GB843214A - Improvements in or relating to steroid compounds - Google Patents
Improvements in or relating to steroid compoundsInfo
- Publication number
- GB843214A GB843214A GB5072/57A GB507257A GB843214A GB 843214 A GB843214 A GB 843214A GB 5072/57 A GB5072/57 A GB 5072/57A GB 507257 A GB507257 A GB 507257A GB 843214 A GB843214 A GB 843214A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pregnene
- acetate
- triol
- formate
- bromo
- 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
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
-
- 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)
- Steroid Compounds (AREA)
Abstract
The invention comprises steroid compounds of the general formula: <FORM:0843214/IV(b)/1> wherein X represents <FORM:0843214/IV(b)/2> or = O and R and R1 represent hydrogen, the formyl radical or an alkanoyl radical containing not more than 8 carbon atoms, and the preparation thereof by heating a compound of the general formula: <FORM:0843214/IV(b)/3> wherein X represents <FORM:0843214/IV(b)/4> or = O and R and R1 represent the formyl radical or an alkanoyl radical containing not more than 8 carbon atoms with an alkali metal salt of an alkanoic acid containing not more than 8 carbon atoms such as sodium or potassium acetate, or an alkali metal formate, and, when R and R1 represent hydrogen in the above general formula of the 2-substituted-steroids, hydrolysing the resulting ester compound. The preferred reactants for the above process are 6-bromo-4-pregnane-17 a ,21-diol-3,11,20-trione 21-acetate and 6-bromo-4-pregnene-11b ,17 a ,21-triol-3,20-dione 11-formate 21-acetate which may be converted into 4 - pregnene - 2, 17 a , 21-triol-3,11,20-trione and 4-pregnene-2,11b 17 a , 21 - tetrol - 3, 20 - dione respectively as well as the corresponding 2,21-diesters defined above such as the 2,12-diacetates. In the examples, 4-pregnene-2, 17 a , 21-triol-3,11,20-trione and the 2, 21 - diacetate thereof, and 4-pregnane-2, 11b , 17 a ,21-tetrol-3,20- dione and the 11 - formate 2, 21-diacetate thereof are prepared. 6 - Bromo - 4 - pregnene - b 11,17 a ,21 - triol-3, 20 - dione 11-formate 21-acetate is prepared by brominating 4-pregnene-11b ,17 a ,21-triol 11-formate 21-acetate with N-bromo-succinimide. 1,4-Pregnadienes are prepared by treating the 2-substituted steroids of the above general formula with a dehydrating agent such as hydrogen bromide in acetic acid, e.g. the 21-acetate of dehydrocortisone may be prepared from the corresponding 2,21-diacetate-4-pregnene.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US843214XA | 1955-01-11 | 1955-01-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB843214A true GB843214A (en) | 1960-08-04 |
Family
ID=22184218
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5072/57A Expired GB843214A (en) | 1955-01-11 | 1955-08-03 | Improvements in or relating to steroid compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB843214A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8207151B2 (en) | 2008-05-28 | 2012-06-26 | Validus Biopharma Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US9198921B2 (en) | 2010-04-05 | 2015-12-01 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US10799514B2 (en) | 2015-06-29 | 2020-10-13 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kappa beta for treatment of disease |
US11382922B2 (en) | 2019-03-07 | 2022-07-12 | Reveragen Biopharma, Inc. | Aqueous oral pharmaceutical suspension compositions |
-
1955
- 1955-08-03 GB GB5072/57A patent/GB843214A/en not_active Expired
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10857161B2 (en) | 2008-05-28 | 2020-12-08 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kB for treatment of disease |
US8334279B2 (en) | 2008-05-28 | 2012-12-18 | Validus Genetics | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US8673887B2 (en) | 2008-05-28 | 2014-03-18 | Reveragen Biopharma, Inc | Non-hormonal steroid modulators of NF-kB for treatment of disease |
US8207151B2 (en) | 2008-05-28 | 2012-06-26 | Validus Biopharma Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US9434758B2 (en) | 2008-05-28 | 2016-09-06 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US9649320B2 (en) | 2008-05-28 | 2017-05-16 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US11833159B2 (en) | 2008-05-28 | 2023-12-05 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kB for treatment of disease |
US10206933B2 (en) | 2008-05-28 | 2019-02-19 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kB for treatment of disease |
US9198921B2 (en) | 2010-04-05 | 2015-12-01 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US10000525B2 (en) | 2010-04-05 | 2018-06-19 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
US10799514B2 (en) | 2015-06-29 | 2020-10-13 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kappa beta for treatment of disease |
US11690853B2 (en) | 2015-06-29 | 2023-07-04 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κβ for treatment of disease |
US11382922B2 (en) | 2019-03-07 | 2022-07-12 | Reveragen Biopharma, Inc. | Aqueous oral pharmaceutical suspension compositions |
US11471471B2 (en) | 2019-03-07 | 2022-10-18 | Reveragen Biopharma, Inc. | Aqueous oral pharmaceutical suspension compositions |
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