Fluocortolone

Title: Fluocortolone
CAS Registry Number: 152-97-6
CAS Name: (6a,11b,16a)-6-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione
Additional Names: 6a-fluoro-16a-methyl-1-dehydrocorticosterone; 6a-fluoro-16a-methyl-D1,4-pregnadiene-11b,21-diol-3,20-dione
Trademarks: Ultralan oral (Schering AG)
Molecular Formula: C22H29FO4
Molecular Weight: 376.46
Percent Composition: C 70.19%, H 7.76%, F 5.05%, O 17.00%
Literature References: Prepn: BE 614196; Kieslich et al., US 3232839 (1962, 1966 to Schering AG); Doménico et al., Arzneim.-Forsch. 15, 46 (1965); Kieslich et al., Ann. 726, 168 (1969). Pharmacology: Doménico et al., loc. cit; Gillich et al., Int. Z. Klin. Pharmakol. Ther. Toxikol. 1, 197 (1968); Von Schoening et al., Klin. Wochenschr. 48, 1448 (1970). Metabolism: Gerhards et al., Acta Endocrinol. 68, 98 (1971). Clinical studies: Breuer et al., Arzneim.-Forsch. 15, 50 (1965).
Properties: Crystals, mp 188-190.5°. Soly (mg/l): 295 in water (37°); 120 in ethanol (20°); 440 in toluene (20°). [a]D20 +100° (dioxane). uv max (methanol): 242 nm (e 16300).
Melting point: mp 188-190.5°
Optical Rotation: [a]D20 +100° (dioxane)
Absorption maximum: uv max (methanol): 242 nm (e 16300)
Derivative Type: 21-Acetate
Molecular Formula: C24H31FO5
Molecular Weight: 418.50
Percent Composition: C 68.88%, H 7.47%, F 4.54%, O 19.12%
Properties: Crystals, mp 237-239°. uv max (methanol): 240 nm (e 15860).
Melting point: mp 237-239°
Absorption maximum: uv max (methanol): 240 nm (e 15860)
Derivative Type: 21-Hexanoate
CAS Registry Number: 303-40-2
Additional Names: Fluocortolone 21-caproate
Manufacturers' Codes: SH-770
Trademarks: Ficoid (Fisons); Ultralanum (Schering AG)
Molecular Formula: C28H39FO5
Molecular Weight: 474.60
Percent Composition: C 70.86%, H 8.28%, F 4.00%, O 16.86%
Properties: Crystals, mp 242-245°. [a]D20 +98.5° (dioxane). uv max (methanol): 242 nm (e 16200). Soly (mg/l): 7.8 in water (37°); 450 in ethanol (20°); 440 in toluene (20°).
Melting point: mp 242-245°
Optical Rotation: [a]D20 +98.5° (dioxane)
Absorption maximum: uv max (methanol): 242 nm (e 16200)
Derivative Type: 21-Pivalate
Additional Names: Fluocortolone trimethylacetate
Molecular Formula: C22H37FO5
Molecular Weight: 400.52
Percent Composition: C 65.97%, H 9.31%, F 4.74%, O 19.97%
Properties: Crystals, mp 187°. Almost insol in water. Sol in chloroform, methanol. Slightly sol in ether.
Melting point: mp 187°
Therap-Cat: Glucocorticoid.
Keywords: Glucocorticoid.
Fluometuron Fluorescein Fluorescein Paper Fluorescin Fluoresone

Fluocortolone
Fluocortolone skeletal.svg
Systematic (IUPAC) name
(1S,2R,8S,10S,11S,13R,14S,15S,17S)-8-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 152-97-6 N
ATC code C05AA08 D07AC05 H02AB03
PubChem CID 9053
ChemSpider 8701 YesY
UNII 65VXC1MH0J YesY
KEGG D04218 YesY
ChEMBL CHEMBL251634 YesY
Synonyms (6S,8S,9R,10S,11S,13S,14S,16R,17S)-6-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Chemical data
Formula C22H29FO4 
Mol. mass 376.462 g/mol
 N (what is this?)  (verify)

Fluocortolone is a glucocorticoid used in the treatment of several conditions, including hemorrhoids.

It is similar to fluocortin, but with one less keto group.