GB802566A - Improvements in or relating to a steroid and the manufacture thereof - Google Patents
Improvements in or relating to a steroid and the manufacture thereofInfo
- Publication number
- GB802566A GB802566A GB13243/57A GB1324357A GB802566A GB 802566 A GB802566 A GB 802566A GB 13243/57 A GB13243/57 A GB 13243/57A GB 1324357 A GB1324357 A GB 1324357A GB 802566 A GB802566 A GB 802566A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dione
- pregnadiene
- nitrobenzoate
- dihydroxy
- chloro
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000003431 steroids Chemical class 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- QAYNSPOKTRVZRC-UHFFFAOYSA-M 2-chloro-4-nitrobenzoate Chemical compound [O-]C(=O)C1=CC=C([N+]([O-])=O)C=C1Cl QAYNSPOKTRVZRC-UHFFFAOYSA-M 0.000 abstract 1
- KTHNITVDTYAHFF-UHFFFAOYSA-N 2-chloro-4-nitrobenzoyl chloride Chemical compound [O-][N+](=O)C1=CC=C(C(Cl)=O)C(Cl)=C1 KTHNITVDTYAHFF-UHFFFAOYSA-N 0.000 abstract 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-M 2-nitrobenzoate Chemical compound [O-]C(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-M 0.000 abstract 1
- BCFCRXOJOFDUMZ-ONKRVSLGSA-N Anecortave Chemical compound O=C1CC[C@]2(C)C3=CC[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 BCFCRXOJOFDUMZ-ONKRVSLGSA-N 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 239000006210 lotion Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
Classifications
-
- 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
- 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 17a ,21-dihydroxy-4, 9(11)-pregnadiene-3,20-dione 21-(2-chloro-4-, nitrobenzoate) and a process for the production thereof which comprises reacting 11a ,17a ,21-trihydroxy-4-pregnene-3,20-dione with o-chlorop-nitrobenzoyl chloride to obtain 17a ,21-dihydroxy - 4, 9(11) - pregnadiene - 3,20 - dione-(2-chloro-4-nitrobenzoate). In an example the dehydration and esterification are effected in pyridine.ALSO:17,21 - Dihydroxy - 4,9(11) - pregnadiene-3,20 - dione 21 - (2 - chloro - 4 - nitrobenzoate) is incorporated in pharmaceutical compositions such as tablets, lotions, ointments, injectables and elixirs.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US583910A US2862938A (en) | 1956-05-10 | 1956-05-10 | 21-(2-chloro-4-nitrobenzoate) of prednisolone and prednisone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB802566A true GB802566A (en) | 1958-10-08 |
Family
ID=24335107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13243/57A Expired GB802566A (en) | 1956-05-10 | 1957-04-25 | Improvements in or relating to a steroid and the manufacture thereof |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2862938A (en) |
| GB (1) | GB802566A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4086254A (en) * | 1977-04-13 | 1978-04-25 | The Upjohn Company | Photocleavable steroids |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2183589A (en) * | 1939-12-19 | Derivatives of compounds of the | ||
| US3234246A (en) * | 1955-01-14 | 1966-02-08 | Merck & Co Inc | delta1-3, 11, 20-triketo-17alpha-hydroxy-21-lower alkanoyloxy-4-bromo-pregnene |
-
1956
- 1956-05-10 US US583910A patent/US2862938A/en not_active Expired - Lifetime
-
1957
- 1957-04-25 GB GB13243/57A patent/GB802566A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US2862938A (en) | 1958-12-02 |
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