BG63367B1 - Нитробензамиди, полезни като противоаритмични средства - Google Patents
Нитробензамиди, полезни като противоаритмични средства Download PDFInfo
- Publication number
- BG63367B1 BG63367B1 BG101501A BG10150197A BG63367B1 BG 63367 B1 BG63367 B1 BG 63367B1 BG 101501 A BG101501 A BG 101501A BG 10150197 A BG10150197 A BG 10150197A BG 63367 B1 BG63367 B1 BG 63367B1
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- compound
- pharmaceutically acceptable
- compounds
- solvate
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- KLGQWSOYKYFBTR-UHFFFAOYSA-N 2-nitrobenzamide Chemical class NC(=O)C1=CC=CC=C1[N+]([O-])=O KLGQWSOYKYFBTR-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 110
- 150000003839 salts Chemical class 0.000 claims abstract description 31
- 239000012453 solvate Substances 0.000 claims abstract description 27
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 14
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
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- XEAKAKKNLOUHDV-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyphenyl)ethylamino]propyl]-4-nitrobenzamide Chemical compound C1=C(OC)C(OC)=CC=C1CCNCCCNC(=O)C1=CC=C([N+]([O-])=O)C=C1 XEAKAKKNLOUHDV-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 13
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 210000003540 papillary muscle Anatomy 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000003182 parenteral nutrition solution Substances 0.000 description 1
- 235000010603 pastilles Nutrition 0.000 description 1
- 239000008024 pharmaceutical diluent Substances 0.000 description 1
- WRLGYAWRGXKSKG-UHFFFAOYSA-M phenobarbital sodium Chemical compound [Na+].C=1C=CC=CC=1C1(CC)C(=O)NC([O-])=NC1=O WRLGYAWRGXKSKG-UHFFFAOYSA-M 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 108020001213 potassium channel Proteins 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000001536 pro-arrhythmogenic effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 210000005245 right atrium Anatomy 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 210000001013 sinoatrial node Anatomy 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229940080313 sodium starch Drugs 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 229940032147 starch Drugs 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000011146 sterile filtration Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000759 toxicological effect Toxicity 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/77—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/78—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
-
- 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
- A61P9/06—Antiarrhythmics
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (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 |
|---|---|---|---|
| FR9412806A FR2726267B1 (fr) | 1994-10-26 | 1994-10-26 | Nouveaux agents anti-arythmiques, compositions pharmaceutiques les contenant, et procede pour les preparer |
| PCT/EP1995/004203 WO1996013479A1 (fr) | 1994-10-26 | 1995-10-24 | Nitro-benzamides utilisables comme agents antiarythmiques |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BG101501A BG101501A (en) | 1998-01-30 |
| BG63367B1 true BG63367B1 (bg) | 2001-11-30 |
Family
ID=9468229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG101501A BG63367B1 (bg) | 1994-10-26 | 1997-05-20 | Нитробензамиди, полезни като противоаритмични средства |
Country Status (35)
| Country | Link |
|---|---|
| US (3) | US5977179A (fr) |
| EP (1) | EP0788474B1 (fr) |
| JP (1) | JPH10508013A (fr) |
| KR (1) | KR100369958B1 (fr) |
| CN (1) | CN1071740C (fr) |
| AP (1) | AP694A (fr) |
| AT (1) | ATE192428T1 (fr) |
| AU (1) | AU697357B2 (fr) |
| BG (1) | BG63367B1 (fr) |
| BR (1) | BR9509432A (fr) |
| CA (1) | CA2203814A1 (fr) |
| CZ (1) | CZ290326B6 (fr) |
| DE (1) | DE69516708T2 (fr) |
| DK (1) | DK0788474T3 (fr) |
| DZ (1) | DZ1937A1 (fr) |
| ES (1) | ES2145306T3 (fr) |
| FI (1) | FI971755A7 (fr) |
| FR (1) | FR2726267B1 (fr) |
| GR (1) | GR3033748T3 (fr) |
| HU (1) | HU222889B1 (fr) |
| ID (1) | ID18094A (fr) |
| IL (1) | IL115732A (fr) |
| MA (1) | MA23706A1 (fr) |
| NO (1) | NO971955L (fr) |
| NZ (1) | NZ295368A (fr) |
| OA (1) | OA10478A (fr) |
| PL (1) | PL181936B1 (fr) |
| PT (1) | PT788474E (fr) |
| RO (1) | RO117174B1 (fr) |
| RU (1) | RU2159227C2 (fr) |
| SK (1) | SK281743B6 (fr) |
| TR (1) | TR199501320A2 (fr) |
| UA (1) | UA50722C2 (fr) |
| WO (1) | WO1996013479A1 (fr) |
| ZA (1) | ZA958984B (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2726267B1 (fr) | 1994-10-26 | 1998-01-02 | Smithkline Beecham Lab | Nouveaux agents anti-arythmiques, compositions pharmaceutiques les contenant, et procede pour les preparer |
| GB9706376D0 (en) * | 1997-03-27 | 1997-05-14 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB9923934D0 (en) * | 1999-10-08 | 1999-12-08 | Smithkline Beecham Plc | Novel pharmaceutical |
| GB9923933D0 (en) * | 1999-10-08 | 1999-12-08 | Smithkline Beecham Lab | Novel pharmaceutical |
| IL150650A0 (en) | 2000-01-20 | 2003-02-12 | Eisai Co Ltd | Piperidine derivatives and pharmaceutical compositions containing the same |
| HK1079703A1 (zh) * | 2002-10-11 | 2006-04-13 | 巴克斯特国际公司 | 通过静脉施用卤化挥发性麻醉药保护心脏和保护神经的方法 |
| WO2004078715A1 (fr) | 2003-03-07 | 2004-09-16 | Astellas Pharma Inc. | Derive heterocyclique azote contenant du styryl 2,6-disubstitue |
| RU2415128C2 (ru) * | 2009-05-07 | 2011-03-27 | Общество с ограниченной ответственностью "Центр по химии лекарственных средств" (ООО "ЦХЛС-ВНИХФИ") | Гидрохлорид n-1-[(4-фторфенил)-2-(1-этил-4-пиперидил)-этил]-4-нитробензамид, проявляющий антиаритмическую и антифибрилляторную активность |
| RU2700263C1 (ru) * | 2019-05-16 | 2019-09-16 | федеральное государственное автономное образовательное учреждение высшего образования «Национальный исследовательский Томский политехнический университет» | Средство, обладающее антиаритмическим действием |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE242344C (fr) | ||||
| US3139456A (en) * | 1960-07-27 | 1964-06-30 | Searle & Co | Nu-(substituted phenoxyalkyl)-aralkylamines |
| DE2827801A1 (de) * | 1978-06-24 | 1980-01-10 | Kali Chemie Pharma Gmbh | Neue n tief 1 -benzoyl-n tief 2 -phenyl-1,3-diaminopropan-2-ole, verfahren zu deren herstellung und arzneimittel |
| DE3242344A1 (de) * | 1982-11-16 | 1984-05-17 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue alkylendiaminoderivate, ihre herstellung und diese verbindungen enthaltende arzneimittel |
| EG18188A (en) * | 1986-05-01 | 1992-09-30 | Pfizer Ltd | Process for preparation anti-arhythmia agents |
| GB8706662D0 (en) * | 1987-03-20 | 1987-04-23 | Pfizer Ltd | Anti-arrhythmia agents |
| DK0569380T3 (da) * | 1991-01-11 | 1997-12-22 | Glaxo Lab Sa | Acridinderivater |
| US5208252A (en) * | 1992-07-24 | 1993-05-04 | Ortho Pharmaceutical Corporation | Aminoethylthiophene derivatives |
| DE4422517A1 (de) * | 1994-06-28 | 1996-01-04 | Dresden Arzneimittel | Neue (2-(3,4-Dimethoxy-phenyl)-ethyl)-(2-phenoxy-ethyl)-amine, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| DE69531691T2 (de) * | 1994-08-04 | 2004-07-08 | C & C Research Labs | Neues amin-derivat, verfahren zur herstellung und dessen verwendung als anti-arrhythmisches mittel |
| FR2726267B1 (fr) | 1994-10-26 | 1998-01-02 | Smithkline Beecham Lab | Nouveaux agents anti-arythmiques, compositions pharmaceutiques les contenant, et procede pour les preparer |
-
1994
- 1994-10-26 FR FR9412806A patent/FR2726267B1/fr not_active Expired - Fee Related
-
1995
- 1995-10-24 AU AU38699/95A patent/AU697357B2/en not_active Ceased
- 1995-10-24 CZ CZ19971252A patent/CZ290326B6/cs not_active IP Right Cessation
- 1995-10-24 KR KR1019970702734A patent/KR100369958B1/ko not_active Expired - Fee Related
- 1995-10-24 DZ DZ950119A patent/DZ1937A1/fr active
- 1995-10-24 SK SK505-97A patent/SK281743B6/sk unknown
- 1995-10-24 AP APAP/P/1997/000965A patent/AP694A/en active
- 1995-10-24 AT AT95937849T patent/ATE192428T1/de not_active IP Right Cessation
- 1995-10-24 JP JP8514308A patent/JPH10508013A/ja not_active Withdrawn
- 1995-10-24 ZA ZA958984A patent/ZA958984B/xx unknown
- 1995-10-24 CN CN95196835A patent/CN1071740C/zh not_active Expired - Fee Related
- 1995-10-24 ID IDP952198A patent/ID18094A/id unknown
- 1995-10-24 HU HU9702023A patent/HU222889B1/hu not_active IP Right Cessation
- 1995-10-24 PT PT95937849T patent/PT788474E/pt unknown
- 1995-10-24 US US08/836,019 patent/US5977179A/en not_active Expired - Fee Related
- 1995-10-24 RO RO97-00764A patent/RO117174B1/ro unknown
- 1995-10-24 PL PL95319904A patent/PL181936B1/pl not_active IP Right Cessation
- 1995-10-24 MA MA24051A patent/MA23706A1/fr unknown
- 1995-10-24 DE DE69516708T patent/DE69516708T2/de not_active Expired - Lifetime
- 1995-10-24 UA UA97052397A patent/UA50722C2/uk unknown
- 1995-10-24 NZ NZ295368A patent/NZ295368A/xx unknown
- 1995-10-24 CA CA002203814A patent/CA2203814A1/fr not_active Abandoned
- 1995-10-24 WO PCT/EP1995/004203 patent/WO1996013479A1/fr not_active Ceased
- 1995-10-24 DK DK95937849T patent/DK0788474T3/da active
- 1995-10-24 BR BR9509432A patent/BR9509432A/pt not_active Application Discontinuation
- 1995-10-24 RU RU97108129/04A patent/RU2159227C2/ru not_active IP Right Cessation
- 1995-10-24 IL IL11573295A patent/IL115732A/xx not_active IP Right Cessation
- 1995-10-24 EP EP95937849A patent/EP0788474B1/fr not_active Expired - Lifetime
- 1995-10-24 ES ES95937849T patent/ES2145306T3/es not_active Expired - Lifetime
- 1995-10-26 TR TR95/01320A patent/TR199501320A2/xx unknown
-
1997
- 1997-04-24 FI FI971755A patent/FI971755A7/fi unknown
- 1997-04-25 NO NO971955A patent/NO971955L/no not_active Application Discontinuation
- 1997-04-25 OA OA60996A patent/OA10478A/en unknown
- 1997-05-20 BG BG101501A patent/BG63367B1/bg unknown
-
2000
- 2000-06-22 GR GR20000401443T patent/GR3033748T3/el not_active IP Right Cessation
-
2001
- 2001-04-02 US US09/825,187 patent/US20010025054A1/en not_active Abandoned
-
2002
- 2002-01-30 US US10/060,760 patent/US6570037B2/en not_active Expired - Fee Related
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