Fluorometholone
Fluorometholone
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Fluorometholone

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Catalog Number PR426131
CAS 426-13-1
Description Fluorometholone is a member of the class of glucocorticoids that is Delta(1)-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe.
Synonyms Oxylone; Fluormetholone; Flumetholon
IUPAC Name (6S,8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Molecular Weight 376.5
Molecular Formula C22H29FO4
InChI FAOZLTXFLGPHNG-KNAQIMQKSA-N
InChI Key InChI=1S/C22H29FO4/c1-12-9-17-15-6-8-21(27,13(2)24)20(15,4)11-18(26)22(17,23)19(3)7-5-14(25)10-16(12)19/h5,7,10,12,15,17-18,26-27H,6,8-9,11H2,1-4H3/t12-,15-,17-,18-,19-,20-,21-,22-/m0/s1
Drug Categories Adrenal Cortex Hormones; Agents for Treatment of Hemorrhoids and Anal Fissures for Topical Use; Anti-Acne Preparations; Anti-Acne Preparations for Topical Use; Anti-Allergic Agents; Anti-Inflammatory Agents; Corticosteroid Hormone Receptor Agonists; Corticosteroids; Corticosteroids, Dermatological Preparations; Corticosteroids, Moderately Potent (Group II); Cytochrome P-450 CYP3A Inducers; Cytochrome P-450 CYP3A Substrates; Cytochrome P-450 CYP3A4 Inducers; Cytochrome P-450 CYP3A4 Inducers (strength unknown); Cytochrome P-450 CYP3A4 Substrates; Cytochrome P-450 CYP3A5 Inducers; Cytochrome P-450 CYP3A5 Inducers (strength unknown); Cytochrome P-450 Enzyme Inducers; Cytochrome P-450 Substrates; Dermatologicals; Fused-Ring Compounds; Glucocorticoids; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Hyperglycemia-Associated Agents; Immunosuppressive Agents; Ophthalmologicals; Pregnadienediols; Pregnadienes; Pregnanes; Sensory Organs; Steroids; Steroids, Fluorinated; Thyroxine-binding globulin inhibitors; Vasoprotectives
Drug Interactions Abametapir-The serum concentration of Fluorometholone can be increased when it is combined with Abametapir.
Abatacept-The risk or severity of adverse effects can be increased when Fluorometholone is combined with Abatacept.
Acarbose-The risk or severity of hyperglycemia can be increased when Fluorometholone is combined with Acarbose.
Aceclofenac-The risk or severity of gastrointestinal irritation can be increased when Fluorometholone is combined with Aceclofenac.
Acemetacin-The risk or severity of gastrointestinal irritation can be increased when Fluorometholone is combined with Acemetacin.
Isomeric SMILES C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@]2([C@@]4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)O
Standard In-house
Type Small Molecule
Therapeutic Category Ophthalmic Agents
Pharmacology

Indications

Fluorometholone is indicated for the ophthalmic treatment of inflammation that is responsive to corticosteroids. This includes conditions affecting the palpebral and bulbar conjunctiva, cornea, and the anterior segment of the eye. It is specifically utilized in cases where a corticosteroid-responsive anti-inflammatory treatment is warranted.

Pharmacodynamics

Fluorometholone functions by inhibiting the body's inflammatory response to various stimuli. As a corticosteroid, it decreases inflammation by reducing edema, fibrin deposition, and capillary dilation. Additionally, it inhibits leukocyte migration, capillary and fibroblast proliferation, collagen deposition, and scar formation, all of which are typical responses in inflammatory processes. Its action may also delay or slow down the healing process.

Mechanism of Action

Fluorometholone's mechanism of action, while not definitively established, is believed to involve the modulation of inflammatory responses via the induction of phospholipase A2 inhibitory proteins known as lipocortins. These proteins are hypothesized to regulate the synthesis of key inflammatory mediators, such as prostaglandins and leukotrienes, by preventing the liberation of their precursor, arachidonic acid, from membrane phospholipids-an action initially catalyzed by phospholipase A2. The primary action site of fluorometholone is the cytosolic glucocorticoid receptor, to which it binds and forms a receptor-ligand complex. This complex subsequently translocates to the cell nucleus, where it interacts with glucocorticoid response elements (GREs) located in the promoter regions of specific genes. The receptor, once bound to DNA, further engages with fundamental transcription factors, thereby enhancing the expression of the targeted genes.

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