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Flugestone acetate

From Wikipedia, the free encyclopedia
Progestin medication
Pharmaceutical compound
Flugestone acetate
Clinical data
Trade namesCronolone, others
Other namesFlurogestone acetate; Fluorogestone acetate; FGA; NSC-65411; SC-9880; 17α-Acetoxy-9α-fluoro-11β-hydroxyprogesterone
Routes of
administration
Intravaginal
Drug classProgestogen;Progestin;Progestogen ester
Identifiers
  • [(8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11-hydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.017.979Edit this at Wikidata
Chemical and physical data
FormulaC23H31FO5
Molar mass406.494 g·mol−1
3D model (JSmol)
  • CC(=O)O[C@@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(C)=O
  • InChI=1S/C23H31FO5/c1-13(25)22(29-14(2)26)10-8-17-18-6-5-15-11-16(27)7-9-20(15,3)23(18,24)19(28)12-21(17,22)4/h11,17-19,28H,5-10,12H2,1-4H3/t17-,18-,19-,20-,21-,22-,23-/m0/s1
  • Key:JKQQZJHNUVDHKP-FQJIPJFPSA-N

Flugestone acetate (FGA), sold under the brand nameCronolone among others, is aprogestin medication which is used inveterinary medicine.[1][2][3][4][5][6]

Uses

[edit]

Veterinary

[edit]

FGA is used as anintravaginalsponge preparation to synchronizeestrus inewes andgoats.[2][4][5][6]

Chemistry

[edit]
See also:List of progestogens,Progestogen ester, andList of progestogen esters

FGA, also known as 17α-acetoxy-9α-fluoro-11β-hydroxyprogesterone or as 17α-acetoxy-9α-fluoro-11β-hydroxypregn-4-ene-3,20-dione, is asyntheticpregnanesteroid and aderivative ofprogesterone and17α-hydroxyprogesterone.[1][3] It is the C17αacetateester offlugestone.[1][3][2]

History

[edit]

FGA was developed and marketed byG.D. Searle & Company in the 1960s.[7][8]

Society and culture

[edit]

Generic names

[edit]

Flugestone acetate is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name andBANMTooltip British Approved Name, whileflurogestone acetate is itsUSANTooltip United States Adopted Name.[1][3][2][9]Flugestone is theBANTooltip British Approved Name andDCITTooltip Denominazione Comune Italiana of the unesterified free alcohol form.[1][3][2][9] FGA is also known by its developmental code namesNSC-65411 andSC-9880.[1][3][2][9]

Brand names

[edit]

FGA is or has been marketed under the brand names Chronogest, Chrono-Gest, Crono-Gest, Cronolone, Gyncro-Mate, Ova-Gest, Ovakron, Synchro-Mate, Syncro Part, and Syncropart.[1][3][2][9]

Availability

[edit]

FGA is marketed for veterinary use inAustralia,France,Ireland,Israel,Italy, theNetherlands,South Africa, and theUnited Kingdom.[3][9]

References

[edit]
  1. ^abcdefgElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 559.ISBN 978-1-4757-2085-3.
  2. ^abcdefgMorton IK, Hall JM (31 October 1999).Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 122–.ISBN 978-0-7514-0499-9.
  3. ^abcdefghIndex Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 451–.ISBN 978-3-88763-075-1.
  4. ^abOffice of the Federal Register (US) (29 May 2012).Code of Federal Regulations Title 21: Food and Drug Administration: Parts 500-599, Revised April 1, 2012. Government Printing Office. pp. 359–.ISBN 978-0-16-090718-0.
  5. ^abYoungquist RS, Threlfall WR (23 November 2006).Current Therapy in Large Animal Theriogenology. Elsevier Health Sciences. pp. 2640–.ISBN 1-4377-1340-8.
  6. ^abStuddert VP, Gay CC, Blood DC (9 December 2011).Saunders Comprehensive Veterinary Dictionary. Elsevier Health Sciences. pp. 2673–.ISBN 978-0-7020-4744-2.
  7. ^Animal Husbandry Research: Reports on Agricultural Industry. 1967. p. 60.
  8. ^Dairy Science Handbook. Agriservices Foundation. 1971. p. 10.
  9. ^abcde"Flugestone".Drugs.com.


Progestogens
(andprogestins)
PRTooltip Progesterone receptoragonists
Antiprogestogens
SPRMsTooltip Selective progesterone receptor modulators
PRTooltip Progesterone receptorantagonists
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
GRTooltip Glucocorticoid receptor
Agonists
Mixed
(SEGRMsTooltip Selective glucocorticoid receptor agonists)
Antagonists
Others
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