93299-49-1

Usage

Uses

Used in Organic Synthesis:
2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is used as a key intermediate in the synthesis of complex organic compounds due to its versatile chemical structure and reactivity.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is utilized as a building block for the development of new pharmaceuticals, leveraging its potential biological activities and pharmacological properties to create novel therapeutic agents.
Used in Medicinal Chemistry:
2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is employed as a valuable compound in medicinal chemistry for the exploration of its potential as a precursor to drugs with various therapeutic applications, given its unique structural features and chemical properties.
Used in Drug Discovery:
2-CHLORO-3-QUINOLINECARBOXALDEHYDE OXIME is also used in drug discovery processes to identify new lead compounds or optimize existing drug candidates, capitalizing on its chemical reactivity and potential biological activity.

InChI:InChI=1/C10H7ClN2O/c11-10-8(6-12-14)5-7-3-1-2-4-9(7)13-10/h1-6,14H

Upstream product

• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 91301-03-0 3-formyl-2-quinolone 

Downstream Products

• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 1357170-14-9 C₁₇H₁₀BrClN₂O₂ 
• 1357170-16-1 C₁₇H₁₀ClFN₂O₂ 
• 1357170-10-5 C₁₇H₁₁ClN₂O₂ 
• 1357170-13-8 C₁₇H₁₀Cl₂N₂O₂ 
• 1357170-11-6 C₁₈H₁₃ClN₂O₃ 
• 1357170-15-0 C₁₇H₁₀ClN₃O₄ 
• 1357170-17-2 C₁₇H₁₀ClFN₂O₂ 
• 1357170-18-3 C₁₇H₉ClN₄O₆ 
• 106835-44-3 1H‐pyrazolo[3,4‐b]quinolin‐3‐amine 

Relevant academic research and scientific papers

A Concise Formal Total Synthesis of Mappicine and Nothapodytine B via an Intramolecular Hetero Diels-Alder Reaction

A six-step formal total synthesis of a natural alkaloid, mappicine (3), has been achieved. The highlight of our synthetic strategy is an intramolecular hetero Diels-Alder reaction that was used for the construction of the CD ring system of mappicine (3). In addition, it was demonstrated that the Sonogashira coupling reaction of 2-chloro-3-hydroxymethylquinoline (8c) with trimethylsilylacetylene proceeded at room temperature in excellent yield.

Design, synthesis, and docking study of new quinoline derivatives as antitumor agents

New quinolines substituted with various heterocycles and chalcone moieties were synthesized and evaluated as antitumor agents. All the synthesized compounds were in vitro screened against 60 human cancer cell lines. Compound 13 showed the highest cytotoxi

Synthesis of new 3-(2-Chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click chemistry approach

Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3- yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline- 3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.

Synthesis and DNA cleavage studies of novel quinoline oxime esters

New 2-chloro-3-formyl quinoline oxime esters were synthesized by the reaction of 2-chloro-3-formyl quinoline oximes with various benzoyl chlorides in the presence of triethyl amine and dichloromethane at 0 °C. The DNA photo cleavage studies of some new ox

Synthesis of novel pyrazoloquinolines

The synthesis of novel pyrazoloquinolines, 3-(1H-pyrazolo [3,4-6] quinolin-3-ylimino) indolin-2-one (5) and 1-methyl-3-(1-methyl-1H-pyrazolo [3,4-b] quinolin-3-ylimino)-1,3-dihydro-indol-2-one (6) is described. Reaction of 2-chloroquinolin-3-carboxaldehyd

An expeditious room temperature stirring method for the synthesis of isoxazolo[5,4-b]quinolines

The synthesis of different derivatives of isoxazolo[5,4-b]quinoline by the cyclization reaction of various substituted oximes of quinoline using mild base at ambient temperature. The formation of isoxazolo[5,4-b]quinoline, as a consequence of cheaper and more readily available K2CO3 and DMF participating in the reaction, is documented. Copyright

6-O-substituted erythromycin derivatives having improved gastrointestinal tolerance

Compounds having formula (I) are useful for treating bacterial infections while avoiding the concomitant liability of gastrointestinal intolerance. Compositions containing the compounds and methods of treatment using the compounds are also disclosed.

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.

Unusual Reaction of 2-Chloro-6,7-dialkoxyquinoline-3-aldoxime with Epichlorohydrin

Unlike the reactions of 2-chloro- and 2-chloro-6-methoxyquinoline-3-aldoximes, the reaction of 2-chloro-6,7-dimethoxyquinoline-3-aldoxime (7) with epichlorohydrin gives 2-chloro-3-cyano-6,7-dimethoxyquinoline (13), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime monomethyl ether (12), 6,7-dimethoxyisoxazoloquinoline (15), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(2,3-epoxy)propyl ether (14), and 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(3'-methoxy-2'-hydroxy)propyl ether (16).However, 2-chloro-6,7-diethoxyquinoline-3-aldoxime (8) with epichlorohydrin affords the desired epoxy derivative (11) and a small quantity of 2-chloro-3-cyano-6,7-diethoxyquinoline (20).No definite reaction pathway could be delineated for the unusual reaction products of the reaction of 7 with epichlorohydrin.