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Flurogestone Acetate

Names

[ CAS No. ]:
2529-45-5

[ Name ]:
Flurogestone Acetate

[Synonym ]:
Flurogestone Acetate
[(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
EINECS 219-776-9
9-Fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione 17-acetate
9-Fluoro-11b,17-dihydroxyprogesterone 17-Acetate
Progesterone, 9-fluoro-11β,17-dihydroxy-, 17-acetate
Pregn-4-ene-3,20-dione, 17-(acetyloxy)-9-fluoro-11-hydroxy-, (11β)-
Pregn-4-ene-3,20-dione, 9-fluoro-11-β,17-dihydroxy-, 17-acetate
Flugestone acetate
UNII-X60881643X
Synchronate
(11β)-9-Fluoro-11-hydroxy-3,20-dioxopregn-4-en-17-yl acetate
17a-Acetoxy-9a-fluoro-11b-hydroxyprogesterone
9-Fluoro-11b,17-dihydroxypregn-4-ene-3,20-dione-17-acetate
MFCD00243094
Cronolone

Biological Activity

[Description]:

Fluorogestone acetate is a progesterone compound. Fluorogestone acetate inhibits ovulation and synchronizes the estrous cycle in cattle by inhibiting the release of luteinizing hormone (LH) from the pituitary gland[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> GNRH Receptor
Research Areas >> Endocrinology

[References]

[1]. Freitas VJ, et al. Estrus synchronization in dairy goats: use of fluorogestone acetate vaginal sponges or norgestomet ear implants. Anim Reprod Sci. 1997 Apr;46(3-4):237-44.  

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
526.7±50.0 °C at 760 mmHg

[ Melting Point ]:
267.5ºC

[ Molecular Formula ]:
C23H31FO5

[ Molecular Weight ]:
406.488

[ Flash Point ]:
272.3±30.1 °C

[ Exact Mass ]:
406.215546

[ PSA ]:
80.67000

[ LogP ]:
1.93

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.548

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU5024000
CHEMICAL NAME :
Pregn-4-ene-3,20-dione, 9-fluoro-11-beta,17-dihydroxy-, 17-acetate
CAS REGISTRY NUMBER :
2529-45-5
BEILSTEIN REFERENCE NO. :
3123549
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C23-H31-F-O5
MOLECULAR WEIGHT :
406.54
WISWESSER LINE NOTATION :
L E5 B666 OV MUTJ A1 BF CQ E1 FV1 FOV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravaginal
DOSE :
158 ug/kg
SEX/DURATION :
female 19 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - menstrual cycle changes or disorders Reproductive - Fertility - other measures of fertility Reproductive - Effects on Newborn - other neonatal measures or effects
REFERENCE :
JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 22,515,1970

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds