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Merck

P6254

Prednisone

≥98% (HPLC), powder, anti-inflammatory activity

Synonym(s):

1,4-Pregnadiene-17α,21-diol-3,11,20-trione, 1-Cortisone, 17α,21-Dihydroxy-1,4-pregnadiene-3,11,20-trione, Dehydrocortisone

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About This Item

Empirical Formula (Hill Notation):
C21H26O5
CAS Number:
53-03-2
Molecular Weight:
358.43
NACRES:
NA.77
PubChem Substance ID:
24898748
UNSPSC Code:
12352200
EC Number:
200-160-3
MDL number:
MFCD00003608
Beilstein/REAXYS Number:
2065301

Product Name

Prednisone, ≥98%

InChI key

XOFYZVNMUHMLCC-ZPOLXVRWSA-N

InChI

1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

SMILES string

O=C1C=C[C@@]2(C)C(CC[C@]([C@@](CC[C@@]3(C(CO)=O)O)([H])[C@]3(C)C4)([H])[C@]2([H])C4=O)=C1

biological source

synthetic

sterility

non-sterile

assay

≥98%

form

powder

mp

236-238 °C (lit.)

solubility

chloroform/ethanol (1:1): 50 mg/mL, clear, colorless to light yellow

application(s)

hematology

shipped in

ambient

storage temp.

room temp

Quality Level

200

Gene Information

human ... NR3C1(2908)

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Application

Prednisone has been used in dimethyl sulfoxide stock suspension to inject into experimental mice and to analyze the effects of glucocorticoid steroid. It has also been used as a test drug, formulated with peanut butter to study the effects of daily administration of MIDD0301, by animal weight, organ weight and haematological analysis.

Biochem/physiol Actions

Prednisone is a synthetic glucocorticoid with anti-inflammatory and immunosuppressive activity. It is useful in treating many disease states and has a half-life of 3.4 to 3.8 hours in plasma. Prednisone is metabolized to prednisolone, which is physiologically active.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H373

Hazard Classifications

STOT RE 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7600
BCCH2440
BCCJ6997
BCCF2852
BCCC7757

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Saunders Handbook of Veterinary Drugs - E-Book, 4(2), 645-645 (2010)
Clinical pharmacokinetics of prednisone and prednisolone
Pickup ME
Clinical Pharmacokinetics, 4(2), 111-128 (1979)
MIDD 0301-A first-in-class anti-inflammatory asthma drug targets GABAA receptors without causing systemic immune suppression
Zahn NM, et al.
Basic and Clinical Pharmacology and Toxicology (2019)
Intermittent glucocorticoid dosing improves muscle repair and function in mice with limb-girdle muscular dystrophy
Quattrocelli M, et al.
The American Journal of Pathology, 187(11), 2520-2535 (2017)
Suzana Jordan et al.
Annals of the rheumatic diseases, 74(6), 1188-1194 (2014-01-21)
To assess the effects of Rituximab (RTX) on skin and lung fibrosis in patients with systemic sclerosis (SSc) belonging to the European Scleroderma Trial and Research (EUSTAR) cohort and using a nested case-control design. Inclusion criteria were fulfilment of American
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