4363-95-5

Usage

Uses

Used in Chemical Synthesis:
4-Quinoline-carboxamide is used as an intermediate in the synthesis of various chemical compounds, contributing to the development of new materials and products.
Used in Pharmaceutical Applications:
4-Quinoline-carboxamide is used as a building block in the design and synthesis of pharmaceutical drugs, potentially leading to the discovery of new therapeutic agents.
Used in Biological Research:
4-Quinoline-carboxamide is employed as a research tool in biological studies, aiding in the understanding of molecular interactions and biological processes.
Used in Industrial Applications:
4-Quinoline-carboxamide is used as a component in the production of various industrial products, such as dyes, pigments, and coatings, due to its chemical properties.

InChI:InChI=1/C10H8N2O/c11-10(13)8-5-6-12-9-4-2-1-3-7(8)9/h1-6H,(H2,11,13)

Upstream product

• 2973-27-5 quinoline-4-carbonitrile 
• 50821-72-2 quinolone-4-carbonyl chloride 
• 10447-29-7 ethyl quinoline-4-carboxylate 
• 91-22-5 quinoline 
• 77287-34-4 formamide 
• 486-74-8 4-quinolinic acid 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 4363-93-3 quinoline-4-carboxaldehyde 

Downstream Products

• 16335-07-2 2-Amino-cinchoninsaeureamid 
• 486-74-8 4-quinolinic acid 
• 578-68-7 4-aminoquinoline 
• 36825-36-2 3-bromo-quinolin-4-ylamine 

Relevant academic research and scientific papers

Pyridinium-2-carbaldoximes with quinolinium carboxamide moiety are simultaneous reactivators of acetylcholinesterase and butyrylcholinesterase inhibited by nerve agent surrogates

The pyridinium-2-carbaldoximes with quinolinium carboxamide moiety were designed and synthesised as cholinesterase reactivators. The prepared compounds showed intermediate-to-high inhibition of both cholinesterases when compared to standard oximes. Their reactivation ability was evaluated in?vitro on human recombinant acetylcholinesterase (hrAChE) and human recombinant butyrylcholinesterase (hrBChE) inhibited by nerve agent surrogates (NIMP, NEMP, and NEDPA) or paraoxon. In the reactivation screening, one compound was able to reactivate hrAChE inhibited by all used organophosphates and two novel compounds were able to reactivate NIMP/NEMP-hrBChE. The reactivation kinetics revealed compound 11 that proved to be excellent reactivator of paraoxon-hrAChE better to obidoxime and showed increased reactivation of NIMP/NEMP-hrBChE, although worse to obidoxime. The molecular interactions of studied reactivators were further identified by in silico calculations. Molecular modelling results revealed the importance of creation of the pre-reactivation complex that could lead to better reactivation of both cholinesterases together with reducing particular interactions for lower intrinsic inhibition by the oxime.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Copper catalysed direct amidation of methyl groups with N-H bonds

An efficient copper catalyzed direct aerobic oxidative amidation of methyl groups of azaarylmethanes with N-H bonds producing amides is successfully developed, which can produce primary, secondary and tertiary amides, including those with functional groups. This reaction represents a straightforward method for the preparation of amides from the readily available hydrocarbon starting materials.

High-temperature synthesis of amides from alcohols or aldehydes by using flow chemistry

An efficient conversion of aliphatic and aromatic alcohols or aldehydes into the corresponding primary amides was successfully achieved by using flow chemistry. Excellent yields were obtained in very short reaction times, and thus this method offers an efficient alternative to traditional methods for amide formation.

A novel, selective free-radical carbamoylation of heteroaromatic bases by Ce(IV) oxidation of formamide, catalysed by N-hydroxyphthalimide

The Ce(IV)-NHPI system was used to generate a carbamoyl radical by oxidation of formamide; this nucleophilic radical has been successfully used in the carbamoylation of heteroaromatic bases.