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Chloroprednisone

Clinical data
Other names	6α-Chloro-1,4-pregnadiene-17a,21-diol-3,11,20-trione
ATC code	S01CA09 (WHO) (combination with antiinfectives)
Identifiers
IUPAC name (6α)-6-Chloro-17,21-dihydroxypregna-1,4-diene-3,11,20-trione
CAS Number	52080-57-6
PubChem CID	3034026
ChemSpider	2298578
UNII	564IBO56IP
ECHA InfoCard	100.052.387
Chemical and physical data
Formula	C21H25ClO5
Molar mass	392.88 g·mol
3D model (JSmol)	Interactive image
SMILES O=C(CO)3(O)CC24C(Cl)\C1=C\C(=O)\C=C/1(C)4C(=O)C23C
InChI InChI=1S/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15,18,23,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,18+,19-,20-,21-/m0/s1 Key:NPSLCOWKFFNQKK-ZPSUVKRCSA-N

Chloroprednisone is a topical glucocorticoid first reported in 1960. It is a chlorinated derivative of prednisone. The acetate ester prodrug, chloroprednisone 21-acetate, was sold under the brand name Topilan as an anti-inflammatory agent.

There is little published about chloroprednisone. This may be due to limited activity topically because the skin lacks the necessary activating enzyme 11-Beta hydroxysteroid dehydrogenase. Systemically, this agent's activity on glucocorticoid receptors may not have competed with agents like fludrocortisone or dexamethasone.

References

1. DE 1079042, Batres E, Bowers A, Djerassi C, Kincl FA, Mancera O, Ringold HJ, Rosenkranz J, Zaffaroni A, "6α-Chloro- or 6α-fluoro-1,4-pregnadiene-3,20-diones.", issued 1960. 
2. Budavari S, ed. (1989). "2157: Chloroprednisone". The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th, centennial ed.). Rahway, N.J., U.S.A.: Merck. ISBN 978-0-911910-28-5.
3. Roberts AD (1991). Dictionary of Steroids: Chemical Data, Structures, and Bibliographies. Vol. 1. CRC Press. p. 108.

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