4053-36-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-8-methylquinoline is used as a key intermediate in the synthesis of various pharmaceuticals for its antimicrobial, antiviral, and antitumor properties. It contributes to the development of new drugs by providing a structural foundation that can be modified to target specific diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Hydroxy-8-methylquinoline is utilized as a precursor in the production of pesticides and other agrochemicals. Its antimicrobial properties make it a valuable component in the development of effective solutions for crop protection and disease management.
Used in Analytical Chemistry:
2-Hydroxy-8-methylquinoline is employed as a corrosion inhibitor, helping to protect metal surfaces from degradation and extending the lifespan of materials used in various industries. Its ability to inhibit corrosion makes it a useful additive in coatings, lubricants, and other protective formulations.
Used as a Fluorescent Probe:
In the field of analytical chemistry, 2-Hydroxy-8-methylquinoline serves as a fluorescent probe for detecting and quantifying metal ions. Its fluorescent properties allow for sensitive and selective detection of metal ions, making it a valuable tool in environmental monitoring, material science, and other research areas.

Upstream product

• 611-32-5 8-methylquinoline 
• 20151-45-5 2-Amino-8-methyl-chinolin 
• 4225-85-8 2-chloro-8-methylquinoline 
• 124-41-4 sodium methylate 
• 885687-65-0 2-methoxy-8-methyl-quinoline 
• 1035669-80-7 C₁₂H₁₃NO 
• 95-53-4 o-toluidine 
• 140-88-5 ethyl acrylate 
• 4053-38-7 8-methylquinoline 1-oxide 
• 78987-21-0 N-(2-methylphenyl)-3-phenylacrylamide 
• 78987-21-0 (E)-N-(2-methylphenyl)-3-phenylacrylamide 

Downstream Products

• 99073-81-1 2-bromo-8-methylquinoline 
• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 4225-85-8 2-chloro-8-methylquinoline 

Relevant academic research and scientific papers

Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides

Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no undesirable by-product, provides an efficient greener alternative to all conventional synthesis reported to date. The robustness of the methodology has been successfully demonstrated with easy scaling up to the gram scale.

Palladium-catalyzed synthesis of quinolin-2(1: H)-ones: the unexpected reactivity of azodicarboxylate

Quinolin-2(1H)-one is a useful structure unit present in a wide range of natural products and pharmaceuticals. A Pd(ii)-catalyzed synthesis of quinolin-2(1H)-ones from quinoline N-oxides was developed with azodicarboxylates which act as both the activating agent and oxidant. The reaction proceeded under mild conditions and no protection against air and moisture was needed.

C-Bridged Bispyrrolidines and Bispiperidines as New Ligands

The preparation of methylene-bridged C2-symmetric nitrogen-heterocycles as a new class of ligands is described, including methylene-bridged pyridines, quinolones, piperidines and pyrrolidines. These methylene-bridged aromatic systems are obtained via a microwave assisted Ziegler-type reaction. The separation of diastereomers and the application of the copper complexes of these ligands for cyclopropanation reactions proves the applicability of these new types of ligands.

A nitrogen oxide C2 - bit hydroxylated method (by machine translation)

The present invention relates to nitrogen oxide C2 - bit hydroxylated method, in particular under reflux conditions in dichloroethane, three pyrrole alkyl bromide (PyBrop) [...] phosphate, sodium acetate, water and nitrogen oxides produced by the reaction of hydroxyl-substituted product. The process has simple operation, mild condition, high reaction selectivity, substrate wide applicability, high yield and the like. The application for the first time using this method to synthesize a series of 2 - hydroxyquinoline, 2 - hydroxy pyridine and 1 - hydroxy isoquinoline compound, in the establishment of the compounds of the library synthesis application have broad prospects. (by machine translation)

Enantioselective Intermolecular [2 + 2] Photocycloaddition Reactions of 2(1H)-Quinolones Induced by Visible Light Irradiation

In the presence of a chiral thioxanthone catalyst (10 mol %) the title compounds underwent a clean intermolecular [2 + 2] photocycloaddition with electron-deficient olefins at λ = 419 nm. The reactions not only proceeded with excellent regio- and diastereoselectivity but also delivered the respective cyclobutane products with significant enantiomeric excess (up to 95% ee). Key to the success of the reactions is a two-point hydrogen bonding between quinolone and catalyst enabling efficient energy transfer and high enantioface differentiation. Preliminary work indicated that solar irradiation can be used for this process and that the substrate scope can be further expanded to isoquinolones.

Practical route to 2-quinolinones via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade reaction

Quinolinone derivatives were constructed via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade process with simple anilines as the substrates. This finding provides a practical procedure for the synthesis of quinolinone-containing alkaloids and drug molecules. The utility of this method was demonstrated by a formal synthesis of Tipifarnib.

COMPOUNDS THAT INDUCE ABA RESPONSES

The present invention provides agonist compounds that active ABA receptors, and agricultural formulations comprising the agonist compounds. The agricultural formulations are useful for inducing ABA responses in plant vegetative tissues, reducing abiotic s

NITROGEN HETEROCYCLIC COMPOUNDS USEFUL AS PDE10 INHIBITORS

Unsaturated nitrogen heterocyclic compounds of formula (I): (I), as defined in the specification, compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, Huntington's Disease, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.

A general synthesis of quinolinones and benzothiazine 1,1-dioxides via ring closing metathesis

A general synthesis of quinolinones and benzothiazine 1,1-dioxides is presented. A series of N-phenylacrylamides and N-phenylethylenesulfonamides were studied for their ability to undergo ring closing methathesis to yield the corresponding quinolinones and benzothiazine 1,1-dioxides, respectively. The reactions are general in scope and represents a mild method for the preparation of these heterocycles.