Chemistry:Boldenone

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Boldenone (developmental code name RU-18761), is a naturally occurring anabolic–androgenic steroid (AAS) and the 1(2)-dehydrogenated analogue of testosterone.[1][2][3][4][5] Boldenone itself has never been marketed; as a pharmaceutical drug, it is used as boldenone undecylenate, the undecylenate ester.[1][2][5]


Side effects

Pharmacology

Pharmacodynamics

Like other AAS, boldenone is an agonist of the androgen receptor (AR).[5] The activity of boldenone is mainly anabolic, with a low androgenic potency. Boldenone will increase nitrogen retention, protein synthesis, increases appetite and stimulates the release of erythropoietin in the kidneys.[6]

Chemistry

Boldenone, also known as Δ1-testosterone, 1-dehydrotestosterone, or androsta-1,4-dien-17β-ol-3-one, is a naturally occurring androstane steroid and a derivative of testosterone.[1][2][5] It is specifically testosterone with a double bond between the C1 and C2 positions.[1][2][5] A related compound is quinbolone, the 17-cyclopentenyl enol ether of boldenone.[1][2]

Sources

Boldenone occurs naturally in the scent gland of Ilybius fenestratus, a species of aquatic beetle.[1]

In calves not fed boldenone, their urine 17α-boldenone content is strictly related to the phytosterol content of the diet. These naturally occurring amounts present are below doping attention limits.[7]

History

Ciba reportedly patented boldenone in 1949.[5] It subsequently developed several experimental esters of the drug in the 1950s and 1960s.[5] One of these was boldenone undecylenate, which was introduced for clinical use under the brand name Parenabol and saw some use in the late 1960s and early 1970s.[5] However, it was discontinued before the end of the 1970s.[5] Subsequently, boldenone undecylenate was introduced by Squibb under the brand name Equipose for veterinary use, most commonly in horses.[5]

Society and culture

Generic names

Boldenone is the generic name of the drug and its INN and BAN.[1][2][3][4]

Brand names

Boldenone is marketed as veterinary drug as boldenone undecylenate (a derivative of boldenone) under the following brand names: Boldebal H, Equipoise, and Sybolin.[4] It is marketed as a veterinary combination drug with methandriol under the brand name Drive.[4]

In Ukraine, it is marketed for human consumption as the injectable steroid Boldenol.[8]

Doping in sports

There are many known cases of doping in sports with boldenone undecylenate by professional athletes.

References

  1. 1.0 1.1 1.2 1.3 1.4 1.5 1.6 The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 640–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA640. 
  2. 2.0 2.1 2.2 2.3 2.4 2.5 Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 131–. ISBN 978-3-88763-075-1. https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA131. 
  3. 3.0 3.1 Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. 6 December 2012. pp. 52–. ISBN 978-94-011-4439-1. https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA52. 
  4. 4.0 4.1 4.2 4.3 "Boldenone international brand names". Drugs.com. https://www.drugs.com/international/boldenone.html. 
  5. 5.00 5.01 5.02 5.03 5.04 5.05 5.06 5.07 5.08 5.09 Anabolics. Molecular Nutrition Llc. 2011. pp. 483–490. ISBN 978-0-9828280-1-4. https://books.google.com/books?id=afKLA-6wW0oC&pg=PT483. 
  6. "The effect of anabolic steroids on lean body mass: the dose response curve". Metabolism: Clinical and Experimental 34 (6): 571–3. June 1985. doi:10.1016/0026-0495(85)90196-9. PMID 3999979. 
  7. "Boldenone, boldione, and milk replacers in the diet of veal calves: the effects of phytosterol content on the urinary excretion of boldenone metabolites". Journal of Agricultural and Food Chemistry 55 (20): 8275–83. October 2007. doi:10.1021/jf071097c. PMID 17844992. 
  8. "Boldenol 200 (boldenone undecylenate)". Lyka Labs. http://ukroids.club/index.php?main_page=product_info&products_id=5071. 

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Androgen receptor modulators
Estrogens and antiestrogens
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List of androgens/anabolic steroids

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