125917-60-4

Basic information

• Product Name: (2-CHLORO-3-QUINOLINYL)METHANOL
• Synonyms: 2-CHLORO-3-HYDROXYMETHYLQUINOLINE;(2-CHLORO-3-QUINOLINYL)METHANOL;RARECHEM AL BD 0745;2-Chloroquinoline-3-methanol;(2-chloroquinolin-3-yl)methanol;(2-chloro-3-quinolinyl)methanol(SALTDATA: FREE)
• CAS NO: 125917-60-4
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• Mol File: 125917-60-4.mol
• Article Data: 50

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 354.7 °C at 760 mmHg
• Flash Point: 168.3 °C
• Appearance: /
• Density: 1.358 g/cm³
• Vapor Pressure: 1.21E-05mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: (2-CHLORO-3-QUINOLINYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-3-QUINOLINYL)METHANOL(125917-60-4)
• EPA Substance Registry System: (2-CHLORO-3-QUINOLINYL)METHANOL(125917-60-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 125917-60-4(Hazardous Substances Data)

Usage

General Description

(2-Chloro-3-quinolinyl)methanol is a chemical compound with the molecular formula C10H8ClNO. It is an organic compound that contains a quinoline ring and a chlorine atom, and has a hydroxyl group attached to the quinoline ring. (2-CHLORO-3-QUINOLINYL)METHANOL is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It also has potential applications in medicinal chemistry for the development of new drug candidates. Additionally, (2-Chloro-3-quinolinyl)methanol may have biological activities that make it useful for various research purposes. However, its specific properties and applications may vary depending on its synthesis and purification methods.

InChI:InChI=1/C10H8ClNO/c11-10-8(6-13)5-7-3-1-2-4-9(7)12-10/h1-5,13H,6H2

Upstream product

• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 137470-14-5 N-(2-Chloro-quinolin-3-yl)-acetamide 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 220248-42-0 2-chloroquinoline-3-carboxaldehyde dimethylacetal 
• 612-62-4 2-Chloroquinoline 
• 50-00-0 formaldehyd 

Downstream Products

• 125917-88-6 4-(2,6-Dichloro-phenoxymethyl)-1,2,3,9b-tetraaza-cyclopenta[a]naphthalene 
• 125917-90-0 4-(2,5-Dichloro-phenoxymethyl)-1,2,3,9b-tetraaza-cyclopenta[a]naphthalene 
• 125917-89-7 4-(3,4-Dichloro-phenoxymethyl)-1,2,3,9b-tetraaza-cyclopenta[a]naphthalene 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 4114-28-7 diethyl hydrazodicarboxylate 
• 1334446-19-3 (2-chloroquinolin-3-yl)methyl 4-methylbenzenesulfonate 
• 478260-43-4 phenyl(thieno[2,3-b]quinolin-2-yl)methanone 
• 177841-07-5 3-(2-chloroquinolin-3-yl)-1-(p-tolyl)prop-2-en-1-one 

Relevant articles and documents

Intramolecular cyclisation of functionalised heteroaryllithiums. Synthesis of novel indolizinone-based compounds

The intramolecular cyclisation of heteroaryllithiums derived from N-heteroarylmethylpyrrole-2-carboxamides takes place smoothly at low temperature when N-methoxy-N-methyl and morpholine amides are used as internal electrophiles. Halogen-lithium exchange using n-BuLi is the method of choice to achieve metalation on the quinoline and pyridine derivatives, while directed lithiation (LDA) works better for furan. In the case of thiophene both methodologies can be applied. These metalation-cyclisation sequences provide a useful entry to several types of indolizidine based compounds (pyrrolo[1,2-b]acridinones, pyrrolo[1,2-g]quinolones, thieno and furo[3,2-f]indolizinones).

ZnO nanoparticles in the synthesis of AB ring core of camptothecin

For the first time, synthesis of AB ring core of camptothecin synthons such as (2-chloroquinolin-3-yl)methanols (Va-Vg) using zinc oxide nanoparticles is reported. The desired attractive products were obtained in high yields, short reaction time, using a simple work-up procedure with the purification of products by non-chromatographic methods.

Quinoline and 2-nitroimino-1, 3-diazacycloalkane hybrids: Design, synthesis and insecticidal activity

A library of new hybrid molecules comprising quinoline, 2-nitroimino-1, 3-diazacycloalkane motifs were designed and synthesized as plausible neonicotinoid analogues. These compounds were synthesized from 2-chloro/aryloxy-3-formyl quinolines and guanidine nitrate with the coupling of 2-chloro/aryloxy-3-(chloromethyl)quinolines, 2-nitroimino-1, 3-diazacycloalkanes under phase transfer catalysis (PTC) as crucial step. All the compounds were obtained in excellent yields (80–90%) and were characterized by 1H, 13C NMR and mass spectrometry. The newly generated compounds were screened for insecticidal activity against aphids in safflower field and some of them displayed moderate activity.

Interrupting the Barton?McCombie reaction: Aqueous deoxygenative trifluoromethylation of o-alkyl thiocarbonates

The site-selective trifluoromethylation of aliphatic systems remains an important challenge. This work describes a light-driven, copper-mediated trifluoromethylation of O-alkyl thiocarbonates. The reaction provides broad functional group tolerance (e.g., alkyne, alkene, phenol, free alcohol, electron-rich and -deficient arenes), thereby offering orthogonality and practicality for trifluoromethylation. A radical organometallic mechanism is proposed.

Microwave assisted synthesis of quinoline fused benzodiazepines as anxiolytic and antimicrobial agents

In the present study, an efficient, facile and green protocol for synthesis of quinoline fused 1,4-benzodiazepine (4a-j) by microwave irradiated condensation of 6/7/8-substituted 3-bromomethyl-2-chloro-quinoline (3a-j) obtained from 2-chloro 6/7/8-substituted quinoline-3-carbaldehyde (1a-j) with 1, 2-phenylenediamine was developed. Surflex docking studies with K+ channel is one of the physiological targets and inhibition, which plays a role in the pathophysiology of depression revealed that all these compounds show consensus score in the range 2.71-3.68 indicating the summary of all forces of interaction. Further, compounds 4d, 4g and 4i exhibited potent antibacterial activity.