Boldenone: Difference between revisions
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| IUPAC_name = (8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3''H''-cyclopenta[''a'']phenanthren-3-one |
| IUPAC_name = (8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3''H''-cyclopenta[''a'']phenanthren-3-one |
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| image = Boldenone.png |
| image = Boldenone.png |
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| image2 = Boldenone molecule ball.png |
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| metabolism = |
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| elimination_half-life = [[Intramuscular injection|Intramuscular]]: 14 days (as [[boldenone undecylenate]]){{ |
| elimination_half-life = [[Intramuscular injection|Intramuscular]]: 14 days (as [[boldenone undecylenate]])<ref name="RuizStrain2011">{{cite book|author1=Pedro Ruiz|author2=Eric C. Strain|title=Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook|url=https://books.google.com/books?id=w4ZUJAdleTsC&pg=PA358|year=2011|publisher=Lippincott Williams & Wilkins|isbn=978-1-60547-277-5|pages=358–}}</ref> |
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Revision as of 15:05, 15 April 2018
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| Clinical data | |
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| Other names | Δ1-Testosterone; 1-Dehydrotestosterone; RU-18761; Androsta-1,4-dien-17β-ol-3-one |
| AHFS/Drugs.com | International Drug Names |
| Pregnancy category | |
| Routes of administration | Intramuscular injection |
| Drug class | Androgen; Anabolic steroid |
| ATC code |
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| Legal status | |
| Legal status |
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| Pharmacokinetic data | |
| Elimination half-life | Intramuscular: 14 days (as boldenone undecylenate)[1] |
| Identifiers | |
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| DrugBank | |
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| ChEBI | |
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| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.011.533 |
| Chemical and physical data | |
| Formula | C19H26O2 |
| Molar mass | 286.409 g/mol g·mol−1 |
| 3D model (JSmol) | |
| Melting point | 165 °C (329 °F) |
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Boldenone (developmental code name RU-18761), also known as Δ1-testosterone, 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] Boldenone was synthesized in an attempt to create a long-acting injectable metandienone, for androgen deficiency disorders. Boldenone acts similar to metandienone with fewer adverse androgenic effects.[medical citation needed] Although commonly compared to nandrolone, boldenone lacks progesterone receptor interaction and associated progestogenic side effects.
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]
Doping in sports
There are many known cases of doping in sports with boldenone undecylenate by professional athletes.
References
- ^ Pedro Ruiz; Eric C. Strain (2011). Lowinson and Ruiz's Substance Abuse: A Comprehensive Textbook. Lippincott Williams & Wilkins. pp. 358–. ISBN 978-1-60547-277-5.
- ^ a b c d e f g J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 640–. ISBN 978-1-4757-2085-3.
- ^ a b c d e f Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 131–. ISBN 978-3-88763-075-1.
- ^ a b I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 52–. ISBN 978-94-011-4439-1.
- ^ a b c d "Boldenone international brand names". Drugs.com. Retrieved 28 April 2017.
- ^ a b c d e f g h i j William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 483–. ISBN 978-0-9828280-1-4.
- ^ Forbes GB (1985) The effect of anabolic steroids on lean body mass the dose response curve. Metab Clin Exp 34(6) 571–573