A prodrug form of desisobutyryl-ciclesonide
Related Products
Active Metabolite(s)
34819Desisobutyryl Ciclesonide
Labeled Version(s)
28527Ciclesonide-d7
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Ciclesonide

Item No. 18227

Technical Information
Formal Name
16α,17-[[(R)-cyclohexylmethylene]bis(oxy)]-11β-hydroxy-21-(2-methyl-1-oxopropoxy)-pregna-1,4-diene-3,20-dione
CAS Number
126544-47-6
Synonyms
  • CIC
  • RPR 251526
Molecular Formula
C32H44O7
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
λmax
243 nm
SMILES
O=C1C=C[C@@]2(C)C(CC[C@]3([H])[C@]2([H])[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@]5([H])[C@@]4(C(COC(C(C)C)=O)=O)O[C@H](C6CCCCC6)O5)=C1
InChi Code
InChI=1S/C32H44O7/c1-18(2)28(36)37-17-25(35)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(33)12-13-30(20,3)27(22)24(34)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,34H,5-11,15-17H2,1-4H3/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1
InChi Key
LUKZNWIVRBCLON-GXOBDPJESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ciclesonide (CIC) is a prodrug form of the glucocorticoid receptor agonist desisobutyryl-CIC (des-CIC).1 CIC binds to the glucocorticoid receptor with a Ki value of 37 nM.2 It is selective for the glucocorticoid receptor over the estrogen, progesterone, and testosterone receptors. CIC inhibits eosinophil influx into the lung (ED50 = 0.49 mg/kg) and reduces sephadex-induced lung edema (ED50 = 0.72 mg/kg) in a rat model of ovalbumin-sensitized and -challenged airway inflammation. Formulations containing CIC have been used in the maintenance treatment of asthma and in the treatment of allergic rhinitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Derendorf, H., Nave, R., Drollmann, A., et alRelevance of pharmacokinetics and pharmacodynamics of inhaled corticosteroids to asthma. Eur. Respir. J. 28(5), 1042-1050 (2006).

    2. Belvisi, M.G., Bundschuh, D.S., Stoeck, M., et alPreclinical profile of ciclesonide, a novel corticosteroid for the treatment of asthma. J. Pharmacol. Exp. Ther. 314(2), 568-574 (2005).