Metenolone (original) (raw)
La méténolone (aussi méthénolone, Nibal, Primobolan) est un stéroïde anabolisant à longue durée d'action avec de faibles propriétés androgènes. Il est utilisé sous forme d'acétate d'ester pour l'administration orale et sous forme d'heptanoate d'ester pour les injections intramusculaires. Les doses adultes pour le traitement de l'anémie aplasique sont ordinairement comprises entre 1 et 3 mg par kilogramme de poids corporel et par jour.
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| dbo:abstract | Methenolon, auch Metenolon, ist eine organische chemische Verbindung aus der Gruppe der Steroide. Als Arzneistoff Primobolan® zeigt es geringe androgene, aber starke anabole Wirkung. Methenelon wird entweder als Methenolonenantat (Primobolan Depot) intramuskulär injiziert oder oral als Methenolonacetat (Primobolan S) eingenommen. Das Steroid wird nach peroraler Aufnahme rasch und vollständig resorbiert; nach etwa 3,5 h sind 90 % zu Konjugaten metabolisiert. Die Plasmahalbwertszeit beträgt etwa einen Tag. Die Elimination erfolgt je zur Hälfte über Urin und Stuhl. Die Ester Methenolonacetat und Methenolonenantat sind länger wirksam, da sie – je nach Gewebe – zunächst in Methenolon und die entsprechende Säure umgesetzt werden müssen. Die androgene Wirkung entspricht funktionell der des Dihydrotestosterons (Androstanolon). Zu den Nebenwirkungen zählen Prostatawachstum, Kopfhaarausfall, Haarwuchs am Körper, Akne und bei Frauen eine Vermännlichung durch Klitoriswachstum, Bartwuchs und Stimmvertiefung. Primobolan wurde von der Schering AG in Deutschland und Mexiko hergestellt und wird heute von der Bayer AG hergestellt. Die Einnahme war in den 1970er-Jahren in Bodybuildingkreisen stark verbreitet. (de) Metenolone, or methenolone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as metenolone acetate (brand name Primobolan, Nibal) and metenolone enanthate (brand name Primobolan Depot, Nibal Injection). Metenolone esters are used mainly in the treatment of anemia due to bone marrow failure. Metenolone acetate is taken by mouth, while metenolone enanthate is given by injection into muscle. Side effects of metenolone esters include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. Metenolone esters are synthetic androgens and anabolic steroids and hence are agonists of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). They have moderate anabolic effects and weak androgenic effects, as well as no estrogenic effects or risk of liver damage. Metenolone esters are androgen esters and prodrugs of metenolone in the body. Metenolone esters were introduced for medical use in the early 1960s. In addition to their medical use, metenolone esters are used to improve physique and performance. The drugs are controlled substances in many countries and so non-medical use is generally illicit. They have mostly been discontinued for medical use and have limited availability. (en) La méténolone (aussi méthénolone, Nibal, Primobolan) est un stéroïde anabolisant à longue durée d'action avec de faibles propriétés androgènes. Il est utilisé sous forme d'acétate d'ester pour l'administration orale et sous forme d'heptanoate d'ester pour les injections intramusculaires. Les doses adultes pour le traitement de l'anémie aplasique sont ordinairement comprises entre 1 et 3 mg par kilogramme de poids corporel et par jour. (fr) メテノロン（Metenolone）は、長期間作用するアナボリックステロイドで、弱いアンドロゲン（テストステロンまたはアンドロステロン様）作用を持つ。天然に生成し、例えば妊娠したイエネコの副腎にも含まれる。また、水酸基をカルボン酸エステルの形にしたものは医薬品として用いられ、酢酸とのエステル（メテノロン酢酸エステル）は経口摂取用として、エナント酸（ヘプタン酸）とのエステル（）は筋肉内注射用として市販されている。再生不良性貧血の治療のために利用される。男性化などの副作用が存在する。 メテノロンエステルは1960年代に医療に導入された。医学的な利用に加えて、メテノロンエステルは体格やパフォーマンスの改善のためにも利用される。薬剤は多くの国で規制物質であり、医療用途以外の利用は一般的に違法である。日本では、処方箋医薬品に指定されているので、使用には医師の処方箋が必要になる。 (ja) Metenolone, o methenolone, è un androgeno e uno steroide anabolizzante (AAS) che viene utilizzato sotto forma di esteri quali (nome commerciale Primobolan, Nibal) e (nome commerciale Primobolan Depot). Gli esteri di metenolone sono utilizzati principalmente nel trattamento dell'anemia a causa di insufficienza del midollo osseo. Gli effetti collaterali degli esteri di metenolone includono sintomi di mascolinizzazione come l'acne, aumento della crescita dei peli corporei, cambiamenti della voce e aumento del desiderio sessuale. Gli esteri di metenolone furono introdotti per uso medico nei primi anni 60. Oltre al loro uso medico, gli esteri di metenolone sono usati per migliorare il fisico e le prestazioni sportive. I farmaci sono sostanze controllate in molti paesi e quindi l'uso non medico è generalmente illecito. Sono stati per lo più sospesi per uso medico e hanno una disponibilità limitata. (it) Metenolon, mer känd under varumärkesnamnet Primobolan eller bara Primo, är en androgen och anabol steroid. Metenolon upptäcktes först 1960 och började tillverkas 1962 av Squibb Company. Preparatet är godkänt för medicinsk behandling av anemi i flera länder. Det har också använts för att behandla , kakeksi och komplikationer av långvarig näringsbrist. I Sverige avregistrerades det dock som läkemedel år 1981. Metenolon finns tillgängligt i estrarna acetat och . Metenolonacetat intas peroralt medan Metenolonenantat administreras via . Ämnet är dopingklassat av World Anti-Doping Agency (WADA) och olagligt i Sverige under dopinglagen då det aromatiserar till testosteron. Metenolon anses dock vara en relativt mild anabol androgen steroid med låg androgen aktivitet och därmed få bieffekter. Den är därför populär som dopingpreparat bland kroppsbyggare. (sv) |
| dbo:alternativeName | Primobolan, Nibal (asmetenolone acetate); Primobolan Depot, Nibal Injection (asmetenolone enanthate) (en) |
| dbo:casNumber | 153-00-4 |
| dbo:class | dbr:Androgen dbr:Anabolic_steroid |
| dbo:fdaUniiCode | 9062ZT8Q5C |
| dbo:pubchem | 3037705 |
| dbo:thumbnail | wiki-commons:Special:FilePath/Metenolone.svg?width=300 |
| dbo:wikiPageExternalLink | https://anabolic.org/primobolan-depot-methenolone-enanthate/ https://anabolic.org/primobolan-methenolone-acetate/ |
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| dbp:atcPrefix | A14 (en) |
| dbp:atcSuffix | AA04 (en) |
| dbp:c | 20 (xsd:integer) |
| dbp:casNumber | 153 (xsd:integer) |
| dbp:chemspiderid | 2301378 (xsd:integer) |
| dbp:class | dbr:Androgen dbr:Anabolic_steroid |
| dbp:h | 30 (xsd:integer) |
| dbp:iupacName | -17 (xsd:integer) |
| dbp:legalCa | Schedule IV (en) |
| dbp:legalUs | Schedule III (en) |
| dbp:o | 2 (xsd:integer) |
| dbp:pubchem | 3037705 (xsd:integer) |
| dbp:routesOfAdministration | By mouth , intramuscular injection (en) |
| dbp:smiles | O=C2\C=C[C@@]3C (en) |
| dbp:stdinchi | 1 (xsd:integer) |
| dbp:stdinchikey | ANJQEDFWRSLVBR-VHUDCFPWSA-N (en) |
| dbp:synonyms | Methenolone; Methylandrostenolone; 1-Methyl-δ1-4,5α-dihydrotestosterone; 1-Methyl-δ1-DHT; 1-Methyl-5α-androst-1-en-17β-ol-3-one (en) |
| dbp:tradename | Primobolan, Nibal ; Primobolan Depot, Nibal Injection (en) |
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| gold:hypernym | dbr:Steroid |
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| rdfs:comment | La méténolone (aussi méthénolone, Nibal, Primobolan) est un stéroïde anabolisant à longue durée d'action avec de faibles propriétés androgènes. Il est utilisé sous forme d'acétate d'ester pour l'administration orale et sous forme d'heptanoate d'ester pour les injections intramusculaires. Les doses adultes pour le traitement de l'anémie aplasique sont ordinairement comprises entre 1 et 3 mg par kilogramme de poids corporel et par jour. (fr) メテノロン（Metenolone）は、長期間作用するアナボリックステロイドで、弱いアンドロゲン（テストステロンまたはアンドロステロン様）作用を持つ。天然に生成し、例えば妊娠したイエネコの副腎にも含まれる。また、水酸基をカルボン酸エステルの形にしたものは医薬品として用いられ、酢酸とのエステル（メテノロン酢酸エステル）は経口摂取用として、エナント酸（ヘプタン酸）とのエステル（）は筋肉内注射用として市販されている。再生不良性貧血の治療のために利用される。男性化などの副作用が存在する。 メテノロンエステルは1960年代に医療に導入された。医学的な利用に加えて、メテノロンエステルは体格やパフォーマンスの改善のためにも利用される。薬剤は多くの国で規制物質であり、医療用途以外の利用は一般的に違法である。日本では、処方箋医薬品に指定されているので、使用には医師の処方箋が必要になる。 (ja) Methenolon, auch Metenolon, ist eine organische chemische Verbindung aus der Gruppe der Steroide. Als Arzneistoff Primobolan® zeigt es geringe androgene, aber starke anabole Wirkung. Methenelon wird entweder als Methenolonenantat (Primobolan Depot) intramuskulär injiziert oder oral als Methenolonacetat (Primobolan S) eingenommen. Das Steroid wird nach peroraler Aufnahme rasch und vollständig resorbiert; nach etwa 3,5 h sind 90 % zu Konjugaten metabolisiert. Die Plasmahalbwertszeit beträgt etwa einen Tag. Die Elimination erfolgt je zur Hälfte über Urin und Stuhl. Die Ester Methenolonacetat und Methenolonenantat sind länger wirksam, da sie – je nach Gewebe – zunächst in Methenolon und die entsprechende Säure umgesetzt werden müssen. Die androgene Wirkung entspricht funktionell der des Dihydr (de) Metenolone, or methenolone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as metenolone acetate (brand name Primobolan, Nibal) and metenolone enanthate (brand name Primobolan Depot, Nibal Injection). Metenolone esters are used mainly in the treatment of anemia due to bone marrow failure. Metenolone acetate is taken by mouth, while metenolone enanthate is given by injection into muscle. (en) Metenolone, o methenolone, è un androgeno e uno steroide anabolizzante (AAS) che viene utilizzato sotto forma di esteri quali (nome commerciale Primobolan, Nibal) e (nome commerciale Primobolan Depot). Gli esteri di metenolone sono utilizzati principalmente nel trattamento dell'anemia a causa di insufficienza del midollo osseo. Gli effetti collaterali degli esteri di metenolone includono sintomi di mascolinizzazione come l'acne, aumento della crescita dei peli corporei, cambiamenti della voce e aumento del desiderio sessuale. (it) Metenolon, mer känd under varumärkesnamnet Primobolan eller bara Primo, är en androgen och anabol steroid. Metenolon upptäcktes först 1960 och började tillverkas 1962 av Squibb Company. Preparatet är godkänt för medicinsk behandling av anemi i flera länder. Det har också använts för att behandla , kakeksi och komplikationer av långvarig näringsbrist. I Sverige avregistrerades det dock som läkemedel år 1981. Metenolon finns tillgängligt i estrarna acetat och . Metenolonacetat intas peroralt medan Metenolonenantat administreras via . (sv) |
| rdfs:label | Methenolon (de) Méténolone (fr) Metenolone (it) メテノロン (ja) Metenolone (en) Metenolon (sv) |
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