ES2055656B1 - Procedimiento para la obtencion de benzoxazinas utiles para sintesis de ofloxacina, levofloxacina y derivados. - Google Patents
Procedimiento para la obtencion de benzoxazinas utiles para sintesis de ofloxacina, levofloxacina y derivados.Info
- Publication number
- ES2055656B1 ES2055656B1 ES9201983A ES9201983A ES2055656B1 ES 2055656 B1 ES2055656 B1 ES 2055656B1 ES 9201983 A ES9201983 A ES 9201983A ES 9201983 A ES9201983 A ES 9201983A ES 2055656 B1 ES2055656 B1 ES 2055656B1
- Authority
- ES
- Spain
- Prior art keywords
- benzoxazines
- synthesis
- levofloxacin
- ofloxacin
- derivatives
- 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 - Lifetime
Links
- GSDSWSVVBLHKDQ-UHFFFAOYSA-N 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid Chemical compound FC1=CC(C(C(C(O)=O)=C2)=O)=C3N2C(C)COC3=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-UHFFFAOYSA-N 0.000 title abstract 4
- 150000005130 benzoxazines Chemical class 0.000 title abstract 4
- 230000015572 biosynthetic process Effects 0.000 title abstract 4
- 238000003786 synthesis reaction Methods 0.000 title abstract 4
- GSDSWSVVBLHKDQ-JTQLQIEISA-N Levofloxacin Chemical compound C([C@@H](N1C2=C(C(C(C(O)=O)=C1)=O)C=C1F)C)OC2=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-JTQLQIEISA-N 0.000 title abstract 3
- 229960003376 levofloxacin Drugs 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 229960001699 ofloxacin Drugs 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000002118 epoxides Chemical class 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 101100216226 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) APC2 gene Proteins 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 230000001351 cycling effect Effects 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
Landscapes
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE BENZOXAZINAS UTILES PARA LA SINTESIS DE OFLOXACINA, LEVOFLOXACINA Y DERIVADOS. PROCEDIMIENTO PARA LA OBTENCION DE BENZOXAZINAS UTILES PARA LA SINTESIS DE OFLOXACINA, LEVOFLOXACINA Y DERIVADOS. LAS BENZOXAZINAS (I) DONDE XB ES UN HALOGENO Y RSI1 SC ES H, ALQUILO O ALQUILENO DE HASTA 6 ATOMOS DE C O ARILO, PUEDEN OBTENERSE POR CICLACION DE UN COMPUESTO DE FORMULA (II) POR REACCION CON TRIFENILFOSFINA Y AZODICARBOXILATO DE ETILO. LOS COMPUESTOS DE FORMULA (II) PUEDEN OBTENERSE POR REACCION DE UN COMPUESTO (III) CON UN EPOXIDO ADECUADO. MEDIANTE LA UTILIZACION DEL EPOXIDO QUIRAL ADECUADO SE PUEDE OBTENER EL INTERMEDIO ENANTIOMERICAMENTE DESEADO Y CONSECUENTEMENTE PUEDE OBTENERSE SELECTIVAMENTE EL PRODUCTO FINAL DESEADO CON LA FORMA ENANTIOMERICA ADECUADA SIN NECESIDAD DE REALIZAR NINGUNA ETAPA DE RESOLUCION. LOS COMPUESTOS (I) SON INTERMEDIOS VALIOSOS Y CLAVES PARA LA SINTESIS DE LOS ANTIMICROBIANOS OFLOXACINA Y LEVOFLOXACINA.
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9201983A ES2055656B1 (es) | 1992-10-07 | 1992-10-07 | Procedimiento para la obtencion de benzoxazinas utiles para sintesis de ofloxacina, levofloxacina y derivados. |
| ES9302080A ES2069500B1 (es) | 1992-10-07 | 1993-10-04 | Perfeccionamientos introducidos en el objeto de la patente espa¦ola n 9201983 por "procedimiento para la obtencion de benzoxazinas utiles para la sintesis de oflexacina, levofloxacina y derivados. |
| JP6508738A JPH07501835A (ja) | 1992-10-07 | 1993-10-06 | オフロキサジン，レボフロキサジン及び誘導体の合成に使用されるベンゾキサジンの製造法 |
| CA002125287A CA2125287A1 (en) | 1992-10-07 | 1993-10-06 | Process to obtain benzoxazines to be used for the synthesis of ofloxazine, levofloxazine and derivatives |
| KR1019940701925A KR0131914B1 (ko) | 1992-10-07 | 1993-10-06 | 오플로옥사진, 레보플로옥사진과 이 유도체의 합성에 이용될 수 있는 벤조옥사진의 수득과정 |
| AU51118/93A AU674542B2 (en) | 1992-10-07 | 1993-10-06 | Process for obtaining benzoxazines useful for the synthesis of ofloxacin, levofloxacin and derivatives thereof |
| US08/244,455 US5521310A (en) | 1992-10-07 | 1993-10-06 | Process to obtain benzoxazines to be used for the synthesis of ofloxazine, levofloxazine and derivatives |
| PCT/ES1993/000080 WO1994007873A1 (es) | 1992-10-07 | 1993-10-06 | Prodedimiento para la obtencion de benzoxazinas utiles para la sintesis de ofloxacina, levofloxacina y derivados |
| EP93921930A EP0619311A1 (en) | 1992-10-07 | 1993-10-06 | Process for obtaining benzoxazines useful for the synthesis of ofloxacin, levofloxacin and derivatives thereof |
| AU65878/96A AU686955B2 (en) | 1992-10-07 | 1996-09-27 | Process to obtain benzoxazines to be used for the synthesis of ofloxazine, levofloxazine and derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9201983A ES2055656B1 (es) | 1992-10-07 | 1992-10-07 | Procedimiento para la obtencion de benzoxazinas utiles para sintesis de ofloxacina, levofloxacina y derivados. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2055656A1 ES2055656A1 (es) | 1994-08-16 |
| ES2055656B1 true ES2055656B1 (es) | 1995-11-16 |
Family
ID=8278329
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9201983A Expired - Lifetime ES2055656B1 (es) | 1992-10-07 | 1992-10-07 | Procedimiento para la obtencion de benzoxazinas utiles para sintesis de ofloxacina, levofloxacina y derivados. |
| ES9302080A Expired - Lifetime ES2069500B1 (es) | 1992-10-07 | 1993-10-04 | Perfeccionamientos introducidos en el objeto de la patente espa¦ola n 9201983 por "procedimiento para la obtencion de benzoxazinas utiles para la sintesis de oflexacina, levofloxacina y derivados. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9302080A Expired - Lifetime ES2069500B1 (es) | 1992-10-07 | 1993-10-04 | Perfeccionamientos introducidos en el objeto de la patente espa¦ola n 9201983 por "procedimiento para la obtencion de benzoxazinas utiles para la sintesis de oflexacina, levofloxacina y derivados. |
Country Status (1)
| Country | Link |
|---|---|
| ES (2) | ES2055656B1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003028664A2 (en) | 2001-10-03 | 2003-04-10 | Teva Pharmaceutical Industries Ltd. | Preparation of levofloxacin and forms thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO166131C (no) * | 1985-06-20 | 1991-06-05 | Daiichi Seiyaku Co | Analogifremgangsmaate for fremstilling av s(-)-pyridobenzoksazinforbindelser. |
| DE3522406A1 (de) * | 1985-06-22 | 1987-01-02 | Bayer Ag | Verfahren zur herstellung von 1,8-verbrueckten 4-chinolon-3-carbonsaeuren |
| US4826985A (en) * | 1986-04-25 | 1989-05-02 | Abbott Laboratories | Intermediates for preparation of racemate and optically active ofloxacin and related derivatives |
| DE3639465A1 (de) * | 1986-11-18 | 1988-05-19 | Hoechst Ag | Optisch aktive gyrasehemmer, ihre herstellung und verwendung als antibiotika |
| EP0273399B1 (en) * | 1986-12-25 | 1994-08-17 | Daiichi Pharmaceutical Co., Ltd. | Optically active 2,3-dihydrobenzoaxine derivatives and process for preparing the same |
| IE75342B1 (en) * | 1987-12-25 | 1997-08-27 | Daiichi Seiyaku Co | Propoxybenzene derivatives and process for preparing the same |
-
1992
- 1992-10-07 ES ES9201983A patent/ES2055656B1/es not_active Expired - Lifetime
-
1993
- 1993-10-04 ES ES9302080A patent/ES2069500B1/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ES2069500B1 (es) | 1996-03-01 |
| ES2055656A1 (es) | 1994-08-16 |
| ES2069500A1 (es) | 1995-05-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC2A | Transfer granted |