Fluorometholone

Title: Fluorometholone
CAS Registry Number: 426-13-1
CAS Name: (6a,11b)-9-Fluoro-11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione
Additional Names: 21-desoxy-9a-fluoro-6a-methylprednisolone; 21-desoxy-6a-methyl-9a-fluoroprednisolone; fluormetholon
Trademarks: Delmeson (Aventis); Efflumidex (Allergan); Fluaton (Tubi Lux); Flumetholon (Santen); Fluor-Op (Novartis); FML (Allergan)
Molecular Formula: C22H29FO4
Molecular Weight: 376.46
Percent Composition: C 70.19%, H 7.76%, F 5.05%, O 17.00%
Literature References: Prepn: F. H. Lincoln et al., US 2867637 (1959 to Upjohn). Prepn of acetate and other esters: B. J. Magerlein et al., US 3038914 (1962 to Upjohn). Pharmacology of acetate: A. Kupferman et al., Arch. Ophthalmol. 100, 640 (1982). HPLC determn: H. Tokunaga et al., Chem. Pharm. Bull. 32, 4012 (1984). Clinical evaluation in ocular inflammation: H. M. Leibowitz et al., Ann. Ophthalmol. 16, 1110 (1984).
Properties: Crystals from acetone, mp 292-303°.
Melting point: mp 292-303°
Derivative Type: 17-Acetate
CAS Registry Number: 3801-06-7
Trademarks: Eflone (Novartis)
Molecular Formula: C24H31FO5
Molecular Weight: 418.50
Percent Composition: C 68.88%, H 7.47%, F 4.54%, O 19.12%
Properties: Crystals from ethyl acetate + hexanes, mp 230-232°. [a]D +28° (chloroform).
Melting point: mp 230-232°
Optical Rotation: [a]D +28° (chloroform)
Therap-Cat: Glucocorticoid; anti-inflammatory.
Keywords: Glucocorticoid.
Fluorosalan Fluorosulfonic Acid Fluorotoluene Fluorouracil Fluosilicic Acid

Fluorometholone
Fluorometholone.png
Systematic (IUPAC) name
(1R,2S,8S,10S,11S,14R,15S,17S)-14-acetyl-1-fluoro-14,17-dihydroxy-2,8,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a682660
Pregnancy cat. C
Legal status  ?
Identifiers
CAS number 426-13-1 YesY
ATC code C05AA06 D07AB06, D07XB04 (combinations), D10AA01, S01BA07
PubChem CID 9878
DrugBank DB00324
ChemSpider 9494 YesY
UNII SV0CSG527L YesY
KEGG D01367 YesY
ChEMBL CHEMBL1200600 N
Synonyms (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
Chemical data
Formula C22H29FO4 
Mol. mass 376.462 g/mol
 N (what is this?)  (verify)

Fluorometholone is a corticosteroid, most often used after laser-based refractive surgery. It is marketed under the brand names FML (Allergan) and Flarex (Alcon).

Fluorometholone acetate ophthalmic suspension is indicated for use in the treatment of steroid responsive inflammatory conditions of the palpebral and bulbar conjunctiva, cornea, and anterior segment of the eye.