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|Trade names||Anabolicum, Anabolvis|
|Synonyms||MK-810; Δ1-Testosterone 17β-cyclopent-1-enyl enol ether; 1-Dehydrotestosterone 17β-cyclopent-1-enyl ether; 17β-(1-Cyclopenten-1-yloxy)androsta-1,4-dien-3-one; Androsta-1,4-dien-17β-ol-3-one 17β-(1-cyclopent-1-ene)|
|CompTox Dashboard (EPA)|
|Chemical and physical data|
|Molar mass||352.516 g/mol g·mol−1|
|3D model (JSmol)|
Quinbolone (INN, USAN), sold under the brand names Anabolicum and Anabolvis, is an androgen and anabolic steroid (AAS) which was previously marketed in Italy. It was developed by Parke-Davis as a viable orally-administered AAS with little or no liver toxicity.
Most orally administered anabolic steroids function by having an alkylated 17α-carbon atom, which prevents first-pass metabolism by the liver. This approach however results in the AAS having hepatotoxicity. Quinbolone is not 17α-alkylated; instead it has increased oral bioavailability due to its cyclopentenyl ether group. After ingestion, the inactive quinbolone is transformed into boldenone.
Quinbolone itself has very few androgenic effects, and most of what it does have are a result of its conversion to boldenone and its metabolites.[additional citation(s) needed] Because of high doses necessary for androgenic effects, cost and inconvenience meant that quinbolone never proved to be commercially successful, and its clinical applications were fulfilled by alternative, more effective, AAS. Its illicit usage in bodybuilding and athletics likewise proved limited, though drug tests are still used to detect its metabolites as it remains a banned substance for most competitive sports.
Quinbolone, also known as δ1-testosterone 17β-cyclopent-1-enyl enol ether or as androsta-1,4-dien-17β-ol-3-one 17β-(1-cyclopent-1-ene) enol ether, is a synthetic androstane steroid and a derivative of testosterone. It is the C17β cyclopentyl enol ether of boldenone (δ1-testosterone). A related AAS is boldenone undecylenate (δ1-testosterone 17β-undec-10-enoate).
- Galletti F, Gardi R (July 1971). "Metabolism of 1-dehydroandrostanes in man. I. Metabolism of 17-hydroxyandrosta-1,4-dien-3-one, 17-cyclopent-1'-enyloxyandrosta-1,4-dien-3-one (quinbolone) and androsta-1,4-diene-3,17-dione (1)". Steroids. 18 (1): 39–50. PMID 5098537.
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- M. Finkelstein; A. Klopper; C. Conti (22 October 2013). Research on Steroids: Proceedings of the Fourth Meeting of the International Study Group for Steroid Hormones. Elsevier Science. pp. 121–. ISBN 978-1-4831-5403-9.
- Ercoli et al., Chem. Ind. (London) 1962, 1284.
- Ercoli, A., Gardi, R., & Vitali, R. (1962). Steroid-17β-yl acetals and enol ethers. New classes of orally and parenterally active hormonal derivatives. Chemistry & Industry, (28), 1284-1285. https://scholar.google.com/scholar?cluster=7055026650056976887