Fluorometholone

Fluorometholone
Names
Trade namesEfflumidex, Flucon, FML Forte, others
Other namesFluorometholone acetate
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
Drug classCorticosteroid (glucocorticoid)[1][2]
Main usesAllergic conjunctivitis, anterior uveitis[1][3]
Side effectsIncreased eye pressure, blurry vision, eye irritation, change in taste[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
Pregnancy
category
  • C
External links
AHFS/Drugs.comMonograph
MedlinePlusa682660
Chemical and physical data
FormulaC22H29FO4
Molar mass376.468 g·mol−1
3D model (JSmol)
SMILES
  • O=C(C)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](C)C[C@H]4[C@@H]2CC3)C)C
InChI
  • 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 checkY
  • Key:FAOZLTXFLGPHNG-KNAQIMQKSA-N checkY

Fluorometholone, sold under the brand names Efflumidex among others, is a steroid used to treat inflammatory eye diseases such as allergic conjunctivitis and anterior uveitis.[1][3] It is used as an eye drop.[4]

Common side effects include increased eye pressure, blurry vision, eye irritation, and change in taste.[1] Other side effects may include cataracts and eye infection.[4] It is a corticosteroid, specifically a glucocorticoid.[1][2] It comes in two main forms fluorometholone and fluorometholone acetate.[1]

Fluorometholone was patented in 1959.[2] It is available as a generic medication.[5] In the United Kingdom 10 ml of solution costs the NHS about £3 as of 2021.[4] This amount in the United States costs about 42 USD.[5]

Medical uses

Dosage

It is applied every hour for the first 1 to 2 days and than two to four times per day.[4]

Side effects

It should generally not be used in people with viral infections of the eye, especially without an antiviral.[3]

Pregnancy and breastfeeding

Use during breastfeeding is not believed to be of concern.[6]

Chemistry

Chemically it is known under the name 6α-methyl-9α-fluoro-11β,17α-dihydroxypregna-1,4-diene-3,20-dione, (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.

See also

References

  1. 1 2 3 4 5 6 7 "Fluorometholone Monograph for Professionals". Drugs.com. Archived from the original on 31 July 2020. Retrieved 14 December 2021.
  2. 1 2 3 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 566–. ISBN 978-1-4757-2085-3. Archived from the original on 1 August 2020. Retrieved 3 October 2021.
  3. 1 2 3 "FML Ophthalmic Ointment (fluorometholone) dose, indications, adverse effects, interactions... from PDR.net". www.pdr.net. Archived from the original on 28 September 2018. Retrieved 14 December 2021.
  4. 1 2 3 4 BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 1208. ISBN 978-0857114105.
  5. 1 2 "Fluorometholone Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 14 December 2021.
  6. ↑ "Fluorometholone". Drugs and Lactation Database (LactMed). National Library of Medicine (US). 2006. Archived from the original on 15 December 2021. Retrieved 14 December 2021.
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