Chemistry:Boldenone

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Short description: Chemical compound
Boldenone
Boldenone Structural Formula V.1.svg
Boldenone molecule ball.png
Clinical data
Other namesΔ1-Testosterone; 1-Dehydrotestosterone; RU-18761; Androsta-1,4-dien-17β-ol-3-one
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
Routes of
administration
Intramuscular injection
Drug classAndrogen; Anabolic steroid
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Elimination half-lifeIntramuscular: 14 days (as boldenone undecylenate)[1]
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC19H26O2
Molar mass286.415 g·mol−1
3D model (JSmol)
Melting point165 °C (329 °F)
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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.[2][3][4][5][6] Boldenone itself has never been marketed; as a pharmaceutical drug, it is used as boldenone undecylenate, the undecylenate ester.[2][3][6]


Side effects

Pharmacology

Pharmacodynamics

Like other AAS, boldenone is an agonist of the androgen receptor (AR).[6] 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.[7]

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.[2][3][6] It is specifically testosterone with a double bond between the C1 and C2 positions.[2][3][6] A related compound is quinbolone, the 17-cyclopentenyl enol ether of boldenone.[2][3]

Sources

Boldenone occurs naturally in the scent gland of Ilybius fenestratus, a species of aquatic beetle.[2]

History

Ciba reportedly patented boldenone in 1949.[6] It subsequently developed several experimental esters of the drug in the 1950s and 1960s.[6] 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.[6] However, it was discontinued before the end of the 1970s.[6] Subsequently, boldenone undecylenate was introduced by Squibb under the brand name Equipose for veterinary use, most commonly in horses.[6]

Society and culture

Generic names

Boldenone is the generic name of the drug and its INN and BAN.[2][3][4][5]

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.[5] It is marketed as a veterinary combination drug with methandriol under the brand name Drive.[5]

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. Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook. Lippincott Williams & Wilkins. 2011. pp. 358–. ISBN 978-1-60547-277-5. https://books.google.com/books?id=w4ZUJAdleTsC&pg=PA358. 
  2. 2.0 2.1 2.2 2.3 2.4 2.5 2.6 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. 
  3. 3.0 3.1 3.2 3.3 3.4 3.5 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. 
  4. 4.0 4.1 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. 
  5. 5.0 5.1 5.2 5.3 "Boldenone international brand names". Drugs.com. https://www.drugs.com/international/boldenone.html. 
  6. 6.0 6.1 6.2 6.3 6.4 6.5 6.6 6.7 6.8 6.9 Anabolics. Molecular Nutrition Llc. 2011. pp. 483–490. ISBN 978-0-9828280-1-4. https://books.google.com/books?id=afKLA-6wW0oC&pg=PT483. 
  7. "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. 
  8. "Boldenol 200 (boldenone undecylenate)". Lyka Labs. http://ukroids.club/index.php?main_page=product_info&products_id=5071. 

External links

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See also
Androgen receptor modulators
Estrogens and antiestrogens
Progestogens and antiprogestogens
List of androgens/anabolic steroids

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