Boldenone

Not to be confused with 1-Testosterone.
Boldenone
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)[2]
Identifiers
  • (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.011.533 Edit this at Wikidata
Chemical and physical data
FormulaC19H26O2
Molar mass286.415 g·mol−1
3D model (JSmol)
Melting point165 °C (329 °F)
  • O=C\1\C=C/[C@]4(/C(=C/1)CC[C@@H]2[C@@H]4CC[C@@]3([C@@H](O)CC[C@@H]23)C)C
  • InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 checkY
  • Key:RSIHSRDYCUFFLA-DYKIIFRCSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Boldenone (developmental code name RU-18761), is a naturally occurring anabolic–androgenic steroid (AAS) and the 1(2)-dehydrogenated analogue of testosterone.[3][4][5][6][7] Boldenone itself has never been marketed; as a pharmaceutical drug, it is used as boldenone undecylenate, the undecylenate ester.[3][4][7]

Side effects

See also: Anabolic steroid § Adverse effects

Pharmacology

Pharmacodynamics

Like other AAS, boldenone is an agonist of the androgen receptor (AR).[7] 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.[8]

Chemistry

See also: List of androgens/anabolic steroids

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.[3][4][7] It is specifically testosterone with a double bond between the C1 and C2 positions.[3][4][7] A related compound is quinbolone, the 17-cyclopentenyl enol ether of boldenone.[3][4]

Sources

Boldenone occurs naturally in the scent gland of Ilybius fenestratus, a species of aquatic beetle.[3]

History

Ciba reportedly patented boldenone in 1949.[7] It subsequently developed several experimental esters of the drug in the 1950s and 1960s.[7] 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.[7] However, it was discontinued before the end of the 1970s.[7] Subsequently, boldenone undecylenate was introduced by Squibb under the brand name Equipose for veterinary use, most commonly in horses.[7]

Society and culture

Generic names

Boldenone is the generic name of the drug and its INNTooltip International Nonproprietary Name and BANTooltip British Approved Name.[3][4][5][6]

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.[6] It is marketed as a veterinary combination drug with methandriol under the brand name Drive.[6]

In Ukraine, it is marketed for human consumption as the injectable steroid Boldenol.[9]

Doping in sports

See also: List of doping in sport cases § Boldenone undecylenate

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

References

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
  2. ^ Ruiz P, Strain EC (2011). Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook. Lippincott Williams & Wilkins. pp. 358–. ISBN 978-1-60547-277-5.
  3. ^ a b c d e f g Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN 978-1-4757-2085-3.
  4. ^ a b c d e f Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 131–. ISBN 978-3-88763-075-1.
  5. ^ a b Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 52–. ISBN 978-94-011-4439-1.
  6. ^ a b c d "Boldenone international brand names". Drugs.com. Retrieved 28 April 2017.
  7. ^ a b c d e f g h i j Llewellyn W (2011). Anabolics. Molecular Nutrition Llc. pp. 483–490. ISBN 978-0-9828280-1-4.
  8. ^ Forbes GB (June 1985). "The effect of anabolic steroids on lean body mass: the dose response curve". Metabolism: Clinical and Experimental. 34 (6): 571–3. doi:10.1016/0026-0495(85)90196-9. PMID 3999979.
  9. ^ "Boldenol 200 (boldenone undecylenate)". Lyka Labs. Retrieved 15 January 2020.