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| Trade names | Anabolicum, Anabolvis |
| Other names | 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) |
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| Routes of administration | By mouth[1] |
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| Metabolism | Liver |
| Excretion | Urine |
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| Chemical and physical data | |
| Formula | C24H32O2 |
| Molar mass | 352.518 g·mol−1 |
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Quinbolone (INNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name), sold under the brand namesAnabolicum andAnabolvis, is anandrogen andanabolic steroid (AAS) which was previously marketed inItaly.[2][3][4] It was developed byParke-Davis[3] as a viableorally administered AAS with little or noliver toxicity.[1]
Most orally administered anabolic steroids function by having an alkylated 17α-carbon atom, which prevents first-pass metabolism by the liver.[5] This approach however results in the AAS havinghepatotoxicity.[5] Quinbolone is not 17α-alkylated; instead it has increased oralbioavailability due to its cyclopentenyl ether group.[citation needed] After ingestion, the inactive quinbolone is transformed intoboldenone.[1]
Quinbolone itself has very few androgenic effects, and most of what it does have are a result of its conversion to boldenone and itsmetabolites.[1][6][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.[citation needed] Its illicit usage inbodybuilding andathletics likewise proved limited, thoughdrug tests are still used to detect its metabolites as it remains a banned substance for most competitive sports.[5]
Quinbolone, via boldenone, can be transformed intoestrogens, and hence may have someestrogenic activity.[6]
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 asyntheticandrostanesteroid and aderivative oftestosterone.[2][3] It is the C17βcyclopentylenol ether ofboldenone (δ1-testosterone).[2][3] A related AAS isboldenone undecylenate (δ1-testosterone 17β-undec-10-enoate).[2][3]
Quinbolone can be prepared fromtestosterone. Dehydrogenation usingDDQ formsboldenone. Reaction with 1,1-dimethoxycyclopentane followed by heating toeliminatemethanol gives quinbolone.
Quinbolone was described as early as 1962.[7] It was marketed inItaly byParke-Davis.[3]
