15821-13-3

Basic information

• Product Name: 2-methylquinoline-4-carboxamide
• Synonyms: 2-methylquinoline-4-carboxamide;2-Methyl-4-quinolinecarboxamide;Einecs 239-917-8;2-METHYLCINCHONINAMIDE;4-Quinolinecarboxamide, 2-methyl-;Cinchoninamide, 2-methyl-
• CAS NO: 15821-13-3
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.2099
• EINECS: 239-917-8
• Mol File: 15821-13-3.mol

Chemical Properties

• Boiling Point: 366.5°C at 760 mmHg
• Flash Point: 175.4°C
• Appearance: /
• Density: 1.227g/cm³
• Vapor Pressure: 1.46E-05mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 2-methylquinoline-4-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylquinoline-4-carboxamide(15821-13-3)
• EPA Substance Registry System: 2-methylquinoline-4-carboxamide(15821-13-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 15821-13-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
2-methylquinoline-4-carboxamide is used as a building block in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides with improved efficacy and selectivity.
Used in Organic Light-Emitting Diodes (OLEDs):
2-methylquinoline-4-carboxamide is used as a material in the fabrication of organic light-emitting diodes (OLEDs) for its potential to enhance device performance, such as brightness, efficiency, and stability.
Used in Organic Solar Cells:
2-methylquinoline-4-carboxamide is used as a component in the development of organic solar cells, where it may contribute to improved power conversion efficiency, stability, and flexibility of the solar cell devices.
Used in Antioxidant and Anticancer Research:
2-methylquinoline-4-carboxamide is studied for its potential biological activities, including antioxidant properties that may help protect cells from oxidative damage and its anticancer properties that may inhibit the growth and proliferation of cancer cells.

InChI:InChI=1/C11H10N2O/c1-7-6-9(11(12)14)8-4-2-3-5-10(8)13-7/h2-6H,1H3,(H2,12,14)

Upstream product

• 634-38-8 2-methylquinoline-4-carboxylic acid 
• 55625-40-6 methyl 2-methylquinoline-4-carboxylate 
• 7120-26-5 ethyl 2-methylquinoline-4-carboxylate 
• 91-56-5 indole-2,3-dione 
• 67-64-1 acetone 
• 91-63-4 2-methylquinoline 
• 77287-34-4 formamide 
• 1076-28-4 2-methylquinoline N-oxide 
• 471-47-6 oxamic acid 

Downstream Products

• 29196-15-4 2-methylquinoline-4-carbonitrile 
• 634-38-8 2-methylquinoline-4-carboxylic acid 
• 115400-59-4 (2-methylquinolin-4-yl)(phenyl)methanone 
• 860229-40-9 (2-methyl-1,2,3,4-tetrahydro-[4]quinolyl)-phenyl-methanol 
• 107772-66-7 2-methyl-quinoline-4-carbonimidic acid p-toluidide 
• 107772-65-6 2-methyl-quinoline-4-carbonimidic acid-(N-methyl-anilide) 
• 107518-54-7 2-methyl-quinoline-4-carbonimidic acid anilide 

Relevant articles and documents

Sunlight induced functionalisation of some heterocyclic bases in the presence of polycrystalline TiO2

The functionalisation of various heterocyclic bases induced by sunlight is reported. The photoreaction occurred with higher yield in a liquid-solid heterogeneous system in the presence of polycrystalline TiO2 (anatase) than in a homogeneous system under the same experimental conditions.

Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles

Direct C-H acylations and carbamoylations of heterocycles can now be readily achieved without requiring any conventional metal, photocatalyst, electrocatalysis, or light activation, thus significantly improving on sustainability, costs, toxicity, waste, and simplicity of the operational procedure. These mild conditions are also suitable for gram-scale reactions and late-stage functionalizations of complex molecules, including pharmaceuticals, N,N-ligands, and light-sensitive molecules.

NEW SOMATOSTATIN RECEPTOR SUBTYPE 4 (SSTR4) AGONISTS

The invention relates to 3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid amide derivatives of general formula (I), which are agonists of somatostatin receptor subtype 4 (SSTR4), useful for preventing or treating medical disorders related to SSTR4. In addition, the invention relates to processes for preparing pharmaceutical compositions as well as processes for manufacture of the compounds according to the invention.

New Somatostatin receptor subtype 4 (SSTR4) agonists

3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid amide derivatives which are agonists of somatostatin receptor subtype 4 (SSTR4), useful for preventing or treating medical disorders related to SSTR4.

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.

Polycyclic N-Hetero Compounds. XXII. . Reaction of Pyridine N-oxides and Pyrazino Di-N-Oxides with Formamide

Reactions of pyridine N-oxides, pyrazine N-oxides and their benzologues with formamide are described.Carbamoylation mainly occured at aromatic ring with loss of the N-oxide oxygen atom, however, 2,4,6-trimethylpyridine 1-oxide gave 2- and 4-pyrimidinyl derivatives.

POLAR EFFECTS IN FREE-RADICAL REACTIONS. NEW SYNTHETIC DEVELOPMENTS IN THE FUNCTIONALIZATION OF HETEROAROMATIC BASES BY NUCLEOPHILIC RADICALS

The synthetic interest of the direct substitution of protonated heteroaromatic bases by nucleophilic carbon-centered radicals is furtheron developed by the following new achievements: i) utilization of the redox system N(+)H3OH/Ti(III) in several solvents; ii) utilization of benzoyl peroxide in alcohols; iii) carbamoylation by HCONH2 and H2O2 in the presence of catalytic amounts of Fe(II).These systems allow to obtain either substitution till now tried without success or reactions of industrial interest.Polar effects play a dominat role in determining reactivity, selectivity and synthetic applications; in particular the role of the strongly nucleophilic intermediate radicals of pyridinyl type in the rearomatization step is emphasized.