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;
PubChemCID	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	406.494g·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 nameCronoloneamong others, is aprogestinmedication which is used inveterinary medicine.^[1]^[2]^[3]^[4]^[5]^[6]

Uses[edit]

Veterinary[edit]

FGA is used as anintravaginal spongepreparation to synchronizeestrusinewesandgoats.^[2]^[4]^[5]^[6]

Chemistry[edit]

FGA, also known as 17α-acetoxy-9α-fluoro-11β-hydroxyprogesterone or as 17α-acetoxy-9α-fluoro-11β-hydroxypregn-4-ene-3,20-dione, is asynthetic pregnane steroidand aderivativeofprogesteroneand17α-hydroxyprogesterone.^[1]^[3]It is the C17αacetate esterofflugestone.^[1]^[3]^[2]

History[edit]

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

Society and culture[edit]

Generic names[edit]

Flugestone acetateis thegeneric nameof the drug and itsINNTooltip International Nonproprietary NameandBANMTooltip British Approved Name,whileflurogestone acetateis itsUSANTooltip United States Adopted Name.^[1]^[3]^[2]^[9]Flugestoneis theBANTooltip British Approved NameandDCITTooltip Denominazione Comune Italianaof the unesterified free alcohol form.^[1]^[3]^[2]^[9]FGA is also known by its developmental code namesNSC-65411andSC-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]

^^a ^b ^c ^d ^e ^f ^gElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies.Springer. p. 559.ISBN 978-1-4757-2085-3.
^^a ^b ^c ^d ^e ^f ^gMorton 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.
^^a ^b ^c ^d ^e ^f ^g ^hIndex Nominum 2000: International Drug Directory.Taylor & Francis. January 2000. pp. 451–.ISBN 978-3-88763-075-1.
^^a ^bOffice 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.
^^a ^bYoungquist RS, Threlfall WR (23 November 2006).Current Therapy in Large Animal Theriogenology.Elsevier Health Sciences. pp. 2640–.ISBN 1-4377-1340-8.
^^a ^bStuddert 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.
^^a ^b ^c ^d ^e"Flugestone".Drugs.com.

[Elks2014-1] ^^a ^b ^c ^d ^e ^f ^gElks 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] ^^a ^b ^c ^d ^e ^f ^gMorton 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] ^^a ^b ^c ^d ^e ^f ^g ^hIndex 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.

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