Flugestone acetate

Flugestone acetate
Clinical data
Trade names	Cronolone, others
Other names	Flurogestone acetate; Fluorogestone acetate; FGA; NSC-65411; SC-9880; 17α-Acetoxy-9α-fluoro-11β-hydroxyprogesterone
Routes of; administration	Intravaginal
Drug class	Progestogen; Progestin; Progestogen ester
Identifiers
	IUPAC name [(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	2529-45-5;
PubChem CID	10476437;
ChemSpider	8651847;
UNII	X60881643X;
KEGG	D04235;
ChEMBL	ChEMBL2106773;
CompTox Dashboard (EPA)	DTXSID6046210 ;
ECHA InfoCard	100.017.979
Chemical and physical data
Formula	C23H31FO5
Molar mass	406.494 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 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 name Cronolone among others, is a progestin medication which is used in veterinary medicine.[1][2][3][4][5][6]

Uses

Veterinary

FGA is used as an intravaginal sponge preparation to synchronize estrus in ewes and goats.[2][4][5][6]

Chemistry

FGA, also known as 17α-acetoxy-9α-fluoro-11β-hydroxyprogesterone or as 17α-acetoxy-9α-fluoro-11β-hydroxypregn-4-ene-3,20-dione, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone.[1][3] It is the C17α acetate ester of flugestone.[1][3][2]

History

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

Society and culture

Generic names

Flugestone acetate is the generic name of the drug and its INN and BANM, while flurogestone acetate is its USAN.[1][3][2][9] Flugestone is the BAN and DCIT of the unesterified free alcohol form.[1][3][2][9] FGA is also known by its developmental code names NSC-65411 and SC-9880.[1][3][2][9]

Brand names

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

FGA is marketed for veterinary use in Australia, France, Ireland, Israel, Italy, the Netherlands, South Africa, and the United Kingdom.[3][9]

References

Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 559. ISBN 978-1-4757-2085-3.
Morton 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.
Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 451–. ISBN 978-3-88763-075-1.
Office 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.
Youngquist RS, Threlfall WR (23 November 2006). Current Therapy in Large Animal Theriogenology. Elsevier Health Sciences. pp. 2640–. ISBN 1-4377-1340-8.
Studdert VP, Gay CC, Blood DC (9 December 2011). Saunders Comprehensive Veterinary Dictionary. Elsevier Health Sciences. pp. 2673–. ISBN 978-0-7020-4744-2.
Animal Husbandry Research: Reports on Agricultural Industry. 1967. p. 60.
Dairy Science Handbook. Agriservices Foundation. 1971. p. 10.
"Flugestone". Drugs.com.

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[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 559. ISBN 978-1-4757-2085-3.

[MortonHall1999-2] Morton 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.

[IndexNominum2000-3] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 451–. ISBN 978-3-88763-075-1.

[Office2012-4] Office 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.

[YoungquistThrelfall2006-5] Youngquist RS, Threlfall WR (23 November 2006). Current Therapy in Large Animal Theriogenology. Elsevier Health Sciences. pp. 2640–. ISBN 1-4377-1340-8.

[StuddertGay2011-6] Studdert 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.

[Agriservices1971-8] Dairy Science Handbook. Agriservices Foundation. 1971. p. 10.

[Drugs.com-9] "Flugestone". Drugs.com.