4363-95-5

Basic information

• Product Name: 4-Quinoline-carboxamide
• Synonyms: quinoline-4-carboxaMide
• CAS NO: 4363-95-5
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18332
• EINECS: 604-604-1
• Mol File: 4363-95-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 181 °C(Solv: ethanol (64-17-5))
• Boiling Point: 421.3°C at 760 mmHg
• Flash Point: 208.6°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 2.64E-07mmHg at 25°C
• Refractive Index: 1.678
• Storage Temp.: 2-8°C
• PKA: 14.86±0.30(Predicted)
• CAS DataBase Reference: 4-Quinoline-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Quinoline-carboxamide(4363-95-5)
• EPA Substance Registry System: 4-Quinoline-carboxamide(4363-95-5)

Safety Data

• Hazardous Substances Data: 4363-95-5(Hazardous Substances Data)

Usage

General Description

4-Quinoline-carboxamide, also known as NSC-11580, is a chemical compound originating from Quinoline, a class of compounds known for their bacteriostatic and fungistatic properties. The molecular formula for 4-quinoline-carboxamide is C10H8N2O, with a molecular weight of 172.18 g/mol, and it is characterized by a bicyclic structure consisting of a benzene ring fused with a pyridine ring. This chemical is typically presented in a yellow crystal solid form and is used in various applications including chemical synthesis, pharmaceuticals, biology, and many others. It has not been fully tested for safety or hazards, so proper care should be taken when handling this chemical.

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 
• 4363-93-3 quinoline-4-carboxaldehyde 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 

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 articles and documents

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.

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.

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.