Flumethasone
Flumethasone
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Flumethasone

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Catalog Number PR2135173
CAS 2135-17-3
Description Flumethasone is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a privalate salt, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.
Synonyms Flumetasone; Flucorticin; Flumethason; Anaprime; Methagon
IUPAC Name (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Molecular Weight 410.5
Molecular Formula C22H28F2O5
InChI WXURHACBFYSXBI-GQKYHHCASA-N
InChI Key InChI=1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1
Drug Categories Adrenal Cortex Hormones; Anti-Inflammatory Agents; Corticosteroids; Corticosteroids, Dermatological Preparations; Corticosteroids, Moderately Potent (Group II); Cytochrome P-450 CYP3A Substrates; Cytochrome P-450 CYP3A4 Substrates; Cytochrome P-450 Substrates; Dermatologicals; Fused-Ring Compounds; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Immunosuppressive Agents; Otologicals; Pregnadienes; Pregnadienetriols; Pregnanes; Sensory Organs; Steroids; Steroids, Fluorinated
Drug Interactions Abametapir-The serum concentration of Flumethasone can be increased when it is combined with Abametapir.
Acarbose-The risk or severity of hyperglycemia can be increased when Flumethasone is combined with Acarbose.
Aceclofenac-The risk or severity of gastrointestinal irritation can be increased when Flumethasone is combined with Aceclofenac.
Acemetacin-The risk or severity of gastrointestinal irritation can be increased when Flumethasone is combined with Acemetacin.
Acenocoumarol-Flumethasone may increase the anticoagulant activities of Acenocoumarol.
Isomeric SMILES C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C)F
Type Small Molecule
Therapeutic Category Anti-Inflammatory Agents
Pharmacology

Indications

Flumethasone is prescribed for the treatment of a variety of skin conditions, including contact dermatitis, atopic dermatitis, eczema, psoriasis, and diaper rash. These conditions, often characterized by inflammation and irritation, respond well to the therapeutic effects of Flumethasone, which aids in reducing symptoms and promoting skin healing.

Pharmacodynamics

Flumethasone pivalate functions as a moderately potent difluorinated corticosteroid ester, exhibiting significant anti-inflammatory, antipruritic, and vasoconstrictive properties. As a privalate salt, it is specifically formulated to exert its anti-inflammatory effects at the site of application, leading to a rapid reduction in inflammation, exudation, and itching. This localized action helps to effectively target and alleviate the symptoms in the affected areas.

Absorption

When applied topically, Flumethasone exhibits minimal systemic absorption. This characteristic is advantageous as it limits potential systemic effects, confining the action of the medication primarily to the area of application, which enhances its efficacy in treating localized skin conditions.

Metabolism

After application, Flumethasone undergoes primary metabolic processing in the liver. This metabolism ensures that any absorbed drug is efficiently processed and eliminated from the body, maintaining a favorable safety profile for topical use over extended periods.

Mechanism of Action

Flumethasone functions as a potent glucocorticoid receptor agonist, engaging in a mechanism that involves binding to the nucleus, which subsequently initiates a range of genetic activations and repressions. Its anti-inflammatory properties are largely attributed to the action of lipocortins, which are phospholipase A2 inhibitory proteins. These proteins inhibit the release of arachidonic acid, thereby regulating the biosynthesis of inflammatory mediators such as prostaglandins and leukotrienes. Additionally, the immunosuppressive effects of corticosteroids, including flumethasone, manifest through several pathways: a diminished lymphatic system function, lowered concentrations of immunoglobulins and complements, induction of lymphocytopenia, and disruption of antigen-antibody interactions. Furthermore, flumethasone exhibits increased activity when it dissociates from plasma transcortin, to which it is initially bound.

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