User:Mr. Ibrahem/Fluoxymesterone

From Wikipedia, the free encyclopedia
Mr. Ibrahem/Fluoxymesterone
Clinical data
Trade namesAndroxy, Halotestin, Ora-Testryl, Ultandren, others
Other namesFluoxymestrone; Androfluorene; NSC-12165
AHFS/Drugs.comMonograph
MedlinePlusa682690
Pregnancy
category
  • X
Routes of
administration		By mouth[1]
Drug classAndrogen; Anabolic steroid
Legal status
Legal status
Pharmacokinetic data
BioavailabilityBy mouth: 80%[2]
MetabolismLiver (6β-hydroxylation, 5α- and 5β-reduction, 3α- and 3β-keto-oxidation, 11β-hydroxy-oxidation)[3]
Metabolites• 5α-Dihydrofluoxymesterone[3]
• 11-Oxofluoxymesterone[3]
Elimination half-life9.2 hours[4][5]
ExcretionUrine (<5% unchanged)[2][3]
Identifiers
  • (8S,9R,10S,11S,13S,14S,17S)-9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Chemical and physical data
FormulaC20H29FO3
Molar mass336.447 g·mol−1
3D model (JSmol)
  • O=C4\C=C3/[C@]([C@@]2(F)[C@@H](O)C[C@]1([C@@H](CC[C@@]1(O)C)[C@@H]2CC3)C)(C)CC4
  • InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1 checkY
  • Key:YLRFCQOZQXIBAB-RBZZARIASA-N checkY
  (verify)

Fluoxymesterone, sold under the brand names Androxy among others, is a medication used to treat low testosterone in men, delayed puberty in boys, and breast cancer in women.[6] It is taken by mouth.[6]

Common side effects in females include acne, increased hair growth, voice changes, and increased aggressiveness while common side effects in males include breast enlargement and increased erections.[6][1] Other side effects may include liver damage, heart failure, high blood calcium, and priapism.[6] Use during pregnancy may harm the baby.[6] It is a manufactured androgen and anabolic steroid.[6]

Fluoxymesterone was approved for medical use in the United States in 1956.[6] In the United States 100 tablets of 10 mg costs about 415 USD as of 2021.[7] In has also been used to improve physique and performance.[6] The medication is a controlled substance in many countries such that non-medical use is generally illicit.[1]

References[edit]

  1. ^ a b c d e William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 500–508. ISBN 978-0-9828280-1-4. Archived from the original on 2021-02-15. Retrieved 2021-09-17.
  2. ^ a b Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 1360–. ISBN 978-1-60913-345-0.
  3. ^ a b c d Kammerer RC, Merdink JL, Jagels M, Catlin DH, Hui KK (1990). "Testing for fluoxymesterone (Halotestin) administration to man: identification of urinary metabolites by gas chromatography-mass spectrometry". J. Steroid Biochem. 36 (6): 659–66. doi:10.1016/0022-4731(90)90185-u. PMID 2214783.
  4. ^ Seth Roberts (2009). Anabolic Pharmacology.
  5. ^ Thomas L. Lemke; David A. Williams (2008). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 1279–. ISBN 978-0-7817-6879-5. Archived from the original on 2017-09-08. Retrieved 2021-09-17.
  6. ^ a b c d e f g h i j k "Fluoxymesterone Monograph for Professionals". Drugs.com. Archived from the original on 20 November 2021. Retrieved 14 December 2021.
  7. ^ "Androxy Prices, Coupons & Patient Assistance Programs". Drugs.com. Retrieved 14 December 2021.
Retrieved from "https://en.wikipedia.org/w/index.php?title=User:Mr._Ibrahem/Fluoxymesterone&oldid=1169408982"