active Expired - Lifetime
- 1996-02-12 TW TW085101695A patent/TW355183B/zh not_active IP Right Cessation
- 1996-02-12 PT PT96101976T patent/PT727416E/pt unknown
- 1996-02-12 DE DE59604262T patent/DE59604262D1/de not_active Expired - Lifetime
- 1996-02-12 AT AT96101976T patent/ATE189213T1/de active
- 1996-02-12 EP EP96101976A patent/EP0727416B1/de not_active Expired - Lifetime
- 1996-02-14 CN CN96102016A patent/CN1058705C/zh not_active Expired - Fee Related
- 1996-02-14 CZ CZ1996436A patent/CZ291271B6/cs not_active IP Right Cessation
- 1996-02-15 NZ NZ280991A patent/NZ280991A/en not_active IP Right Cessation
- 1996-02-15 AR ARP960101392A patent/AR003924A1/es unknown
- 1996-02-15 IL IL11715096A patent/IL117150A/xx not_active IP Right Cessation
- 1996-02-15 TR TR96/00118A patent/TR199600118A2/xx unknown
- 1996-02-15 FI FI960689A patent/FI120393B/fi not_active IP Right Cessation
- 1996-02-15 AU AU45560/96A patent/AU700793B2/en not_active Ceased
- 1996-02-15 HR HR960077A patent/HRP960077B1/xx not_active IP Right Cessation
- 1996-02-15 SK SK211-96A patent/SK281605B6/sk not_active IP Right Cessation
- 1996-02-15 US US08/602,053 patent/US5652268A/en not_active Expired - Lifetime
- 1996-02-16 KR KR1019960003824A patent/KR100450914B1/ko not_active Expired - Fee Related
- 1996-02-16 ZA ZA961231A patent/ZA961231B/xx unknown
- 1996-02-16 NO NO960627A patent/NO305751B1/no not_active IP Right Cessation
- 1996-02-16 JP JP02905396A patent/JP3905568B2/ja not_active Expired - Fee Related
- 1996-02-16 SI SI9600049A patent/SI9600049B/sl not_active IP Right Cessation
- 1996-02-16 BR BR9600778A patent/BR9600778A/pt not_active Application Discontinuation
- 1996-02-16 CA CA002169694A patent/CA2169694C/en not_active Expired - Fee Related
- 1996-02-16 MY MYPI96000623A patent/MY113431A/en unknown
- 1996-02-16 RU RU96102869/04A patent/RU2198163C2/ru not_active IP Right Cessation
-
2000
- 2000-03-24 GR GR20000400736T patent/GR3033049T3/el unknown
-
2001
- 2001-05-03 CY CY0100006A patent/CY2220B1/xx unknown
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