14248-50-1

Usage

Chemical Properties

Red-Brown Solid

InChI:InChI=1/C5H4BrNO/c6-5-2-1-3-7(8)4-5/h1-4H

Upstream product

• 1124-33-0 4-nitraminopyridine N-oxide 
• 506-96-7 Acetyl bromide 
• 1120-87-2 4-bromopyridin 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 694-59-7 pyridine N-oxide 
• 67-56-1 methanol 
• 19524-06-2 4-bromopyridine hydrochloride 

Downstream Products

• 1122-96-9 4-methoxypyridine N-oxide 
• 1120-87-2 4-bromopyridin 
• 39182-30-4 4,4'-bipyridine N-monoxide 
• 482629-95-8 4-(3,4,5-Trimethoxyphenyl)pyridine-N-oxide 
• 1032358-33-0 4-(3,5-di-tert-butyl-4-methoxyphenyl)pyridine-1-oxide 
• 62150-45-2 4-bromo-2-cyanopyridine 
• 1426259-70-2 4-(4-{2-[(6-methylpyridin-2-yl)amino]thiazol-4-yl}phenyl)pyridine 1-oxide 
• 30766-03-1 4-bromo-2-picolinic acid 
• 62150-47-4 ethyl 4-bromopyridine-2-carboxylate 
• 1187990-82-4 2-(4-bromopyridin-2-yl)-4-hydroxy-N-(1-methyl-1-phenylethyl)pyrimidine-5-carboxamide 
• 1612223-06-9 (R)-1-phenylethyl (2S)-2-(4-bromopyridin-2-yl)propanoate 
• 1612223-07-0 (R)-1-phenylethyl (2R)-2-(4-bromopyridin-2-yl)propanoate 

Relevant academic research and scientific papers

Diastereoisomers of Ruthenium Dyes with Unsymmetric Ligands for DSC: Fundamental Chemistry and Photovoltaic Performance

A new thiocyanic acid-free ruthenium sensitizer, CYC-B29, containing two unsymmetrical ancillary ligands, was synthesized, and its three diastereoisomers CYC-B29-CC, CYC-B29-TT, and CYC-B29-CT with significantly different optical, electronic, and electrochemical properties were carefully separated. CYC-B29-TT with the smallest size has the strongest absorption coefficient of the MLCT band, the shortest λmax, the lowest highest occupied molecular orbital level and the highest dye loading. Therefore, dye-sensitized solar cell based on CYC-B29-TT has the highest efficiency, which is two times higher than that of CYC-B29-CC-sensitized device and 10% higher than that of N719-based cell. Time-dependent density functional theory-calculated transition bands for the three isomers are not identical, and only CYC-B29-TT has the calculated transition bands close to the experimental absorption profile. Although the calculated transition bands for CYC-B29-CC and CYC-B29-CT are not consistent with the experimental data, the ground-state vertical excitation energy with oscillator strength and electron-density difference map data combining with the dye loading predict correctly the order of the photocurrent for the three isomers sensitized devices.

Magnetic susceptibility study of copper(II) halide complexes with 4-substituted pyridine N-oxides

The magnetic susceptibilities have been measured for 12 1:1 copper(II) halide complexes with 4-substituted pyridine N-oxides from 77°K to near the melting or decomposition temperatures. The magnetic susceptibility data were least-squares fitted to a modified Bleaney-Bowers equation. The correlations of the exchange energy, 2J, with the reflectance spectra and the substituent parameter σR are discussed in terms of the molecular and crystal structures.

Visible-Light-Induced Decarboxylative Acylation of Pyridine N-Oxides with α-Oxocarboxylic Acids Using Fluorescein Dimethylammonium as a Photocatalyst

Herein, the development of a visible-light-induced catalytic system to achieve the decarboxylative acylation of pyridine N-oxides with α-oxocarboxylic acids, at room temperature and using the organic dye fluorescein dimethylammonium as a new type of photocatalyst, is reported. A series of 2-arylacylpyridine N-oxides were selectively synthesized in moderate to good yields by controlling the polarity of the reaction solvent. The developed strategy was successfully applied in the synthesis of an important intermediate of the drug, acrivastine, on a gram scale. Notably, this is the first time that fluorescein dimethylammonium has been used to catalyze the Minisci-type C?H decarboxylative acylation reaction. The mechanism of decarboxylative acylation was studied by capturing adducts of acyl radicals and 1,1-diphenylethylene to confirm a radical mechanism. The disclosed catalytic system provides a green synthetic strategy for decarboxylative acylation without the use of additional oxidants or metal catalysts. (Figure presented.).

PI3K INHIBITORS AND USES THEREOF

The development of a new, targeted drug delivery paradigm coupled to improved PI3K inhibitors (e.g., PI3Kα inhibitors) represents a significant advance in cancer therapy. Provided herein are compounds, such as compounds of Formula (I) and (II), and pharmaceutically acceptable salts, hydrates, solvates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled derivatives, and prodrugs thereof. The compounds provided herein are PI3K (e.g., PI3Kα) inhibitors and are therefore useful for the treatment and/or prevention of various diseases (e.g., proliferative diseases such as cancer). Also provided herein are nanoparticles and nanogels (e.g., P-selectin targeting nanoparticles) comprising PI3K inhibitors, such a compound described herein. In certain embodiments, a nanoparticle or nanogel described herein encapsulates a compound described herein for targeting delivery to cancer cells or tumors.

Structure-activity relationship studies for the development of inhibitors of murine adipose triglyceride lipase (ATGL)

High serum fatty acid (FA) levels are causally linked to the development of insulin resistance, which eventually progresses to type 2 diabetes and non-alcoholic fatty liver disease (NAFLD) generalized in the term metabolic syndrome. Adipose triglyceride lipase (ATGL) is the initial enzyme in the hydrolysis of intracellular triacylglycerol (TG) stores, liberating fatty acids that are released from adipocytes into the circulation. Hence, ATGL-specific inhibitors have the potential to lower circulating FA concentrations, and counteract the development of insulin resistance and NAFLD. In this article, we report about structure–activity relationship (SAR) studies of small molecule inhibitors of murine ATGL which led to the development of Atglistatin. Atglistatin is a specific inhibitor of murine ATGL, which has proven useful for the validation of ATGL as a potential drug target.

New Pyridinium Ylide Dyes for Dye Sensitized Solar Cell Applications

Novel organic pyridinium ylide sensitizers (NO109-111) consisting of various anchoring groups were synthesized and characterized for applications in dye sensitized solar cells. Compared with the pyridine-N-oxide dye (NO108), the ylide sensitizers with strong electron-withdrawing acceptors exhibited dominant ultraviolet absorption properties and efficient binding abilities to the TiO2 surface. Among these dyes, the pyridinium ylide NO111 sensitized solar cell showed the highest efficiency (5.15%), which was improved to 7.41% by employing coadsorbent chenodeoxycholic acid.

Base free regioselective synthesis of α-triazolylazine derivatives

A regioselective α-heteroarylation followed by deoxygenation towards the synthesis of variety of azine triazole from simple azine N-oxides derivatives and N-tosyl-1,2,3-triazoles has been described. The reaction is metal free and base free with shorter reaction time, high yields and a broad substrate scope.

HETEROCYCLIC COMPOUNDS AS PROTEIN KINASE INHIBITORS

The present invention provides a heterocyclic compound of formula (I), a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof, wherein A, A′ B, D, R1, R2 and R3 are as defined herein, a pharmaceutical composition comprising a compound of formula (I) as an active ingredient, methods of production, and methods of use thereof. Particularly, the present invention provides a compound of formula (I) useful for treating or preventing a disease, condition or disorder associated with protein kinases, preferably Janus Kinase family.

Catalytic N-oxidation of tertiary amines on RuO2NPs anchored graphene nanoplatelets

Ultrafine ruthenium oxide nanoparticles (RuO2NPs) with an average diameter of 1.3 nm were anchored on graphene nanoplatelets (GNPs) using a Ru(acac)3 precursor by a very simple dry synthesis method. The resultant material (GNPs-RuO2NPs) was used as a heterogeneous catalyst for the N-oxidation of tertiary amines for the first time. The transmission electron microscopy (TEM) images of the GNPs-RuO2NPs showed the excellent attachment of RuO2NPs on GNPs. The loading of Ru in GNPs-RuO2NPs was 2.68 wt%, as confirmed by scanning electron microscope-energy dispersive spectroscopy (SEM-EDS). The X-ray photoelectron spectrum (XPS) and the X-ray diffraction pattern (XRD) of GNPs-RuO 2NPs revealed that the chemical state of Ru on GNPs was +4. After the optimization of reaction conditions for N-oxidation of triethylamine, the scope of the reaction was extended to various aliphatic, alicyclic and aromatic tertiary amines. The GNPs-RuO2NPs showed excellent catalytic activity in terms of yields even at a very low amount of Ru catalyst (0.13 mol%). The GNPs-RuO2NPs was heterogeneous in nature, chemically as well as physically, very stable and could be reused up to 5 times. The Royal Society of Chemistry 2014.

Expedient synthesis of α-(2-azaheteroaryl) acetates via the addition of silyl ketene acetals to azine- N -oxides

A new and expedient synthesis of α-(2-azaheteroaryl) acetates is presented. The reaction proceeds rapidly under mild conditions via the addition of silyl ketene acetals to azine-N-oxides in the presence of the phosphonium salt PyBroP. This procedure affords diverse α-(2-azaheteroaryl) acetates which are highly desirable components/building blocks in molecules of pharmaceutical interest but are traditionally challenging to synthesize via contemporary methods. The reaction optimization and mechanism as well as a novel electronically enhanced PyBroP derivative are described.