76053-45-7

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Hydroxy-5-phenylpyridine is used as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Production:
In the agrochemical industry, 2-Hydroxy-5-phenylpyridine serves as a building block for the production of various agrochemicals. Its incorporation into these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Organic Compound Production:
2-Hydroxy-5-phenylpyridine is also utilized as a building block for the production of other organic compounds. Its versatile structure makes it a valuable precursor in organic synthesis, enabling the creation of a wide range of chemical products for various industries.

Upstream product

• 53698-47-8 2-methoxy-5-phenylpyridine 
• 1131-48-2 3-phenylpyridine N-oxide 
• 34301-54-7 1-Adamantanethiol 
• 98-80-6 phenylboronic acid 
• 108-86-1 bromobenzene 
• 445264-61-9 2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine 
• 13466-38-1 5-bromopyridin-2(1H)-one 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 1072-97-5 5-bromo-2-pyridylamine 
• 33421-40-8 5-phenyl-pyridin-2-ylamine 
• 10177-08-9 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid 
• 64063-54-3 2-chloro-5-(triphenylmethyl)pyridine 

Downstream Products

• 107971-01-7 1-methyl-5-phenylpyridin-2(1H)-one 

Relevant academic research and scientific papers

Synthesis and anticancer activity of mitotic-specific 3,4-dihydropyridine-2(1h)-thiones

Most anticancer drugs target mitosis as the most crucial and fragile period of rapidly dividing cancer cells. However the limitations of classical chemotherapeutics drive the search for new more effective and selective compounds. For this purpose structur

Scope and limitations of the synthesis of functionalized quinolizidinones and related compounds by a simple precursor approach via addition of lithium allylmagnesates to 2-pyridones and RCM as key steps

The scope and limitations of the simple synthesis of functionalized quinolizidin-4-ones by chemoselective N-alkenylation of NH pyridin-2(1H)-ones (2-pyridones), regioselective addition of lithium allyl(di-n-butyl)magnesates(1-) to N-alkenylpyridin-2(1H)-ones, followed by ring closing metathesis (RCM) is described. A number of functionalizations introduced into quinolizidin-4-one rings demonstrated the high prospect of the strategy proposed in scaffold synthesis. Their extension to the syntheses of pyrido[1,2-a]azepin-4-one and pyrido[1,2-a]azocin-4-one derivatives as well as to spiro-fused compounds is also presented.

HETEROCYCLIC COMPOUND AND USE THEREOF

The present invention aims to provide a compound having a PDE inhibitory action and useful as a medicament for the prophylaxis or treatment of schizophrenia and the like. A compound represented by the formula (1x): wherein each symbol is as des

Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl) benzonitrile (Perampanel): A novel, noncompetitive α-amino-3-hydroxy-5- methyl-4-isoxazolepropanoic acid (AMPA) receptor antagonist

Dysfunction of glutamatergic neurotransmission has been implicated in the pathogenesis of epilepsy and numerous other neurological diseases. Here we describe the discovery of a series of 1,3,5-triaryl-1H-pyridin-2-one derivatives as noncompetitive antagonists of AMPA-type ionotropic glutamate receptors. The structure-activity relationships for this series of compounds were investigated by manipulating individual aromatic rings located at positions 1, 3, and 5 of the pyridone ring. This culminated in the discovery of 2-(2-oxo-1-phenyl-5- pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (perampanel, 6), a novel, noncompetitive AMPA receptor antagonist that showed potent activity in an in vitro AMPA-induced Ca2+ influx assay (IC50 = 60 nM) and in an in vivo AMPA-induced seizure model (minimum effective dose of 2 mg/kg po). Perampanel is currently in regulatory submission for partial-onset seizures associated with epilepsy.

NOVEL DXR INHIBITORS FOR ANTIMICROBIAL THERAPY

The present invention generally concerns particular methods and compositions for antimicrobial therapy. In particuarl embodiments, the compositions target DXR. In specific embodiments, the compositions are electron-deficient heterocyclic rings.

COMPOUNDS AND METHODS FOR TREATING INFLAMMATORY AND FIBROTIC DISORDERS

Disclosed are compounds and methods for treating inflammatory and fibrotic disorders, including methods of modulating a stress activated protein kinase (SAPK) system with an active compound, wherein the active compound exhibits low potency for inhibition of the p38 MAPK; and wherein the contacting is conducted at a SAPK-modulating concentration that is at a low percentage inhibitory concentration for inhibition of the p38 MAPK by the compound. Also disclosed are derivatives and analogs of pirfenidone, useful for modulating a stress activated protein kinase (SAPK) system.

Coordination chemistry based approach to lipophilic inhibitors of 1-deoxy-D-xylulose-5-phosphate reductoisomerase

1-Deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) in the non-mevalonate pathway found in most bacteria is a validated anti-infective drug target. Fosmidomycin, a potent DXR inhibitor, is active against Gram-negative bacteria. A coordination chemistry and structure based approach was used to discover a novel, lipophilic DXR inhibitor with an IC50 of 1.4 μM. It exhibited a broad spectrum of activity against Gram-negative and -positive bacteria with minimal inhibition concentrations of 20-100 μM (or 3.7-19 μg/mL).

Total Syntheses of the Alkaloids Ipalbidinium and Clathryimine B

The indolizidinium alkaloid ipalbidinium and the quinolizidinium alkaloid clathryimine B were prepared starting from brominated 2-aminopyridines using two Pd-catalyzed cross-coupling reactions and a Sandmeyer-type diazotation/iodination protocol as the key steps.

New synthetic routes to 3-, 5-, and 6-aryl-2-chloropyridines

The efficient synthesis of 3-, 5-, and 6-aryl-2-chloropyridines via the facile preparation of 5-(dimethylamino)aryl-substituted pentadienyl nitriles and cyclization with hydrochloric acid is described. This approach allows for the introduction of other electron-withdrawing substituents on the pyridine ring as well as the preparation of the desired unsubstituted arylpyridines. Some differences in the rates of cyclization of the pentadienyl nitriles as well as the yields of chloropyridines were observed that depended on the position and degree of substitution in the aryl substituent. The arylpentadienyl nitriles 5 and 6 could also be converted directly into the corresponding 2-aminopyridines.

Deoxydative Substitution of Pyridine 1-Oxides by Thiols. Part XX. Reactions of (2, 3, and 4-Phenyl)-, 3-Acetamido-, 3-Bromo-, 3-Acetoxy-, 3-Ethoxypyridine 1-Oxides with 1-Adamantanethiol in Acetic Anhydride

Substitutions of 2, 3, and 4-substituted pyridine 1-oxides by 1-adamantanethiol in acetic anhydride takes place at available α-, to a lesser degree at β-, and rarely at γ-ring carbons.It was found that 2-phenylpyridine 1-oxide produces a mixture of 5- and 6-(1-adamantylthio)-2-phenylpyridines, and 4-phenylpyridine 1-oxide a mixture of 2- and 3-isomeric sulfides.Substitutions of the 1-oxides of 3-phenyl-, 3-acetamido-, 3-acetoxy-, 3-bromo-, and 3-ethoxypyridine by 1-adamantanethiol in acetic anhydride led to mixtures consisting predominantly of 2- and 6-sulfide, and to a lesser extent, the 5-sulfide.When triethylamine is present in otherwise identical reaction mixtures, the ratio of α to β-sulfides increases.From the reactions of 3- and 4-phenylpyridine 1-oxides, there were isolated some N-acetyl hydroxy (or acetoxy) 1-adamantylthio substituted 1,2,3,4- and 1,2,3,6-tetrahydropyridines, whose structures are discussed.