Haloprogesterone
- None
- (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
- 3538-57-6
- 20056569
- 16735842
- 803BIX5JG5
- D04414
- ChEMBL2104328
- DTXSID10188868
- Interactive image
- 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.[1][2][3]
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.[1][5][6]
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.[1][3]
Brand names
Haloprogesterone was marketed under the brand name Prohalone.[1]
References
- ^ a b c d e f 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.
- ^ American Pharmaceutical Association (1976). APhA drug names: an index of drug names. American Pharmaceutical Association. ISBN 9780917330094.
- ^ a b United States Adopted Names (USAN). United States Pharmacopeial Convention. 1968. p. 715.
- ^ Die Gestagene. Springer-Verlag. 27 November 2013. pp. 9–10. ISBN 978-3-642-99941-3.
- ^ Official Gazette of the United States Patent Office. The Office. 1961. p. 74.
- ^ The Journal of New Drugs. 1962. p. 127.
- v
- t
- e
(and progestins)
SPRMsTooltip Selective progesterone receptor modulators | |
---|---|
PRTooltip Progesterone receptor antagonists |
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
- See also
- Progesterone receptor modulators
- Androgens and antiandrogens
- Estrogens and antiestrogens
- List of progestogens