CAS 14484-47-0|Deflazacort

Introduction:Basic information about CAS 14484-47-0|Deflazacort, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDeflazacort
CAS Number14484-47-0Molecular Weight441.517
Density1.4±0.1 g/cm3Boiling Point595.4±50.0 °C at 760 mmHg
Molecular FormulaC25H31NO6Melting Point255-256.5ºC
MSDSChineseUSAFlash Point313.9±30.1 °C

Names

NameDeflazacort
SynonymMore Synonyms

Deflazacort BiologicalActivity

DescriptionDeflazacort is a glucocorticoid used as an anti-inflammatory and immunosuppressant.Target: Glucocorticoid ReceptorDeflazacort is an inactive prodrug which is converted rapidly to the active metabolite 21-desacetyldeflazacort. Maximum concentrations of 21-desacetyldeflazacort averaged 116 ng/ml and were observed after 1.3 h. The average area under the curve was 280 ng/ml.h, and the terminal half-life was 1.3 h. 21-Desacetyldeflazacort was cleared significantly faster than both methylprednisolone and prednisolone [1]. Two of 40 boys treated with deflazacort died at 13 and 18 years of age from cardiac failure. The treated boys were significantly shorter, did not have excessive weight gain and 22 of 40 had asymptomatic cataracts. Deflazacort has a very significant impact on health, quality of life and health care costs for boys with DMD and their families, and is associated with few side effects [2].
Related CatalogSignaling Pathways >>GPCR/G Protein >>Glucocorticoid ReceptorResearch Areas >>Inflammation/Immunology
References

[1]. Mollmann, H., et al., Pharmacokinetic/pharmacodynamic evaluation of deflazacort in comparison to methylprednisolone and prednisolone. Pharmaceutical research, 1995. 12(7): p. 1096-1100.

[2]. Biggar, W., et al., Long-term benefits of deflazacort treatment for boys with Duchenne muscular dystrophy in their second decade. Neuromuscular Disorders, 2006. 16(4): p. 249-255.

Chemical & Physical Properties

Density1.4±0.1 g/cm3
Boiling Point595.4±50.0 °C at 760 mmHg
Melting Point255-256.5ºC
Molecular FormulaC25H31NO6
Molecular Weight441.517
Flash Point313.9±30.1 °C
Exact Mass441.215149
PSA102.26000
LogP2.02
Vapour Pressure0.0±3.8 mmHg at 25°C
Index of Refraction1.661
InChIKeyFBHSPRKOSMHSIF-GRMWVWQJSA-N
SMILESCC(=O)OCC(=O)C12N=C(C)OC1CC1C3CCC4=CC(=O)C=CC4(C)C3C(O)CC12C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU4157050
CHEMICAL NAME :
5'-beta-H-Pregna-1,4-dieno(17,16-d)oxazole-3,20-dione , 11-beta,21-dihydroxy-2'-methyl-, 21-acetate
CAS REGISTRY NUMBER :
14484-47-0
LAST UPDATED :
199009
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C25-H31-N-O6
MOLECULAR WEIGHT :
441.57
WISWESSER LINE NOTATION :
T F5 E5 B666 GN IO RV GU AHTTTT&J A1 CQ E1 FV1OV1 H1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 30,1543,1980

Safety Information

Hazard CodesXi
Safety Phrases24/25
RIDADRNONH for all modes of transport
RTECSTU4157050
HS Code2937290090

Customs

HS Code2934999090
Summary2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles32

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Health-related quality of life in children and adolescents with Duchenne muscular dystrophy.

Pediatrics 130(6) , e1559-66, (2012)

The purpose of this study was to assess health-related quality of life (QoL) in children with Duchenne muscular dystrophy (DMD), including development and field-testing of a DMD-specific module integr...

Early corticosteroid treatment in 4 Duchenne muscular dystrophy patients: 14-year follow-up.

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Corticosteroid treatment is the standard of care in Duchenne muscular dystrophy (DMD), but the optimal age to initiate treatment and dosage pattern remain a matter of discussion.We performed a long-te...

Treatment of dysferlinopathy with deflazacort: a double-blind, placebo-controlled clinical trial.

Orphanet J. Rare Dis. 8 , 26, (2013)

Dysferlinopathies are autosomal recessive disorders caused by mutations in the dysferlin (DYSF) gene encoding the dysferlin protein. DYSF mutations lead to a wide range of muscular phenotypes, with th...

Synonyms

Deflazacort
2-[(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-Hydroxy-4a,6a,8-trimethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]oxazol-6b-yl]-2-oxoethyl acetate
11b,21-Dihydroxy-2'-methyl-5'bH-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 21-acetate
Pregna-1,4-diene-11b,21-diol-3,20-dione[17a,16a-d]-2'-methyloxazoline 21-Acetate
Calcort
DL 458-IT
(11b,16b)-21-(Acetyloxy)-11-hydroxy-2'-methyl-5'H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione
Dezacor
Lantadin
Cortax,Decortil,Deflanil
Deflan
2H-Naphth[2',1':4,5]indeno[1,2-d]oxazol-2-one, 6b-[2-(acetyloxy)acetyl]-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-5-hydroxy-4a,6a,8-trimethyl-, (4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-
Flantadin
EINECS 238-483-7
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