3-(benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide

Base Information

• Chemical Name: 3-(benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide
• CAS No.: 312756-74-4
• Molecular Formula: C20H16Br2N2O3S
• Molecular Weight: 524.233
• European Community (EC) Number: 683-710-9
• DSSTox Substance ID: DTXSID80359902
• Nikkaji Number: J2.647.623B
• Wikidata: Q82141327
• ChEMBL ID: CHEMBL1598912
• Mol file: 312756-74-4.mol

Synonyms:3-(N-benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide

Chemical Property of 3-(benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide

Chemical Property:

• PSA: 83.65000
• LogP: 6.48710
• Storage Temp.: room temp
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 523.92279
• Heavy Atom Count: 28
• Complexity: 611

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-N-(4-bromophenyl)-3-[[(phenylmethyl)amino]sulfonyl]benzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNS(=O)(=O)C2=C(C=CC(=C2)C(=O)NC3=CC=C(C=C3)Br)Br
• Description: RS-1 is an activator of DNA repair protein RAD51 (Kd = 48-107 for human RAD51 with different cofactors present). It stimulates homologous strand assimilation activity at least 5- to 11-old, enhancing homologous recombination activity of hRAD51. RS-1 is a potent enhancer of CRISPR-mediated genome editing, increasing homology directed repair 3- to 6-fold. It is used to increase CRISPR-mediated knock-in efficiencies in vitro and in vivo.
• Uses: 4-Bromo-N-(4-bromophenyl)-3-[[(phenylmethyl)amino]sulfonyl]benzamide is a stimulant of the human homologous recombination protein RAD51. RS-1 has been shown to enhance CRISPR genome editing efficiency. To see other small molecule CRISPR enhancers, visit sigma.com/CRISPR-enhancers.

Technology Process of 3-(benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide

There total 2 articles about 3-(benzylsulfamoyl)-4-bromo-N-(4-bromophenyl)benzamide 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: 32.0%

3-benzylsulfamoyl-4-bromobenzoic acid (312758-94-4) + 4-bromo-aniline (106-40-1) → 3-benzylsulfamoyl-4-bromo-N-(4-bromophenyl)benzamide (312756-74-4)

Guidance literature:

3-benzylsulfamoyl-4-bromobenzoic acid; With oxalyl dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Reflux;

4-bromo-aniline; With triethylamine; In tetrahydrofuran;

Reference yield:

4-Bromobenzoic acid (586-76-5) → 3-benzylsulfamoyl-4-bromo-N-(4-bromophenyl)benzamide (312756-74-4)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / 10 h / 0 - 130 °C

2: tetrahydrofuran / 18 h / Reflux

3: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 0.25 h / 20 °C / Reflux

With chlorosulfonic acid; oxalyl dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

4-Bromobenzoic acid

3-benzylsulfamoyl-4-bromobenzoic acid

4-bromo-aniline

Refernces