Flugestone acetate |
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| Trade names | Cronolone, others |
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| Other names | Flurogestone acetate; Fluorogestone acetate; FGA; NSC-65411; SC-9880; 17α-Acetoxy-9α-fluoro-11β-hydroxyprogesterone |
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Routes of administration | Intravaginal |
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| Drug class | Progestogen; Progestin; Progestogen ester |
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[(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
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| ECHA InfoCard | 100.017.979 |
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| Formula | C23H31FO5 |
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| Molar mass | 406.494 g·mol−1 |
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| 3D model (JSmol) | |
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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
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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
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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 INNTooltip International Nonproprietary Name and BANMTooltip British Approved Name, while flurogestone acetate is its USANTooltip United States Adopted Name.[1][3][2][9] Flugestone is the BANTooltip British Approved Name and DCITTooltip 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
|
|---|
| PRTooltip Progesterone receptor | | Agonists |
- Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
- 6,6-Difluoronorethisterone acetate
- 17α-Allyl-19-nortestosterone
- Allylestrenol
- Altrenogest
- Chloroethynylnorgestrel
- Cingestol
- Danazol
- Desogestrel
- Dienogest
- Ethinylandrostenediol
- Ethisterone
- Ethynerone
- Etonogestrel
- Etynodiol
- Etynodiol diacetate
- Gestodene
- Gestrinone
- Levonorgestrel
- Levonorgestrel esters (e.g., levonorgestrel butanoate)
- Lynestrenol
- Lynestrenol phenylpropionate
- Metynodiol
- Metynodiol diacetate
- Norelgestromin
- Norethisterone (norethindrone)
- Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)
- Noretynodrel
- Norgesterone
- Norgestimate
- Norgestrel
- Norgestrienone
- Norvinisterone
- Oxendolone
- Quingestanol
- Quingestanol acetate
- Tibolone
- Tigestol
- Tosagestin; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
- 11β-Methyl-19-nortestosterone dodecylcarbonate
- 19-Nor-5-androstenediol
- 19-Nor-5-androstenedione
- 19-Nordehydroepiandrosterone
- Bolandiol
- Bolandiol dipropionate
- Bolandione
- Dimethisterone
- Dienedione
- Dienolone
- Dimethandrolone
- Dimethandrolone buciclate
- Dimethandrolone dodecylcarbonate
- Dimethandrolone undecanoate
- Dimethyldienolone
- Dimethyltrienolone
- Ethyldienolone
- Ethylestrenol (ethylnandrol)
- Methyldienolone
- Metribolone (R-1881)
- Methoxydienone (methoxygonadiene)
- Mibolerone
- Nandrolone
- Nandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate)
- Norethandrolone
- Normethandrone (methylestrenolone, normethandrolone, normethisterone)
- RU-2309
- Tetrahydrogestrinone
- Trenbolone (trienolone)
- Trenbolone esters (e.g., trenbolone acetate, trenbolone enanthate)
- Trendione
- Trestolone
- Trestolone acetate
- Nonsteroidal: 3,8-Dihydrodiligustilide
- LG-2527
- LG-100128
- Riligustilide
- RWJ-26819
- RWJ-49853
- RWJ-60130
- Tanaproget
- ZM-182345
- Unknown: ORG-47241
- ORG-201745
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Mixed (SPRMsTooltip Selective progesterone receptor modulators) | |
|---|
| Antagonists |
- Steroidal: Aglepristone
- Lilopristone
- Lonaprisan
- Onapristone
- ORG-31710
- ORG-31806
- ORG-33628
- RTI 3021–022
- Toripristone
- Zanoterone
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mPRTooltip Membrane progesterone receptor (PAQRTooltip Progestin and adipoQ receptor) | |
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- See also
- Receptor/signaling modulators
- Progestogens and antiprogestogens
- Androgen receptor modulators
- Estrogen receptor modulators
- List of progestogens
|
|
|---|
| GRTooltip Glucocorticoid receptor | | Agonists |
- Methasones and related (16-substituted): 16α-Methyl-11-oxoprednisolone
- Alclometasone
- Alclometasone dipropionate
- Amelometasone
- Beclometasone (beclomethasone)
- Betamethasone (betametasone)
- Betamethasone esters
- Cortobenzolone (betamethasone salicylate)
- Ciclometasone (ciclomethasone, cyclomethasone)
- Clobetasol
- Clobetasone
- Clocortolone
- Cloticasone
- Cormetasone (cormethasone)
- Descinolone
- Desoximetasone (desoxymethasone)
- Dexamethasone (dexametasone)
- Diflorasone
- Diflucortolone
- Diflucortolone pivalate
- Diflucortolone valerate
- Dimesone
- Doxibetasol (doxybetasol)
- Fluclorolone
- Flumetasone (flumethasone)
- Flumetasone acetate
- Flumetasone pivalate
- Fluocinolone
- Fluocortin
- Fluocortin butyl (fluocortin butylate)
- Fluocortolone
- Fluprednidene (fluprednylidene)
- Fluticasone
- Halocortolone
- Halometasone
- Icometasone
- Icometasone enbutate (icometasone butyrate acetate)
- Isoprednidene
- Locicortolone (locicortone)
- Locicortolone dicibate (locicortone dicibate)
- Meclorisone
- Meprednisone (methylprednisone)
- Meprednisone acetate
- Meprednisone hydrogen succinate (methylprednisone hemisuccinate)
- Mometasone
- Paramethasone
- Paramethasone acetate
- Paramethasone disodium phosphate
- Paramethasone phosphate
- Prednylidene
- Prednylidene diethylaminoacetate
- Rimexolone
- Ticabesone
- Timobesone
- Triamcinolone
- Ulobetasol (halobetasol)
- Vamorolone
- Others/atypical (other expanded steroid ring systems, homosteroids, and non-pregnane steroids): Cortisuzol
- Cortivazol
- Domoprednate
- Naflocort
- Nicocortonide
- Nivacortol (nivazol)
- Oxisopred
- RU-26988
- RU-28362
- Nonsteroidal glucocorticoids: AZD-5423
- GSK-9027
|
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Mixed (SEGRMsTooltip Selective glucocorticoid receptor agonists) |
- Dagrocorat
- Fosdagrocorat
- Mapracorat
|
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| Antagonists | |
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| Others |
- Antisense oligonucleotides: IONIS-GCCRRx (ISIS-426115)
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- See also
- Receptor/signaling modulators
- Glucocorticoids and antiglucocorticoids
- Mineralocorticoid receptor modulators
- List of corticosteroids
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