Diflucortolone valerate

Names
IUPAC name

6α,9-Difluoro-11β-hydroxy-16α-methyl-3,20-dioxopregna-1,4-dien-21-yl pentanoate

Systematic IUPAC name

2-[(1S,2R,3aS,3bS,5S,9aS,9bR,10S,11aS)-5,9b-Difluoro-10-hydroxy-2,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl pentanoate

Other names

Afusona; Diflucortolone 21-valerate

Identifiers

CAS Number

* 59198-70-8 Y

3D model (JSmol)

* Interactive image

ChEMBL |

* ChEMBL65702

ChemSpider |

* 82773 Y

PubChem CID

* 91670

UNII |

* 1A63Z067C8 Y

InChI

* InChI=1S/C27H36F2O5/c1-5-6-7-23(33)34-14-21(31)24-15(2)10-17-18-12-20(28)19-11-16(30)8-9-26(19,4)27(18,29)22(32)13-25(17,24)3/h8-9,11,15,17-18,20,22,24,32H,5-7,10,12-14H2,1-4H3/t15-,17+,18+,20+,22+,24-,25+,26+,27+/m1/s1 Y

Key: HHJIUUAMYGBVSD-YTFFSALGSA-N Y

* InChI=1/C27H36F2O5/c1-5-6-7-23(33)34-14-21(31)24-15(2)10-17-18-12-20(28)19-11-16(30)8-9-26(19,4)27(18,29)22(32)13-25(17,24)3/h8-9,11,15,17-18,20,22,24,32H,5-7,10,12-14H2,1-4H3/t15-,17+,18+,20+,22+,24-,25+,26+,27+/m1/s1

Key: HHJIUUAMYGBVSD-YTFFSALGBY

SMILES

* O=C(OCC(=O)[C@@H]3[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C)CCCC

Properties

Chemical formula

| C27H36F2O5
Molar mass | 478.577 g·mol−1
Melting point |  220 °C (428 °F; 493 K)[1]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Y verify (what is YN ?)
Infobox references

Diflucortolone valerate (also Nerisone cream/ointment/fatty ointment, Neriderm ointment, Japanese ジフルコルトロン (Jifurucorutoron)) is a corticosteroid rated Class 3 "potent" (100–150 times) in the New Zealand topical steroid system. It is a white to creamy white crystalline powder. It is practically insoluble in water, freely soluble in dichloromethane and in dioxan, sparingly soluble in ether and slightly soluble in methyl alcohol. Chemically, it is a corticosteroid esterified with valeric acid. It is commonly used topically in dermatology. The brand name is Nerisone; its creams come in potencies of 0.1% and 0.3%.

## See also

* Diflucortolone

## References

1. ↑ Chemlink Diflucortolone valerate

* v
* t
* e

Glucocorticoids and antiglucocorticoids (H02)

Glucocorticoids|

| Natural|

* Cortisone
* Cortisone acetate
* Cortodoxone (cortexolone, 11-deoxycortisol)
* Desoxycortone (deoxycortone, cortexone, 11-deoxycorticosterone)
* Desoxycortone esters
* Hydrocortisone (cortisol)#
* Hydrocortisone esters
* Prebediolone acetate
* Pregnenolone
* Pregnenolone acetate
* Pregnenolone succinate

|

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
* Medrysone
* Methylprednisolone
* Methylprednisolone esters
* 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|

* Antagonists: Aglepristone
* Ketoconazole
* Mifepristone
* Ulipristal acetate

Synthesis modifiers|

* Acetoxolone
* Aminoglutethimide
* Carbenoxolone
* Enoxolone
* Ketoconazole
* Metyrapone
* Mitotane
* Trilostane

* #WHO-EM
* ‡Withdrawn from market
* Clinical trials:
* †Phase III
* §Never to phase III

See also
Glucocorticoid receptor modulators
Mineralocorticoids and antimineralocorticoids
List of corticosteroids

* v
* t
* e

Glucocorticoid receptor modulators

GR|

| 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
* Δ7-Prednisolone
* Δ7-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
(SEGRMs)|

* Dagrocorat
* Fosdagrocorat
* Mapracorat

Antagonists|

* 7α-Hydroxy-DHEA
* 17α-Methylprogesterone
* Aglepristone
* Asoprisnil
* Asoprisnil ecamate
* C108297
* C113176
* CORT-108297
* Cyproterone acetate
* 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

Others|

* Antisense oligonucleotides: IONIS-GCCRRx (ISIS-426115)

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

ja:ジフルコルトロン

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