Fluprednisolone - Misplaced Pages

Fluprednisolone
Names


IUPAC name 6α-Fluoro-11β,17α,21-trihydroxypregna-1,4-diene-3,20-dione
Systematic IUPAC name (1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-5-Fluoro-1,10-dihydroxy-1-(hydroxyacetyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,9a,9b,10,11,11a-dodecahydro-7H-cyclopentaphenanthren-7-one
Identifiers
CAS Number	53-34-9
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1200774
ChemSpider	5665
ECHA InfoCard	100.000.156
KEGG	D04227
PubChem CID	5876
UNII	9H05937G3X
CompTox Dashboard (EPA)	DTXSID5046067
InChI InChI=1S/C21H27FO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15-16,18,23,25,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1Key: MYYIMZRZXIQBGI-HVIRSNARSA-N InChI=1/C21H27FO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15-16,18,23,25,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1Key: MYYIMZRZXIQBGI-HVIRSNARBK
SMILES C12C(3(1CC2(C(=O)CO)O)C(C4=CC(=O)C=C34C)F)O
Properties
Chemical formula	C₂₁H₂₇FO₅
Molar mass	378.43 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Fluprednisolone is a pregnane. It is a corticosteroid.

References

Naggar VF, Gouda MW, Khalil SA (December 1977). "In vitro adsorption of some corticosteroids on antacids". Pharmazie. 32 (12): 778–81. PMID 613316.

Glucocorticoids and antiglucocorticoids (D07, H02)

Glucocorticoids

Natural

Synthetic

Cortisol-like and related (16-unsubstituted): Chloroprednisone
Cloprednol
Difluprednate
Fludrocortisone
Flugestone acetate (flurogestone acetate)
Fluocinolone
Fluorometholone
- Fluorometholone acetate
Fluperolone
- Fluperolone acetate
Fluprednisolone
- Fluprednisolone esters
Loteprednol (+tobramycin)
Medrysone
Methylprednisolone
- Methylprednisolone esters
Methylprednisolone aceponate
Prednicarbate
Prednisolone
Prednisone
Tixocortol
- Tixocortol pivalate

Methasones and related (16-substituted): Alclometasone
Beclometasone
- Beclometasone esters
Betamethasone
- Betamethasone esters
Clobetasol
- Clobetasol propionate
Clobetasone
Clocortolone
- Clocortolone esters
Cortivazol
Desoximetasone
Dexamethasone
- Dexamethasone esters
Diflorasone
Diflucortolone
- Diflucortolone valerate
Fluclorolone
Flumetasone
Fluocortin
Fluocortolone
- Fluocortolone esters
Fluprednidene acetate
Fluticasone
- Fluticasone furoate
- Fluticasone propionate
Halometasone
Meprednisone
Mometasone
- Mometasone furoate
Paramethasone
Prednylidene
Rimexolone
Triamcinolone
Ulobetasol (halobetasol)

Cyclic ketals (16,17-cyclized): Amcinonide
Budesonide
Ciclesonide
Deflazacort
Desonide
Fluclorolone acetonide (flucloronide)
Fludroxycortide (flurandrenolone, flurandrenolide)
Flunisolide
Fluocinolone acetonide
Fluocinonide
Formocortal (fluoroformylone)
Halcinonide
Triamcinolone acetonide
- Triamcinolone acetonide esters

Antiglucocorticoids

Synthesis modifiers

WHO-EM
Withdrawn from market
Clinical trials:
- Phase III
- Never to phase III

See also: Glucocorticoid receptor modulators; Mineralocorticoids and antimineralocorticoids; List of corticosteroids

Glucocorticoid receptor modulators

GRTooltip Glucocorticoid receptor

Agonists	Cortisol-like and related (16-unsubstituted): 3α,5α-Tetrahydrocorticosterone 5α-Dihydrocorticosterone 9α-Fluorocortisone (alfluorone) 11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone) 11-Dehydrocorticosterone acetate 11-Deoxycorticosterone (desoxycortone, deoxycortone, desoxycorticosterone) Desoxycortone esters 11-Deoxycortisol (cortodoxone, cortexolone) Cortifen (cortiphen, kortifen) Cortodoxone acetate 21-Deoxycortisol Δ-Prednisolone Δ-Prednisolone 21-acetate Amebucort Chloroprednisone Chloroprednisone acetate Cloprednol Cloprednol acetate Corticosterone Corticosterone acetate Corticosterone benzoate Cortisol (hydrocortisone) Benzodrocortisone (hydrocortisone benzoate) Hydrocortamate (hydrocortisone diethylaminoacetate) Hydrocortisone esters Cortisone Cortisone acetate Deprodone Deprodone propionate Dichlorisone Dichlorisone acetate Dichlorisone diacetate Difluprednate Endrisone (endrysone) Etiprednol Etiprednol dicloacetate (etiprednol dichloroacetate) Fludrocortisone (fludrocortone) Fludrocortisone acetate Fluorometholone Fluorometholone acetate Fluperolone Fluperolone acetate Fluprednisolone Fluprednisolone esters Halopredone Halopredone acetate (halopredone diacetate) Isoflupredone (9α-fluoroprednisolone) Isoflupredone acetate Loteprednol Mazipredone (depersolone) Medrysone Methylprednisolone Methylprednisolone esters Prebediolone Prebediolone acetate Prednisolone Prednazate Prednazoline Prednicarbate (prednisolone ethylcarbonate propionate) Prednimustine Prednisolamate (prednisolone diethylaminoacetate) Prednisolone esters Prednisone Prednisone esters Pregnenolone Pregnenolone acetate Pregnenolone succinate (pregnenolone hemisuccinate) Resocortol Tipredane Tixocortol Butixocort (tixocortol butyrate) Butixocort propionate Tixocortol pivalate Methasones and related (16-substituted): 16α-Methyl-11-oxoprednisolone Alclometasone Alclometasone dipropionate Amelometasone Beclometasone (beclomethasone) Beclometasone esters Betamethasone (betametasone) Betamethasone esters Cortobenzolone (betamethasone salicylate) Ciclometasone (ciclomethasone, cyclomethasone) Clobetasol Clobetasol propionate Clobetasone Clobetasone butyrate Clocortolone Clocortolone esters Cloticasone Cloticasone propionate Cormetasone (cormethasone) Cormetasone acetate Descinolone Desoximetasone (desoxymethasone) Dexamethasone (dexametasone) Dexamethasone esters Diflorasone Diflorasone diacetate Diflucortolone Diflucortolone pivalate Diflucortolone valerate Dimesone Dimesone acetate Doxibetasol (doxybetasol) Fluclorolone Flumetasone (flumethasone) Flumetasone acetate Flumetasone pivalate Fluocinolone Fluocortin Fluocortin butyl (fluocortin butylate) Fluocortolone Fluocortolone esters Fluprednidene (fluprednylidene) Fluprednidene acetate Fluticasone Fluticasone furoate Fluticasone propionate Halocortolone Halometasone Icometasone Icometasone enbutate (icometasone butyrate acetate) Isoprednidene Locicortolone (locicortone) Locicortolone dicibate (locicortone dicibate) Meclorisone Meclorisone dibutyrate Meprednisone (methylprednisone) Meprednisone acetate Meprednisone hydrogen succinate (methylprednisone hemisuccinate) Mometasone Mometasone furoate Paramethasone Paramethasone acetate Paramethasone disodium phosphate Paramethasone phosphate Prednylidene Prednylidene diethylaminoacetate Rimexolone Ticabesone Ticabesone propionate Timobesone Timobesone acetate Triamcinolone Triamcinolone diacetate Ulobetasol (halobetasol) Ulobetasol propionate Vamorolone Cyclic ketals (16,17-cyclized): Acrocinonide (triamcinolone acroleinide) Amcinafal (triamcinolone pentanonide) Amcinafide (triamcinolone acetophenide) Amcinonide (triamcinolone acetate cyclopentanonide) Budesonide Ciclesonide Cicortonide Deflazacort (azacort) Descinolone acetonide Desonide (hydroxyprednisolone acetonide) Desonide disodium phosphate Desonide pivalate Dexbudesonide Drocinonide Drocinonide phosphate Fluazacort Fluclorolone acetonide (flucloronide) Fludroxycortide (flurandrenolone, flurandrenolide) Flumoxonide Flunisolide Flunisolide acetate Fluocinolone acetonide Ciprocinonide (fluocinolone acetonide cyclopropylcarboxylate) Fluocinonide (fluocinolide, fluocinolone acetonide acetate) Procinonide (fluocinolone acetonide propionate) Formocortal Halcinonide Itrocinonide Rofleponide Rofleponide palmitate Tralonide Triamcinolone acetonide Flupamesone (triamcinolone acetonide metembonate) Triamcinolone acetonide esters Triamcinolone aminobenzal benzamidoisobutyrate (TBI-PAB) Triclonide Others/atypical (other expanded steroid ring systems, homosteroids, and non-pregnane steroids): Cortisuzol Cortivazol Domoprednate Naflocort Nicocortonide Nicocortonide acetate Nivacortol (nivazol) Oxisopred RU-26988 RU-28362 Non-corticosteroids with some glucocorticoid activity: 15β-Hydroxycyproterone acetate 17α-Hydroxyprogesterone Bromoketoprogesterone Chlormadinone acetate Cyproterone Cyproterone acetate Danazol Delmadinone acetate Desogestrel DU-41165 Etonogestrel Flugestone Flugestone acetate (flurogestone acetate) Fluoromedroxyprogesterone acetate Fluoxymesterone Gestodene Medrogestone Medroxyprogesterone acetate Megestrol acetate Metribolone Norgestomet Osaterone acetate Progesterone Promegestone RU-2309 Quingestrone Segesterone acetate (nestorone) Tetrahydrogestrinone Nonsteroidal glucocorticoids: AZD-5423 GSK-9027
Mixed (SEGRMsTooltip Selective glucocorticoid receptor agonists)	Dagrocorat Fosdagrocorat Mapracorat
Antagonists	7α-Hydroxy-DHEA 17α-Methylprogesterone Aglepristone Asoprisnil Asoprisnil ecamate C108297 C113176 CORT-108297 Cyproterone acetate Dazucorilant Exicorilant (CORT-125281) Guggulsterone Ketoconazole Lilopristone LLY-2707 Metapristone (RU-42633) Miconazole Mifepristone (RU-486) Miricorilant (CORT-118335) Onapristone ORG-34116 ORG-34517 (SCH-900636) ORG-34850 Pregnenolone 16α-carbonitrile Relacorilant (CORT-125134) RTI 3021–012 RTI 3021–022 Telapristone Tibolone Toripristone Ulipristal acetate Zavacorilant
Others	Antisense oligonucleotides: IONIS-GCCR_Rx (ISIS-426115)

See also: Receptor/signaling modulators; Glucocorticoids and antiglucocorticoids; Mineralocorticoid receptor modulators; List of corticosteroids

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