A synthetic glucocorticoid
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Halcinonide

Item No. 23780

Technical Information
Formal Name
21-chloro-9-fluoro-11β-hydroxy-16α,17-[(1-methylethylidene)bis(oxy)]-pregn-4-ene-3,20-dione
CAS Number
3093-35-4
Synonyms
  • SQ 18,566
Molecular Formula
C24H32ClFO5
Formula Weight
Purity
≥98%
Formulation
A solid
Chloroform: Slightly Soluble
SMILES
O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@]5([H])[C@@]4(C(CCl)=O)OC(C)(C)O5)=C1
InChi Code
InChI=1S/C24H32ClFO5/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,26)17(28)11-22(16,4)24(19,31-20)18(29)12-25/h9,15-17,19,28H,5-8,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
InChi Key
MUQNGPZZQDCDFT-JNQJZLCISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Cayman Chemical
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    Product Description

    Halcinonide is a synthetic glucocorticoid with anti-inflammatory properties.1,2 In a rabbit model of edema, topical application of halcinonide (0.1% w/w) decreases edema by 55% in a reversed passive Arthus skin test (RPA).1 Halcinonide (0.1% w/w) inhibits croton oil-induced ear edema by 70.1% and homologous passive cutaneous anaphylaxis (PCA) by 88.0% in rats dosed three hours prior to induction of inflammation.2 Application of halcinonide (0.1% w/w) to the abraded surface of cecum in rats inhibits leukocyte adhesion (43.3% incidence versus 100% for controls) and lowers the total number of intraperitoneal leukocytes from 270 million to 121 million 3 days post surgery.3 It also acts as an agonist at the smoothened (Smo) receptor with an EC50 value of 1,100 nM.4 Formulations containing halcinonide have been used to treat inflammatory and corticosteroid-responsive dermatoses.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Goldlust, M.B., Palmer, D.M., and Augustine, M.A. Evaluation of topical anti-inflammatory steroid formulations in an Arthus model of inflammation. J. Invest. Dermatol. 66(3), 157-160 (1976).

    2. Iizuka, Y., Endo, Y., and Misawa, Y. Two simple methods for the evaluation of topically active anti-inflammatory steroidal ointments. Agents Actions 11(3), 254-259 (1981).

    3. Zhang, Y.-D., Yao, W., Wu, C.-X., et alTropical application of halcinonide cream reduces the severity and incidence of intraperitoneal adhesions in a rat model. Am. J. Surg. 184(1), 74-77 (2002).

    4. Wang, J., Lu, J., Bond, M.C., et alIdentification of select glucocorticoids as smoothened agonists: Potential utility for regenerative medicine. Proc. Natl. Acad. Sci. USA 107(20), 9323-9328 (2010).