MXPA03011783A - Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-?¦-pirazolinas racemicas y enantiomericamente puras. - Google Patents
Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-?¦-pirazolinas racemicas y enantiomericamente puras.Info
- Publication number
- MXPA03011783A MXPA03011783A MXPA03011783A MXPA03011783A MXPA03011783A MX PA03011783 A MXPA03011783 A MX PA03011783A MX PA03011783 A MXPA03011783 A MX PA03011783A MX PA03011783 A MXPA03011783 A MX PA03011783A MX PA03011783 A MXPA03011783 A MX PA03011783A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- general formula
- trifluoromethyl
- enantiomerically pure
- reaction
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Procedimiento para la obtencion de compuestos de formula general 1, que incluye las mezclas racemicas (¦)-1, y los compuestos enantiomericamente puros (-)-1 y (+)-1,en la cual R1 y R3, iguales o diferentes, representan un atomo de hidrogeno, cloro, fluor, un grupo metilo, trifluorometilo o metoxi; R2 representa un atomo de hidrogeno, cloro, fluor, un grupo metilo, trifluorometilo, metoxi, trifluorometoxi, metilsulfonilo o aminosulfonilo; R4 representa un atomo de hidrogeno, cloro, fluor, un grupo metilo, trifluorometilo, metoxi, trifluorometoxi, metilsulfonilo o aminosulfonilo, con la condicion de que uno de los sustituyentes R2 o R4 es un grupo metilsulfonilo o aminosulfonilo; que comprende la obtencion de la mezcla racemica de formula general (¦)-1 por reaccion de una (E)-1,1,1-trifluoro-4-aril-3-buten-2-ona con una fenilhidrazina, seguido de un tratamiento con acido clorosulfonico, o bien por reaccion con acido clorosulfonico seguido por reaccion con hidroxido sodico y, finalmente, con cloruro de tionilo; el producto obtenido por cualquiera de estos metodos, se hace reaccionar con carbonato amonico o amoniaco, o bien con sulfito sodico y yoduro de metilo o sulfato de metilo; por otro lado, para obtener los compuestos enantiomericamente puros de formula general 1 por resolucion de la mezcla racemica de formula general (¦)-1, se efectua una reaccion con efedrina opticamente activa, seguida por la formacion de la sal sodica de cada uno de los enantiomeros, reaccion con cloruro de tionilo y carbonato amonico o amoniaco, o bien con cloruro de tionilo seguido de sulfito sodico y yoduro de metilo o sulfato de metilo, para obtener asi separadamente los compuestos enantiomericamente puros de formula general (-)-1 y (+)-1. (ver formula).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200101412A ES2183720B1 (es) | 2001-06-18 | 2001-06-18 | Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-delta2-pirazolinas racemicas y enantiomericamente puras. |
| PCT/ES2002/000274 WO2002102781A1 (es) | 2001-06-18 | 2002-06-06 | Procedimiento para la preparación de derivados de 1,5-diaril-3-trifluorometil-delta2-pirazolinas racémicas y enantioméricamente puras |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA03011783A true MXPA03011783A (es) | 2004-04-02 |
Family
ID=8498105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA03011783A MXPA03011783A (es) | 2001-06-18 | 2002-06-06 | Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-?¦-pirazolinas racemicas y enantiomericamente puras. |
Country Status (27)
| Country | Link |
|---|---|
| US (3) | US6846935B2 (es) |
| EP (1) | EP1408035B1 (es) |
| JP (1) | JP2005502604A (es) |
| KR (1) | KR20040018275A (es) |
| CN (1) | CN1275946C (es) |
| AR (1) | AR036050A1 (es) |
| AT (1) | ATE315030T1 (es) |
| BG (1) | BG108524A (es) |
| BR (1) | BR0211009A (es) |
| CA (1) | CA2451132C (es) |
| CZ (1) | CZ200481A3 (es) |
| DE (1) | DE60208551T2 (es) |
| DK (1) | DK1408035T3 (es) |
| EE (1) | EE200400016A (es) |
| ES (2) | ES2183720B1 (es) |
| HK (1) | HK1077058A1 (es) |
| HU (1) | HUP0401715A3 (es) |
| IL (1) | IL159367A0 (es) |
| MX (1) | MXPA03011783A (es) |
| NO (1) | NO20035642L (es) |
| PL (1) | PL367773A1 (es) |
| PT (1) | PT1408035E (es) |
| RU (1) | RU2288915C2 (es) |
| SI (1) | SI1408035T1 (es) |
| SK (1) | SK422004A3 (es) |
| WO (1) | WO2002102781A1 (es) |
| ZA (1) | ZA200400343B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2183720B1 (es) * | 2001-06-18 | 2004-01-16 | Esteve Labor Dr | Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-delta2-pirazolinas racemicas y enantiomericamente puras. |
| US20080138282A1 (en) * | 2004-06-03 | 2008-06-12 | The Trustees Of Columbia University In The City Of New York | Radiolabeled Arylsulfonyl Compounds and Uses Thereof |
| DE102004057303A1 (de) * | 2004-11-26 | 2006-06-01 | Merck Patent Gmbh | Stabile Kristallmodifikationen von DOTAP Chlorid |
| EP1757587A1 (en) * | 2005-07-15 | 2007-02-28 | Laboratorios Del Dr. Esteve, S.A. | Substituted pyrazoline compounds, their preparation and use as medicaments |
| US9376420B2 (en) * | 2012-10-25 | 2016-06-28 | Yuhan Corporation | 4,5-dihydro-1H-pyrazole derivative or salts thereof, and pharmaceutical composition comprising same |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE788658R (fr) * | 1971-09-09 | 1973-03-12 | Hoechst Ag | Derives de 3-(3', 4'-dichloro-6'-alkylphenyl) -delta2-pyrazolines, leurpreparation et leur utilisation comme agents d'azurage |
| ES2137138B1 (es) * | 1998-05-29 | 2000-09-16 | Esteve Labor Dr | Derivados de pirazolinas, su preparacion y su aplicacion como medicamentos. |
| CA2377153A1 (en) * | 1999-06-16 | 2000-12-21 | Temple University - Of The Commonwealth System Of Higher Education | 1-(4-sulfamylaryl)-3-substituted-5-aryl-2-pyrazolines as inhibitors of cyclooxygenase-2 |
| ES2183720B1 (es) * | 2001-06-18 | 2004-01-16 | Esteve Labor Dr | Procedimiento para la preparacion de derivados de 1,5-diaril-3-trifluorometil-delta2-pirazolinas racemicas y enantiomericamente puras. |
-
2001
- 2001-06-18 ES ES200101412A patent/ES2183720B1/es not_active Expired - Fee Related
-
2002
- 2002-06-06 HU HU0401715A patent/HUP0401715A3/hu unknown
- 2002-06-06 DE DE60208551T patent/DE60208551T2/de not_active Expired - Lifetime
- 2002-06-06 BR BR0211009-1A patent/BR0211009A/pt not_active IP Right Cessation
- 2002-06-06 EP EP02735442A patent/EP1408035B1/en not_active Expired - Lifetime
- 2002-06-06 MX MXPA03011783A patent/MXPA03011783A/es active IP Right Grant
- 2002-06-06 CZ CZ200481A patent/CZ200481A3/cs unknown
- 2002-06-06 EE EEP200400016A patent/EE200400016A/xx unknown
- 2002-06-06 SI SI200230277T patent/SI1408035T1/sl unknown
- 2002-06-06 JP JP2003505323A patent/JP2005502604A/ja active Pending
- 2002-06-06 RU RU2004101050/04A patent/RU2288915C2/ru not_active IP Right Cessation
- 2002-06-06 CN CNB028143280A patent/CN1275946C/zh not_active Expired - Fee Related
- 2002-06-06 AT AT02735442T patent/ATE315030T1/de active
- 2002-06-06 IL IL15936702A patent/IL159367A0/xx unknown
- 2002-06-06 KR KR10-2003-7016500A patent/KR20040018275A/ko not_active Application Discontinuation
- 2002-06-06 ES ES02735442T patent/ES2256483T3/es not_active Expired - Lifetime
- 2002-06-06 PL PL02367773A patent/PL367773A1/xx not_active Application Discontinuation
- 2002-06-06 WO PCT/ES2002/000274 patent/WO2002102781A1/es active IP Right Grant
- 2002-06-06 US US10/312,194 patent/US6846935B2/en not_active Expired - Fee Related
- 2002-06-06 CA CA2451132A patent/CA2451132C/en not_active Expired - Fee Related
- 2002-06-06 SK SK42-2004A patent/SK422004A3/sk unknown
- 2002-06-06 DK DK02735442T patent/DK1408035T3/da active
- 2002-06-06 PT PT02735442T patent/PT1408035E/pt unknown
- 2002-06-12 AR ARP020102218A patent/AR036050A1/es not_active Application Discontinuation
-
2003
- 2003-12-17 NO NO20035642A patent/NO20035642L/no not_active Application Discontinuation
-
2004
- 2004-01-13 BG BG108524A patent/BG108524A/bg unknown
- 2004-01-16 ZA ZA2004/00343A patent/ZA200400343B/en unknown
- 2004-12-08 US US11/006,931 patent/US20050096474A1/en not_active Abandoned
- 2004-12-08 US US11/007,449 patent/US6958403B2/en not_active Expired - Fee Related
-
2005
- 2005-10-13 HK HK05109018A patent/HK1077058A1/xx not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |