13466-38-1

Basic information

• Product Name: 2-Hydroxy-5-bromopyridine
• Synonyms: 2-Hydroxy-5-bromopyridine ,97%;2-Hydroxy-5-broMopyridine, 99% 25GR;2-Hydroxy-5-broMopyridine, 99% 5GR;5-Bromo-2-pyridinol 5-Bromo-2(1H)-pyridinone 5-Bromo-2-pyridone;5-Bromopyridin-2-ol, 5-Bromopyridin-2(1H)-one;2-hydroxy -5-pyridyl broMide;5-BroMo-1H-pyridin-2-one;5-Bromo-2(1H)-pyridone 97%
• CAS NO: 13466-38-1
• Molecular Formula: C₅H₄BrNO
• Molecular Weight: 174
• EINECS: -0
• Product Categories: blocks;Bromides;Pyridines;Pyridine;Alcohols and Derivatives;Heterocycles;Pyridine Series;Halides;Bromopyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 13466-38-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 180-183 °C(lit.)
• Boiling Point: 305.9 ºC at 760 mmHg
• Flash Point: 138.8 ºC
• Appearance: Off-white to yellow-brown/Crystalline Powder
• Density: 1.776 g/cm³
• Vapor Pressure: 0.000796mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.96±0.10(Predicted)
• BRN: 108751
• CAS DataBase Reference: 2-Hydroxy-5-bromopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-bromopyridine(13466-38-1)
• EPA Substance Registry System: 2-Hydroxy-5-bromopyridine(13466-38-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13466-38-1(Hazardous Substances Data)

Usage

Description

2-Hydroxy-5-bromopyridine, also known as 5-Bromo-2(1H)-pyridone, is an organic compound with a unique chemical structure that features a hydroxyl group and a bromine atom attached to a pyridine ring. It is an off-white to yellow-brown crystalline powder that undergoes difluoro methylation in the presence of sodium chlorodifluoroacetate (ClCF2COONa) and methyl cyanide. 2-Hydroxy-5-bromopyridine has potential applications in various industries due to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-5-bromopyridine is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting neurological disorders, as it can be modified to interact with specific receptors in the central nervous system.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-Hydroxy-5-bromopyridine serves as a valuable building block for the synthesis of more complex molecules. Its reactivity with various reagents enables the creation of a wide range of compounds with diverse applications, such as agrochemicals, dyes, and advanced materials.
Used in Research and Development:
Due to its unique chemical properties, 2-Hydroxy-5-bromopyridine is utilized in research and development laboratories for studying various chemical reactions and exploring new synthetic pathways. It can be used to investigate the effects of structural modifications on the reactivity and properties of pyridine-based compounds, contributing to the advancement of chemical knowledge and the discovery of novel applications.
Used in Material Science:
The compound's ability to form crystalline structures makes it a candidate for use in the development of new materials with specific properties, such as optical, electronic, or magnetic characteristics. Researchers can explore its potential in creating advanced materials for various applications, including sensors, energy storage devices, and electronic components.

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

Upstream product

• 1072-97-5 5-bromo-2-pyridylamine 
• 856849-02-0 2-benzyloxy-5-bromo-pyridine-1-oxide 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 51933-78-9 5-bromo-2-(methylsulfanyl)pyridine 
• 142-08-5 2-hydroxypyridin 
• 39856-50-3 5-bromo2-nitropyridine 
• 504-29-0 2-aminopyridine 
• 624-28-2 2,5-dibromopyridine 
• 83664-33-9 2-(benzyloxy)-5-bromopyridine 
• 1493-13-6 trifluorormethanesulfonic acid 
• 109-09-1 2-chloropyridine 
• 53939-30-3 5-bromo-2-chloropyridine 
• 122256-50-2 1-benzyloxy-5-bromo-2-pyridone 

Downstream Products

• 79674-66-1 2-((5-bromopyridin-2-yl)oxy)acetic acid 
• 63785-87-5 5-bromo-1-ethyl-1,2-dihydropyridin-2-one 
• 83664-33-9 2-(benzyloxy)-5-bromopyridine 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 189954-65-2 3-[(5-bromo-2-pyridinyl)oxy]-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone 
• 381233-75-6 5-bromo-2-hydroxy-3-iodopyridine 
• 426823-58-7 5-bromo-1-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-1H-pyridin-2-one 
• 882170-27-6 [1-(5-bromo-pyridin-2-yloxymethyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 899452-26-7 5-bromo-2-(difluoromethoxy)pyridine 
• 832735-61-2 5-bromo-1-(difluoromethyl)-1,2-dihydropyridin-2-one 
• 1015242-41-7 5-bromo-2-((1-methylpiperidin-4-yl)oxy)pyridine 
• 954127-66-3 fluoren-9-ylmethyl 4-(tert-butyldimethylsilanyloxy)-5-(tert-butyldimethylsilanyloxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate 
• 954127-67-4 fluoren-9-ylmethyl 4-hydroxy-5-(hydroxymethyl)-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate 
• 954127-68-5 fluoren-9-ylmethyl 5-[bis(4-methoxyphenyl)(phenyl)methoxymethyl]-4-hydroxy-2-{2-[2-(4-nitrophenyl)ethoxy]pyridin-2-yl}pyrrolidine-1-carboxylate 

Relevant articles and documents

Design, synthesis, and biological activity evaluation of a series of novel sulfonamide derivatives as BRD4 inhibitors against acute myeloid leukemia

Accumulating researches have contributed much effect to discover novel chemotherapeutic drug for leukemia with expeditious curative effect, of which bromodomain-containing protein 4 (BRD4) inhibitor is considered as a eutherapeutic drug which has presented efficient cell proliferation suppression effect. In this study, we disclosed a series of phenylisoxazole sulfonamide derivatives as potent BRD4 inhibitors. Especially, compound 58 exhibited robust inhibitory potency toward BRD4-BD1 and BRD4-BD2 with IC50 values of 70 and 140 nM, respectively. In addition, compound 58 significantly suppressed cell proliferation of leukemia cell lines HL-60 and MV4-11 with IC50 values of 1.21 and 0.15 μM. In-depth study of the biological mechanism of compound 58 exerted its tumor suppression effect via down-regulating the level of oncogene c-myc. Moreover, in vivo pharmacokinetics (PK) study was conducted and the results demonstrated better pharmacokinetics features versus (+)-JQ1. In summary, our study discovers that compound 58 represents as a novel BRD4 inhibitor for further investigation in development of leukemia inhibitor with potentiality.

Preparation method of 2, 5-dibromopyridine

The invention discloses a preparation method of 2, 5-dibromopyridine, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: reacting 2-hydroxypyridine serving as a raw material with a bromination reagent to obtain 2-hydroxy-5-bromopyridine; and then reacting with a bromination reagent under the action of a Lewis acid catalyst to obtain 2, 5-dibromopyridine. The method is completed in two steps, an isomer obtained in the first step of reaction does not need to be purified, and a product with the purity of 99.5% or above can be obtained through recrystallization once in the last step.

PYRIDONE DERIVATIVE COMPRISING HETEROATOMIC RING BUTANE SUBSTITUENT, FOR TREATING FIBROSIS AND INFLAMMATORY DISEASES

Disclosed is a compound for treating fibrosis-related diseases, and specifically disclosed are the compound represented by formula (I) and a pharmaceutically acceptable salt thereof.