286947-03-3

Basic information

• Product Name: 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE
• Synonyms: 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE;2-CHLORO-3-METHOXY-5-BROMOPYRIDINE
• CAS NO: 286947-03-3
• Molecular Formula: C₆H₅BrClNO
• Molecular Weight: 222.47
• Mol File: 286947-03-3.mol

Chemical Properties

• Melting Point: 68-72°C
• Boiling Point: 245.617 °C at 760 mmHg
• Flash Point: 102.346 °C
• Appearance: /
• Density: 1.65 g/cm³
• Vapor Pressure: 0.045mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -3.02±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE(286947-03-3)
• EPA Substance Registry System: 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE(286947-03-3)

Safety Data

• Hazard Codes: Xn,T
• Statements: 22-41-25
• Safety Statements: 26-39-45
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 286947-03-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-chloro-3-methoxypyridine is used as a key building block in organic synthesis for the development of pharmaceuticals. Its unique structure allows for the creation of various drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Bromo-2-chloro-3-methoxypyridine serves as an intermediate in the production of insecticides and herbicides. Its chemical properties make it suitable for the synthesis of compounds that can effectively control pests and weeds in agricultural settings.
Used in Fine Chemicals Industry:
5-Bromo-2-chloro-3-methoxypyridine is also utilized in the synthesis of other fine chemicals, contributing to a broad range of applications across different industries, from fragrances to dyes.
Used in Medicinal Chemistry Research:
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE has been studied for its potential biological and pharmacological activities, making it an important intermediate in the discovery and development of new medicines. Its versatile structure allows for the exploration of various therapeutic targets and mechanisms of action.

InChI:InChI=1/C6H5BrClNO/c1-10-5-2-4(7)3-9-6(5)8/h2-3H,1H3

Upstream product

• 74115-13-2 5-bromopyridine-3-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 947688-87-1 2-(5-bromo-3-methoxypyridin-2-yl)acetonitrile 
• 1219956-62-3 C₁₄H₁₄BrNO₃ 
• 1241752-31-7 2-ethoxy-3-methoxy-5-bromopyridine 
• 52605-98-8 5-bromo-2,3-dimethoxypyridine 
• 1253408-56-8 C₂₄H₂₈N₆O₄S 
• 947688-90-6 methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate 
• 947688-88-2 methyl 2-(5-bromo-3-methoxypyridin-2-yl)acetate 
• 947688-89-3 methyl 2-[3-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-yl]acetate 
• 1581767-17-0 5-cyclohexyl-3-hydroxypyridin-2(1H)-one 
• 1581767-61-4 5-cyclohexenyl-2-ethoxy-3-methoxypyridine 
• 1581767-18-1 5-[3-(1H-tetrazol-5-yl)phenyl]-3-hydroxypyridin-2(1H)-one 
• 1333146-11-4 5-(m-cyanophenyl)-3-hydroxypyridin-2(1H)-one 
• 1454909-34-2 2,3-dimethoxy-5(3-cyanophenyl)pyridine 
• 1581767-04-5 6-bromo-5-(4-fluorophenyl)-3-hydroxypyridin-2(1H)-one 

Relevant articles and documents

AROMATIC RING COMPOUND

The present invention provides an aromatic ring compound having a melanin-concentrating hormone receptor antagonistic action and useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula wherein each symbol as defined in the specification, or a salt thereof.

An efficient large-scale synthesis of alkyl 5-hydroxy-pyridin- and pyrimidin-2-yl acetate

The synthesis of methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate and alkyl 2-(5-hydroxypyrimidin-2-yl)acetate is described. Methodology for an efficient access to 5-hydroxy-pyridin- and pyrimidin-2-yl acetate cores has been developed. Based on the difference in halogen reactivity, 5-bromo-2-chloropyridine and its pyrimidine analogue were functionalized judiciously by SNAr and palladium-catalyzed reactions. The outlined strategy provides a high-yielding route suitable for large-scale synthesis of these compounds as well as paves the way for a potential rapid access to other heterocyclic analogues.

Structure-activity studies and analgesic efficacy of N-(3-pyridinyl)- bridged bicyclic diamines, exceptionally potent agonists at nicotinic acetylcholine receptors

A series of exceptionally potent agonists at neuronal nicotinic acetylcholine receptors (nAChRs) has been investigated. Several N-(3-pyridinyl) derivatives of bridged bicyclic diamines exhibit double-digit-picomolar binding affinities for the α4β2 subtype, placing them with epibatidine among the most potent nAChR ligands described to date. Structure-activity studies have revealed that substitutions, particularly hydrophilic groups in the pyridine 5-position, differentially modulate the agonist activity at ganglionic vs central nAChR subtypes, so that improved subtype selectivity can be demonstrated in vitro. Analgesic efficacy has been achieved across a broad range of pain states, including rodent models of acute thermal nociception, persistent pain, and neuropathic allodynia. Unfortunately, the hydrophilic pyridine substituents that were shown to enhance agonist selectivity for central nAChRs in vitro tend to limit CNS penetration in vivo, so that analgesic efficacy with an improved therapeutic window was not realized with those compounds.