FERROQUINE

Base Information

• Chemical Name: FERROQUINE
• CAS No.: 185055-67-8
• Molecular Formula: C₂₃H₂₄ClFeN₃
• Molecular Weight: 433.764
• Mol file: 185055-67-8.mol

Synonyms:7-Chloro-4-(((2-((dimethylamino)methyl)ferrocenyl)methyl)amino)quinoline;Ferrochloroquine; Ferroquine; SSR 97193

Chemical Property of FERROQUINE

Chemical Property:

• PSA: 28.16000
• LogP: 4.72920

Purity/Quality:

99% ^*data from raw suppliers

Ferroquine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ferroquine is a ferrocene-based analogue of the antimalarial drug chloroquine.

Technology Process of FERROQUINE

There total 1 articles about FERROQUINE 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:

4-amino-7-chloroquinoline (1198-40-9) + 2-(N,N-dimethylaminomethyl)ferrocenecarboxaldehyde (162762-18-7,212901-69-4,174225-69-5) → N-(2-((dimethylamino)methyl)ferrocenyl)quinolin-4-amine (485395-68-4,185055-67-8,485395-67-3)

Guidance literature:

4-amino-7-chloroquinoline; 2-(N,N-dimethylaminomethyl)ferrocenecarboxaldehyde; With titanium(IV) isopropylate; In isopropyl alcohol; at 40 ℃;

With potassium borohydride; In isopropyl alcohol; at 0 - 50 ℃; Concentration; Reagent/catalyst; Temperature; Time;

Reference yield: 84.0%

triphenylphosphinegold(I) nitrate + N-(2-((dimethylamino)methyl)ferrocenyl)quinolin-4-amine (485395-68-4,185055-67-8,485395-67-3) → [Au(ferroquine)(triphenylphosphine)]nitrate (654649-70-4)

Guidance literature:

In dichloromethane; (Schlenk); stirring a soln. of gold complex and ligand in CH2Cl2 in the dark at 25°C for 3 h, cooling to -78°C; concn., warming to room temp., addn. of Et2O, cooling to -4°C, standing for 1 h, filtration, washing with Et2O, drying in vac.;

DOI:10.1016/j.jorganchem.2003.07.026

Reference yield: 54.0%

pentafluorophenyl(tetrahydrothiophene)gold(I) + N-(2-((dimethylamino)methyl)ferrocenyl)quinolin-4-amine (485395-68-4,185055-67-8,485395-67-3) → [Au(ferroquine)(pentafluorophenyl)] (654649-77-1)

Guidance literature:

In dichloromethane; (Schlenk); stirring a soln. of gold complex and ligand in CH2Cl2 in the dark at 25°C for 2 h; addn. of hexane, centrifugation, decantation, drying in vac.;

DOI:10.1016/j.jorganchem.2003.07.026

upstream raw materials:

4-amino-7-chloroquinoline

2-(N,N-dimethylaminomethyl)ferrocenecarboxaldehyde

Downstream raw materials:

[Au(ferroquine)(pentafluorophenyl)]

[Au(ferroquine)(triphenylphosphine)]nitrate

Refernces