131923-69-8

Basic information

• Product Name: 2,7-DICHLORO-8-METHYLQUINOLINE-3-CARBOXALDEHYDE
• Synonyms: 2,7-DICHLORO-8-METHYLQUINOLINE-3-CARBOXALDEHYDE;OTAVA-BB 7020617826;2,7-dichloro-8-methylquinoline-3-carbaldehyde
• CAS NO: 131923-69-8
• Molecular Formula: C₁₁H₇Cl₂NO
• Molecular Weight: 240.09
• Mol File: 131923-69-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 382.8°C at 760 mmHg
• Flash Point: 185.3°C
• Appearance: /
• Density: 1.423g/cm³
• Vapor Pressure: 4.61E-06mmHg at 25°C
• Refractive Index: 1.677
• CAS DataBase Reference: 2,7-DICHLORO-8-METHYLQUINOLINE-3-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DICHLORO-8-METHYLQUINOLINE-3-CARBOXALDEHYDE(131923-69-8)
• EPA Substance Registry System: 2,7-DICHLORO-8-METHYLQUINOLINE-3-CARBOXALDEHYDE(131923-69-8)

Safety Data

• Hazardous Substances Data: 131923-69-8(Hazardous Substances Data)

Usage

General Description

2,7-Dichloro-8-methylquinoline-3-carboxaldehyde, also known as 2,7-DCMQA, is a chemical compound with the molecular formula C12H8Cl2NO. It is a yellow to brown solid that is used in the synthesis of various pharmaceutical and agrochemical products. The compound has a distinct odor and is soluble in organic solvents such as ethanol and acetone. 2,7-DCMQA is also used as a building block in the production of dyes and optical brighteners, as well as in the preparation of other organic compounds. Due to its potential hazards, it is important to handle 2,7-DCMQA with caution and follow proper safety protocols when working with this chemical.

InChI:InChI=1/C11H7Cl2NO/c1-6-9(12)3-2-7-4-8(5-15)11(13)14-10(6)7/h2-5H,1H3

Upstream product

• 7463-35-6 N-(3-chloro-2-methylphenyl)acetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 87-60-5 3-chloro-2-methylbenzenamine 

Downstream Products

• 1417531-11-3 9-chloro-N-benzyl-10-methyl-[1,3,4]thiadiazepino[7,6-b]quinolin-2-amine 
• 1417531-10-2 9-chloro-N-(4-ethylphenyl)-10-methyl-[1,3,4]thiadiazepino[7,6-b]quinolin-2-amine 
• 1417531-09-9 C₂₀H₁₇ClN₄S 
• 1417531-08-8 C₂₀H₁₇ClN₄S 

Relevant articles and documents

Anti-malarial, cytotoxicity and molecular docking studies of quinolinyl chalcones as potential anti-malarial agent

Abstract: The quinolinyl chalcones series (A1–A14) were screened for antimalarial activity. According to in vitro antimalarial studies, many quinolinyl chalcones are potentially active against CQ-sensitive and resistance P. falciparum strains with no toxicity against Vero cell lines. The most active quinolinyl chalcones A4 (with IC50 0.031?μM) made a stable A4–heme complex with ??25?kcal/mole binding energy and also showed strong π–π interaction at 3.5??. Thus, the stable A4–heme complex formation suggested that these quinolinyl chalcones act as a blocker for heme polymerization. The docking results of quinolinyl chalcones with Pf-DHFR showed that the halogenated benzene part of quinolinyl chalcones made strong interaction with Pf-DHFR as compared to quinoline part. A strong A4–Pf-DHFR complex was formed with low binding energy (??11.04?kcal/mole). The ADMET properties of quinolinyl chalcones were also studied. The in vivo antimalarial studies also confirmed the A4 as an active antimalarial agent. Graphical abstract: [Figure not available: see fulltext.].

Synthesis and Herbicidal Activity of Triketone-Quinoline Hybrids as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the most important targets for herbicide discovery. In the search for new HPPD inhibitors with novel scaffolds, triketone-quinoline hybrids were designed and subsequently optimized on the basis of the structure-activity relationship (SAR) studies. Most of the synthesized compounds displayed potent inhibition of Arabidopsis thaliana HPPD (AtHPPD), and some of them exhibited broad-spectrum and promising herbicidal activity at the rate of 150 g ai/ha by postemergence application. Most promisingly, compound III-l, 3-hydroxy-2-(2-methoxy-7-(methylthio)quinoline-3-carbonyl)cyclohex-2-enone (Ki = 0.009 ～M, AtHPPD), had broader spectrum of weed control than mesotrione. Furthermore, compound III-l was much safer to maize at the rate of 150 g ai/ha than mesotrione, demonstrating its great potential as herbicide for weed control in maize fields. Therefore, triketone-quinoline hybrids may serve as new lead structures for novel herbicide discovery.