SR-9243

Base Information

• Chemical Name: SR-9243
• CAS No.: 1613028-81-1
• Molecular Formula: C31H32BrNO4S2
• Molecular Weight: 626.635
• Hs Code.: 29350090
• Mol file: 1613028-81-1.mol

Synonyms:SR-9243;N-[2-(3-Bromophenyl)ethyl]-2,4,6-trimethyl-N-[[3'-(methylsulfonyl)[1,1'-biphenyl]-4-yl]methyl]benzenesulfonamide;N-(3-bromophenethyl)-2,4,6-trimethyl-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide

Chemical Property of SR-9243

Chemical Property:

• Boiling Point: 786.3±70.0 °C(Predicted)
• PKA: -6.90±0.70(Predicted)
• PSA: 88.28000
• Density: 1.347±0.06 g/cm3(Predicted)
• LogP: 9.04000
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (greater than 25 mg/ml)

Purity/Quality:

99% ^*data from raw suppliers

SR9243 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: The liver X receptors (LXRs) are nuclear receptors that act as ligand-dependent transcription factors. They modulate lipid, cholesterol, and carbohydrate metabolism and homeostasis. SR9243 is a cell-permeable LXR inverse agonist that induces LXR-corepressor interaction at nanomolar concentrations. It reduces cancer cell viability (IC50 values range from 15 to 104 nM) without cytotoxicity against non-malignant cells. SR9243 disrupts the Warburg effect in cancer cells, suppressing the expression of glycolytic and lipogenic genes and reducing glycolytic metabolites and lipid production. It is effective in vivo, blocking glycolytic and lipogenic gene expression and inducing apoptosis in colon cancer xenografts without inducing weight loss in mice.
• Uses: SR9243 is used in new compounds targeting warburg effcts, killing cancer cells and inhibiting lipid production.

Technology Process of SR-9243

There total 4 articles about SR-9243 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: 88.0%

2,4,6-trimethyl-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide + 1-bromo-3-(2-bromoethyl)benzene (40422-70-6) → N-(3-bromophenethyl)-2,4,6-trimethyl-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide (1613028-81-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Microwave irradiation; Heating;

DOI:10.1016/j.bioorg.2021.105540

Reference yield:

N-(4-bromobenzyl)-2,4,6-trimethylbenzenesulfonamide (1055339-40-6) → N-(3-bromophenethyl)-2,4,6-trimethyl-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide (1613028-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; tris-(o-tolyl)phosphine; potassium carbonate / 1,4-dioxane / 120 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 2 h / 85 °C / Microwave irradiation

With palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine; In 1,4-dioxane; acetonitrile;

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → N-(3-bromophenethyl)-2,4,6-trimethyl-N-((3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)methyl)benzenesulfonamide (1613028-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 1 h / 20 °C

2: palladium diacetate; tris-(o-tolyl)phosphine; potassium carbonate / 1,4-dioxane / 120 °C / Inert atmosphere

3: potassium carbonate / acetonitrile / 2 h / 85 °C / Microwave irradiation

With palladium diacetate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; In 1,4-dioxane; dichloromethane; acetonitrile;

upstream raw materials:

1-bromo-3-(2-bromoethyl)benzene

N-(4-bromobenzyl)-2,4,6-trimethylbenzenesulfonamide

4-Bromobenzylamine

2-mesitylenesulphonyl chloride