13466-43-8

Basic information

• Product Name: 3-Bromo-2-hydroxypyridine
• Synonyms: IFLAB-BB F1371-0174;3-BROMO-2-HYDROXYPYRIDINE;3-BROMO-2(1H)-PYRIDINONE;3-BROMO-2-PYRIDINOL;3-BROMO-2-PYRIDONE;3-BROMO-PYRIDIN-2-OL;2-HYDROXY-3-BROMOPYRIDINE;3-Bromo-2-Hydroxypyridine99%
• CAS NO: 13466-43-8
• Molecular Formula: C₅H₄BrNO
• Molecular Weight: 174
• EINECS: -0
• Product Categories: Pyridine;Pyridine Series;Bromopyridines;Halopyridines;Pyridines;Building Blocks;C5;C5 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;alkyl bromide| alcohol
• Mol File: 13466-43-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 185-189°C
• Boiling Point: 336.6 °C at 760 mmHg
• Flash Point: 157.4 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.776 g/cm³
• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: 2-8°C
• PKA: 10.53±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 109846
• CAS DataBase Reference: 3-Bromo-2-hydroxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-hydroxypyridine(13466-43-8)
• EPA Substance Registry System: 3-Bromo-2-hydroxypyridine(13466-43-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36-39
• WGK Germany: 3
• Hazardous Substances Data: 13466-43-8(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

Uses

Different sources of media describe the Uses of 13466-43-8 differently. You can refer to the following data:
1. 3-Bromo-2-hydroxypyridine is used in the synthesis of pyrazolopyridines as γ-secratase modulators.
2. 3-Bromo-2-hydroxypyridine is sued as an active ingredient pharmaceuticals, in medicine.

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

Upstream product

• 98273-62-2 acetic acid-(3-bromo-[2]pyridyl ester) 
• 13534-99-1 2-Amino-3-bromopyridine 
• 142-08-5 2-Pyridone 
• 52200-48-3 3-bromo-2-chloropyridine 
• 98976-68-2 2-pyridyl N,N-diethylcarbamate 
• 142-08-5 2-hydroxypyridin 
• 98976-74-0 Diethyl-carbamic acid 3-bromo-pyridin-2-yl ester 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 

Downstream Products

• 13472-59-8 3-Bromo-2-methoxypyridine 
• 13466-35-8 3-chloro-2-hydroxypyridine 
• 330943-61-8 tert-butyl-phenyl-phosphinothioic acid O-(3-bromo-pyridin-2-yl) ester 
• 426823-57-6 3-bromo-1-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-1H-pyridin-2-one 
• 637348-81-3 3-bromo-5-iodopyridin-2-ol 
• 142-08-5 2-Pyridone 
• 20538-40-3 1-methyl-3-phenyl-piperidin-2-one 
• 1193334-84-7 (R)-6-allyl-6-(4-fluorophenyl)-3-((S)-1-(4-(2-oxo-1,2-dihydropyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one 
• 1093183-27-7 3-Bromo-1-(2-chloro-4-nitrophenyl)pyridin-2(1H)-one 
• 52200-49-4 3-bromo-2-(phenylmethoxy)pyridine 
• 1093629-10-7 3-Bromo-1-(3-fluoro-4-nitrophenyl)pyridin-2(1H)-one 
• 1093183-62-0 3-bromo-1-(2,6-dimethyl-4-nitrophenyl)pyridin-2(1H)-one 
• 1093183-39-1 3-bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-one 
• 1093183-47-1 3-bromo-1-[2-(methoxymethyl)-4-nitrophenyl]pyridin-2(1H)-one 

Relevant articles and documents

Magnesiate-Utilized/Benzyne-Mediated Approach to Indenopyridones from 2-Pyridones: An Attempt to Synthesize the Indenopyridine Core of Haouamine

An efficient, short-staged synthesis of cis-fused indeno[2,1-b]- and indeno[1,2-c]pyridin-2-ones, starting from 2-pyridones, using magnesiates of type R3MgLi as nucleophilic and deprotonation agents, mediated by benzyne generated in situ, under optimized conditions, is described. Following the developed protocol, rare C4a-arylsubstituted indeno[2,1-b]pyridones, resembling the core of haouamine, were obtained. The protocol offering the one-pot synthesis directly from 2-pyridone is also described.

Macrocyclic Modulators of the Ghrelin Receptor

The present invention provides novel conformationally-defined macrocyclic compounds that have been demonstrated to be selective modulators of the ghrelin receptor (growth hormone secretagogue receptor, GHS-R1a and subtypes, isoforms and variants thereof). Methods of synthesizing the novel compounds are also described herein. These compounds are useful as agonists of the ghrelin receptor and as medicaments for treatment and prevention of a range of medical conditions including, but not limited to, metabolic and/or endocrine disorders, gastrointestinal disorders, cardiovascular disorders, obesity and obesity-associated disorders, central nervous system disorders, genetic disorders, hyperproliferative disorders and inflammatory disorders.

Antimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures

Target-based approaches toward new antimalarial treatments are highly valuable to prevent resistance development. We report several series of pyrazolopyran-based inhibitors targeting the enzyme serine hydroxymethyltransferase (SHMT), designed to improve microsomal metabolic stability and to identify suitable candidates for in vivo efficacy evaluation. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target assays and PfNF54 strains in cell-based assays with values in the low nanomolar range (3.2-55 nM). A set of carboxylate derivatives demonstrated markedly improved in vitro metabolic stability (t1/2 > 2 h). A selected ligand showed significant in vivo efficacy with 73% of parasitemia reduction in a mouse model. Five new cocrystal structures with PvSHMT were solved at 2.3-2.6 ? resolution, revealing a unique water-mediated interaction with Tyr63 at the end of the para-Aminobenzoate channel. They also displayed the high degree of conformational flexibility of the Cys364-loop lining this channel.