GB1292269A - Pregnane derivatives and process for preparation thereof - Google Patents
Pregnane derivatives and process for preparation thereofInfo
- Publication number
- GB1292269A GB1292269A GB986870A GB986870A GB1292269A GB 1292269 A GB1292269 A GB 1292269A GB 986870 A GB986870 A GB 986870A GB 986870 A GB986870 A GB 986870A GB 1292269 A GB1292269 A GB 1292269A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- triamcinolone
- alkanoyl radical
- preparation
- compounds
- 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
Links
- 150000003126 pregnane derivatives Chemical class 0.000 title 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- GFNANZIMVAIWHM-OBYCQNJPSA-N triamcinolone Chemical compound O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 GFNANZIMVAIWHM-OBYCQNJPSA-N 0.000 abstract 2
- 229960005294 triamcinolone Drugs 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000002394 glycogenic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000003096 thymolvtic effect Effects 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Steroid Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1292269 A triamcinolone ketal and esters thereof ROUSSEL-UCLAF SA 2 March 1970 9868/70 Heading C2U The invention comprises 9-fluoro-11#,21- 1 - dihydroxy - 16α,17 - (2 - propenylidenedioxy)- pregna - 1,4 - diene - 3,20 - dione and its 21- C 2-6 alkanoates) wherein the alkanoyl radical is optionally substituted by a CO 2 H, CO 2 NH 4 , or CO 2 M group (M being an alkali metal), said group being separated from the carbonyl group of the alkanoyl radical by at least two carbon atoms. These compounds are prepared by reacting triamcinolone with acrolein in the presence of an acid catalyst, optionally followed by 21- alkanoylation and optional salification. The inventive compounds are stated to possess thymolytic, glycogenic and antiinflammatory activities and may be made up with carriers into pharmaceutical compositions for oral, parenteral, rectal and topical administration.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6906348A FR2035766A1 (en) | 1969-03-07 | 1969-03-07 | Preparation of prenane derivs |
| FR6938912A FR2068427A1 (en) | 1969-11-13 | 1969-11-13 | Preparation of prenane derivs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1292269A true GB1292269A (en) | 1972-10-11 |
Family
ID=26214890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB986870A Expired GB1292269A (en) | 1969-03-07 | 1970-03-02 | Pregnane derivatives and process for preparation thereof |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS4843910B1 (en) |
| BE (1) | BE746965A (en) |
| DK (1) | DK122812B (en) |
| ES (1) | ES376421A1 (en) |
| FI (1) | FI47573C (en) |
| GB (1) | GB1292269A (en) |
| NL (1) | NL7001308A (en) |
| NO (1) | NO134746C (en) |
| SE (1) | SE360652B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019136487A3 (en) * | 2018-01-08 | 2019-09-12 | Regeneron Pharmaceuticals, Inc. | Steroids and antibody-conjugates thereof |
-
1970
- 1970-01-29 NL NL7001308A patent/NL7001308A/xx unknown
- 1970-02-10 ES ES376421A patent/ES376421A1/en not_active Expired
- 1970-03-02 GB GB986870A patent/GB1292269A/en not_active Expired
- 1970-03-04 FI FI58970A patent/FI47573C/en active
- 1970-03-05 SE SE293170A patent/SE360652B/xx unknown
- 1970-03-06 BE BE746965D patent/BE746965A/en not_active IP Right Cessation
- 1970-03-06 NO NO80170A patent/NO134746C/no unknown
- 1970-03-07 JP JP1967870A patent/JPS4843910B1/ja active Pending
- 1970-03-09 DK DK114170A patent/DK122812B/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019136487A3 (en) * | 2018-01-08 | 2019-09-12 | Regeneron Pharmaceuticals, Inc. | Steroids and antibody-conjugates thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| SE360652B (en) | 1973-10-01 |
| ES376421A1 (en) | 1972-04-16 |
| FI47573B (en) | 1973-10-01 |
| DE2006635A1 (en) | 1970-09-24 |
| NO134746B (en) | 1976-08-30 |
| FI47573C (en) | 1974-01-10 |
| NL7001308A (en) | 1970-09-09 |
| DK122812B (en) | 1972-04-17 |
| BE746965A (en) | 1970-09-07 |
| JPS4843910B1 (en) | 1973-12-21 |
| NO134746C (en) | 1976-12-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |