Methylprednisolone aceponate

Base Information

• Chemical Name: Methylprednisolone aceponate
• CAS No.: 86401-95-8
• Molecular Formula: C27H36O7
• Molecular Weight: 472.579
• European Community (EC) Number: 658-084-5,687-724-6
• UNII: ET54W9J4U2
• DSSTox Substance ID: DTXSID2023301
• Nikkaji Number: J25.810E
• Wikipedia: Methylprednisolone_aceponate
• Wikidata: Q6824052
• NCI Thesaurus Code: C90955
• Metabolomics Workbench ID: 155003
• ChEMBL ID: CHEMBL1697782
• Mol file: 86401-95-8.mol

Synonyms:6alpha-methylprednisolone aceponate;Advantan;Adventan;Lexxema;methylprednisolone aceponate

Chemical Property of Methylprednisolone aceponate

Chemical Property:

• Vapor Pressure: 1.11E-16mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 595.803 °C at 760 mmHg
• PKA: 14.05±0.70(Predicted)
• Flash Point: 193.08 °C
• PSA: 106.97000
• Density: 1.233 g/cm³
• LogP: 3.33530
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Ethyl Acetate(Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 472.24610348
• Heavy Atom Count: 34
• Complexity: 980

Purity/Quality:

98%-102% ^*data from raw suppliers

6α-MethylPrednisoloneAceponate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OC1(CCC2C1(CC(C3C2CC(C4=CC(=O)C=CC34C)C)O)C)C(=O)COC(=O)C
• Isomeric SMILES: CCC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@@H](C4=CC(=O)C=C[C@]34C)C)O)C)C(=O)COC(=O)C
• Recent ClinicalTrials: Prevention of Development of Transcutaneous Sensitization in Children With Atopic Dermatitis During Their First Year of Life
• Recent EU Clinical Trials: Double-blind, randomised clinical study comparing efficacy and safety of Methylprednisolone Aceponate 0.1% Ointment (Test) vs. Advantan 0.1% Ointment (Reference) vs. Vehicle in patients with mild to moderate atopic dermatitis
• Uses: Methylprednisolone aceponate used in treatment of seborrhoeic dermatitis includes topical treatments such as corticosteroids, antifungals, metronidazole and pimecrolimus.

Technology Process of Methylprednisolone aceponate

There total 6 articles about Methylprednisolone aceponate 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: 78.3%

→ 11β,21-dihydroxy-6α-methyl-17α-propionyloxy-1,4-pregnadiene-3,20-dione (79512-61-1) + Methylprednisolone aceponate (86401-95-8)

Guidance literature:

Reference yield:

21-acetoxy-6α-methyl-17-propionyloxy-11β-trifluoroacetoxy-1,4-pregnadiene-3,20-dione (86413-47-0) → Methylprednisolone aceponate (86401-95-8)

Guidance literature:

With triethylamine; In methanol;

Reference yield:

11β,21-dihydroxy-6α-methyl-17α-propionyloxy-1,4-pregnadiene-3,20-dione (79512-61-1) + 17α,21-diacetoxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (86413-24-3) → Methylprednisolone aceponate (86401-95-8)

Guidance literature:

With acetic anhydride; In pyridine;

upstream raw materials:

acetic anhydride

11β,21-dihydroxy-6α-methyl-17α-propionyloxy-1,4-pregnadiene-3,20-dione

6α-Methylprednisolone 17α,21-ethyl orthopropanoate

C₂₆H₃₆O₆

Refernces

• 1、 -. "Novel 6α-methylprednisolone derivatives, their preparation, and their use". . . Retrieved 2008/06/13.