25373-69-7

Basic information

• Product Name: 2,6-Dibromopyridine oxide
• Synonyms: 2,6-Dibromopyridine oxide;2,6-Dibromopyridine N-oxide;2,6-dibromo-1-oxidopyridin-1-ium;2,6-Dibromopyridine N-Oxide
• CAS NO: 25373-69-7
• Molecular Formula: C₅H₃Br₂NO
• Molecular Weight: 252.89
• Product Categories: alkyl bromide
• Mol File: 25373-69-7.mol

Chemical Properties

• Melting Point: 182.0 to 186.0 °C
• Boiling Point: 387.1°C at 760 mmHg
• Flash Point: 187.9°C
• Appearance: /
• Density: 2.15g/cm³
• Vapor Pressure: 7.55E-06mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: 2-8°C
• PKA: -2.26±0.10(Predicted)
• CAS DataBase Reference: 2,6-Dibromopyridine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dibromopyridine oxide(25373-69-7)
• EPA Substance Registry System: 2,6-Dibromopyridine oxide(25373-69-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 25373-69-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dibromopyridine oxide is utilized as an intermediate in the synthesis of various pharmaceuticals. Its reactivity and ability to form coordination complexes make it a valuable component in the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 2,6-Dibromopyridine oxide serves as an intermediate for the production of pesticides and other agrochemicals. Its role in these applications is attributed to its reactivity, which enables the creation of effective compounds for agricultural use.
Used in Organic Synthesis:
2,6-Dibromopyridine oxide is employed as a building block in organic synthesis, contributing to the formation of a variety of organic compounds. Its versatility in chemical reactions facilitates the synthesis of complex organic molecules for various applications.
Used in Coordination Chemistry:
2,6-Dibromopyridine oxide is also used in coordination chemistry to form complexes with metal ions. The formation of these complexes can lead to the development of new materials with unique properties and potential applications in various fields.

InChI:InChI=1/C5H3Br2NO/c6-4-2-1-3-5(7)8(4)9/h1-3H

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 76-05-1 trifluoroacetic acid 
• 694-59-7 pyridine N-oxide 
• 1600-27-7 mercury(II) diacetate 
• 64-19-7 acetic acid 

Downstream Products

• 329974-09-6 4-bromo-pyridine-2,6-diamine 
• 98027-81-7 2,6-dibromo-4-nitro-pyridine 1-oxide 
• 175422-04-5 2,6-dibromo-4-nitropyridine 
• 78500-88-6 2,6-diphenylpyridine-N-oxide 
• 276251-83-3 2-bromo-4,6-dimethoxypyridine 
• 1416368-48-3 C₅₉H₄₄N₄ 
• 1160787-08-5 N-(2,6-dibromopyridin-4-ylcarbamothioyl)benzamide 
• 1370453-08-9 N-(2,6-dibromopyridin-4-yl)benzamide 
• 337917-94-9 2,6-dibromo-4-phenylpyridine 

Relevant articles and documents

A strong hydride donating, acid stable and reusable 1,4-dihydropyridine for selective aldimine and aldehyde reductions

A 1,4-dihydropyridine derivative, lacking carbonyl groups and containing bulky aryl substituents, was synthesized and found to have a high hydride donating ability, acid resistance and reusability. Thermodynamic parameters for electron and hydride transfer in the redox system comprising the 1,4-dihydropyridine and its corresponding pyridinium ion were determined. In addition, studies showed that the 1,4-dihydropyridine with steric hindrance can be used to promote efficient, boron trifluoride catalyzed selective reduction reactions of aldimines and aldehydes under mild conditions.

Construction and application of 2, 6-dibromopyridine oxidation system

The invention discloses a construction method of a 2, 6-dibromopyridine oxidation system. The construction method comprises the following steps: using 2, 6-dibromopyridine as a reaction substrate, andorming an acidic ionic liquid and 2, 6-dibromopyridine

Interaction of the dihydropyridine/pyridinium redox pair fixed into a V-shaped conformation

A new V-shaped molecule incorporating a dihydropyridine and a pyridinium moiety was synthesized and evaluated for its effect on the interaction between the hydride donor-acceptor pair. Spectroscopic, electrochemical, and computational studies have revealed the presence of the charge transfer interaction as a consequence of the electron donor-acceptor association.

Synthesis, Structure, and Ligand-Centered Catalytic Properties of MII Coordination Polymers (M=ZnII, CdII, HgII) with Open Pyridyl N-Oxide Sites

Four MII (M=ZnII, CdII, HgII) coordination polymers were designed and synthesized based on two pyridine N-oxide bridging ligands: 3,5-bis(4-pyridyl)pyridine N-oxide and 2,6-bis(3-pyridyl)pyridine N-oxide. The re

Inhibition of cancer-associated mutant isocitrate dehydrogenases: Synthesis, structure-activity relationship, and selective antitumor activity

Mutations of isocitrate dehydrogenase 1 (IDH1) are frequently found in certain cancers such as glioma. Different from the wild-type (WT) IDH1, the mutant enzymes catalyze the reduction of α-ketoglutaric acid to d-2-hydroxyglutaric acid (D2HG), leading to cancer initiation. Several 1-hydroxypyridin-2-one compounds were identified to be inhibitors of IDH1(R132H). A total of 61 derivatives were synthesized, and their structure-activity relationships were investigated. Potent IDH1(R132H) inhibitors were identified with Ki values as low as 140 nM, while they possess weak or no activity against WT IDH1. Activities of selected compounds against IDH1(R132C) were found to be correlated with their inhibitory activities against IDH1(R132H), as well as cellular production of D2HG, with R2 of 0.83 and 0.73, respectively. Several inhibitors were found to be permeable through the blood-brain barrier in a cell-based model assay and exhibit potent and selective activity (EC50 = 0.26-1.8 μM) against glioma cells with the IDH1 R132H mutation.

Biarylphosphonite gold(I) complexes as superior catalysts for oxidative cyclization of propynyl arenes into indan-2-ones

Striking gold: A series of variously functionalized propynyl arenes was smoothly converted into indan-2-ones by a new gold(I)-catalyzed oxidative cyclization process. [LAu]NTf2 (Tf=trifluoromethanesulfonyl) is a superior catalyst both in terms of yield and kinetics for the present transformation. Copyright

Synthesis and characterization of highly stable and efficient star-molecules

A series of well-defined star-shaped molecules have been synthesized by Pd-catalyzed Suzuki cross-coupling starting from very simple reactants with 1,3,5-trisubstituted benzene, 2,4,6-trisubstituted pyridine and trisubstituted phenylcarbazole as the backbones. These star-molecules are all soluble in common organic solvents and electrochemically stable with reversible cyclic voltammographs and high lying HOMOs. They exhibit excellent blue-fluorescence with quantum yield up to 0.87 and high glass transition temperatures. These molecules offer potential as pure blue-light emitting, hole-transport or host materials for optoelectronic applications.

PYRIDINE AND ISOQUINOLINE DERIVATIVES AS SYK- AND JAK-KINASE INHIBITORS

The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase and/or Janus kinases.

Pyridine- and isoquinoline-derivatives as Syk and JAK kinase inhibitors

The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase and/or Janus kinases.

ANTIBACTERIAL COMPOUNDS

The present invention provides a compound of the following formula and salts thereof: Also provided is the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.