A synthetic corticosteroid
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Fluocinonide

Item No. 23803

Technical Information
Formal Name
21-(acetyloxy)-6α,9-difluoro-11β-hydroxy-16α,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione
CAS Number
356-12-7
Synonyms
  • NSC 101791
Molecular Formula
C26H32F2O7
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.2 mg/ml
λmax
237 nm
SMILES
O=C1C=C[C@@]2(C)C([C@@H](F)C[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@]5([H])[C@@]4(C(COC(C)=O)=O)OC(C)(C)O5)=C1
InChi Code
InChI=1S/C26H32F2O7/c1-13(29)33-12-20(32)26-21(34-22(2,3)35-26)10-15-16-9-18(27)17-8-14(30)6-7-23(17,4)25(16,28)19(31)11-24(15,26)5/h6-8,15-16,18-19,21,31H,9-12H2,1-5H3/t15-,16-,18-,19-,21+,23-,24-,25-,26+/m0/s1
InChi Key
WJOHZNCJWYWUJD-IUGZLZTKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fluocinonide is a synthetic fluorinated corticosteroid that binds to the glucocorticoid receptor and has anti-inflammatory properties.1,2 It prevents inflammation and epidermal cell proliferation induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014). Fluocinonide inhibits tumor promotion and DNA synthesis in mouse epidermis when applied topically at a dose of 10 µg/0.2 ml. It also acts as an agonist at the smoothened (Smo) receptor with an EC50 value of 1,000 nM in a ligand displacement assay in cells overexpressing the Smo receptor.3 Formulations containing fluocinonide are used in the treatment of various skin conditions, including psoriasis and atopic dermatitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Avery, A.M., and Chittiboyina, A.G. Anti‐inflammatory glucocorticoids. Burger's medicinal chemistry, drug discovery and development 7, 35-152 (2010).

    2. Viaje, A., Slaga, T.J., Wigler, M., et alEffects of antiinflammatory agents on mouse skin tumor promotion, epidermal DNA synthesis, phorbol ester-induced cellular proliferation, and production of plasminogen activator. Cancer Res. 37(5), 1530-1536 (1977).

    3. Wang, J., Barak, L.S., Mook, R.A., Jr., et alGlucocorticoid hedgehog agonists in neurogenesis. Stem Cell Regulators 87, 207-215 (2011).