CH179975A - Process for the preparation of an acylated dihydrofollicle hormone. - Google Patents
Process for the preparation of an acylated dihydrofollicle hormone.Info
- Publication number
- CH179975A CH179975A CH179975DA CH179975A CH 179975 A CH179975 A CH 179975A CH 179975D A CH179975D A CH 179975DA CH 179975 A CH179975 A CH 179975A
- Authority
- CH
- Switzerland
- Prior art keywords
- acylated
- preparation
- dihydrofollicle
- hormone
- dihydrofollicle hormone
- Prior art date
Links
- 239000005556 hormone Substances 0.000 title claims description 7
- 229940088597 hormone Drugs 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical group C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
Verfahren zur Herstellung eines acylierten Dihydrofollikelhormons. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines acylierten Dihydrofollilielhormons, das dadurch ge kennzeichnet ist, dass man das Dihydrofol- likelhormon vom F. P. 174 C mit einem benzoylierenden Mittel behandelt.
Die neue Verbindung, das Dibenzoyldi- hydrofollikelhormon, die als Arzneimittel Verwendung finden soll, bildet Kristalle vom F. P. 168 bis 170 C.
<I>Beispiel:</I> 100 mg Dihydrofollikelhormon, F.170 bis 1.74', werden in 10 cm' Pyridin gelöst und die Lösung nach Zugabe von 2 cm' Benzoylchlorid 3 Tage im Eisschrank aufbe wahrt. Die gelbbraun gefärbte Reaktions lösung wird in 5%ige wässerige Kalilauge eingegossen und darauf mit Äther ausge-_ schüttelt. Die ätherische Lösung wird mit Wasser, verdünnter HCl (1 : 5) und wieder mit Wasser gewaschen, getrocknet und abge dampft.
Der gelb gefärbte kristallisierte Rückstand kristallisiert nach wiederholtem Umkristallisieren aus Methanol in Nadeln vom F. P. 169 bis 170 .
Process for the preparation of an acylated dihydrofollicle hormone. The subject of the present patent is a process for the production of an acylated dihydrofolilielhormons which is characterized in that the dihydrofollililhormone from F. P. 174 C is treated with a benzoylating agent.
The new compound, the dibenzoyl dihydrofollicle hormone, which is said to be used as a drug, forms crystals from F. P. 168 to 170 C.
<I> Example: </I> 100 mg of dihydrofollicle hormone, F.170 to 1.74 ', are dissolved in 10 cm' of pyridine and the solution is kept in the refrigerator for 3 days after adding 2 cm 'of benzoyl chloride. The yellow-brown colored reaction solution is poured into 5% aqueous potassium hydroxide solution and then shaken out with ether. The ethereal solution is washed with water, dilute HCl (1: 5) and again with water, dried and evaporated.
The yellow colored crystallized residue crystallizes after repeated recrystallization from methanol in needles of F.P. 169 to 170.
Claims (1)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE179975X | 1932-12-23 | ||
| DESCH101131D DE626291C (en) | 1933-05-06 | 1933-05-06 | Method for the preparation of acyloctahydrofollicle hormone |
| CH174209T | 1933-12-18 | ||
| DESCH104319D DE645818C (en) | 1933-05-06 | 1934-05-25 | Method for the preparation of acyloctahydrofollicle hormone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH179975A true CH179975A (en) | 1935-09-30 |
Family
ID=34108915
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH179975D CH179975A (en) | 1932-12-23 | 1933-12-18 | Process for the preparation of an acylated dihydrofollicle hormone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH179975A (en) |
-
1933
- 1933-12-18 CH CH179975D patent/CH179975A/en unknown
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