N-Desmethyl Rosiglitazone

Base Information

• Chemical Name: N-Desmethyl Rosiglitazone
• CAS No.: 257892-31-2
• Molecular Formula: C₁₇H₁₇N₃O₃S
• Molecular Weight: 343.406
• UNII: Y40U7LI0AG
• DSSTox Substance ID: DTXSID30475565
• Nikkaji Number: J1.220.263F
• Wikidata: Q27294240
• Mol file: 257892-31-2.mol

Synonyms:N-desmethylrosiglitazone

Chemical Property of N-Desmethyl Rosiglitazone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 177-179°C
• Refractive Index: 1.659
• Boiling Point: 612.947°C at 760 mmHg
• Flash Point: 324.499°C
• PSA: 105.62000
• Density: 1.357g/cm³
• LogP: 2.86840
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 343.09906259
• Heavy Atom Count: 24
• Complexity: 441

Purity/Quality:

97% ^*data from raw suppliers

N-Desmethyl Rosiglitazone | ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)NCCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
• Description: N-desmethyl Rosiglitazone is a major metabolite of rosiglitazone (Item Nos. 71740 | 71742 | 11884), a potent and selective PPARγ ligand present in formulations that have been used to treat type 2 diabetes. Rosiglitazone is metabolized by the cytochrome P450 (CYP) isoform CYP2C8 to form N-desmethyl rosiglitazone.

Technology Process of N-Desmethyl Rosiglitazone

There total 1 articles about N-Desmethyl Rosiglitazone 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:

rosiglitazone (122320-73-4) → N-Desmethylrosiglitazone (257892-31-2)

Guidance literature:

With cytochrome P₄₅₀ reductase; cytochrome b5; cytochrome P₄₅₀ 2C₈ (Cyp₂C₈) wild type; NADPH; pH=7.4; Reagent/catalyst; Concentration; Kinetics; aq. phosphate buffer; N-de-methylation; Enzymatic reaction;

DOI:10.1016/j.bcp.2011.06.027

upstream raw materials:

rosiglitazone

Refernces