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Prednisone

CAS No.
53-03-2
Chemical Name:
Prednisone
Synonyms
PREDNISON;MOPP;Deltasone;Prednisone-d4;Prednisone Micronised;Pregna-1,4-diene-3,11,20-trione, 17,21-dihydroxy-;Cortan;Orasone;Paracort;Bicortone
CBNumber:
CB6716222
Molecular Formula:
C21H26O5
Molecular Weight:
358.43
MDL Number:
MFCD00003608
MOL File:
53-03-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:12:54

Prednisone Properties

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
Henry's Law Constant 3.5×104 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class 1
Stability Stable. Incompatible with strong oxidizing agents.
Major Application clinical testing
InChIKey XOFYZVNMUHMLCC-ZPOLXVRWSA-N
SMILES O[C@]1([C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(=CC(=O)C=C4)CC3)C)C(=O)C2)CC1)C)C(=O)CO
CAS DataBase Reference 53-03-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII VB0R961HZT
NCI Dictionary of Cancer Terms MOPP; prednisone
NCI Drug Dictionary prednisone
ATC code A07EA03,H02AB07
Proposition 65 List MOPP (vincristine-prednisone-nitrogen mustard-procarbazine mixture)
NIST Chemistry Reference Prednisone(53-03-2)
IARC 3 (Vol. 26, Sup 7) 1987
EPA Substance Registry System Prednisone (53-03-2)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Warning
Hazard statements  H373
Precautionary statements  P260
Hazard Codes  Xn
Safety Statements  36/37/39-45-26-16
WGK Germany  WGK 2
TSCA  TSCA listed
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 2
Hazardous Substances Data 53-03-2(Hazardous Substances Data)

Prednisone price More Price(70)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P6254 Prednisone ≥98% 53-03-2 1G $48.6 2026-04-30 Buy
Sigma-Aldrich P6254 Prednisone ≥98% 53-03-2 5G $178 2026-04-30 Buy
Sigma-Aldrich Y0001921 Prednisone for peak identification European Pharmacopoeia (EP) Reference Standard 53-03-2 15 mg $238 2026-04-30 Buy
Sigma-Aldrich PHR1042 Prednisone Pharmaceutical Secondary Standard; Certified Reference Material 53-03-2 1 g $125 2026-04-30 Buy
Sigma-Aldrich P6254 Prednisone ≥98% 53-03-2 10G $315 2026-04-30 Buy
Product number Packaging Price Buy
P6254 1G $48.6 Buy
P6254 5G $178 Buy
Y0001921 15 mg $238 Buy
PHR1042 1 g $125 Buy
P6254 10G $315 Buy

Prednisone Chemical Properties, Uses, 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.

Synthesis_53-03-2

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.]

53-06-5
53-03-2
Synthesis of Prednisone from CORTISONE
Global Suppliers ( 472)
Supplier Tel Email Country ProdList Advantage
Henan Lihua Pharmaceutical Co.,Ltd -- lihuad@hnlihua.com China 21 69
Shanghai Boyle Chemical Co., Ltd. 021-50182298 021-50180596 sales@boylechem.com China 2202 55
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9409 55
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Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60
Pure Chemistry Scientific Inc. 001-857-928-2050 or 1-888-588-9418 sales@chemreagents.com United States 10174 62
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16307 64

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
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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 1,4-pregnadiene-17α,21-diol-3,11,20-trione PREDNISONE,ANHYDROUS,MICRONIZED,USP PREDNISONE,ANHYDROUS,POWDER,USP 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 Decortisyl Dekortin