SI9600050B - Substituted benzenesulphonyl ureas and thioureas, processes for the preparation thereof and use of pharmaceutical preparations on the basis of these compounds as well as medicines containing them - Google Patents
Substituted benzenesulphonyl ureas and thioureas, processes for the preparation thereof and use of pharmaceutical preparations on the basis of these compounds as well as medicines containing them Download PDFInfo
- Publication number
- SI9600050B SI9600050B SI9600050A SI9600050A SI9600050B SI 9600050 B SI9600050 B SI 9600050B SI 9600050 A SI9600050 A SI 9600050A SI 9600050 A SI9600050 A SI 9600050A SI 9600050 B SI9600050 B SI 9600050B
- Authority
- SI
- Slovenia
- Prior art keywords
- carbon atoms
- alkyl
- hydrogen
- formula
- cycloalkyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims 14
- 239000003814 drug Substances 0.000 title claims 7
- 238000002360 preparation method Methods 0.000 title claims 7
- -1 benzenesulphonyl ureas Chemical class 0.000 title claims 3
- 238000000034 method Methods 0.000 title claims 2
- 235000013877 carbamide Nutrition 0.000 title 1
- 229940079593 drug Drugs 0.000 title 1
- 239000000825 pharmaceutical preparation Substances 0.000 title 1
- 150000003585 thioureas Chemical class 0.000 title 1
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 32
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 28
- 125000000217 alkyl group Chemical group 0.000 claims abstract 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 21
- 125000005842 heteroatom Chemical group 0.000 claims abstract 19
- 150000003839 salts Chemical class 0.000 claims abstract 11
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 7
- 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract 5
- 125000005348 fluorocycloalkyl group Chemical group 0.000 claims abstract 5
- 125000004429 atom Chemical group 0.000 claims abstract 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
- 125000005358 mercaptoalkyl group Chemical group 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 55
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 239000001257 hydrogen Substances 0.000 claims 23
- 150000002431 hydrogen Chemical class 0.000 claims 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 14
- 239000001301 oxygen Substances 0.000 claims 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 11
- 239000011593 sulfur Substances 0.000 claims 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims 6
- PVMBGVAQRSHDBB-UHFFFAOYSA-N benzenesulfonylthiourea Chemical compound NC(=S)NS(=O)(=O)C1=CC=CC=C1 PVMBGVAQRSHDBB-UHFFFAOYSA-N 0.000 claims 5
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 2
- 230000004913 activation Effects 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 239000012024 dehydrating agents Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 206010049418 Sudden Cardiac Death Diseases 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 230000000747 cardiac effect Effects 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
- 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
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 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
- 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
-
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19505398A DE19505398A1 (de) | 1995-02-17 | 1995-02-17 | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung und Verwendung pharmazeutischer Präparate auf Basis dieser Verbindungen sowie sie enthaltende Heilmittel |
| DE19522920A DE19522920A1 (de) | 1995-06-23 | 1995-06-23 | Substituierte Benzolsulfonylharnstoffe und -thioharnstoffe, Verfahren zu ihrer Herstellung und Verwendung pharmazeutischer Präparate auf Basis dieser Verbindungen sowie sie enthaltende Heilmittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9600050A SI9600050A (en) | 1996-10-31 |
| SI9600050B true SI9600050B (en) | 2001-12-31 |
Family
ID=26012537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9600050A SI9600050B (en) | 1995-02-17 | 1996-02-16 | Substituted benzenesulphonyl ureas and thioureas, processes for the preparation thereof and use of pharmaceutical preparations on the basis of these compounds as well as medicines containing them |
Country Status (29)
| Country | Link |
|---|---|
| US (2) | US5880155A (cs) |
| EP (1) | EP0727417B1 (cs) |
| JP (1) | JP3905573B2 (cs) |
| KR (1) | KR100432259B1 (cs) |
| CN (1) | CN1060162C (cs) |
| AR (1) | AR002708A1 (cs) |
| AT (1) | ATE199541T1 (cs) |
| AU (1) | AU700254B2 (cs) |
| BR (1) | BR9600779A (cs) |
| CA (1) | CA2169696C (cs) |
| CZ (1) | CZ291793B6 (cs) |
| DE (1) | DE59606531D1 (cs) |
| DK (1) | DK0727417T3 (cs) |
| ES (1) | ES2155546T3 (cs) |
| FI (1) | FI120391B (cs) |
| GR (1) | GR3035710T3 (cs) |
| HR (1) | HRP960076B1 (cs) |
| HU (1) | HU226462B1 (cs) |
| IL (1) | IL117152A (cs) |
| MY (1) | MY115795A (cs) |
| NO (1) | NO305795B1 (cs) |
| NZ (1) | NZ280992A (cs) |
| PL (1) | PL181792B1 (cs) |
| PT (1) | PT727417E (cs) |
| RU (1) | RU2198872C2 (cs) |
| SI (1) | SI9600050B (cs) |
| SK (1) | SK282131B6 (cs) |
| TR (1) | TR199600117A2 (cs) |
| TW (1) | TW357141B (cs) |
Families Citing this family (7)
| 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 |
| BR9714328A (pt) * | 1997-01-29 | 2000-03-21 | Pfizer | da atividade de interleucina-1 |
| 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 |
| DE10129704A1 (de) * | 2001-06-22 | 2003-01-02 | Aventis Pharma Gmbh | Verwendung von Benzolsulfonyl(thio)harnstoffen in der Behandlung des septischen Schocks |
| EA011867B1 (ru) | 2004-11-22 | 2009-06-30 | Эли Лилли Энд Компани | Потенциаторы рецепторов глутамата |
| CN104649945B (zh) * | 2015-02-05 | 2017-02-22 | 中国农业大学 | 一种磺酰脲类、磺酰胺基甲酸酯类化合物的制备方法 |
| 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 |
| DE1185180B (de) * | 1963-10-19 | 1965-01-14 | Hoechst Ag | Verfahren zur Herstellung von Benzolsulfonylharnstoffen |
| 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
- 1995-12-28 HU HU9503877A patent/HU226462B1/hu not_active IP Right Cessation
-
1996
- 1996-01-29 PL PL96312530A patent/PL181792B1/pl not_active IP Right Cessation
- 1996-02-12 ES ES96101977T patent/ES2155546T3/es not_active Expired - Lifetime
- 1996-02-12 PT PT96101977T patent/PT727417E/pt unknown
- 1996-02-12 DE DE59606531T patent/DE59606531D1/de not_active Expired - Lifetime
- 1996-02-12 DK DK96101977T patent/DK0727417T3/da active
- 1996-02-12 AT AT96101977T patent/ATE199541T1/de active
- 1996-02-12 EP EP96101977A patent/EP0727417B1/de not_active Expired - Lifetime
- 1996-02-12 TW TW085101696A patent/TW357141B/zh not_active IP Right Cessation
- 1996-02-14 CZ CZ1996435A patent/CZ291793B6/cs not_active IP Right Cessation
- 1996-02-14 CN CN96102017A patent/CN1060162C/zh not_active Expired - Fee Related
- 1996-02-15 FI FI960688A patent/FI120391B/fi not_active IP Right Cessation
- 1996-02-15 IL IL11715296A patent/IL117152A/en not_active IP Right Cessation
- 1996-02-15 AU AU45559/96A patent/AU700254B2/en not_active Ceased
- 1996-02-15 AR ARP960101391A patent/AR002708A1/es unknown
- 1996-02-15 SK SK212-96A patent/SK282131B6/sk not_active IP Right Cessation
- 1996-02-15 HR HR960076A patent/HRP960076B1/xx not_active IP Right Cessation
- 1996-02-15 TR TR96/00117A patent/TR199600117A2/xx unknown
- 1996-02-15 US US08/602,018 patent/US5880155A/en not_active Expired - Lifetime
- 1996-02-15 NZ NZ280992A patent/NZ280992A/en not_active IP Right Cessation
- 1996-02-16 RU RU96102852/04A patent/RU2198872C2/ru not_active IP Right Cessation
- 1996-02-16 NO NO960628A patent/NO305795B1/no not_active IP Right Cessation
- 1996-02-16 BR BR9600779A patent/BR9600779A/pt not_active IP Right Cessation
- 1996-02-16 JP JP05263396A patent/JP3905573B2/ja not_active Expired - Fee Related
- 1996-02-16 SI SI9600050A patent/SI9600050B/sl not_active IP Right Cessation
- 1996-02-16 MY MYPI96000622A patent/MY115795A/en unknown
- 1996-02-16 CA CA002169696A patent/CA2169696C/en not_active Expired - Fee Related
- 1996-02-16 KR KR1019960003823A patent/KR100432259B1/ko not_active Expired - Fee Related
-
1998
- 1998-06-04 US US09/090,403 patent/US5977177A/en not_active Expired - Lifetime
-
2001
- 2001-04-06 GR GR20010400560T patent/GR3035710T3/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF | Valid on the event date | ||
| KO00 | Lapse of patent |
Effective date: 20121017 |