ES2043535B1 - PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- (2-METHYL-1H-IMIDAZOL-1-IL) METHYL * -4H-CARBAZOL-4-ONA. - Google Patents
PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- (2-METHYL-1H-IMIDAZOL-1-IL) METHYL * -4H-CARBAZOL-4-ONA.Info
- Publication number
- ES2043535B1 ES2043535B1 ES09200552A ES9200552A ES2043535B1 ES 2043535 B1 ES2043535 B1 ES 2043535B1 ES 09200552 A ES09200552 A ES 09200552A ES 9200552 A ES9200552 A ES 9200552A ES 2043535 B1 ES2043535 B1 ES 2043535B1
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- carbazol
- ona
- imidazol
- tetrahydro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 238000000034 method Methods 0.000 title abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title abstract 2
- 208000019901 Anxiety disease Diseases 0.000 abstract 1
- -1 CARBOXYL GROUP Chemical group 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- 238000007171 acid catalysis Methods 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 230000003474 anti-emetic effect Effects 0.000 abstract 1
- 239000002111 antiemetic agent Substances 0.000 abstract 1
- 230000036506 anxiety Effects 0.000 abstract 1
- 238000002512 chemotherapy Methods 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 201000000980 schizophrenia Diseases 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 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 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE 1,2,3,9-TETRAHIDRO-9-METIL-3- [(2-METIL-1H-IMIDAZOL-1-IL) METIL] -4H-CARBAZOL-4-ONA DE FORMULA I POR CICLACION DEL COMPUESTO DE FORMULA II BAJO CONDICIONES DE LA ACILACION DE FRIEDELCRAFTS, MEDIANTE ACTIVACION DEL GRUPO CARBOXILO, CON CATALISIS ACIDA, EN UN MEDIO DISOLVENTE ADECUADO Y AISLAR EL PRODUCTO DESEADO POR LOS METODOS CONVENCIONALES. PRESENTA PROPIEDADES COMO ANTIEMETICO EN QUIMIOTERAPIA, ASI COMO EN EL TRATAMIENTO DE LA JAQUECA, ESQUIZOFRENIA, ANSIEDAD, OBESIDAD Y MANIA.PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- [(2-METHYL-1H-IMIDAZOL-1-IL) METHYL] -4H-CARBAZOL-4-ONA OF FORMULA I BY CYCLATION OF THE COMPOUND OF FORMULA II UNDER CONDITIONS OF THE ACILATION OF FRIEDELCRAFTS, THROUGH ACTIVATION OF THE CARBOXYL GROUP, WITH ACID CATALYSIS, IN A SUITABLE SOLVENT ENVIRONMENT AND ISOLATE THE PRODUCT DESIRED BY CONVENTIONAL METHODS. PRESENTS PROPERTIES AS AN ANTIEMETIC IN CHEMOTHERAPY, AS WELL AS IN THE TREATMENT OF MACHINE, SCHIZOPHRENIA, ANXIETY, OBESITY AND MANIA.
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09200552A ES2043535B1 (en) | 1992-03-13 | 1992-03-13 | PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- (2-METHYL-1H-IMIDAZOL-1-IL) METHYL * -4H-CARBAZOL-4-ONA. |
| SK169-93A SK278786B6 (en) | 1992-03-13 | 1993-03-08 | METHOD OF PRODUCTION 1,2,3,9-TETRAHYDRO-9-METYL-3 - [(2-MET |
| GR930100094A GR930100094A (en) | 1992-03-13 | 1993-03-09 | A process for preparing 1,2,3,9-tetrahydro-9-methyl-3-Ä(2-methyl-1h-imidazol-1-yl)methylÜ-4ii-carbazol-4-one. |
| EG14493A EG20262A (en) | 1992-03-13 | 1993-03-10 | A process for preparing 1,2,3,9- tetrahydro -9- methyl -3-( 2- metyl -1H-imidazol -1- YL) methyl) -4H- carbazol -4- one |
| CZ93396A CZ281753B6 (en) | 1992-03-13 | 1993-03-10 | Process for preparing 1,2,3,9-tetrahydro-9-methyl-3-£(2-methyl-1h-imidazol-1-yl)-methyl| -4h-carbazol-4-one |
| KR1019930003609A KR100277414B1 (en) | 1992-03-13 | 1993-03-11 | Method for preparing 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl) methyl] -4H-carbazol-4-one |
| AR93324474A AR248019A1 (en) | 1992-03-13 | 1993-03-11 | Procedure for obtaining 1, 2, 3, 9-tetra hydro-9-methyl-3- ((2-methyl-1h-imidazole-1-il)methyl)-4 h-carbazole-4-on a. |
| NO930887A NO300973B1 (en) | 1992-03-13 | 1993-03-11 | Process for the preparation of 1,2,3,9-tetrahydro-9-methyl-3- [2- (2-methyl-1H-imidazol-1-yl) methyl] -4H-carbazol-4-one |
| IS3985A IS1783B (en) | 1992-03-13 | 1993-03-11 | Process for the preparation of 1,2,3,9-tetrahydro-9-methyl-3 - [(2-methyl-1H-imidazol-1-yl) methyl] -4H-carbazol-4-one |
| PT101216A PT101216B (en) | 1992-03-13 | 1993-03-11 | PROCESS FOR THE PREPARATION OF 1,2,3,9-TETRAHYDRO-9-METHYL-3 - {(2-METHYL-1H-IMIDAZOL-1-YL) METHYL} -4H-CARBAZOLE-4-ONES |
| HU9300718A HU210775B (en) | 1992-03-13 | 1993-03-12 | Process for preparing 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1h-imidazol-1-yl)methyl-4h-carbazol-4-one |
| FI931104A FI105098B (en) | 1992-03-13 | 1993-03-12 | Process for the preparation of 1,2,3,9-tetrahydro-9-methyl-3 - [(2-methyl-1H-imidazol-1-yl) methyl] -4H-carbazol-4-one |
| RU93004833/04A RU2109741C1 (en) | 1992-03-13 | 1993-03-12 | Method of preparing 1,2,3,9-tetrahydro-9-methyl-3-(2- methyl-1h-imidazol-1-yl)-methyl-4h-carbazol-4-one of formula i |
| AT0048793A AT402730B (en) | 1992-03-13 | 1993-03-12 | Process for the preparation of 1,2,3,9-tetrahydro-9- methyl-3-((2-methyl-1h-imidazol-1-yl)methyl)-4h-carbazol- 4-one |
| PL93298037A PL170751B1 (en) | 1992-03-13 | 1993-03-12 | 4H-carbazolone-4 PL |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09200552A ES2043535B1 (en) | 1992-03-13 | 1992-03-13 | PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- (2-METHYL-1H-IMIDAZOL-1-IL) METHYL * -4H-CARBAZOL-4-ONA. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2043535A1 ES2043535A1 (en) | 1993-12-16 |
| ES2043535B1 true ES2043535B1 (en) | 1994-08-01 |
Family
ID=8276385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES09200552A Expired - Fee Related ES2043535B1 (en) | 1992-03-13 | 1992-03-13 | PROCEDURE FOR OBTAINING 1,2,3,9-TETRAHYDRO-9-METHYL-3- (2-METHYL-1H-IMIDAZOL-1-IL) METHYL * -4H-CARBAZOL-4-ONA. |
Country Status (15)
| Country | Link |
|---|---|
| KR (1) | KR100277414B1 (en) |
| AR (1) | AR248019A1 (en) |
| AT (1) | AT402730B (en) |
| CZ (1) | CZ281753B6 (en) |
| EG (1) | EG20262A (en) |
| ES (1) | ES2043535B1 (en) |
| FI (1) | FI105098B (en) |
| GR (1) | GR930100094A (en) |
| HU (1) | HU210775B (en) |
| IS (1) | IS1783B (en) |
| NO (1) | NO300973B1 (en) |
| PL (1) | PL170751B1 (en) |
| PT (1) | PT101216B (en) |
| RU (1) | RU2109741C1 (en) |
| SK (1) | SK278786B6 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100368895B1 (en) * | 2000-03-30 | 2003-01-24 | 하나제약 주식회사 | A process for preparing 1,2,3,9-tetrahydro-9-methyl-3- [(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one |
| RU2207340C2 (en) * | 2001-08-10 | 2003-06-27 | Ципла Лтд. | Method for preparing 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1h-imidazole-1-yl)methyl]-4h-carbazole-4-one or its pharmaceutically acceptable salts |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT79890B (en) * | 1984-01-25 | 1987-02-03 | Glaxo Group Ltd | Process for preparing tetrahydro-methylimidazolylcarbazolones |
| GB8518743D0 (en) * | 1985-07-24 | 1985-08-29 | Glaxo Group Ltd | Heterocyclic compounds |
| GB8518742D0 (en) * | 1985-07-24 | 1985-08-29 | Glaxo Group Ltd | Process |
| GB8518741D0 (en) * | 1985-07-24 | 1985-08-29 | Glaxo Group Ltd | Process |
| GB8617994D0 (en) * | 1986-07-23 | 1986-08-28 | Glaxo Group Ltd | Heterocyclic compounds |
-
1992
- 1992-03-13 ES ES09200552A patent/ES2043535B1/en not_active Expired - Fee Related
-
1993
- 1993-03-08 SK SK169-93A patent/SK278786B6/en not_active IP Right Cessation
- 1993-03-09 GR GR930100094A patent/GR930100094A/en not_active IP Right Cessation
- 1993-03-10 EG EG14493A patent/EG20262A/en active
- 1993-03-10 CZ CZ93396A patent/CZ281753B6/en not_active IP Right Cessation
- 1993-03-11 AR AR93324474A patent/AR248019A1/en active
- 1993-03-11 IS IS3985A patent/IS1783B/en unknown
- 1993-03-11 KR KR1019930003609A patent/KR100277414B1/en not_active Expired - Fee Related
- 1993-03-11 PT PT101216A patent/PT101216B/en not_active IP Right Cessation
- 1993-03-11 NO NO930887A patent/NO300973B1/en not_active IP Right Cessation
- 1993-03-12 PL PL93298037A patent/PL170751B1/en not_active IP Right Cessation
- 1993-03-12 FI FI931104A patent/FI105098B/en not_active IP Right Cessation
- 1993-03-12 RU RU93004833/04A patent/RU2109741C1/en not_active IP Right Cessation
- 1993-03-12 HU HU9300718A patent/HU210775B/en not_active IP Right Cessation
- 1993-03-12 AT AT0048793A patent/AT402730B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SK16993A3 (en) | 1993-11-10 |
| HU9300718D0 (en) | 1993-05-28 |
| PT101216B (en) | 1999-10-29 |
| HUT64537A (en) | 1994-01-28 |
| NO300973B1 (en) | 1997-08-25 |
| FI931104L (en) | 1993-09-14 |
| KR100277414B1 (en) | 2001-01-15 |
| KR930019665A (en) | 1993-10-18 |
| PL298037A1 (en) | 1993-12-27 |
| EG20262A (en) | 1998-05-31 |
| PL170751B1 (en) | 1997-01-31 |
| AT402730B (en) | 1997-08-25 |
| IS1783B (en) | 2001-10-22 |
| CZ281753B6 (en) | 1997-01-15 |
| CZ39693A3 (en) | 1994-01-19 |
| GR930100094A (en) | 1993-11-30 |
| ATA48793A (en) | 1996-12-15 |
| NO930887D0 (en) | 1993-03-11 |
| NO930887L (en) | 1993-09-14 |
| FI931104A0 (en) | 1993-03-12 |
| PT101216A (en) | 1994-03-31 |
| SK278786B6 (en) | 1998-02-04 |
| AR248019A1 (en) | 1995-05-31 |
| ES2043535A1 (en) | 1993-12-16 |
| FI105098B (en) | 2000-06-15 |
| HU210775B (en) | 1995-07-28 |
| IS3985A (en) | 1993-09-14 |
| RU2109741C1 (en) | 1998-04-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GC2A | Exploitation certificate registered application with search report |
Effective date: 19980113 |
|
| PC2A | Transfer of patent | ||
| GC2A | Exploitation certificate registered application with search report |
Effective date: 20030305 |
|
| PC2A | Transfer of patent | ||
| PC2A | Transfer of patent | ||
| PC2A | Transfer of patent |
Owner name: WARNER CHILCOTT IBERIA, S.L. Effective date: 20120411 |
|
| FD2A | Announcement of lapse in spain |
Effective date: 20141120 |