5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE

Base Information

• Chemical Name: 5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE
• CAS No.: 4053-45-6
• Molecular Formula: C10H8ClNO
• Molecular Weight: 230.094
• Hs Code.: 2933499090
• Mol file: 4053-45-6.mol

Synonyms:5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE;5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE;IFLAB-BB F2124-0006;TIMTEC-BB SBB000700;5-(Chloromethyl)-8-hydroxyquinoline hydrochloride;8-quinolinol, 5-(chloromethyl)-;5-(Chloromethyl)-8-quinolinol;8-Quinolinol, 5-(chloromethyl)-, hydrochloride

Chemical Property of 5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE

Chemical Property:

• Vapor Pressure: 2.55E-07mmHg at 25°C
• Melting Point: 280 °C (decomp)
• Boiling Point: 388.1 °C at 760 mmHg
• Flash Point: 188.5 °C
• PSA: 33.12000
• Density: 1.355g/cm³
• LogP: 3.48120
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-(Chloromethyl)quinolin-8-olHydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE

There total 2 articles about 5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE 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: 99.0%

8-quinolinol (148-24-3,24804-14-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 5-chloromethyl-8-hydroxyquinoline hydrochloride (4053-45-6)

Guidance literature:

With hydrogenchloride; In water; at 0 - 20 ℃; for 4h;

DOI:10.1021/jm501501a

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 8-quinolinol (148-24-3,24804-14-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + water (7732-18-5) → 5-chloromethyl-8-hydroxyquinoline hydrochloride (4053-45-6)

Guidance literature:

DOI:10.1002/ardp.19582911004

Reference yield: 97.0%

4-Phenylimidazole (670-95-1) + 5-chloromethyl-8-hydroxyquinoline hydrochloride (4053-45-6) → 5-((4-phenyl-1H-imidazole-1-yl)methyl)quinolin-8-ol

Guidance literature:

4-Phenylimidazole; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

5-chloromethyl-8-hydroxyquinoline hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2021.113719

upstream raw materials:

8-quinolinol

formaldehyd

hydrogenchloride

water

Downstream raw materials:

5-(hydroxymethyl)-8-hydroxyquinoline

broxyquinoline

5-(4-(2-hydroxyethyl)piperazin-1-ylmethyl)-8-hydroxyquinoline

(R)-2-[(8-Hydroxy-quinolin-5-ylmethyl)-amino]-3-tritylsulfanyl-propionic acid ethyl ester

Refernces

• 1、 Xing, Jing,Zhang, Rukang,Jiang, Xiangrui,Hu, Tianwen,Wang, Xinjun,Qiao, Gang,Wang, Junjian,Yang, Fengling,Luo, Xiaomin,Chen, Kaixian,Shen, Jingshan,Luo, Cheng,Jiang, Hualiang,Zheng, Mingyue. "Rational design of 5-((1H-imidazol-1-yl)methyl)quinolin-8-ol derivatives as novel bromodomain-containing protein 4 inhibitors". . p. 281 - 294. Retrieved 2019.
• 2、 Wang, Xiaoju,Feng, Liheng,Chen, Zhaobin. "Synthesis and photophysics of novel 8-hydroxyquinoline aluminum metal dye with hole transfer groups". . p. 1433 - 1437. Retrieved 2008.
• 3、 Wang, Zhiren,Hu, Jinhui,Yang, Xiaoping,Feng, Xing,Li, Xingshu,Huang, Ling,Chan, Albert S. C.. "Design, Synthesis, and Evaluation of Orally Bioavailable Quinoline-Indole Derivatives as Innovative Multitarget-Directed Ligands: Promotion of Cell Proliferation in the Adult Murine Hippocampus for the Treatment of Alzheimer's Disease". . p. 1871 - 1894. Retrieved 2018.
• 4、 Akbar, Rifat,Baral, Minati,Kanungo, B. K.. "Spectroscopic, photophysical, solution thermodynamics and computational study of europium and terbium complexes with a flexible quinolinol-based symmetric tripodal chelator". . . Retrieved 2021.
• 5、 Abousalem, Ashraf S.,Benhiba, F.,Galai, M.,Lakhrissi, B.,Oudda, H.,Rbaa, M.,Rouifi, Z.,Warad, I.,Zarrouk, A.. "Sample synthesis, characterization, experimental and theoretical study of the inhibitory power of new 8-hydroxyquinoline derivatives for mild steel in 1.0 M HCl". . . Retrieved 2020.
• 6、 Miao, Wangen,Zhang, Li,Wang, Xiufeng,Cao, Hai,Jin, Qingxian,Liu, Minghua. "A dual-functional metallogel of amphiphilic copper(II) quinolinol: Redox responsiveness and enantioselectivity". . p. 3029 - 3036. Retrieved 2013.
• 7、 Zheng, Hailin,Youdim, Moussa B.H.,Weiner, Lev M.,Fridkin, Mati. "Novel potential neuroprotective agents with both iron chelating and amino acid-based derivatives targeting central nervous system neurons". . p. 1642 - 1652. Retrieved 2005.
• 8、 Ajana, Mohammed Aziz,Anouar, El Hassane,Berdimurodov, Elyor,Hajji, Halima,Hichar, Abdelhadi,Lakhrissi, Brahim,Oubihi, Asmaa,Rbaa, Mohamed,Tüzün, Burak,Zarrouk, Abdelkader. "Synthesis, bioinformatics and biological evaluation of novel pyridine based on 8-hydroxyquinoline derivatives as antibacterial agents: DFT, molecular docking and ADME/T studies". . . Retrieved 2021/06/30.