2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester

Base Information

• Chemical Name: 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester
• CAS No.: 2275619-53-7
• Molecular Formula: C₂₁H₁₆BrCl₂FN₂O₆S₂
• Molecular Weight: 626.308
• Mol file: 2275619-53-7.mol

Synonyms:

Chemical Property of 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester

Chemical Property:

• Boiling Point: 714.8±70.0 °C(Predicted)
• Density: 1.710±0.06 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

MDL-800 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: MDL-800 (2275619-53-7) is an allosteric activator of SIRT6 (EC50 = 10.3 μM).1 It specifically activates the deacetylase (H3K9ac and H3K56ac) activity of SIRT6 – inactive against SIRT1,3,4 and HDACs 1-11 with 10x less activity against SIRT2,5,7. It inhibited the growth of human hepatocarcinoma cells (HCC) via the tumor suppressor deacetylase (H3K9ac and H3K56ac) via cell-cycle arrest and showed efficacy in a xenograft model of HCC.? MDL-800 improved the genetic stability of old-murine-derived iPSCs via activation of NHEJ and BER DNA repair pathways suggesting promise in treating age-related diseases via iPSC-based therapies.2 MDL-800 inhibited the proliferation of 12 non-small cell lung carcinoma cell lines with IC50 values of 21.5 to 34.5 μM.3 It also enhanced the effects of EGFR kinase inhibitors in Osimertinib-resistant HCC827 and PC9 cells as well as in patient-derived primary tumor cells.3

Technology Process of 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester

There total 4 articles about 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester 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: 80.0%

3,5-dichlorobenzensulfonyl chloride (705-21-5) + 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-aminobenzoic acid methyl ester → 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester (2275619-53-7)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 7h;

DOI:10.1038/s41401-020-0442-2

Reference yield:

2-methoxycarbonyl-4-nitrobenzenesulfonyl chloride (1039020-81-9) → 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester (2275619-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 8 h / 20 °C

2: iron; acetic acid / 3 h / 50 °C

3: pyridine / 7 h / 0 - 20 °C

With pyridine; iron; acetic acid;

Reference yield:

5-bromo-4-fluoro-2-methylaniline (627871-16-3) → 2-(N-(5-bromo-4-fluoro-2-methylphenyl)sulfamoyl)-5-((3,5-dichlorophenyl)sulfonamido)benzoic acid methyl ester (2275619-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 8 h / 20 °C

2: iron; acetic acid / 3 h / 50 °C

3: pyridine / 7 h / 0 - 20 °C

With pyridine; iron; acetic acid;

upstream raw materials:

2-methoxycarbonyl-4-nitrobenzenesulfonyl chloride

5-bromo-4-fluoro-2-methylaniline

3,5-dichlorobenzensulfonyl chloride