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Prednisolone

Prednisolone Structure
CAS No.
50-24-8
Chemical Name:
Prednisolone
Synonyms
Prednisolon;cortalone;delta-cortef;Prednisolone CRS;Hydrocortisone EP Impurity A;Prednisolone for system suitability CRS;deltaf;solone;steran;prednis
CBNumber:
CB4109000
Molecular Formula:
C21H28O5
Molecular Weight:
360.45
MOL File:
50-24-8.mol
Modify Date:
2024/8/4 20:11:12

Prednisolone Properties

Melting point 240 °C (dec.) (lit.)
alpha D25 +102° (dioxane)
Boiling point 412.46°C (rough estimate)
Density 1.0963 (rough estimate)
refractive index 100 ° (C=1, Dioxane)
Flash point 2℃
storage temp. 2-8°C
solubility Very slightly soluble in water, soluble in ethanol (96 per cent) and in methanol, sparingly soluble in acetone, slightly soluble in methylene chloride. It shows polymorphism (5.9).
pka 12.46±0.70(Predicted)
form powder
color White to Off-White
Water Solubility 2.225g/L(25 ºC)
Merck 14,7721
BRN 1354103
BCS Class 1
InChIKey OIGNJSKKLXVSLS-VWUMJDOOSA-N
CAS DataBase Reference 50-24-8(CAS DataBase Reference)
EPA Substance Registry System Prednisolone (50-24-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360FD
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes 
Toxicity LD50 oral in mouse: 1680mg/kg
NFPA 704
0
1 0

Prednisolone price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) P6004 Prednisolone ≥99% 50-24-8 100MG ₹1991.8 2022-06-14 Buy
Sigma-Aldrich(India) P6004 Prednisolone ≥99% 50-24-8 1G ₹4200.1 2022-06-14 Buy
Sigma-Aldrich(India) P6004 Prednisolone ≥99% 50-24-8 5G ₹15230.78 2022-06-14 Buy
Sigma-Aldrich(India) P6004 Prednisolone ≥99% 50-24-8 10G ₹26077.43 2022-06-14 Buy
Sigma-Aldrich(India) PHR1043 Prednisolone Pharmaceutical Secondary Standard; Certified Reference Material 50-24-8 500MG ₹9493.53 2022-06-14 Buy
Product number Packaging Price Buy
P6004 100MG ₹1991.8 Buy
P6004 1G ₹4200.1 Buy
P6004 5G ₹15230.78 Buy
P6004 10G ₹26077.43 Buy
PHR1043 500MG ₹9493.53 Buy

Prednisolone Chemical Properties,Uses,Production

Description

Prednisolone is the active metabolite of the synthetic corticosteroid prednisone , which is used in the suppression of inflammation and autoimmunity, as well as in other conditions. It alters gene expression through both the glucocorticoid and mineralocorticoid receptors.

Chemical Properties

Crystalline Solid. soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. The solubility of prednisone in these solvents is approximately 3, 30, and 25 mg/ml, respectively.

Uses

Prednisolone is used for the same indications as all corticosteroids: rheumatism, polyarthritis, bronchial asthma, neurodermatitis, and eczema.

Definition

ChEBI: Prednisolone is a glucocorticoid that is prednisone in which the oxo group at position 11 has been reduced to the corresponding beta-hydroxy group. It is a drug metabolite of prednisone. It has a role as an adrenergic agent, an anti-inflammatory drug, an antineoplastic agent, an immunosuppressive agent, a drug metabolite, an environmental contaminant and a xenobiotic. It is a glucocorticoid, an 11beta-hydroxy steroid, a 21-hydroxy steroid, a 17alpha-hydroxy steroid, a 20-oxo steroid, a 3-oxo-Delta(1),Delta(4)-steroid, a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone and a C21-steroid. It is functionally related to a Delta(1)-progesterone.

Application

Prednisolone is a synthetic corticosteroid with metabolically interconvertible with prednisone. It mediates its effect by acting on neurokinin 1 receptor. It is used to treat many conditions that cause inflammation, including inflammatory bowel disease (IBD).

General Description

Prednisolone,Δ1-hydrocortisone,11β,17,21-trihydroxypregna-1,4-diene-3,20-dione, hasless salt-retention activity than hydrocortisone, but some patients have more frequently experiencedcomplications such as gastric irritation and peptic ulcers.Because of low MC activity, it cannot be used alone for adrenalinsufficiency. Prednisolone is available in varioussalts and esters to maximize its therapeutic utility:
Prednisolone acetate, USP (21-acetate)
Prednisolone sodium phosphate, USP (21-sodiumphosphate)
Prednisolone sodium succinate, USP (21-sodiumsuccinate)
Prednisolone tebutate, USP (21-tebutate).

Hazard

Causes sodium retention; may have side effects similar to cortisone.

Mechanism of action

Prednisolone is hydrocortisone to which has been added a ?1 double bond. This places two double bonds in ring A, which flattens it and increases glucocorticoid action at the expense of mineralocorticoid activity. Prednisolone has fourfold the glucocorticoid activity of hydrocortisone while having approximately half its mineralocorticoid activity. In addition, prednisolone has an increased duration of action compared to hydrocortisone, because the extra double bond in ring A retards its metabolic reduction.

Clinical Use

Prednisolone can be used to treat severe asthmatic attacks that do not respond to conventional treatment, and it is available as the free alcohol for oral administration. The C-21 sodium phosphate (Hydeltrasol) ester is available for parenteral use.

Side effects

A prodrug of prednisolone is prednisone. It is the 11-keto analogue of prednisolone and must be converted in vivo to the active 11β-hydroxy compound, which is necessary to hydrogen bond to Asn-564 in the glucocorticoid receptor. Prednisone should not be used in patients with hepatic dysfunction, because their ability to reduce the 11-keto group with 11β-hydroxysteroid dehydrogenase to the active metabolite may be impaired.
Prednisolone is well tolerated by most people and can start to work very quickly. Side effects can be dependent on the dose and duration of treatment. Short courses of treatment often have fewer side effects than long term use. A Severe allergic reaction is a very rare side effect of prednisolone.

Safety Profile

A poison by intravenous and subcutaneous routes. Moderately toxic by ingestion and intraperitoneal routes. Human teratogenic effects by an unspecified route: developmental abnormalities of the central nervous system; effects on embryo or fetus: fetal death, extra embryonic structures. Human reproductive effects by an unspecified route: stdlbirth. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

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1,4-PREGNADIENE-11BETA,17ALPHA,21-TRIOL-3,20-DIONE (8S,9S,10R,11S,13S,14S,17R)-11,17-DIHYDROXY-17-(2-HYDROXY-ACETYL)-10,13-DIMETHYL-6,7,8,9,10,11,12,13,14,15,16,17-DODECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE 20-dione,11-beta,17,21-trihydroxy-pregna-4-diene-3 20-dione,11beta,17,21-trihydroxy-pregna-4-diene-3 3,20-dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene 4-diene-3,20-dione,11,17,21-trihydroxy-,(11.beta.)-Pregna-1 codelcortone co-hydeltra decaprednil decortinh delcortol delta(1)-cortisol delta(1)-dehydrocortisol delta(1)-dehydrohydrocortisone delta(1)-hydrocortisone delta(sup1)-cortisol delta(sup1)-dehydrocortisol delta(sup1)-dehydrohydrocortisone delta(sup1)-hydrocortisone delta1,4-pregnadiene-11beta,17alpha,21-triol-3,20-dione deltacortenol deltacortril delta-ef-cortelan deltaf deltahydrocortisone delta-stab deltisilone dexa-cortidelthostacortinh di-adresonf dicortol donisolone dydeltrone eazolind fernisolone hydeltra hydeltrone hydrodeltisone Hydroprednisone hydroretrocortin hydroretrocortine meticortelone meti-derm paracortol paracotol precortancyl precortilon precortisyl predne-dome prednelan prednicen predniliderm predniretard prednis predonin predonine pregna-1,4-diene-11,17,21-triol-3,20-dione Pregna-1,4-diene-3,20-dione,11,17,21-trihydroxy-,(11.beta.)- solone