GB1082573A - Improvements in the preparation of steroid esters - Google Patents
Improvements in the preparation of steroid estersInfo
- Publication number
- GB1082573A GB1082573A GB621565A GB621565A GB1082573A GB 1082573 A GB1082573 A GB 1082573A GB 621565 A GB621565 A GB 621565A GB 621565 A GB621565 A GB 621565A GB 1082573 A GB1082573 A GB 1082573A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- prednisolone
- group
- chlorine
- fluorine
- 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
- -1 steroid esters Chemical class 0.000 title 1
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 239000011737 fluorine Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 229960004584 methylprednisolone Drugs 0.000 abstract 3
- 229910002651 NO3 Inorganic materials 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 229960000890 hydrocortisone Drugs 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 2
- 235000003270 potassium fluoride Nutrition 0.000 abstract 2
- 239000011698 potassium fluoride Substances 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- JYGXADMDTFJGBT-VWUMJDOOSA-N Hydrocortisone Natural products O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 abstract 1
- LRJOMUJRLNCICJ-JZYPGELDSA-N Prednisolone acetate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O LRJOMUJRLNCICJ-JZYPGELDSA-N 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate group Chemical group [N+](=O)([O-])[O-] NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 229960005205 prednisolone Drugs 0.000 abstract 1
- 150000003431 steroids Chemical class 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB621565A GB1082573A (en) | 1965-02-12 | 1965-02-12 | Improvements in the preparation of steroid esters |
| GB1121067A GB1082574A (en) | 1965-02-12 | 1965-02-12 | Steroid esters |
| NO16154566A NO127190B (enrdf_load_stackoverflow) | 1965-02-12 | 1966-02-02 | |
| DK69066A DK118557B (da) | 1965-02-12 | 1966-02-10 | Fremgangsmåde til fremstilling af 17α-acyloxy-11β-hydroxy-Δ<4>-pregnen-3,20-dioner. |
| CH195666A CH452518A (fr) | 1965-02-12 | 1966-02-11 | Procédé de préparation de 17a-acyloxy-11B-hydroxystéroïdes |
| FR49246A FR1469675A (fr) | 1965-02-12 | 1966-02-11 | Procédé de préparation d'esters de stéroïdes et produits obtenus |
| DE19661568077 DE1568077A1 (de) | 1965-02-12 | 1966-02-11 | Verfahren zur Herstellung von Steroidestern,neue Steroidester und deren Verwendung |
| SE01806/66A SE326955B (enrdf_load_stackoverflow) | 1965-02-12 | 1966-02-11 | |
| FR60887A FR5457M (enrdf_load_stackoverflow) | 1965-02-12 | 1966-05-10 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB621565A GB1082573A (en) | 1965-02-12 | 1965-02-12 | Improvements in the preparation of steroid esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1082573A true GB1082573A (en) | 1967-09-06 |
Family
ID=9810513
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB621565A Expired GB1082573A (en) | 1965-02-12 | 1965-02-12 | Improvements in the preparation of steroid esters |
| GB1121067A Expired GB1082574A (en) | 1965-02-12 | 1965-02-12 | Steroid esters |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1121067A Expired GB1082574A (en) | 1965-02-12 | 1965-02-12 | Steroid esters |
Country Status (7)
| Country | Link |
|---|---|
| CH (1) | CH452518A (enrdf_load_stackoverflow) |
| DE (1) | DE1568077A1 (enrdf_load_stackoverflow) |
| DK (1) | DK118557B (enrdf_load_stackoverflow) |
| FR (1) | FR5457M (enrdf_load_stackoverflow) |
| GB (2) | GB1082573A (enrdf_load_stackoverflow) |
| NO (1) | NO127190B (enrdf_load_stackoverflow) |
| SE (1) | SE326955B (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997040836A1 (en) * | 1996-05-02 | 1997-11-06 | G.D. Searle & Co. | Novel pharmaceutical compositions having steroid nitrate ester derivatives useful as anti-inflammatory drugs |
| US5707984A (en) * | 1995-12-08 | 1998-01-13 | G. D. Searle & Co. | Steroid nitrite/nitrate ester derivatives useful as anti-inflammatory drugs |
| US5792758A (en) * | 1995-12-08 | 1998-08-11 | G. D. Searle & Co. | Steroid nitrite ester derivatives useful as anti-inflammatory drugs |
| US5824669A (en) * | 1996-03-22 | 1998-10-20 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| US5837698A (en) * | 1996-05-02 | 1998-11-17 | G. D. Searle & Co. | Steroid nitrite and nitrate ester derivatives useful as anti-inflammatory drugs |
-
1965
- 1965-02-12 GB GB621565A patent/GB1082573A/en not_active Expired
- 1965-02-12 GB GB1121067A patent/GB1082574A/en not_active Expired
-
1966
- 1966-02-02 NO NO16154566A patent/NO127190B/no unknown
- 1966-02-10 DK DK69066A patent/DK118557B/da unknown
- 1966-02-11 DE DE19661568077 patent/DE1568077A1/de active Pending
- 1966-02-11 CH CH195666A patent/CH452518A/fr unknown
- 1966-02-11 SE SE01806/66A patent/SE326955B/xx unknown
- 1966-05-10 FR FR60887A patent/FR5457M/fr not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5707984A (en) * | 1995-12-08 | 1998-01-13 | G. D. Searle & Co. | Steroid nitrite/nitrate ester derivatives useful as anti-inflammatory drugs |
| US5792758A (en) * | 1995-12-08 | 1998-08-11 | G. D. Searle & Co. | Steroid nitrite ester derivatives useful as anti-inflammatory drugs |
| US5824669A (en) * | 1996-03-22 | 1998-10-20 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| US6197762B1 (en) | 1996-03-22 | 2001-03-06 | Nitromed, Inc. | Nitrosated and nitrosylated steroids compositions, and methods for treating respiratory disorders |
| USRE37116E1 (en) * | 1996-03-22 | 2001-03-27 | Nitromed, Inc. | Nitrosated and nitrosylated compounds, and compositions and their use for treating respiratory disorders |
| US6579863B1 (en) | 1996-03-22 | 2003-06-17 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| US7160920B2 (en) | 1996-03-22 | 2007-01-09 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| US7345037B2 (en) | 1996-03-22 | 2008-03-18 | Nitromed, Inc. | Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders |
| WO1997040836A1 (en) * | 1996-05-02 | 1997-11-06 | G.D. Searle & Co. | Novel pharmaceutical compositions having steroid nitrate ester derivatives useful as anti-inflammatory drugs |
| US5837698A (en) * | 1996-05-02 | 1998-11-17 | G. D. Searle & Co. | Steroid nitrite and nitrate ester derivatives useful as anti-inflammatory drugs |
| US5985862A (en) * | 1996-05-02 | 1999-11-16 | G.D. Searle & Co. | Pharmaceutical compositions having steroid nitrate ester derivatives useful as anti-inflammatory drugs |
Also Published As
| Publication number | Publication date |
|---|---|
| FR5457M (enrdf_load_stackoverflow) | 1967-10-16 |
| SE326955B (enrdf_load_stackoverflow) | 1970-08-10 |
| DE1568077A1 (de) | 1970-03-12 |
| CH452518A (fr) | 1968-03-15 |
| DK118557B (da) | 1970-09-07 |
| GB1082574A (en) | 1967-09-06 |
| NO127190B (enrdf_load_stackoverflow) | 1973-05-21 |
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