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Progestin medication
Flugestone acetate
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
[(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
PubChem
CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (
EPA )
ECHA InfoCard
100.017.979
Formula C 23 H 31 F O 5
Molar mass 406.494 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 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 Tooltip International Nonproprietary Name and
BANM Tooltip British Approved Name , while flurogestone acetate is its
USAN Tooltip United States Adopted Name .
[1]
[3]
[2]
[9] Flugestone is the
BAN Tooltip British Approved Name and
DCIT Tooltip Denominazione Comune Italiana 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
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins:
6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
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RU-2309
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Trendione
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Mixed (
SPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (
PAQR Tooltip Progestin and adipoQ receptor )
GR Tooltip Glucocorticoid receptor