Fluorometholone

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 461102115

| 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

| image = Fluorometholone.svg

| tradename =

| Drugs.com = {{drugs.com|monograph|fluorometholone}}

| MedlinePlus = a682660

| pregnancy_category =

| routes_of_administration =

| ATC_prefix = C05

| ATC_suffix = AA06

| ATC_supplemental = {{ATC|D07|AB06}}, {{ATC|D07|XB04}} (combinations), {{ATC|D10|AA01}}, {{ATC|S01|BA07}}

| legal_CA = Rx-only

| legal_CA_comment = {{cite web | title=Product monograph brand safety updates | website=Health Canada | date=February 2024 | url=https://www.canada.ca/en/health-canada/services/drugs-health-products/drug-products/drug-product-database/label-safety-assessment-update/product-monograph-brand-safety-updates.html | access-date=24 March 2024}}

| legal_status =

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| IUPHAR_ligand = 7079

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 426-13-1

| PubChem = 9878

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB00324

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 9494

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = SV0CSG527L

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D01367

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 31625

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1200600

| C=22 | H=29 | F=1 | O=4

| 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

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = FAOZLTXFLGPHNG-KNAQIMQKSA-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

}}

Fluorometholone (INN, BAN, JAN) (brand names Efflumidex, Flucon, FML Forte, FML, others), also known as 6α-methyl-9α-fluoro-11β,17α-dihydroxypregna-1,4-diene-3,20-dione, is a synthetic glucocorticoid which is used in the treatment of inflammatory eye diseases.{{cite book | vauthors = Elks J |title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA566|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=566–}}{{cite book|title=Index Nominum 2000: International Drug Directory|url=https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA458|date=January 2000|publisher=Taylor & Francis|isbn=978-3-88763-075-1|pages=458–}}{{cite book| vauthors = Morton IK, Hall JM |title=Concise Dictionary of Pharmacological Agents: Properties and Synonyms|url=https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA123|date=6 December 2012|publisher=Springer Science & Business Media|isbn=978-94-011-4439-1|pages=123–}} The C17α acetate ester, fluorometholone acetate (brand name Flarex), is also a glucocorticoid and is used for similar indications.

References

{{Reflist}}

{{Glucocorticoids and antiglucocorticoids}}

{{Vasoprotectives}}

{{Glucocorticoid receptor modulators}}

{{Progesterone receptor modulators}}

{{Xenobiotic-sensing receptor modulators}}

Category:Glucocorticoids

Category:Halohydrins

Category:Organofluorides

Category:Drugs developed by Novartis

Category:Pregnanes

Category:Progestogens

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