GB864615A - 4-chloro-testosterone-17ª‰-acetate - Google Patents
4-chloro-testosterone-17ª‰-acetateInfo
- Publication number
- GB864615A GB864615A GB25693/60A GB2569360A GB864615A GB 864615 A GB864615 A GB 864615A GB 25693/60 A GB25693/60 A GB 25693/60A GB 2569360 A GB2569360 A GB 2569360A GB 864615 A GB864615 A GB 864615A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetate
- testosterone
- chloro
- comptroller
- epoxy
- 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
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- KCZCIYZKSLLNNH-FBPKJDBXSA-N clostebol Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1Cl KCZCIYZKSLLNNH-FBPKJDBXSA-N 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 2
- 230000000397 acetylating effect Effects 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 239000011149 active material Substances 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000003883 ointment base Substances 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
4-Chloro-testosterone-17b -acetate is prepared by reacting 4a , 5-epoxy-androstan-17b -ol-3-one acetate or 4b , 5-epoxy-etiocholan-17b -ol-3-one acetate or a mixture of these compounds with hydrogen chloride in solution in chloroform or methylene chloride e.g. at a temperature from -10 to 25 DEG C., and by acetylating 4-chloro-testosterone e.g. by means of acetic anhydride. The acetylation process is preferably carried out in the presence of a basic reagent such as pyridine. The chloroform used in the first process may contain about 10% of ethanol. In addition the hydrogen chloride used in the first process may be in the form of a gaseous stream, or in the form of a salt with an organic base e.g. pyridinium chloride. Detailed examples are given. Specification 864,613 also is referred to. Reference has been directed by the Comptroller to Specification 792,727.ALSO:A therapeutic composition comprises 4-chlorotestosterone 17b -acetate and a therapeutically acceptable carrier compatible therewith. The carrier may be in the form of a liquid in which the active material is dissolved or suspended to form a composition for administration orally or by injection, of an ointment base to provide a composition suitable for topical administration, or of a solid or capsule. Specification 864,613 also is referred to. Reference has been directed by the Comptroller to Specification 792,727.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT864615X | 1956-04-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB864615A true GB864615A (en) | 1961-04-06 |
Family
ID=11330586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25693/60A Expired GB864615A (en) | 1956-04-23 | 1957-03-27 | 4-chloro-testosterone-17ª‰-acetate |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB864615A (en) |
-
1957
- 1957-03-27 GB GB25693/60A patent/GB864615A/en not_active Expired
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