Testosterone isobutyrate

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Testosterone isobutyrate
Clinical data
Trade namesAgovirin-Depot, Perandren M, Testocryst, Virex-Cryst
Routes of
administration		Intramuscular injection
Drug classAndrogen; Anabolic steroid; Androgen ester
ATC code
Pharmacokinetic data
MetabolitesTestosterone
Duration of action~2 weeks[1][2][3]
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 2-methylpropanoate
JSmol)
SMILES
  • CC(C)C(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
  • InChI=1S/C23H34O3/c1-14(2)21(25)26-20-8-7-18-17-6-5-15-13-16(24)9-11-22(15,3)19(17)10-12-23(18,20)4/h13-14,17-20H,5-12H2,1-4H3/t17-,18-,19-,20-,22-,23-/m0/s1
  • Key:PYHZLMFTKOTWGQ-WAUHAFJUSA-N

Testosterone isobutyrate, sold under the brand names Agovirin-Depot and Perandren M among others, is an

aqueous suspension.[1]

Medical uses

See also: Androgen replacement therapy § Medical uses, and Anabolic steroid § Medical

Testosterone isobutyrate is used in the treatment of

transgender men as well.[5][6]

Available forms

See also: Estradiol benzoate/testosterone isobutyrate

Testosterone isobutyrate is provided in the form of a 25 mg/mL

Folivirin (1 mL ampoules).[7][8][9][10][11]

Side effects

See also: Anabolic steroid § Adverse effects, and Androgen replacement therapy § Adverse effects

Side effects of testosterone isobutyrate include virilization among others.[1]

Pharmacology

See also: Testosterone § Mechanism of action, and Anabolic steroid § Pharmacology

Testosterone isobutyrate is a

anabolic effects, as well as weak estrogenic effects due to metabolism of testosterone into estradiol.[1]

In contrast to most other testosterone esters, which are used as

redness upon injection.[1]

Chemistry

See also: Androgen ester and List of androgen esters § Testosterone esters

Testosterone isobutyrate, or testosterone 17β-(2-methylpropanoate), is a

2-methylpropanoate (isobutyrate) ester of testosterone.[12][13]

History

Microcrystalline testosterone isobutyrate in aqueous suspension was first described in 1952.

oil solution was introduced for medical use.[1] It became the dominant long-acting injectable form of testosterone, and limited the commercial success of testosterone isobutyrate.[1] The combination of microcrystalline estradiol benzoate and testosterone isobutyrate in aqueous suspension was introduced under the brand name Femandren M by 1953.[15]

Society and culture

Brand names

Brand names of testosterone isobutyrate include Agovirin-Depot, Perandren M, Testocryst, and Virex-Cryst.[12][13][16][17] It has also been marketed in combination with estradiol benzoate under the brand names Femandren M and Folivirin.[7][8][9][10][11]

Availability

Testosterone isobutyrate is available only in the

pharmaceutical company SPOFA[18] intermittently manufactured by Biotika,[1] and is now manufactured by BB Pharma.[19]

See also

References

  1. ^
    ISBN 978-0-9828280-1-4
    .
  2. ^
    ISBN 978-3-642-94784-1
    .
  3. ^
    ISBN 9783111138770. {{cite book}}: ISBN / Date incompatibility (help
    )
  4. ^ "AGOVIRIN DEPOT Injekční suspenze (Testosteroni isobutyras)" (PDF). Biotika A.S. 16 March 2011. Archived from the original (PDF) on 2019-05-20. Retrieved 2019-05-20.
  5. PMID 3556412
    .
  6. PMID 2717876
    .
  7. ^ a b "FOLIVIRIN Injekční suspenze (Estradioli benzoas, testosteroni isobutyras)" (PDF). Biotika A.S. 16 April 2011. Archived from the original (PDF) on 2019-05-20. Retrieved 2019-05-20.
  8. ^
    ISSN 1801-2434
    .
  9. ^
    ISBN 978-80-247-9524-9
    . In addition, testosterone isobutyrate in FOLIVIRIN, Biotika, an injection containing 25 mg testosterone isobutyrate and 2.5 mg estradiol benzoate is available. It is applied every 4-6 weeks depending on the effect.
  10. ^
    ISBN 978-3-662-36329-4
    .
  11. ^
    ISBN 978-3-662-25655-8
    .
  12. ^
    ISBN 978-1-4757-2085-3
    .
  13. ^
    ISBN 978-3-88763-075-1
    .
  14. S2CID 260092180
    .
  15. ^ Ciba Symposium: 1953/57:Index. Ciba. 1953. p. 197. Femandren M. C'est le nom des nouvelles ampoules cristallines destinées au traitement associé œs- trogène-androgène. Elles renferment, sous forme de microcristaux, 2,5 mg de mono- benzoate d'œstradiol et 50 mg d'isobutyra- te de testostérone; elles sont indiquées pour traiter les cas où il convient d'administrer simultanément de l'hormone femelle et de l'hormone mâle et où il importe aussi d'obtenir un effet prolongé, par exemple lors de symptômes d'insuffisance à la ménopause ou après castration. L'effet d'une injection se prolonge pendant 3-6 semaines
  16. ^ a b "Testosterone". Drugs.com.
  17. ISBN 978-94-011-4439-1
    .
  18. ISBN 978-1-4684-2007-4
    .
  19. ^ "Agovirin Injection". Bbpharma.sk.[permanent dead link‍]
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