Article · Wikipedia archive · Last revised Jul 7, 2026

Haloprogesterone

Haloprogesterone, sold under the brand name Prohalone, is a progestin medication which was previously marketed by Ayerst but is now no longer available.

Last revised
Jul 7, 2026
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Haloprogesterone
Clinical data
Trade namesProhalone
Other namesAloprogesterone; 6α-Fluoro-17α-bromoprogesterone; 6α-Fluoro-17α-bromopregn-4-ene-3,20-dione
Routes of
administration		By mouth
Drug classProgestogen; Progestin
ATC code
  • None
Identifiers
  • (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-bromo-6-fluoro-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H28BrFO2
Molar mass411.355 g·mol−1
3D model (JSmol)
  • CC(=O)[C@@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H](C4=CC(=O)CC[C@]34C)F)C)Br
  • InChI=1S/C21H28BrFO2/c1-12(24)21(22)9-6-16-14-11-18(23)17-10-13(25)4-7-19(17,2)15(14)5-8-20(16,21)3/h10,14-16,18H,4-9,11H2,1-3H3/t14-,15+,16+,18+,19-,20+,21-/m1/s1
  • Key:GCCIFDUTISMRTG-TUPTUZDRSA-N

Haloprogesterone, sold under the brand name Prohalone, is a progestin medication which was previously marketed by Ayerst but is now no longer available.123

Chemistry

Haloprogesterone, also known as 6α-fluoro-17α-bromoprogesterone or as 6α-fluoro-17α-bromopregn-4-ene-3,20-dione, is a synthetic pregnane steroid and a halogenated derivative of progesterone.1 It is specifically a derivative of 17α-bromoprogesterone and is similar structurally to medrogestone (6-dehydro-6,17α-dimethylprogesterone), medroxyprogesterone acetate (6α-methyl-17α-acetoxyprogesterone), and various other progestins derived from progesterone.1

Synthesis

Chemical syntheses of haloprogesterone have been published.4

History

Haloprogesterone was synthesized in 1960 and was introduced for medical use by 1961.156

Society and culture

Generic names

Haloprogesterone is the generic name of the drug and its INNTooltip International Nonproprietary Name and USANTooltip United States Adopted Name.13

Brand names

Haloprogesterone was marketed under the brand name Prohalone.1

References

References

  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 620–. ISBN 978-1-4757-2085-3.
  2. American Pharmaceutical Association (1976). APhA drug names: an index of drug names. American Pharmaceutical Association. ISBN 9780917330094.
  3. United States Adopted Names (USAN). United States Pharmacopeial Convention. 1968. p. 715.
  4. Die Gestagene. Springer-Verlag. 27 November 2013. pp. 9–10. ISBN 978-3-642-99941-3.
  5. Official Gazette of the United States Patent Office. The Office. 1961. p. 74.
  6. The Journal of New Drugs. 1962. p. 127.