2,4,7-Trichloroquinoline
[CAS# 1677-49-2]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Quinoline compound
• Name: 2,4,7-Trichloroquinoline
• Synonyms: NSC 131496
• Molecular Formula: C₉H₄Cl₃N
• Molecular Weight: 232.49
• CAS Registry Number: 1677-49-2
• SMILES: C1=CC2=C(C=C1Cl)N=C(C=C2Cl)Cl

Properties

• Solubility: Insoluble (8.4E^-3 g/L) (25 ºC), Calc.^*
• Density: 1.523±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*
• Melting point: 106.5-107.5 ºC^**

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

^** Ziegler, E.; Monatshefte fuer Chemie 1965, V96(2), P418-22.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

2,4,7-Trichloroquinoline, a derivative of quinoline, was first synthesized in the early 20th century as part of efforts to develop new compounds with potential medicinal and industrial applications. The synthesis process typically involves chlorination of quinoline, a heterocyclic aromatic organic compound. Quinoline derivatives have long been of interest to chemists due to their wide range of biological activities and utility in various chemical processes. The specific interest in trichloro-substituted quinoline compounds like 2,4,7-Trichloroquinoline arose from their potential use in pharmaceuticals, agrochemicals, and as intermediates in organic synthesis.

2,4,7-Trichloroquinoline is primarily of interest in pharmaceutical research due to its potential biological activities. Quinoline derivatives are known for their antimicrobial, antimalarial, and anticancer properties. Researchers explore 2,4,7-Trichloroquinoline to develop new drugs that can target various pathogens or cancer cells.

One of the promising applications of 2,4,7-Trichloroquinoline is in the development of antimicrobial and antiparasitic agents. Quinoline compounds have historically been used to treat malaria and other parasitic infections. By modifying the quinoline structure, scientists aim to create new drugs that can combat drug-resistant strains of pathogens. 2,4,7-Trichloroquinoline's trichloro substitution may enhance its activity against a broader spectrum of microorganisms.

In the agricultural sector, 2,4,7-Trichloroquinoline is studied for its potential as an agrochemical. Quinoline derivatives can serve as effective herbicides, fungicides, and insecticides. The chlorination of quinoline may improve its ability to act against various agricultural pests and diseases

2,4,7-Trichloroquinoline is also valuable as an intermediate in organic synthesis. Its unique structure allows it to participate in a variety of chemical reactions, facilitating the synthesis of more complex molecules. This makes it an important building block in the development of new chemical compounds.

In material science, 2,4,7-Trichloroquinoline can be used in the development of new materials with specific properties. For instance, quinoline derivatives can be incorporated into polymers or used as precursors for the synthesis of advanced materials with applications in electronics, photonics, and other high-tech fields.

Future research on 2,4,7-Trichloroquinoline will likely focus on its detailed pharmacological profile, including toxicity studies and mechanisms of action. Understanding these aspects is crucial for its potential therapeutic applications. Additionally, exploring its role in combination therapies is a promising avenue.