CAS 56-12-7|CAS 356-12-7|Cortalar|Fluocinonide [USAN:BAN:INN:JAN]|Lonide|Topsyn|Biscosal|Fluzon|Fluocinonidum [INN-Latin]|Fluocinonido [INN-Spanish]|Lidex-E|Metosyn|Fluocinolone acetonide acetate|To...

General Information

Structure

Molecular Formula

C₂₆H₃₂F₂O₇

Molecular Mass

494.5248864

Exact Mass

494.2116098

Charge

InChI

InChI=1S/C26H32F2O7/c1-13(29)33-12-20(32)26-21(34-22(2,3)35-26)10-15-16-9-18(27)17-8-14(30)6-7-23(17,4)25(16,28)19(31)11-24(15,26)5/h6-8,15-16,18-19,21,31H,9-12H2,1-5H3/t15-,16-,18-,19-,21+,23-,24-,25-,26+/m0/s1

InChIKey

WJOHZNCJWYWUJD-IUGZLZTKSA-N

Canonic Smiles

CC(=O)OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1C[C@@H](C1=CC(=O)C=C[C@]21C)F)F)(C)C

Isomeric Smiles

F[C@@]12[C@H]([C@H]3[C@@]([C@@]4(OC(O[C@@H]4C3)(C)C)C(=O)COC(=O)C)(C[C@@H]1O)C)C[C@H](F)C1=CC(=O)C=C[C@]21C

Calculated Properties

JChem

Acid pKa

13.551528

H Acceptors

H Donor

LogD (pH = 5.5)

2.045524

LogD (pH = 7.4)

2.0455236

Log P

2.045524

Molar Refractivity

120.5647

Polarizability

47.012203

Polar Surface Area

99.13

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.93

LOG S

-4.47

Solubility (Water)

1.68e-02 g/l

Data Source

Names and Identifiers

Brand Name

CortalarLonideTopsynBiscosalFluzonLidex-EMetosynTopsyminLidexStradermFluonexBestasoneLydermSynalar acetateVanosLidex E

Synonyms

Fluocinonide [USAN:BAN:INN:JAN]Fluocinonidum [INN-Latin]Fluocinonido [INN-Spanish]Fluocinolone acetonide acetateFluocinonideFluocinolide acetateFluocinonide Emulsified BaseFluocinolidefluocinonideFluocinomideFLUOCINOLONE ACETONIDE 21-ACETATELonide(6α,11β,16α)-21-(acetyloxy)-6,9-difluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dioneLidexLydermFluonexLidex-EFluocinonideMetosynLidex E(6α,11β,16α)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dioneTopsyminTopsynFlucinarFluocinolone Acetonide AcetateDermaplusVanosStradermTopsymTopsyneNSC 101791BiscosalFlucetonide

IUPAC name

2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-8-yl]-2-oxoethyl acetate 2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.0?,?.0?,?.0??,??]icosa-14,17-dien-8-yl]-2-oxoethyl acetate 2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-14,17-dien-8-yl]-2-oxoethyl acetate

IUPAC Traditional name

fluocinonide

Names and Identifiers

Registration numbers

CAS Number

PubChem SID

PubChem CID

EC Number

MDL Number

Unique Ingredient Identifier

CHEMBL

Chemspider ID

ATC CODE

Medline Plus

DrugBank ID

Wikipedia Title

KEGG ID

Registration numbers

Properties

Physical Property

Product Information

Salt Data

Free Base

Certificate of Analysis

Download link

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C26H32F2O7

Derivatives & analogs of Natural Compounds

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01047

Drug Groups

approved; investigational

Description

A topical glucocorticoid used in the treatment of eczema. [PubChem]

Indication

A topical anti-inflammatory product for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Pharmacology

Fluocinonide is a potent glucocorticoid steroid used topically as anti-inflammatory agent for the treatment of skin disorders such as eczema. It relieves itching, redness, dryness, crusting, scaling, inflammation, and discomfort. [Wikipedia]

Toxicity

Side effects may include acne-like eruptions, burning, dryness, excessive hair growth, infection of the skin, irritation, itching, lack of skin color, prickly heat, skin inflammation, skin loss or softening, stretch marks

Affected Organisms

Humans and other mammals

Absorption

The extent of percutaneous absorption of topical corticosteroids is determined by many factors including the vehicle, the integrity of the epidermal barrier, and the use of occlusive dressings. In general, percutaneous absorption is minimal.

Elimination

Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys. Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

Selleck Chemicals

S2608

Research Area: Inflammation
Biological Activity:
Fluocinonide(Vanos) is a potent glucocorticoid steroid used topically as anti-inflammatory agent for the treatment of skin disorders such as eczema. It relieves itching, redness, dryness, crusting, scaling, inflammation, and discomfort. [1]

(Fluocinomide)

SML0099

Biochem/physiol Actions
Flucinonide is a fluorinated glucocorticid that is used as a topical anti-inflammatory agent. Recently, flucinonide and other fluorinated glucocorticolids were identified as smoothend agonists. Flucinonide induces expression of Gli-reporter luciferase in Shh-LIGHT2 cells.

TRC

F455805

Glucocorticoid; anti-inflammatory.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Fluocinonide

• Brunmair, B., et al.: J. Pharmacol. Exp. Therap., 311, 109 (1964)

• Sammul, et al.: J. Assoc. Off. Agric. Chem., 47, 952 (1964)

• Emerson, M.V., et al.: BioDrugs, 21, 245 (1964)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Brand Name

CortalarLonideTopsynBiscosalFluzonLidex-EMetosynTopsyminLidexStradermFluonexBestasoneLydermSynalar acetateVanosLidex E

Synonyms

IUPAC name

IUPAC Traditional name

fluocinonide

Registration numbers

CAS Number

PubChem SID

PubChem CID

EC Number

MDL Number

Unique Ingredient Identifier

CHEMBL

Chemspider ID

ATC CODE

Medline Plus

DrugBank ID

Wikipedia Title

KEGG ID

Molecule Details

DB01047

Drug Groups

approved; investigational

Description

A topical glucocorticoid used in the treatment of eczema. [PubChem]

Indication

A topical anti-inflammatory product for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Pharmacology

Toxicity

Affected Organisms

Humans and other mammals

Absorption

Elimination

Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys. Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

S2608

(Fluocinomide)