4-(2-Hydroxyethyl)aminoquinoline

Base Information

• Chemical Name: 4-(2-Hydroxyethyl)aminoquinoline
• CAS No.: 116289-25-9
• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.229
• DSSTox Substance ID: DTXSID00443690
• Nikkaji Number: J1.273.765C
• Wikidata: Q82261598
• ChEMBL ID: CHEMBL327761
• Mol file: 116289-25-9.mol

Synonyms:2-(quinolin-4-ylamino)ethanol;116289-25-9;4-(2-Hydroxyethyl)aminoquinoline;Ethanol, 2-(4-quinolinylamino)-;2-(4-quinolylamino)ethanol;CHEMBL327761;SCHEMBL9591573;DTXSID00443690;AAIWTWUMJZEMJQ-UHFFFAOYSA-N;4-((2-Hydroxyethyl)amino)quinoline;N-(2-hydroxyethyl)-4-quinolinamine;N-(2-Hydroxyethyl)quinoline-4-amine;AKOS010594920

Chemical Property of 4-(2-Hydroxyethyl)aminoquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.698
• Boiling Point: 399.289°C at 760 mmHg
• Flash Point: 195.283°C
• PSA: 45.15000
• Density: 1.253g/cm³
• LogP: 1.71200
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 188.094963011
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99.0%Min ^*data from raw suppliers

4-(2-HYDROXYETHYL)AMINOQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=N2)NCCO

Technology Process of 4-(2-Hydroxyethyl)aminoquinoline

There total 8 articles about 4-(2-Hydroxyethyl)aminoquinoline 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: 100.0%

4-chloroquinoline (611-35-8) + ethanolamine (141-43-5) → 4-((2-hydroxyethyl)amino)quinoline (116289-25-9)

Guidance literature:

at 120 ℃; for 4.5h;

DOI:10.1021/jm990437l

Reference yield: 98.0%

3-(7-chloroquinolin-4-ylamino)propyl alcohol (91066-18-1) → 4-((2-hydroxyethyl)amino)quinoline (116289-25-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2009.01.013

Reference yield:

4,7-dichloroquinoline (86-98-6,1138471-54-1) → 4-((2-hydroxyethyl)amino)quinoline (116289-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 4 h / Reflux

2: palladium 10% on activated carbon; hydrogen / ethanol / 24 h / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol;

DOI:10.1016/j.ejmech.2018.12.063

upstream raw materials:

4-chloroquinoline

ethanolamine

3-(7-chloroquinolin-4-ylamino)propyl alcohol

4,7-dichloroquinoline

Refernces

• 1、 Halby, Ludovic,Menon, Yoann,Rilova, Elodie,Pechalrieu, Dany,Masson, Véronique,Faux, Celine,Bouhlel, Mohamed Amine,David-Cordonnier, Marie-Hélène,Novosad, Natacha,Aussagues, Yannick,Samson, Arnaud,Lacroix, Laurent,Ausseil, Fréderic,Fleury, Laurence,Guianvarc'H, Dominique,Ferroud, Clotilde,Arimondo, Paola B.. "Rational Design of Bisubstrate-Type Analogues as Inhibitors of DNA Methyltransferases in Cancer Cells". . p. 4665 - 4679. Retrieved 2017.
• 2、 Oukoloff, Killian,Coquelle, Nicolas,Bartolini, Manuela,Naldi, Marina,Le Guevel, Rémy,Bach, Stéphane,Josselin, Béatrice,Ruchaud, Sandrine,Catto, Marco,Pisani, Leonardo,Denora, Nunzio,Iacobazzi, Rosa Maria,Silman, Israel,Sussman, Joel L.,Buron, Frédéric,Colletier, Jacques-Philippe,Jean, Ludovic,Routier, Sylvain,Renard, Pierre-Yves. "Design, biological evaluation and X-ray crystallography of nanomolar multifunctional ligands targeting simultaneously acetylcholinesterase and glycogen synthase kinase-3". supporting information. p. 58 - 77. Retrieved 2019/02/25.