IE780545L - 9-fluoroprednisolone derivatives - Google Patents
9-fluoroprednisolone derivativesInfo
- Publication number
- IE780545L IE780545L IE780545A IE54578A IE780545L IE 780545 L IE780545 L IE 780545L IE 780545 A IE780545 A IE 780545A IE 54578 A IE54578 A IE 54578A IE 780545 L IE780545 L IE 780545L
- Authority
- IE
- Ireland
- Prior art keywords
- group
- derivatives
- fluoroprednisolone
- carbon atoms
- compounds
- Prior art date
Links
- WAIJIHDWAKJCBX-BULBTXNYSA-N 9-Fluoroprednisolone Chemical class O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 WAIJIHDWAKJCBX-BULBTXNYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- -1 trimethylsilyl halide Chemical class 0.000 abstract 2
- 239000004593 Epoxy Substances 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- 206010061218 Inflammation Diseases 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- 230000004054 inflammatory process 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
- C07J5/0046—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 substituted in position 17 alfa
- C07J5/0053—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 substituted in position 17 alfa not substituted in position 16
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
- C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21
- C07J7/0085—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21 by an halogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
- C07J71/0015—Oxiranes at position 9(11)
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Endocrinology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The active compounds correspond to the general formula I <IMAGE> in which R1 denotes an alkanoyl group or cycloalkanoyl group having 1 to 8 carbon atoms or a benzoyl group and X represents a fluorine atome, a chlorine atom or an alkanoyloxy group having 3 to 8 carbon atoms. The novel 9-fluoroprednisolone derivatives can be obtained by opening corresponding 9,11 beta -epoxy compounds with hydrogen fluoride or halogenating or esterifying corresponding 9-fluoro derivatives in the 21-position or cleaving a corresponding 17 alpha -cycloalkanecarbonyloxy compound with a trimethylsilyl halide or triphenylmethyl halide. Medicaments which contain at least one of the abovementioned compounds as an active component can be used for the treatment of inflammations.
[GB1603281A]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2712862A DE2712862C2 (en) | 1977-03-21 | 1977-03-21 | Derivatives of 9-fluorprednisolone, process for their preparation and pharmaceuticals containing them |
| DE19782809732 DE2809732C2 (en) | 1978-03-03 | 1978-03-03 | Derivatives of 9-fluorprednisolone, process for their production, and pharmaceutical preparations containing these active ingredients |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE780545L true IE780545L (en) | 1978-09-21 |
| IE46584B1 IE46584B1 (en) | 1983-07-27 |
Family
ID=25771793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE545/78A IE46584B1 (en) | 1977-03-21 | 1978-03-20 | Derivatives of 9-fluoroprednisolone |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS53130651A (en) |
| AT (1) | AT365203B (en) |
| AU (1) | AU525614B2 (en) |
| CA (1) | CA1104124A (en) |
| CH (1) | CH638226A5 (en) |
| CS (1) | CS202591B2 (en) |
| DD (1) | DD134955A5 (en) |
| DK (1) | DK126378A (en) |
| ES (1) | ES468107A1 (en) |
| FR (1) | FR2384792A1 (en) |
| GB (1) | GB1603281A (en) |
| GR (1) | GR70385B (en) |
| IE (1) | IE46584B1 (en) |
| IL (1) | IL54308A (en) |
| IT (1) | IT1095477B (en) |
| LU (1) | LU79271A1 (en) |
| NO (1) | NO151043C (en) |
| NZ (1) | NZ186735A (en) |
| RO (1) | RO81525B (en) |
| SE (1) | SE431656B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2853785A1 (en) * | 1978-12-11 | 1980-06-19 | Schering Ag | NEW PREDNISON DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, PHARMACEUTICAL PREPARATIONS CONTAINING THESE COMPOUNDS AND THE USE THEREOF |
| JPH07116215B2 (en) * | 1989-04-19 | 1995-12-13 | エスエス製薬株式会社 | Novel steroid compound |
| JPH07213320A (en) * | 1994-02-04 | 1995-08-15 | Daiwa:Kk | Bag for long items |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2055221A1 (en) * | 1970-11-10 | 1972-05-18 | Laboratorio Chimico Farmaceutico Dr. P. Blasina S.R.L., Mailand (Italien) | 17-acyloxy-3-keto-pregn-4-enes prepn - by acylating 17-hydroxy steroids in presence ofstannic chloride |
| CH529739A (en) * | 1972-02-28 | 1972-10-31 | Sdc Steroidi Dev Co | 11,16,17,21-tetrahydroxy-3,20-diketo-1,4-pregnadienes prepn - - from cpds without 16-hydroxy grp |
| US3832366A (en) * | 1973-07-30 | 1974-08-27 | Squibb & Sons Inc | Process for preparing 21-chloro-17-acyloxy-20-ketosteroids |
-
1978
- 1978-03-17 CH CH296278A patent/CH638226A5/en not_active IP Right Cessation
- 1978-03-17 DD DD78204259A patent/DD134955A5/en unknown
- 1978-03-18 RO RO93558A patent/RO81525B/en unknown
- 1978-03-20 JP JP3225378A patent/JPS53130651A/en active Granted
- 1978-03-20 IT IT21364/78A patent/IT1095477B/en active
- 1978-03-20 GB GB10925/78A patent/GB1603281A/en not_active Expired
- 1978-03-20 CA CA299,299A patent/CA1104124A/en not_active Expired
- 1978-03-20 GR GR55756A patent/GR70385B/el unknown
- 1978-03-20 AT AT0195978A patent/AT365203B/en not_active IP Right Cessation
- 1978-03-20 NZ NZ186735A patent/NZ186735A/en unknown
- 1978-03-20 SE SE7803168A patent/SE431656B/en not_active IP Right Cessation
- 1978-03-20 LU LU79271A patent/LU79271A1/en unknown
- 1978-03-20 IE IE545/78A patent/IE46584B1/en unknown
- 1978-03-20 IL IL54308A patent/IL54308A/en unknown
- 1978-03-20 NO NO780984A patent/NO151043C/en unknown
- 1978-03-21 AU AU34346/78A patent/AU525614B2/en not_active Expired
- 1978-03-21 ES ES468107A patent/ES468107A1/en not_active Expired
- 1978-03-21 DK DK126378A patent/DK126378A/en not_active Application Discontinuation
- 1978-03-21 FR FR7808099A patent/FR2384792A1/en active Granted
- 1978-03-21 CS CS781785A patent/CS202591B2/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ186735A (en) | 1980-10-24 |
| FR2384792A1 (en) | 1978-10-20 |
| IE46584B1 (en) | 1983-07-27 |
| SE7803168L (en) | 1978-09-22 |
| IL54308A0 (en) | 1978-06-15 |
| RO81525B (en) | 1983-04-30 |
| GR70385B (en) | 1982-10-05 |
| DK126378A (en) | 1978-09-22 |
| IL54308A (en) | 1984-03-30 |
| CA1104124A (en) | 1981-06-30 |
| CS202591B2 (en) | 1981-01-30 |
| LU79271A1 (en) | 1978-06-29 |
| ATA195978A (en) | 1981-05-15 |
| JPS53130651A (en) | 1978-11-14 |
| AT365203B (en) | 1981-12-28 |
| AU3434678A (en) | 1979-09-27 |
| NO151043C (en) | 1985-01-30 |
| ES468107A1 (en) | 1979-07-01 |
| RO81525A (en) | 1983-04-29 |
| JPS6131116B2 (en) | 1986-07-17 |
| FR2384792B1 (en) | 1980-04-04 |
| IT1095477B (en) | 1985-08-10 |
| DD134955A5 (en) | 1979-04-04 |
| AU525614B2 (en) | 1982-11-18 |
| CH638226A5 (en) | 1983-09-15 |
| GB1603281A (en) | 1981-11-25 |
| NO780984L (en) | 1978-09-22 |
| IT7821364A0 (en) | 1978-03-20 |
| SE431656B (en) | 1984-02-20 |
| NO151043B (en) | 1984-10-22 |
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