13472-60-1

Basic information

• Product Name: 2-METHOXY-3,5-DIBROMO-PYRIDINE
• Synonyms: 3,5-DIBROMO-2-METHOXYPYRIDINE;2-METHOXY-3,5-DIBROMO-PYRIDINE;2-METHOXY-5-PICOLINE (2-METHOXY-5-METHYLPYRIDINE);Pyridine, 3,5-dibroMo-2-Methoxy-;3,5-DibroMo-2-Methoxypyridine
• CAS NO: 13472-60-1
• Molecular Formula: C₆H₅Br₂NO
• Molecular Weight: 266.92
• Product Categories: Pyridine;Heterocycle-Pyridine series
• Mol File: 13472-60-1.mol

Chemical Properties

• Melting Point: 46-51℃
• Boiling Point: 235.7°Cat760mmHg
• Flash Point: 96.3°C
• Appearance: /
• Density: 1.919g/cm³
• Vapor Pressure: 0.076mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: -1.31±0.20(Predicted)
• CAS DataBase Reference: 2-METHOXY-3,5-DIBROMO-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-3,5-DIBROMO-PYRIDINE(13472-60-1)
• EPA Substance Registry System: 2-METHOXY-3,5-DIBROMO-PYRIDINE(13472-60-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36-45
• RIDADR: UN 2811
• WGK Germany: 1
• HazardClass: IRRITANT
• Hazardous Substances Data: 13472-60-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Methoxy-3,5-dibromo-pyridine is utilized as a key intermediate in the synthesis of various pharmaceuticals, leveraging its unique chemical properties to contribute to the development of new drugs. Its role in this application is crucial for creating novel therapeutic agents with potential medicinal benefits.
Used in Agrochemical Production:
In the agrochemical industry, 2-Methoxy-3,5-dibromo-pyridine serves as an essential component in the production of various agrochemicals. Its incorporation aids in the development of effective pesticides, herbicides, and other agricultural chemicals that enhance crop protection and yield.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 2-Methoxy-3,5-dibromo-pyridine is employed for the preparation of a wide range of organic compounds. Its versatility in chemical reactions allows for the creation of diverse molecules with specific applications in various fields.
Used in Material Development:
2-Methoxy-3,5-dibromo-pyridine also plays a role in the development of new materials, where its unique structure can be integrated into the design of innovative substances with specialized properties for use in different industries.
Used in the Production of Biologically Active Compounds:
Recognized as a potential building block, 2-Methoxy-3,5-dibromo-pyridine is involved in the production of various biologically active compounds. Its incorporation can lead to the discovery of new molecules with significant biological activities, contributing to advancements in medicine and biotechnology.
It is important to handle 2-Methoxy-3,5-dibromo-pyridine with care due to its potential health and environmental hazards, ensuring proper safety measures are in place during its use and disposal.

InChI:InChI=1/C6H5Br2NO/c1-10-6-5(8)2-4(7)3-9-6/h2-3H,1H3

Upstream product

• 75806-85-8 2,3,5-tribromopyridine 
• 13466-38-1 5-bromopyridin-2(1H)-one 
• 67-56-1 methanol 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 74-88-4 methyl iodide 
• 1628-89-3 2-methoxypyridine 

Downstream Products

• 102830-77-3 (E)-5-Bromo-α-(2-phenylethenyl)-2-methoxy-3-pyridinemethanol 
• 65873-73-6 3-Bromo-2-methoxy-5-pyridinecarboxaldehyde 
• 103058-87-3 5-bromo-2-methoxypyridine-3-carboxaldehyde 
• 351410-47-4 (5-bromo-2-methoxy-pyridin-3-yl)-methanol 
• 332133-73-0 3-benzyl-5-bromo-2-methoxypyridine 

Relevant articles and documents

Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling

Gold-catalyzed C-heteroatom (C-X) coupling reactions are evaluated without using sacrificial oxidants. Vital to the success of this methodology is the nucleophile-assisted activation of aryldiazonium salts, which could be an effective oxidant for converting Au(i) to Au(iii) even without the addition of an assisting ligand or photocatalyst. By accelerating the reaction kinetics to outcompete C-C homo-coupling or diazonium dediazoniation, gold-catalyzed Sandmeyer reactions were achieved with different nucleophiles, forming C-Br, C-S and C-P bonds in high yields and selectivities.

ARYLPYRIDINONE ITK INHIBITORS FOR TREATING INFLAMMATION AND CANCER

Disclosed herein are arylpyridinone compounds and compositions useful in the treatment of ITK mediated diseases, such as inflammation, having the structure of Formula (I): wherein Ar, R2, R4, R5, n and X are as defined in

Arylpyridinone ITK inhibitors for treating inflammation and cancer

Disclosed herein are arylpyridinone compounds and compositions useful in the treatment of ITK mediated diseases, such as inflammation, having the structure of Formula (I): wherein Ar, R2, R4, R5, n and X are as defined in

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.

HETEROARYL ANTAGONISTS OF PROSTAGLANDIN D2 RECEPTORS

Described herein are compounds that are antagonists of PGD2 receptors. Also described are pharmaceutical compositions that include the compounds described herein, and methods of using such antagonists of PGD2 receptors, alone or in combination with other compounds, for treating respiratory, cardiovascular, and other PGD2-dependent or PGD2-mediated conditions or diseases.

1,2-DIHYDROPYRIDINE COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF

The present invention provides a novel compound having an excellent AMPA receptor inhibitory action and/or kainate inhibitory action. A compound represented by the following formula, a salt thereof or hydrates thereof. In the formula, Q indicates NH, O or S; and R1, R2, R3, R4 and R5 are the same as or different from each other and each indicates hydrogen atom, a halogen atom, a C1-6 alkyl group or a group represented by the formula -X-A (wherein X indicates a single bond, an optionally sbutituted C1-6 alkylene group etc.; and A indicates an optionally substituted C6-14 aromatic hydrocarbocyclic group or 5- to 14-membered aromatic heterocyclic group etc.).

A FACILE SYNTHESIS OF BROMO-2-ALKOXYPYRIDINES

Several bromo-2-methoxypyridines 2a-2e and bromo-2-benzyloxypyridines 2a'-2e' were synthesised by the reaction of bromo-substituted 2-pyridones 1 which were reacted with alkyl halides in the presence of silver carbonate in benzene.

2-phenylpyrano[2,3-b]pyridines and their use in inhibiting viruses

2-Phenylpyrano[2,3-b]pyridines are described herein. These compounds are active against a variety of viruses. A number of procedures can be used to prepare the compounds of this invention but, at some point, they would all make use of the cyclization of a (phenyl) (pyridyl)propanol or (phenyl) (pyridyl)propenol.

3,4-Dihydro-2-phenyl-2H-pyranopyridines. Novel Aza Analogs of Flavans

Complementary approaches to the synthesis of the title compounds 1 are described.Metallation of 3,5-dibromo-2-methoxypyridine (5b) by bromine/lithium exchange gave selectively the 3-lithio intermediate 6 which was trapped with substituted cinnamaldehydes