ChemicalBook > CAS DataBase List > Prednisone

Prednisone

Product Name
Prednisone
CAS No.
53-03-2
Chemical Name
Prednisone
Synonyms
Deltasone;MOPP;PREDNISON;Prednisone Micronised;Cortan;Orasone;Paracort;Bicortone;Servisone;Prednicen-M
CBNumber
CB6716222
Molecular Formula
C21H26O5
Formula Weight
358.43
MOL File
53-03-2.mol
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Prednisone Property

Melting point:
236-238 °C(lit.)
alpha 
169 º (c=0.5, dioxane)
Boiling point:
410.86°C (rough estimate)
Density 
1.1121 (rough estimate)
refractive index 
170 ° (C=0.5, Dioxane)
Flash point:
>200℃
storage temp. 
2-8°C
solubility 
Practically insoluble in water, slightly soluble in ethanol (96 per cent) and in methylene chloride. It shows polymorphism (5.9).
pka
12.36±0.60(Predicted)
form 
Solid
color 
White to Off-White
Water Solubility 
115mg/L(25 ºC)
Merck 
7722
BRN 
2065301
BCS Class
1?
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
53-03-2(CAS DataBase Reference)
NIST Chemistry Reference
Prednisone(53-03-2)
IARC
3 (Vol. 26, Sup 7) 1987
EPA Substance Registry System
Prednisone (53-03-2)
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Safety

Hazard Codes 
Xn
Safety Statements 
36/37/39-45-26-16
Hazardous Substances Data
53-03-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P6254
Product name
Prednisone
Purity
≥98%
Packaging
1G
Price
$43
Updated
2023/06/20
Sigma-Aldrich
Product number
P6254
Product name
Prednisone
Purity
≥98%
Packaging
5G
Price
$157
Updated
2023/06/20
Sigma-Aldrich
Product number
Y0001921
Product name
Prednisone for peak identification
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
Y0001921
Price
$215
Updated
2023/06/20
Sigma-Aldrich
Product number
P6254
Product name
Prednisone
Purity
≥98%
Packaging
10G
Price
$279
Updated
2023/06/20
Sigma-Aldrich
Product number
P6254
Product name
Prednisone
Purity
≥98%
Packaging
25G
Price
$537
Updated
2023/06/20
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Prednisone Chemical Properties,Usage,Production

Chemical Properties

White or almost white, crystalline powder.

Uses

Adrenocortical steroid. Glucocorticoid, antiinflammatory.

Uses

Downregulates TNF-α production and NF-κB expression

Uses

Prednisone is used for the same indications as cortisone for inflammatory processes, allergies, and adrenal gland insufficiency; however, it is somewhat more active than cortisone and has less of an effect on mineral volume.

Indications

Prednisone 2.5 to 7.5 mg, administered at night or dexamethasone 0.25 to 0.75 mg are useful in female patients, with severe acne unresponsive to conventional therapy, who suffer from adrenal gland overproduction of androgens such as congenital adrenal hyperplasia.

Definition

ChEBI: A synthetic glucocorticoid drug that is particularly effective as an immunosuppressant, and affects virtually all of the immune system. Prednisone is a prodrug that is converted by the liver into prednisolone (a beta-hydroxy group instead f the oxo group at position 11), which is the active drug and also a steroid.

brand name

Cortan (Halsey); Delta-Dome (Bayer); Deltasone (Pharmacia & Upjohn); Liquid Pred (Muro); Meticorten (Schering); Orasone (Solvay Pharmaceuticals); Paracort (Parke-Davis).

General Description

Odorless white crystalline powder.

General Description

Prednisone, Δ1-cortisone, 17,21-dihydroxypregna-1,4-diene-3,11,20-trione, has systemic activityvery similar to that of prednisolone, and because of itslower salt-retention activity, it is often preferred over cortisoneor hydrocortisone. Prednisone must be reduced in vivoto prednisolone to provide the active GC.

Air & Water Reactions

Very slightly water soluble .

Hazard

Questionable carcinogen.

Safety Profile

Poison by intraperitoneal and subcutaneous routes. Moderately toxic by intramuscular route. Human systemic effects: sensory change involving peripheral nerves, dermatitis. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Has been implicated in aplastic anemia.

Synthesis

Prednisone is 17|á,21-dihydroxypregna-1,4-dien-3,11-20-trione (27.1.31). Prednisone differs from cortisone in the presence of an additional double bond between C1 and C2. There are various ways of synthesizing it. In one of these, as is in the case when synthesizing cortisone, it is synthesized from dihydrocortisone acetate. However, in the given example, this compound undergoes dibromination by molecular bromine, giving 2,4-dibromo-derivative of dihydrocortisone 27.1.30. Dehydrobromination with 3,5-lutidine, followed by subsequent hydrolysis of the acetyl group using potassium bicarbonate gives the desired prednisone (27.1.31). Prednisone is also synthesized by microbiological dehydrogenation of cortisone.

Purification Methods

Crystallise prednisone from acetone/hexane, then recrystallise it from Me2CO. The monoacetate crystallises from Me2CO/hexane with m 227-233o(dec), [] D +186o (c 1, dioxane), and the diacetate crystallises from 25Me2CO/hexane with m 219-221o(dec), [] D +125o (c 1, CHCl3). [Hertzog et al. Tetrahedron 18 581 1962, Beilstein 8 IV 3531.]

Prednisone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Prednisone manufacturers

Hebei Kangcang new material Technology Co., LTD
Product
Prednisone 53-03-2
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20
Release date
2024-03-20
Hebei Kangcang new material Technology Co., LTD
Product
prednisone 53-03-2
Price
US $9.00-60.00/g
Min. Order
10g
Purity
99%
Supply Ability
10 tons
Release date
2024-03-22
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Prednisone 53-03-2
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-12

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