DE672958C - Process for the preparation of a hydrogenation product of the follicular hormone C H O - Google Patents
Process for the preparation of a hydrogenation product of the follicular hormone C H OInfo
- Publication number
- DE672958C DE672958C DESCH95897D DESC095897D DE672958C DE 672958 C DE672958 C DE 672958C DE SCH95897 D DESCH95897 D DE SCH95897D DE SC095897 D DESC095897 D DE SC095897D DE 672958 C DE672958 C DE 672958C
- Authority
- DE
- Germany
- Prior art keywords
- hormone
- preparation
- hydrogenation product
- follicular hormone
- follicular
- 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
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Description
Verfahren zur Darstellung eines Hydrierungsprodukts des Follikelhormons C1 H22 02 Es ist bekannt, gereinigte Follikeihormonöle oder das reine Follikelhormon C18 H2202 (als Acetat) durch energische katalytische Hydrierung in das perhydrierte Hormon C18H300 überzuführen (vgl. Butenandt, Untersuchungen über das weibliche Sexualhormon, Abhandlungen der Gesellschaft der Wissenschaften zu Göttingen, 1931, Heft 2, S. 64. und 65). Die Entstehung des Körpers von der angegebenen Formel C18300 zeigt, daß eines der beiden Sauerstoffatome herausreduziert worden ist.Process for the preparation of a hydrogenation product of the follicular hormone C1 H22 02 It is known to use purified follicle hormone oils or the pure follicle hormone C18 H2202 (as acetate) by vigorous catalytic hydrogenation into the perhydrogenated Transferring hormone C18H300 (see Butenandt, studies on the female sex hormone, Treatises of the Society of Sciences in Göttingen, 1931, Issue 2, p. 64 and 65). The formation of the body from the given formula C18300 shows that one of the two oxygen atoms has been reduced out.
Es ist nun gefunden worden, das es gelingt, einen neuen Körper von der Formel C18 Hao 02 aus dem Hormon C18 H22 02 durch nicht soweit getriebene Hydrierung zu gewinnen. Es wird also unter Belassung der beiden Sauerstoffatome bis zur Aufnahme von acht Wasserstoffatomen hydriert.It has now been found that a new body of of the formula C18 Hao 02 from the hormone C18 H22 02 through hydrogenation that has not been driven as far to win. So it is leaving the two oxygen atoms in place until it is absorbed hydrogenated by eight hydrogen atoms.
Als Katalysatoren lassen sich nicht nur Edelmetallltatalysätoren, sondern auch hochaktivierte Katalysatoren aus Nichtedelmetallen, wie z. B. Nickel oder Nickelkupfer, verwenden, die man auf Trägern niederschlagen kann. Als Lösungsmittel können je nach den CTmständen Alkohole oder Eisessig zur Verwendung kommen. Beispiel 30 mg des Hormons C18 H2202 werden in 1o ccm Alkohol mit einer kleinen Menge von einem hochaktiven Nickelkatalysator versetzt, den man durch Reduktion eines auf gefällter Kieselsäure niedergeschlagenen Nickelhydroxyds bei etwa 3oo° im Wasserstoffstrom erhalten hat. Dann wird durch Einleiten von Wasserstoff in die heiße Lösung die Hydrierung bis zur Aufnahme von 8 Wasserstoffatomen durchgeführt. Nach i bis 2 Stunden wird: die Lösung abgekühlt und durch Wasser aus der filtrierten Lösung das Reduktionsprodukt ausgefällt.As catalysts, not only Edelmetallltatalysätoren, but also highly activated catalysts made of base metals, such as. B. nickel or nickel copper, use, which can be deposited on carriers. Depending on the circumstances, alcohols or glacial acetic acid can be used as solvents. Example 30 mg of the hormone C18 H2202 are mixed in 10 ccm of alcohol with a small amount of a highly active nickel catalyst obtained by reducing a nickel hydroxide deposited on precipitated silica at about 300 ° in a stream of hydrogen. The hydrogenation is then carried out by introducing hydrogen into the hot solution until 8 hydrogen atoms have been taken up. After 1 to 2 hours: the solution is cooled and the reduction product is precipitated from the filtered solution using water.
Die neue Verbindung weist nur noch eine geringe physiologische Wirkung als weibliches Sexualhormon auf, dagegen besitzt sie eine starke Wirkung als männliches Sexualhormon.The new compound has only a minor physiological effect as a female sex hormone, on the other hand it has a strong effect as a male Sex hormone.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DESCH95897D DE672958C (en) | 1931-11-06 | 1931-11-06 | Process for the preparation of a hydrogenation product of the follicular hormone C H O |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DESCH95897D DE672958C (en) | 1931-11-06 | 1931-11-06 | Process for the preparation of a hydrogenation product of the follicular hormone C H O |
Publications (1)
Publication Number | Publication Date |
---|---|
DE672958C true DE672958C (en) | 1939-03-13 |
Family
ID=7445742
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DESCH95897D Expired DE672958C (en) | 1931-11-06 | 1931-11-06 | Process for the preparation of a hydrogenation product of the follicular hormone C H O |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE672958C (en) |
-
1931
- 1931-11-06 DE DESCH95897D patent/DE672958C/en not_active Expired
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE672958C (en) | Process for the preparation of a hydrogenation product of the follicular hormone C H O | |
DE729758C (en) | Process for the preparation of hydrogenation products of the follicular hormone series | |
DE537450C (en) | Process for the preparation of water-soluble salts of benzyl aminoacetic acid esters | |
DE873699C (en) | Process for the preparation of oxygen-rich derivatives of unsaturated compounds of the androstane and pregnane series | |
DE863189C (en) | Process for the preparation of butanetriol- (1,2,4) | |
AT159379B (en) | Process for the preparation of therapeutically valuable alcohols. | |
DE855557C (en) | Method of making testosterone | |
DE911131C (en) | Process for the production of aluminum hydrogen solutions or of addition compounds of aluminum hydrogen to aluminum halides | |
DE550704C (en) | Process for the preparation of í¸-unsaturated alcohols of an aliphatic-cyclic nature and their acyl derivatives | |
AT235467B (en) | Process for the preparation of a therapeutically active salt | |
DE734621C (en) | Process for the preparation of hydrogenation products of the follicular hormone | |
DE644908C (en) | Process for the preparation of therapeutically valuable alcohols from gonad hormones and synthetic substances of gonad hormone character | |
DE617542C (en) | Process for the production of higher aliphatic alcohols | |
AT153501B (en) | Process for the preparation of esters of polycyclic alcohols. | |
DE923187C (en) | Process for the preparation of pregnane compounds | |
DE925474C (en) | Process for the preparation of aminoacetal | |
AT142359B (en) | Process for the production of hydrogenation products of the follicular hormones obtained from animal or vegetable material or synthetically. | |
DE1216871B (en) | Process for the preparation of the 3-dimethylketals of polyketo-5alpha-androstanes | |
DE739085C (en) | Process for the preparation of ª ‡ -dicarbonyl compounds of the cyclopentanopolyhydrophenanthrene series | |
DE725742C (en) | Process for the preparation of ª ‡ -dicarbonyl compounds of the cyclopentanopolyhydrophenanthrene series | |
DE659543C (en) | Process for the preparation of monoesters of polycyclic alcohols with germ gland hormone character | |
DE615399C (en) | Process for the preparation of alkyl acetamides | |
DE225984C (en) | ||
DE645818C (en) | Method for the preparation of acyloctahydrofollicle hormone | |
AT160488B (en) | Process for the preparation of compounds in the 3-position of the estradiol type. |