6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid

Base Information

• Chemical Name: 6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid
• CAS No.: 133276-60-5
• Molecular Formula: C25H27ClN2O4S
• Molecular Weight: 487.0109
• DSSTox Substance ID: DTXSID40928032
• Pharos Ligand ID: 19P4AANSGGSS
• ChEMBL ID: CHEMBL339269
• Mol file: 133276-60-5.mol

Synonyms:6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid;CHEMBL339269;3-Pyridinehexanoic acid, epsilon-(4-(2-(((4-chlorophenyl)sulfonyl)amino)ethyl)phenyl)-;epsilon-(4-(2-(((4-Chlorophenyl)sulfonyl)amino)ethyl)phenyl)-3-pyridinehexanoic acid;133276-60-5;C25H27ClN2O4S;SCHEMBL8883679;DTXSID40928032;OXTRWYUMANEPHR-UHFFFAOYSA-N;C25-H27-Cl-N2-O4-S;BDBM50043826;LS-131630;6-(4-{2-[(4-Chlorobenzene-1-sulfonyl)amino]ethyl}phenyl)-6-(pyridin-3-yl)hexanoic acid;6-{4-[2-(4-Chloro-benzenesulfonylamino)-ethyl]-phenyl}-6-pyridin-3-yl-hexanoic acid

Chemical Property of 6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid

Chemical Property:

• Vapor Pressure: 1.19E-20mmHg at 25°C
• Boiling Point: 701.4°Cat760mmHg
• Flash Point: 378°C
• Density: 1.282g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 486.1380062
• Heavy Atom Count: 33
• Complexity: 683

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(CCCCC(=O)O)C2=CC=C(C=C2)CCNS(=O)(=O)C3=CC=C(C=C3)Cl

Technology Process of 6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid

There total 7 articles about 6-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-6-(3-pyridyl)hexanoic acid 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: 53.0%

Samixogrel (133276-80-9) → 6-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)-phenyl)-6-(3-pyridyl)hexanoic acid (133276-60-5)

Guidance literature:

With sodium hydroxide; hydrogen; palladium on activated charcoal; at 40 ℃; for 2h; under 3750.3 Torr;

Reference yield:

6-(4-(2-Aminoethyl)phenyl)-6-(pyridin-3-yl)hexanoic acid + 4-chlorobenzenesulfonyl chloride (98-60-2) → 6-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)-phenyl)-6-(3-pyridyl)hexanoic acid (133276-60-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; methanol; sodium hydroxide; chloroform;

Reference yield:

methyl-N-(benzyl-methyl)-formamide (877-95-2) → 6-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)-phenyl)-6-(3-pyridyl)hexanoic acid (133276-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) AlCl₃, 2.) 6 N aq. HCl, 3.) 10 N NaHCO₃, NaOH

2: 75 percent / potassium tert-butoxide / tetrahydrofuran / 1.5 h / -20 - 10 °C

3: 53 percent / H₂, 0.3 aq. NaOH / 10percent Pd/C / 2 h / 40 °C / 3750.3 Torr

With hydrogenchloride; sodium hydroxide; aluminium trichloride; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran;

upstream raw materials:

Samixogrel

methyl-N-(benzyl-methyl)-formamide

(4-carboxybutyl)triphenylphosphonium bromide

pyridine-3-carbonyl chloride hydrochloride

Refernces

• 1、 -. "Arylsulphonamides pharmaceutical compositions containing these compounds". . . Retrieved 2008/06/13.