Deflazacort

Title: Deflazacort
CAS Registry Number: 14484-47-0
CAS Name: (11b,16b)-21-(Acetyloxy)-11-hydroxy-2¢-methyl-5¢H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione
Additional Names: 11b,21-dihydroxy-2¢-methyl-5¢bH-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 2l-acetate; pregna-1,4-diene-11b,21-diol-3,20-dione[17a,16a-d]-2¢-methyloxazoline 21-acetate; oxazacort; azacort
Manufacturers' Codes: DL-458-IT; L-5458
Trademarks: Calcort (Aventis); Deflan (Guidotti); Dezacor (HMR); Flantadin (Lepetit); Lantadin (Lepetit)
Molecular Formula: C25H31NO6
Molecular Weight: 441.52
Percent Composition: C 68.01%, H 7.08%, N 3.17%, O 21.74%
Literature References: Systemic corticosteroid; oxazoline derivative of prednisolone, q.v. Prepn: G. Nathansohn, G. Winters, BE 679820; eidem, GB 1077393; eidem, US 3436389 (1966, 1967, 1969 all to Lepetit); G. Nathansohn et al., J. Med. Chem. 10, 799 (1967). Pharmacology: P. Schiatti et al., Arzneim.-Forsch. 30, 1543 (1980). Pharmacokinetics: A. Assandri et al., Eur. J. Drug Metab. Pharmacokinet. 5, 207 (1980); eidem, Adv. Exp. Med. Biol. 171, 9 (1984). Immunosuppressive activity in humans: B. H. Hahn et al., J. Rheumatol. 8, 783 (1981). Effect on human mineral metabolism: T. J. Hahn et al., Calcif. Tissue Int. 31, 109 (1980); on human glucose metabolism: P. Cavallo-Perin et al., Eur. J. Clin. Pharmacol. 26, 357 (1984). Clinical comparison with prednisone, q.v., in rheumatoid arthritis and lupus: B. Imbimbo et al., Adv. Exp. Med. Biol. 171, 241 (1984).
Properties: Crystals from acetone-hexane, mp 255-256.5°. [a]D +62.3° (c = 0.5 in chloroform). uv max (methanol): 241-242 nm (E1%1cm 352.5). LD50 orally in mice: 5200 mg/kg (Schiatti).
Melting point: mp 255-256.5°
Optical Rotation: [a]D +62.3° (c = 0.5 in chloroform)
Absorption maximum: uv max (methanol): 241-242 nm (E1%1cm 352.5)
Toxicity data: LD50 orally in mice: 5200 mg/kg (Schiatti)
Therap-Cat: Anti-inflammatory; glucocorticoid.
Keywords: Glucocorticoid.
Defosfamide DEHP Dehydroacetic Acid Dehydroascorbic Acid Dehydrocholic Acid

Deflazacort
Deflazacort structure.svg
Systematic (IUPAC) name
(11β,16β)-21-(acetyloxy)-11-hydroxy-2′-methyl-5′H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Routes Oral
Pharmacokinetic data
Protein binding 40%
Metabolism By plasma esterases, to active metabolite
Half-life 1.1–1.9 hours (metabolite)
Excretion Renal (70%) and fecal (30%)
Identifiers
CAS number 14484-47-0 YesY
ATC code H02AB13
PubChem CID 26709
ChemSpider 164861 N
UNII KR5YZ6AE4B YesY
KEGG D03671 YesY
Chemical data
Formula C25H31NO6 
Mol. mass 441.517 g/mol
 N (what is this?)  (verify)

Deflazacort is a glucocorticoid used as an anti-inflammatory and immunosuppressant.

Deflazacort is an inactive prodrug which is metabolized rapidly to the active drug 21-desacetyldeflazacort.[1] Its potency is around 70–90% that of prednisone.[2]

It is sold in the United Kingdom by Shire under the trade name Calcort;[2] in Brazil as Cortax, Decortil, and Deflanil; in India as MOAID, DFZ, Decotaz, and DefZot; in Panama as Zamen, Spain as Zamene and in Honduras as Flezacor.[3] It is not available in the United States.