54232-03-0

Basic information

• Product Name: 2-BROMO-5-HYDROXY-3-PICOLINE
• Synonyms: 2-BROMO-5-HYDROXY-3-PICOLINE;2-Chloro-5-hydroxy-3-methylpyrdine;2-Chloro-5-hydroxy-3-methylpyridine;6-bromo-5-methylpyridin-3-ol;6-chloro-5-Methylpyridin-3-ol;6-chloro-5-Methyl-3-Pyridinol;2-Chloro-3-methyl-5-hydroxypyridine;3-Pyridinol,6-bromo-5-methyl-
• CAS NO: 54232-03-0
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 188.02194
• Product Categories: Pyridine;1003711-43-0 oldold;MFCD09839267 oldold;2-Bromo-5-hydroxy-3-methylpyridine oldold
• Mol File: 54232-03-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 352.96 °C at 760 mmHg
• Flash Point: 167.264 °C
• Appearance: /
• Density: 1.313 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.81±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-5-HYDROXY-3-PICOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-HYDROXY-3-PICOLINE(54232-03-0)
• EPA Substance Registry System: 2-BROMO-5-HYDROXY-3-PICOLINE(54232-03-0)

Safety Data

• Hazardous Substances Data: 54232-03-0(Hazardous Substances Data)

Usage

General Description

2-Bromo-5-Hydroxy-3-Picoline is a chemical compound that belongs to the group known as pyridines, which contain a six-membered aromatic ring with one nitrogen atom and five carbon atoms. Its systematic name is 2-Bromo-3-hydroxypyridine. It has a molecular formula of C5H4BrNO and a molar mass of 188.995 g/mol. This off-white crystalline solid is used mainly in pharmaceutical and chemical research for its unique properties. Like other pyridines, it is relatively basic and possesses electron-rich properties. However, specific information about its safety, toxicity, or environmental effects is not readily available.

InChI:InChI=1/C6H6ClNO/c1-4-2-5(9)3-8-6(4)7/h2-3,9H,1H3

Upstream product

• 38186-82-2 6-chloro-5-methylpyridin-3-amine 
• 1003043-40-0 (6-chloro-5-methylpyridin-3-yl)boronic acid 
• 54232-04-1 6-chloro-5-methylpyridine-3-yl acetate 
• 22280-56-4 2-chloro-3-methyl-5-nitropyridine 

Downstream Products

• 74650-80-9 5-benzyloxy-2-chloro-3-methylpyridine 
• 74650-70-7 2-chloro-5-methoxy-3-methylpyridine 
• 74650-73-0 2-chloro-3-cyano-5-methoxypyridine 
• 74650-71-8 2-chloro-5-methoxy-3-pyridinecarboxylic acid 
• 74650-76-3 5-benzyloxy-2-chloronicotinonitrile 
• 74650-77-4 (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile 
• 1624607-03-9 2-chloro-5-((4-methoxybenzyl)oxy)-3-methylpyridine 
• 228867-86-5 5-hydroxy-3-methylpyridine-2-carbonitrile 
• 1624607-04-0 5-((4-methoxybenzyl)oxy)-3-methyl-2-vinylpyridine 

Relevant articles and documents

First identification of boronic species as novel potential inhibitors of the Staphylococcus aureus NorA efflux pump

Overexpression of efflux pumps is an important mechanism of bacterial resistance that results in the extrusion of antimicrobial agents outside the bacterial cell. Inhibition of such pumps appears to be a promising strategy that could restore the potency of existing antibiotics. The NorA efflux pump of Staphylococcus aureus confers resistance to a wide range of unrelated substrates, such as hydrophilic fluoroquinolones, leading to a multidrug-resistance phenotype. In this work, approximately 150 heterocyclic boronic species were evaluated for their activity against susceptible and resistant strains of S. aureus. Twenty-four hit compounds, although inactive when tested alone, were found to potentiate ciprofloxacin activity by a 4-fold increase at concentrations ranging from 0.5 to 8 μg/mL against S. aureus 1199B, which overexpresses NorA. Boron-free analogues showed no biological activity, thus revealing that the boron atom is crucial for biological activity. This work describes the first reported efflux pump inhibitory activity of boronic acid derivatives.

CYCLOPROPYL FUSED THIAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE

The present invention provides a new class of compounds useful for the modulation of beta-secretase enzyme (BACE) activity. The compounds have a general Formula (I): wherein variables A4, A5, A6, A8, and each of Ra, Rb, R1, R2, R3 and R7 of Formula (I), independently, are defined herein. The invention also provides pharmaceutical compositions comprising the compounds, and uses of the compounds and compositions for treatment of disorders and/or conditions related to A-beta plaque formation and 15 deposition, resulting from the biological activity of BACE. Such BACE mediated disorders include, for example, Alzheimers Disease, cognitive deficits, cognitive impairments, schizophrenia and other central nervous system conditions. The invention further provides compounds of Formulas (II) and (III), and sub-formula embodiments thereof, intermediates and methods for preparing compounds of the invention.

PERFLUORINATED 5,6-DIHYDRO-4H-1,3-OXAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE

The present invention provides a new class of compounds useful for the modulation of beta-secretase enzyme (BACE) activity. The compounds have a general Formula I: wherein variables A4, A5, A6, A8, each of R1 and R2, R3 and R7 of Formula I, independently, are defined herein. The invention also provides pharmaceutical compositions comprising the compounds, and corresponding uses of the compounds and compositions for treatment of disorders and/or conditions related to A-beta plaque formation and deposition, resulting from the biological activity of BACE. Such BACE mediated disorders include, for example, Alzheimer's Disease, cognitive deficits, cognitive impairments, schizophrenia and other central nervous system conditions. The invention further provides compounds of Formulas II and III, and sub-formula embodiments thereof, intermediates and processes and methods useful for the preparation of compounds of Formulas I-III.