Prednisone acetate

Base Information

• Chemical Name: Prednisone acetate
• CAS No.: 125-10-0
• Molecular Formula: C23H28O6
• Molecular Weight: 400.472
• Hs Code.: 2937210000
• European Community (EC) Number: 204-726-0
• NSC Number: 10965
• UNII: OU93QEL83U
• DSSTox Substance ID: DTXSID20154539
• Nikkaji Number: J86.135I
• Wikidata: Q27116200
• Metabolomics Workbench ID: 55007
• ChEMBL ID: CHEMBL1507567
• Mol file: 125-10-0.mol

Synonyms:21-(acetoxy)-17-hydroxypregna-1,4-diene-3,11,20-trione;Nison;Nisone;Nisone ammonium salt

Chemical Property of Prednisone acetate

Chemical Property:

• Vapor Pressure: 5.69E-16mmHg at 25°C
• Melting Point: 240-242°C (dec.)
• Refractive Index: 1.579
• Boiling Point: 582 °C at 760 mmHg
• PKA: 12.31±0.60(Predicted)
• Flash Point: 200.2 °C
• PSA: 97.74000
• Density: 1.28 g/cm³
• LogP: 2.33660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dioxane (Sparingly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 23mg/L(25 oC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 400.18858861
• Heavy Atom Count: 29
• Complexity: 869

Purity/Quality:

99%min ^*data from raw suppliers

Prednisone21-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CC(=O)C3C2CCC4=CC(=O)C=CC34C)C)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C)O
• Recent ClinicalTrials: To Evaluate the Efficacy of TQB3823 Combined With Abiraterone and Prednisone in Metastatic Castration-resistant Prostate Cancer Patientsprednisone Acetate Tablets in Patients With Metastatic Castration-resistant Prostate Cancer
• Recent EU Clinical Trials: Essai, randomisé, contr?lé, ouvert, de deux schémas standardisés de décroissance, respectivement rapide (nord-américain) et lent (européen), de cortisone dans l’artérite à cellules géantes.
• Uses: Adrenocortical steroid antiinflammatory.

Technology Process of Prednisone acetate

There total 13 articles about Prednisone acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

prednisolone 21-acetate (52-21-1) → prednisone acetate (125-10-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In N,N-dimethyl-formamide; at 23 - 25 ℃; for 5h;

DOI:10.1016/j.mencom.2008.11.007

Reference yield: 81.0%

21-acetoxy-9-bromo-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione (4224-31-1) → prednisone acetate (125-10-0)

Guidance literature:

With tert-Butyl peroxybenzoate; Inert atmosphere; Reflux;

Reference yield:

prednisolone 21-acetate (52-21-1) → (8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione (898-84-0) + prednisone acetate (125-10-0)

Guidance literature:

Product distribution; Rate constant; Irradiation; radiolytic degradation;

DOI:10.1002/jps.2600720108

upstream raw materials:

Cortisone acetate

prednisolone 21-acetate

Prednison

acetic anhydride

Downstream raw materials:

Prednison

21-acetoxypregna-1,4,16-triene-3,11,20-trione

prednisolone 21-acetate

1α,1β,17α-Trihydroxy-21-acetoxy-A-nor-Δ³⁽⁵⁾-pregnentrion-(2,11,20)

Refernces

• 1、 Navarro-Eisenstein, Angela M.,Vasquez, Pedro C.,Franklin, Paul J.,Baumstark. "Epoxidation of 1,4-dienyl 3-keto steroidal compounds by dimethyldioxirane: Kinetics". . p. 575 - 578. Retrieved 2003.
• 2、 -. "Preparation method of prednisone". Paragraph 0012; 0029; 0031; 0033; 0035; 0037; 0039. . Retrieved 2021/03/05.
• 3、 -. "A by the 3,17-dione steroid preparing steroid the synthetic method of the compound of". Paragraph 0102; 0103; 0148-0153. . Retrieved 2017/03/14.