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
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- 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
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- carbon atoms
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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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Surgery (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)
Claims (11)
1 X kjer pomenijo R(l) vodik, metil ali trifluormetil; R(2) alkoksi s 4, 5, 6, 7, 8, 9 ali 10 atomi ogljika, pri čemer je 1 do 6 atomov ogljika zamenjanih s heteroatomi O, S ali NH; E kisik ali žveplo; Y -[CR(3)2]1_4; R(3) vodik ali alkil z 1 ali 2 atomoma ogljika; X vodik, halogen ali alkil z 1, 2, 3, 4, 5 ali 6 atomi ogljika; Z halogen, alkoksi z 1,2, 3 ali 4 atomi ogljika ali alkil z 1, 2, 3 ali 4 atomi ogljika, kot tudi njihove farmacevtsko prenesljive soli.
- 1 - PATENTNI ZAHTEVKI 1. Substituirane benzensulfonilsečnine in -tiosečnine s formulo I E N' H R(2) 0 x
2. Spojina s formulo I po zahtevku 1, označena s tem, da v njej pomenijo: R(l) vodik, metil ali trifluormetil; R(2) alkoksi s 4, 5, 6, 7, 8, 9 ali 10 atomov ogljika, kjer je 1 do 6 atomov ogljika zamenjanih s heteroatomi O, NH ali S; E kisik ali žveplo; Y raven substituiran ali nesubstituiran ogljikovodični ostanek s formulo
R(3) vodik ali alkil z 1 ali 2 atomoma ogljika; X vodik, klor, fluor ali alkil z 1,2, 3 ali 4 atomi ogljika; Z fluor, klor, alkil z 1, 2, 3 ali 4 atomi ogljika ali alkoksi z 1, 2, 3 ali 4 atomi ogljika,
3. Spojina s formulo I po vsaj enem od zahtevkov 1 ali 2, označena s tem, da v - 2 - njej pomenijo: R(l) vodik ali metil; R(2) alkoksi s 4,5, 6, 7, 8, 9 ali 10 atomi ogljika, pri čemer je 1 do 6 atomov ogljika zamenjanih s heteroatomi O, S ali NH; E kisik ali žveplo; γ -[CR(3)2]m; R(3) vodik ali alkil z 1 ali 2 atomoma ogljika; X vodik, fluor klor ali alkil z 1,2,3 ali 4 atomi ogljika; Z klor, fluor, alkil z 1, 2, 3 ali 4 atomi ogljika ali alkoksi z 1, 2, 3 ali 4 atomi ogljika,
4. Spojina s formulo I po vsaj enem od zahtevkov 1 do 3, označena s tem, da v njej pomenijo: R(l) vodik ali metil; R(2) metoksietoksi ali metoksietoksietoksi; E kisik ali žveplo; Y -[CR(3)2]23; R(3) vodik ali metil; X vodik, fluor, klor ali alkil z 1,2 ali 3 atomi ogljika; Z fluor, klor, alkil z 1,2 ali 3 atomi ogljika ali alkoksi z 1,2 ali 3 atomi ogljika;
5. Postopek za pripravo spojine I po zahtevku 1, označen s tem, da (a) aromatski sulfonamid s formulo II 0
z ah njegovo sol s formulo III X II - 3 -
presnovimo z R(l) substituiranim izocianatom s formulo IV R(1)-N=C=0 IV v substituirano benzensulfonilsečnino I a, pri čemer imajo R(l), R(2), X, YinZ v zahtevku 1 navedene pomene in pri čemer je M alkalijski, zemeljskoalkalijski, amonijev ali tetraalkilamonijev ion; ali da (b) pripravimo nesubstituirano benzensulfonilsečnino I a [R(l) = Η] s presnovo aromatskega benzensulfonamida s formulo II ali njegove soli III s trialkil-sililizocianatom ali silicijevim tetraizocianatom in hidrolizo primarnih, s silicijem sub-stituiranih benzensulfonilsečnin; ali da (c) pripravimo benzensulfonilsečnino I a iz aromatskega benzensulfonamida II ali njegove soli III z R(l)-substituiranim trikloracetamidom s formulo V Cl3C-C(CO)-NHR(l) V v prisotnosti baze; ali da (d) benzensulfoniltiosečnino I b
X - 4 - pripravimo iz benzensulfonamida II kot tudi njegove soli III in z R(l)-substituiranim tioizocianatom VI R(1)-N=C=S VI ali da e) pripravimo substituirano benzensulfonilsečnino s formulo las pretvorbeno reakcijo iz benzensulfoniltiosečnine s strukturo I b; ali da (f) benzensulfonilsečnino I a pripravimo iz benzensulfonilhalogenida s formulo VII
z R(l)-substituirano sečnino ali R(l)-substituirano bis(trialkilsilil)sečnino; ali da (g) benzensulfonilsečnino I a pripravimo s presnovo amina s formulo R(1)-NH2 z benzensulfonilizocianatom s formulo VIII 0
Y N 0 Z R (2) x VIII - 5 - ali da (h) benzensulfoniltiosečmno I b pripravimo s presnovo amina s formulo z benzensulfonilizotiocianatom s formulo IX
ali da (i) substituirano benzensulfenil- ali -sulfinilsečnino oksidiramo v benzensulfonilsečnino I a in v danem primeru prevedemo v farmacevtsko prenesljivo sol.
6. Uporaba spojine I po zahtevku 1 za pripravo zdravila za zdravljenje motenj srčnega ritma.
7. Uporaba spojine I po zahtevku 1 za pripravo zdravila za preprečevanje nenadne smrti srca.
8. Uporaba spojine I po zahtevku 1 za pripravo zdravila za zdravljenje ishemičnih stanj srca.
9. Uporaba spojine I za pripravo zdravila za zdravljenje oslabljene moči srca.
10. Uporaba spojine I za pripravo zdravila za izboljšanje funkcije srca po transplataciji srca.
11. Zdravilo, označeno s tem, da vsebuje učinkovito količino spojine s formulo I po zahtevku 1.
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 (32)
| Country | Link |
|---|---|
| US (1) | US5652268A (sl) |
| EP (1) | EP0727416B1 (sl) |
| JP (1) | JP3905568B2 (sl) |
| KR (1) | KR100450914B1 (sl) |
| CN (1) | CN1058705C (sl) |
| AR (1) | AR003924A1 (sl) |
| AT (1) | ATE189213T1 (sl) |
| AU (1) | AU700793B2 (sl) |
| BR (1) | BR9600778A (sl) |
| CA (1) | CA2169694C (sl) |
| CY (1) | CY2220B1 (sl) |
| CZ (1) | CZ291271B6 (sl) |
| DE (2) | DE19505397A1 (sl) |
| DK (1) | DK0727416T3 (sl) |
| ES (1) | ES2143675T3 (sl) |
| FI (1) | FI120393B (sl) |
| GR (1) | GR3033049T3 (sl) |
| HK (1) | HK1011965A1 (sl) |
| HR (1) | HRP960077B1 (sl) |
| HU (1) | HU226463B1 (sl) |
| IL (1) | IL117150A (sl) |
| MY (1) | MY113431A (sl) |
| NO (1) | NO305751B1 (sl) |
| NZ (1) | NZ280991A (sl) |
| PL (1) | PL181950B1 (sl) |
| PT (1) | PT727416E (sl) |
| RU (1) | RU2198163C2 (sl) |
| SI (1) | SI9600049B (sl) |
| SK (1) | SK281605B6 (sl) |
| TR (1) | TR199600118A2 (sl) |
| TW (1) | TW355183B (sl) |
| ZA (1) | ZA961231B (sl) |
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 |
| WO2000015204A2 (en) * | 1998-09-10 | 2000-03-23 | Aventis Pharma Deutschland Gmbh | Use of benzenesulfonyl(thio)ureas for the treatment and prophylaxis of dysfunctions of the autonomous nervous system and use of benzenesulfonyl(thio)ureas in combination with beta-receptor blockers |
| 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 |
| DE10054482A1 (de) | 2000-11-03 | 2002-05-08 | Aventis Pharma Gmbh | Heteroarylacryloylaminoalkyl-substituierte Benzolsulfonamidderivate, ihre 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 |
| 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 |
| WO2008148468A1 (en) * | 2007-06-05 | 2008-12-11 | Sanofi-Aventis | Di(hetero)arylcyclohexane derivatives, their preparation, their use and pharmaceutical compositions comprising them |
| WO2023020412A1 (zh) * | 2021-08-16 | 2023-02-23 | 中国科学院上海药物研究所 | 磺酰脲化合物、制备方法及其应用 |
Family Cites Families (5)
| 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 |
| ES2098069T3 (es) * | 1993-02-23 | 1997-04-16 | Hoechst Ag | Bencenosulfonil-ureas y -tioureas sustituidas, procedimiento para su preparacion y su utilizacion como agentes farmaceuticos. |
-
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 ES ES96101976T patent/ES2143675T3/es not_active Expired - Lifetime
- 1996-02-12 DE DE59604262T patent/DE59604262D1/de 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 AT AT96101976T patent/ATE189213T1/de active
- 1996-02-12 EP EP96101976A patent/EP0727416B1/de not_active Expired - Lifetime
- 1996-02-12 DK DK96101976T patent/DK0727416T3/da active
- 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 FI FI960689A patent/FI120393B/fi not_active IP Right Cessation
- 1996-02-15 US US08/602,053 patent/US5652268A/en not_active Expired - Lifetime
- 1996-02-15 AU AU45560/96A patent/AU700793B2/en not_active Ceased
- 1996-02-15 TR TR96/00118A patent/TR199600118A2/xx unknown
- 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 HR HR960077A patent/HRP960077B1/xx not_active IP Right Cessation
- 1996-02-15 SK SK211-96A patent/SK281605B6/sk not_active IP Right Cessation
- 1996-02-16 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 KR KR1019960003824A patent/KR100450914B1/ko not_active IP Right Cessation
- 1996-02-16 MY MYPI96000623A patent/MY113431A/en unknown
- 1996-02-16 CA CA002169694A patent/CA2169694C/en not_active Expired - Fee Related
- 1996-02-16 RU RU96102869/04A patent/RU2198163C2/ru not_active IP Right Cessation
- 1996-02-16 ZA ZA961231A patent/ZA961231B/xx unknown
-
1998
- 1998-12-12 HK HK98113240A patent/HK1011965A1/xx 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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Effective date: 20121128 |