PE20021157A1 - Proceso para preparar acido 6-(4-clorofenil)-2,2-dimetil-7-fenil-2,3-dihidro-1h-pirrolizin-5-ilacetico - Google Patents
Proceso para preparar acido 6-(4-clorofenil)-2,2-dimetil-7-fenil-2,3-dihidro-1h-pirrolizin-5-ilaceticoInfo
- Publication number
- PE20021157A1 PE20021157A1 PE2001000387A PE2001000387A PE20021157A1 PE 20021157 A1 PE20021157 A1 PE 20021157A1 PE 2001000387 A PE2001000387 A PE 2001000387A PE 2001000387 A PE2001000387 A PE 2001000387A PE 20021157 A1 PE20021157 A1 PE 20021157A1
- Authority
- PE
- Peru
- Prior art keywords
- dimethyl
- pyrrolizin
- dihydro
- phenyl
- refers
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 239000002253 acid Substances 0.000 title abstract 2
- GEAXLHPORCRESC-UHFFFAOYSA-N chlorocyclohexatriene Chemical class ClC1=CC=C=C[CH]1 GEAXLHPORCRESC-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- 239000012071 phase Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- IDLOIKCKXBJPPI-UHFFFAOYSA-N 5-benzyl-3,3-dimethyl-2,4-dihydropyrrole Chemical compound C1C(C)(C)CN=C1CC1=CC=CC=C1 IDLOIKCKXBJPPI-UHFFFAOYSA-N 0.000 abstract 1
- RPWLGSCXSKWSCD-UHFFFAOYSA-N 6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-1,3-dihydropyrrolizine Chemical compound C=1N2CC(C)(C)CC2=C(C=2C=CC=CC=2)C=1C1=CC=C(Cl)C=C1 RPWLGSCXSKWSCD-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 102000004005 Prostaglandin-endoperoxide synthases Human genes 0.000 abstract 1
- 108090000459 Prostaglandin-endoperoxide synthases Proteins 0.000 abstract 1
- 208000025747 Rheumatic disease Diseases 0.000 abstract 1
- 238000002441 X-ray diffraction Methods 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 238000010586 diagram Methods 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- UAWXGRJVZSAUSZ-UHFFFAOYSA-N licofelone Chemical compound OC(=O)CC=1N2CC(C)(C)CC2=C(C=2C=CC=CC=2)C=1C1=CC=C(Cl)C=C1 UAWXGRJVZSAUSZ-UHFFFAOYSA-N 0.000 abstract 1
- 229950003488 licofelone Drugs 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910000000 metal hydroxide Inorganic materials 0.000 abstract 1
- 150000004692 metal hydroxides Chemical class 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003495 polar organic solvent Substances 0.000 abstract 1
- 230000000552 rheumatic effect Effects 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 238000001228 spectrum Methods 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
SE REFIERE A UN PROCESO PARA LA PREPARACION DE ACIDO 6-(4-CLOROFENIL)-2,2-DIMETIL-7-FENIL-2,3-DIHIDRO-1H-PIRROLIZIN-5-ILACETICO (LICOFELONE) DE FORMULA I QUE COMPRENDE REACCIONAR EL 6-(4-CLOROFENIL)-2,2-DIMETIL-7-FENIL-2,3-DIHIDRO-1H-PIRROLIZIN CON CLORURO DE OXALILO Y EL PRODUCTO OBTENIDO SE TRATA CON HIDRAZINA Y UN HIDROXIDO DE METAL ALCALINO EN PRESENCIA DE UN ALCOHOL ALIFATICO, DIETILENGLICOL EN LA FASE ACUOSA A TEMPERATURA ELEVADA DENTRO DEL RANGO QUE OSCILA ENTRE 120°C A 180°C LUEGO DE COMPLETAR EL TRATAMIENTO SE PRODUCE UN SISTEMA TRIFASICO POR LA ADICION DE UN ETER (ETER DIETILICO, METILBUTILICO, TETRAHIDROFURANO) Y SE OBTIENE COMPUESTOS DE FORMULA I ACIDIFICANDO LA FASE INTERMEDIA; EL PROCESO SE CARACTERIZA PORQUE LOS CONSTITUYENTES VOLATILES A LA TEMPERATURA DE TRATAMIENTO SE ELIMINAN AL MENOS PARCIALMENTE. TAMBIEN SE REFIERE A UN PROCESO PARA PREPARAR COMPUESTOS DE FORMULA III QUE COMPRENDE REACCIONAR 2-BENCIL-4,4-DIMETIL-1-PIRROLINA CON UN HALO-4-CLOROACETANO EN UN SOLVENTE ORGANICO POLAR COMO METANOL EN PRESENCIA DE UN CARBONATO DE HIDROGENO DE METAL ALCALINO O UN CARBONATO DE METAL ALCALINO EN FORMA SOLIDA. TAMBIEN SE REFIERE A LA FORMA CRISTALINA DEL COMPUESTO I QUE TIENE UNA LINEA ENDOTERMICA EN EL DIAGRAMA DE DSC ENTRE 155 Y 170; ESPECTRO EN IR, PATRON DE DIFRACCION DE RAYOS X. EL COMPUESTO ES INHIBIDOR DE CICLOOXIGENASA Y 5-LIPOOXIGENASA Y PUEDE SER UTIL PARA EL TRATAMIENTO DE TRASTORNOS DE TIPO REUMATICO E INDUCIDOS ALERGICAMENTE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PE2001000387A PE20021157A1 (es) | 2001-04-30 | 2001-04-30 | Proceso para preparar acido 6-(4-clorofenil)-2,2-dimetil-7-fenil-2,3-dihidro-1h-pirrolizin-5-ilacetico |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PE2001000387A PE20021157A1 (es) | 2001-04-30 | 2001-04-30 | Proceso para preparar acido 6-(4-clorofenil)-2,2-dimetil-7-fenil-2,3-dihidro-1h-pirrolizin-5-ilacetico |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20021157A1 true PE20021157A1 (es) | 2003-02-25 |
Family
ID=43602635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2001000387A PE20021157A1 (es) | 2001-04-30 | 2001-04-30 | Proceso para preparar acido 6-(4-clorofenil)-2,2-dimetil-7-fenil-2,3-dihidro-1h-pirrolizin-5-ilacetico |
Country Status (1)
| Country | Link |
|---|---|
| PE (1) | PE20021157A1 (es) |
-
2001
- 2001-04-30 PE PE2001000387A patent/PE20021157A1/es not_active Application Discontinuation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed |