335196-05-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Chloro-8-ethyl-quinoline-3-carbaldehyde is used as an intermediate in the synthesis of pharmaceutical products due to its ability to form various heterocyclic compounds.
Used in Agrochemicals:
It is also used in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals.
Used in Antimicrobial Applications:
2-Chloro-8-ethyl-quinoline-3-carbaldehyde has been studied for its potential antimicrobial activities, making it a candidate for use in the development of new antimicrobial agents.
Used in Antifungal Applications:
2-CHLORO-8-ETHYL-QUINOLINE-3-CARBALDEHYDE has shown potential antifungal properties, which can be utilized in the creation of antifungal medications or treatments.
Used in Antiviral Applications:
Research has indicated that 2-chloro-8-ethyl-quinoline-3-carbaldehyde may possess antiviral activities, suggesting its potential use in the development of antiviral drugs.
Used in Cancer Treatment Research:
2-Chloro-8-ethyl-quinoline-3-carbaldehyde has been researched for its potential use in the treatment of various types of cancer, indicating its possible role in oncology and cancer therapy.

InChI:InChI=1/C12H10ClNO/c1-2-8-4-3-5-9-6-10(7-15)12(13)14-11(8)9/h3-7H,2H2,1H3

Upstream product

• 578-54-1 ortho-ethylaniline 
• 33098-65-6 2-acetamido-1-ethylbenzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 436088-08-3 C₁₂H₁₁NO₂ 
• 1236228-74-2 8-ethyl-1-phenyl-1H-pyrazolo[3,4-h]quinoline 
• 1446868-46-7 C₂₇H₂₀ClN₅O₅S 
• 1446868-24-1 C₂₃H₁₇Cl₂N₃O₂S 
• 1446868-01-4 C₂₁H₁₆ClN₃OS 
• 1421925-54-3 6-ethyl-3-phenyl-1H-pyrano[4,3-b]quinolin-1-one 
• 1421925-39-4 8-ethyl-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester 
• 1263317-01-6 6-ethyl-4-iodo-1-methoxy-3-phenyl-1H-pyrano[4,3-b]quinoline 
• 1163772-59-5 6-ethyl-1-Methoxy-3-phenyl-1H-pyrano[4,3-b]quinoline 
• 1017429-39-8 C₁₂H₁₂ClNO 
• 1122022-31-4 C₁₉H₁₇ClN₂ 
• 1122022-24-5 C₁₈H₁₄ClFN₂ 
• 1100051-02-2 8-ethyl-2-phenylethynyl-quinoline-3-carbaldehyde 
• 880105-72-6 2-chloro-3-cyano-8-ethylquinoline 

Relevant academic research and scientific papers

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.

2,4,6-Trichloro-1,3,5-triazine and N,N′-dimethylformamide as an effective Vilsmeier-Haack reagent for the synthesis of 2-chloro-3-formyl quinolines from acetanilides

TCTA-DMF (2,4,6-trichloro-1,3,5-triazine/N,N′-dimethylformamide) adduct has been used as a Vilsmeier-Haack type reagent for effective synthesis of 2-chloro-3-formyl quinolines from acetanilides under conventional and ultrasonically assisted conditions. The reaction times under sonication are quite significantly shorter than conventional methods even though the yields obtained under sonication are comparable with those obtained under reflux conditions.

Synthesis and biological evaluation of new rhodanine analogues bearing 2-chloroquinoline and benzo[h]quinoline scaffolds as anticancer agents

Several rhodanine derivatives (9-39) were synthesized for evaluation of their potential as anticancer agents. Villsmeier cyclization to synthesize aza-aromatic aldehydes, rhodanine derivatives preparation and Knoevenagel type of condensation between the rhodanines and aza-aromatic aldehydes are key steps used for the synthesis of 31 compounds. In vitro antiproliferative activity of the synthesized rhodanine derivatives (9-39) was studied on a panel of six human tumor cell lines viz. HGC, MNK-74, MCF-7, MDAMB-231, DU-145 and PC-3 cell lines. Some of the compounds were capable of inhibiting the proliferation of cancer cell lines at a micromolar concentration. Six compounds are found to be potent against HGC cell lines; compound 15 is found to be active against HGC - Gastric, MCF7 - Breast Cancer and DU145 - Prostate Cancer cell lines; compound 39 is potent against MNK-74; four compounds are found to be potent against MCF-7 cell lines; three compounds are active against MDAMB-231; nine compounds are found to be potent against DU-145; three compounds are active against PC-3 cell lines. These compounds constitute a promising starting point for the development of novel and more potent anticancer agents in future.

Vilsmeier-Haack reagent: A facile synthesis of 2-chloro-3-formylquinolines from N-arylacetamides and transformation into different functionalities

A simple and regioselective synthesis of 2-chloro-3-formylquinolines through Vilsmeier-Haack cyclisation of N-arylacetamides has been reported. The cyclisation is facilitated by N-arylacetamides bearing electron donating groups at m-position. However, yields of quinolines having electron donating groups are good in all cases. Further, the nucleophilic substitution reaction of the quinolines is also investigated. Similarly, the formyl group in the quinolines is subjected to further transformation into cyano (CAN-NH3) and alkoxycarbonyl (NIS-K2CO3/alcohols) groups to afford corresponding 3-cyano and 3-alkoxycarbonylquinolines, respectively.

An efficient and facile synthesis of 2-chloro-3-formyl quinolines from acetanilides in micellar media by Vilsmeier-Haack cyclisation

Acetanilides efficiently undergo Vilsmeier Haack cyclisation in micellar media to afford 2-chloro-3-formyl quinoline derivatives in good yields. This procedure works efficiently in CTAB (cetyl trimethyl ammonium bromide), SDS (sodium dodecyl sulphate) and TX (Triton-X-100) media under reflux conditions particularly from deactivated acetanilides in good yields.