IT1143039B - 6-Alpha-fluoro-9-alpha-chloro-prednisolone 17,21-di:ester(s) - Google Patents
6-Alpha-fluoro-9-alpha-chloro-prednisolone 17,21-di:ester(s)Info
- Publication number
- IT1143039B IT1143039B IT49853/80A IT4985380A IT1143039B IT 1143039 B IT1143039 B IT 1143039B IT 49853/80 A IT49853/80 A IT 49853/80A IT 4985380 A IT4985380 A IT 4985380A IT 1143039 B IT1143039 B IT 1143039B
- Authority
- IT
- Italy
- Prior art keywords
- alpha
- cpds
- fluoro
- beta
- prednisolone
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 title 1
- 229960005205 prednisolone Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000003862 glucocorticoid Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 230000009885 systemic effect Effects 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
6.Alpha-fluoro-9 alpha-chloroprednisolone 17,21-diesters of formula (I) are new, R1 and R2 are 1-6C alkyl or aryl; and Z is H, alpha- or beta-methyl. Proviso is that when Z is alpha- methyl, then R1 and R2 are both other than Me. 9 Beta, 11-beta- epoxides (II) corresp. to (I) are new. Cpds. (I) are antiinflammatory agents with high activity and low glucocorticoid action on topical or systemic admin. Cpds. (II) are intermediates in the prepn. of (I). 11 Cpds. (I) and 14 cpds. (II) are specifically claimed, including (I) in which Z is H and R1 and R2 are both Me or Et or R1 is Me and R2 is Ph or Bu.
Priority Applications (39)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT49853/80A IT1143039B (en) | 1980-10-09 | 1980-10-09 | 6-Alpha-fluoro-9-alpha-chloro-prednisolone 17,21-di:ester(s) |
| DE8080106720T DE3068965D1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-fluoro-16-methyl-prednisolone-17,21 diesters and pharmaceutical compositions containing them |
| AT80106721T ATE9162T1 (en) | 1979-11-16 | 1980-11-03 | 6-ALPHA-9-ALPHA-DIFLUORO-16-BETA-METHYLPREDNISOLON-17,21-DIESTER AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
| AT80106722T ATE15806T1 (en) | 1979-11-16 | 1980-11-03 | 6-ALPHA-FLUORO-9-ALPHA-CHLOROPREDNISOLON-17,21DIESTERS, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND INTERMEDIATE PRODUCTS. |
| AT80106720T ATE8997T1 (en) | 1979-11-16 | 1980-11-03 | 6-ALPHA-FLUORO-16-METHYL-PREDNISOLON-17,21 DIESTERS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
| EP80106722A EP0029151B1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-fluoro-9-alpha-chloro-prednisolone-17,21 diesters, pharmaceutical compositions containing them and intermediates |
| DE8080106722T DE3071122D1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-fluoro-9-alpha-chloro-prednisolone-17,21 diesters, pharmaceutical compositions containing them and intermediates |
| DE8080106721T DE3069074D1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-9-alpha-difluoro-16-beta-methyl-prednisolone-17,21 diesters and pharmaceutical compositions containing them |
| EP80106721A EP0030615B1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-9-alpha-difluoro-16-beta-methyl-prednisolone-17,21 diesters and pharmaceutical compositions containing them |
| EP80106720A EP0029924B1 (en) | 1979-11-16 | 1980-11-03 | 6-alpha-fluoro-16-methyl-prednisolone-17,21 diesters and pharmaceutical compositions containing them |
| CA000364753A CA1162533A (en) | 1979-11-16 | 1980-11-14 | 6.alpha.,9.alpha.-DIFLUORO-16-METHYL-PREDNISOLONE 17,21- DIESTERS |
| CA000364754A CA1162921A (en) | 1979-11-16 | 1980-11-14 | 6.alpha.-FLUORO-9.alpha.-CHLORO-PREDNISOLONE 17,21-DIESTERS |
| IE2379/80A IE50829B1 (en) | 1979-11-16 | 1980-11-14 | 6alpha-fluoro-9alpha-chloro-prednisolone-17,21 diesters,pharmaceutical compositions containing them and intermediates |
| NO803450A NO803450L (en) | 1979-11-16 | 1980-11-14 | NEW 6ALFA-FLUOR-PREDNISOLON-17,21-DIESTERS AND PROCEDURES FOR PREPARING THEREOF |
| PH24861A PH19406A (en) | 1979-11-16 | 1980-11-14 | Novel 6alpha-fluoro-9alpha-chloro-prednisolone 17,21-diesters |
| DK487680A DK487680A (en) | 1979-11-16 | 1980-11-14 | HIS UNKNOWN 6ALFA, 9ALFA-DIFLUOR-16-METHYLPREDNISOLON-17,21-DIESTERS |
| KR1019800004376A KR840000747B1 (en) | 1980-10-09 | 1980-11-14 | Method for preparing 6α-fluoro-9α-chloroprednisolone 17, 21-diester |
| YU2912/80A YU41747B (en) | 1979-11-16 | 1980-11-14 | Process for obtaining 6alpha fluoro-9-alpha-chloro-predisolone-17,21-disters |
| AU64388/80A AU530802B2 (en) | 1979-11-16 | 1980-11-14 | Alpha6,9alpha-difluoro-16-methyl-prednisolone 17,21-diesters |
| DK487580A DK487580A (en) | 1979-11-16 | 1980-11-14 | HIS UNKNOWN 6ALFA-FLUOR-9ALFA-CHLORPREDNISOLON-17,21-DIESTERS |
| KR1019800004374A KR840000154B1 (en) | 1980-10-09 | 1980-11-14 | Novel 6 -fluoro-prednisolone 17,21-diesters |
| FI803579A FI803579A7 (en) | 1979-11-16 | 1980-11-14 | New 6,9-difluoro-16-methyl-prednisolone 17,21-diesters. |
| ES496840A ES496840A0 (en) | 1979-11-16 | 1980-11-14 | A METHOD FOR THE PREPARATION OF 17,21-DIESTERS OF 6ALPHA-FLUORO-9ALPHA-CHLORINE-PREDNISOLONE |
| DK487480A DK487480A (en) | 1979-11-16 | 1980-11-14 | HIS UNKNOWN 6ALFA-FLUORPREDNISOLON-17,21-DIESTERS |
| KR1019800004375A KR840000155B1 (en) | 1980-10-09 | 1980-11-14 | Method for preparing 6α, 9α-difluoro-16-methyl-prednisolone 17, 21-diester |
| NO803452A NO803452L (en) | 1979-11-16 | 1980-11-14 | NEW 6ALFA, 9ALFA-DIFLUOR-16-METHYL-PREDNISOLON-17,21-DIESTERS AND PROCEDURES FOR PREPARING THEREOF |
| ES496839A ES8200120A1 (en) | 1979-11-16 | 1980-11-14 | 6-Alpha-fluoro-16-methyl-prednisolone-17,21 diesters and pharmaceutical compositions containing them. |
| FI803577A FI803577A7 (en) | 1979-11-16 | 1980-11-14 | New 6-fluoro-prednisolone 17,21- diesters. |
| AU64389/80A AU531292B2 (en) | 1979-11-16 | 1980-11-14 | 6alpha-fluoro-prednisolone 17,21-diesters |
| YU02911/80A YU291180A (en) | 1979-11-16 | 1980-11-14 | Process for obtaining 6 alpha-fluoro prednisolone-17,21-diesters |
| CA000364755A CA1162532A (en) | 1979-11-16 | 1980-11-14 | 6.alpha.-FLUORO-PREDNISOLONE 17,21 DIESTERS |
| YU02913/80A YU291380A (en) | 1979-11-16 | 1980-11-14 | Process for obtaining 6 alpha, 9 alpha-difluoro-16-methyl-predinisolone-17,21-esters |
| FI803578A FI69474C (en) | 1979-11-16 | 1980-11-14 | FOERFARANDE ATT FRAMSTAELLA ANTI-INFLAMMATORISKA 6ALFA-FLUOR-9ALFA-KLOR-PREDNISOLON 17,21-DIESTRAR |
| ES496841A ES496841A0 (en) | 1979-11-16 | 1980-11-14 | A METHOD FOR THE PREPARATION OF 17,21-DIESTERS OF 6ALFA- 9ALFA-DIDLUORO-16-METHYL-PREDNISOLONE |
| PH24862A PH17696A (en) | 1979-11-16 | 1980-11-14 | Novel 6alpha-fluoro-prednisolone 17,21-diesters and their use |
| AU64390/80A AU530348B2 (en) | 1979-11-16 | 1980-11-14 | 6alpha-fluoro-9alpha-chloro-prednisolone 17,21-diesters |
| NO803451A NO154268C (en) | 1979-11-16 | 1980-11-14 | ANALOGUE PROCEDURE FOR THE PREPARATION OF NEW THERAPEUTIC ACTIVE 6ALFA-FLOUR-9A-CHLORINE-PREDNISOLON-17,21-DIESTERS. |
| US06/207,809 US4358445A (en) | 1979-11-16 | 1980-11-17 | 6α-Fluoro-prednisdone 17,21 diesters |
| US06/361,119 US4576936A (en) | 1979-11-16 | 1982-03-23 | 6α-Fluoro-9α-chloro-prednisolone 17,21-diesters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT49853/80A IT1143039B (en) | 1980-10-09 | 1980-10-09 | 6-Alpha-fluoro-9-alpha-chloro-prednisolone 17,21-di:ester(s) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IT8049853A0 IT8049853A0 (en) | 1980-10-09 |
| IT1143039B true IT1143039B (en) | 1986-10-22 |
Family
ID=11271716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT49853/80A IT1143039B (en) | 1979-11-16 | 1980-10-09 | 6-Alpha-fluoro-9-alpha-chloro-prednisolone 17,21-di:ester(s) |
Country Status (2)
| Country | Link |
|---|---|
| KR (3) | KR840000154B1 (en) |
| IT (1) | IT1143039B (en) |
-
1980
- 1980-10-09 IT IT49853/80A patent/IT1143039B/en active
- 1980-11-14 KR KR1019800004374A patent/KR840000154B1/en not_active Expired
- 1980-11-14 KR KR1019800004375A patent/KR840000155B1/en not_active Expired
- 1980-11-14 KR KR1019800004376A patent/KR840000747B1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| KR830004336A (en) | 1983-07-09 |
| KR840000154B1 (en) | 1984-02-22 |
| KR830004334A (en) | 1983-07-09 |
| KR830004335A (en) | 1983-07-09 |
| KR840000155B1 (en) | 1984-02-22 |
| KR840000747B1 (en) | 1984-05-31 |
| IT8049853A0 (en) | 1980-10-09 |
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