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: $45.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: P6254
Product name: Prednisone
Purity: ≥98%
Packaging: 5G
Price: $166
Updated: 2025/07/31

Sigma-Aldrich

Product number: Y0001921
Product name: Prednisone for peak identification
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 15 mg
Price: $222
Updated: 2025/07/31

Sigma-Aldrich

Product number: PHR1042
Product name: Prednisone
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 1 g
Price: $115
Updated: 2025/07/31

Sigma-Aldrich

Product number: P6254
Product name: Prednisone
Purity: ≥98%
Packaging: 10G
Price: $294
Updated: 2025/07/31

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Prednisone Chemical Properties,Usage,Production

Chemical Properties

White or almost white, crystalline powder.

History

The first isolation and structure identifications of prednisone and prednisolone were done in 1950 by Arthur Nobile. The first commercially feasible synthesis of prednisone was carried out in 1955 in the laboratories of Schering Corporation, which later became Schering-Plough Corporation, by Arthur Nobile and coworkers. They discovered that cortisone could be microbiologically oxidized to prednisone by the bacterium Corynebacterium simplex. Prednisone was introduced in 1955 by Schering, under the brand name Meticorten.
Prednisone was patented in 1954 and approved for medical use in the United States in 1955. In 2023, it was the 38th most commonly prescribed medication in the United States, with more than 15 million prescriptions.

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.

Uses

Adrenocortical steroid. Glucocorticoid, antiinflammatory.

Uses

Downregulates TNF-α production and NF-κB expression

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.

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.

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

Selenium dioxide Cortisone acetate Hydrocortisone

Preparation Products

Deprodone propionate

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View Lastest Price from Prednisone manufacturers

Shanghai Yimeixin Technology Co., LTD

Product: prednisone 53-03-2
Price: US $0.00/box
Min. Order: 1box
Purity: 0.99
Supply Ability: 10tons
Release date: 2025-09-26

Hebei Jiafan Trading Company Limited

Product: Prednisone 53-03-2
Price: US $5.00/Box
Min. Order: 1Box
Purity: 99.9%
Supply Ability: 10000000
Release date: 2025-04-17

CHONGQING CHENCHENG PHARMACEUTICAL CO.，LTD.

Product: Prednisone 53-03-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20
Release date: 2025-03-12

53-03-2, PrednisoneRelated Search:

Hydrocortisone-17-butyrate CORTISONE Prednisolone Fludrocortisone PREDNISONE SODIUM PHOSPHATE Hydrocortisone sodium succinate Prednisolone sodium succinate prednisone 21-acetate,PREDNISONE ACETATE Hydrocortisone Dexamethasone-17-acetate 6alpha-Methylprednisolone sodium succinate Methylprednisolone acetate Prednisolone-21-acetate Methylprednisolone PREDNISONE HEMISUCCINATE:HISTAMINE chloroprednisone 21-acetate PREDNISONE 21-HEMISUCCINATE,PREDNISONE HEMISUCCINATE Pregna-1,4-diene-3,11,20-trione, 17-hydroxy-21-(phosphonooxy)-, disodium salt Prednisone Tablets

1,2-Dehydrocortisone

1,4-pregnadiene-16-alpha,21-diol-3,11,20-trione

11,20-trione,17,21-dihydroxy-pregna-4-diene-3

11,20-trione,17,21-hydroxy-pregna-4-diene-3

Ancortone

Bicortone

Colisone

Cortan

Cortancyl

Cortidelt

delta-E

Deltasone

delta-sone

Deltison

Deltisone

Deltra

Di-Adreson

Encorton

Encortone

Enkorton

Hostacortin

In-Sone

Juvason

Lisacort

meburamide

Metacortandracin

Meticorten

NCI-C04897

nci-co4897

NSC 10023

nsc10023

Orasone

Paracort

Precort

Prednicen-M

Prednilonga

Prednizon

1,4-PREGNADIENE-17ALPHA,21-DIOL-3,11,20-TRIONE

(8S,9S,10R,13S,14S,17R)-17-HYDROXY-17-(2-HYDROXY-ACETYL)-10,13-DIMETHYL-7,8,9,10,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,11-DIONE

PREDNISONE, PH EUR

Prednisone,98%

1,4-Pregnadiene-17a,21-diol-3,11,20-trione

17,21-Dihydroxypregna-1,4-diene-3,11,20-trione

1,4-pregnadiene-17α,21-diol-3,11,20-trione

PREDNISONE,ANHYDROUS,MICRONIZED,USP

PREDNISONE,ANHYDROUS,POWDER,USP

MOPP

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

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

Apo-Prednisone

Ancotone

17α,21-Dihydroxy-1,4-pregnadiene-3,11,20-trione

Prednisolone EP Impurity B

Prednisolone Impurity 2（Prednisolone EP Impurity B）

Cotone

Dacortin

Decortancyl

Decortin