FLUROGESTONE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H29FO4
Molecular Weight	364.451
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)CC[C@]34C

InChI

InChIKey=OFSXGKOMEGSTSE-BPSSIEEOSA-N

InChI=1S/C21H29FO4/c1-12(23)20(26)9-7-15-16-5-4-13-10-14(24)6-8-18(13,2)21(16,22)17(25)11-19(15,20)3/h10,15-17,25-26H,4-9,11H2,1-3H3/t15-,16-,17-,18-,19-,20-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H29FO4
Molecular Weight	364.451
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugs.com/international/flugestone.html | http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2011/10/WC500116171.pdf | http://www.date.hu/acta-agraria/2003-11i/novotnine.pdf

FLUROGESTONE (9α-FLUORO-11β,17α-DIHYDROXYPROGESTERONE) is a steroidal progestin of the 17α-hydroxyprogesterone group that was never marketed. An acetate ester, flurogestone acetate, is used in veterinary medicine. It has progestational action higher than that of progesterone itself. It is intended for intravaginal use in sheep and goats to induce oestrus synchronisation. The proposed dosage is 1 sponge, impregnated with 30, 40 (for sheep) or 45 mg (for goats) flugestone acetate, which is to be removed after 12 to 14 days from ewes and after 17 to 21 days from goats. Flugestone acetate is not indicated for use in humans.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Progesterone receptor 61 Target ID: CHEMBL3271928 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2479058	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Breeding difficulties in sheep and goats 2 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2011/10/WC500116171.pdf	Primary		Approved 8429	FLUGESTONE ACETATE Approved Use FLUGESTONE ACETATE is intended for intravaginal use in sheep and goats to induce oestrus synchronisation.

PubMed

Title	Date	PubMed
The effect of estrus synchronization treatment on somatic cell count of transitional-anestrus local-Damascus cross breed goats' milk.	2008 Apr	18449476
High fertility using artificial insemination during deep anoestrus after induction and synchronisation of ovulatory activity by the "male effect" in lactating goats subjected to treatment with artificial long days and progestagens.	2008 Dec	18178043
Ovarian follicular dynamics and plasma steroid concentrations are not significantly different in ewes given intravaginal sponges containing either 20 or 40 mg of fluorogestone acetate.	2009 Mar 1	19004485

Patents

Sample Use Guides

In Vivo Use Guide

Manchega ewes, 4-6-year-old, were randomly allocated to receive an intravaginal sponge containing either 20mg or 40 mg of fluorogestone acetate.

Route of Administration: Vaginal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:08:51 UTC 2023` Edited by `admin` on `Fri Dec 15 19:08:51 UTC 2023`
Record UNII	NT3ET34748
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

FLUROGESTONE

Common Name

English

FLUOROGESTONE

Common Name

English

9-FLUORO-11.BETA.,17-DIHYDROXYPREGN-4-ENE-3,20-DIONE

Systematic Name

English

PREGN-4-ENE-3,20-DIONE, 9-FLUORO-11BETA.,17-DIHYDROXY-

Common Name

English

9-FLUORO-11.BETA.,17-DIHYDROXYPROGESTERONE

Common Name

English

PROGESTERONE, 9-FLUORO-11.BETA.,17-DIHYDROXY-

Common Name

English

PREGN-4-ENE-3,20-DIONE, 9-FLUORO-11,17-DIHYDROXY-, (11.BETA.)-

Systematic Name

English

NSC-79327

Code

English

flugestone [INN]

Common Name

English

SYNCRO-PART

Brand Name

English

FLUGESTONE

Official Name

English

Code System Code Type Description

INN

1985