637348-81-3

Basic information

• Product Name: 3-Bromo-2-hydroxy-5-iodopyridine
• Synonyms: 3-Bromo-2-hydroxy-5-iodopyridine;3-broMo-5-iodopyridin-2-ol;3-BroMo-5-iodo-2-hydroxypyridine;3-bromo-5-iodo-2(1H)-Pyridinone
• CAS NO: 637348-81-3
• Molecular Formula: C₅H₃BrINO
• Molecular Weight: 299.9
• Mol File: 637348-81-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 308.0±42.0 °C(Predicted)
• Appearance: /
• Density: 2.55±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.66±0.10(Predicted)
• CAS DataBase Reference: 3-Bromo-2-hydroxy-5-iodopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-hydroxy-5-iodopyridine(637348-81-3)
• EPA Substance Registry System: 3-Bromo-2-hydroxy-5-iodopyridine(637348-81-3)

Safety Data

• Hazardous Substances Data: 637348-81-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-2-hydroxy-5-iodopyridine is a chemical compound with the molecular formula C5H3BrINO. It is a heterocyclic compound containing a pyridine ring with bromine and iodine substituents. 3-Bromo-2-hydroxy-5-iodopyridine is widely used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceuticals, agrochemicals, and materials. It exhibits potential biological activity and is of interest for its potential applications in the field of drug discovery. Furthermore, it can be used as a reagent in the preparation of other organic compounds through various synthetic routes.

Upstream product

• 13466-43-8 3-bromo-pyridin-2-ol 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 

Downstream Products

• 937183-75-0 tert-butyl (E)-4-(2-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-5-iodopyridin-3-yl)vinyl)phenyl(methyl)carbamate 
• 937183-84-1 (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-hydroxyphenyl)-ethylene 
• 937183-73-8 (E)-(5-bromo-6-{2-[2-(2-fluoroethoxy)ethoxy]ethoxy}pyridin-3-yl)-2-(4-hydroxyphenyl)-ethylene 
• 937183-81-8 (E)-4-(2-(5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl)vinyl)phenyl acetate 
• 937183-80-7 (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-methylaminophenyl)-ethylene 
• 937183-79-4 (E)-[5-bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-dimethylaminophenyl)-ethylene 
• 937183-69-2 (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl acetate 
• 937183-68-1 tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate 
• 937183-67-0 (E)-(5-bromo-6-{2-[2-(2-fluoroethoxy)ethoxy]ethoxy}pyridin-3-yl)-2-(4-methylaminophenyl)-ethylene 
• 937183-66-9 (E)-(5-bromo-6-{2-[2-(2-fluoroethoxy)ethoxy]ethoxy}pyridin-3-yl)-2-(4-dimethylaminophenyl)-ethylene 

Relevant articles and documents

HETEROARYL PYRIDONE AND AZA-PYRIDONE COMPOUNDS AS INHIBITORS OF BTK ACTIVITY

Heteroaryl pyridone and aza-pyridone compounds of Formula I are provided, where one or two of X, X, and Xare N, and including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I foranddiagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

Novel styrylpyridines as probes for SPECT imaging of amyloid plaques

We report a series of radioiodinated styrylpyridines as single photon emission computed tomography probes for imaging Aβ plaques in the brain of patients with Alzheimer's disease (AD). In vitro binding showed that all of the styrylpyridines displayed very good binding affinities in postmortem AD brain homogenates (Ki = 3.6 to 15.5 nM). No-carrier-added samples of 13a, 13b, 16a, 16b, and 16e (radioiodinated with 125I) were successfully prepared. The in vivo biodistribution in normal mice, at 2 min after injection, showed excellent initial brain penetrations (4.03, 6.22, 5.43, and 8.04% dose/g for [125I]13a, 13b, 16a, and 16b, respectively). Furthermore, in vitro autoradiography of AD brain sections showed that the high binding signal was specifically due to the presence of Aβ plaques. Taken together, these results strongly suggest that these styrylpyridines are useful for imaging Aβ plaques in the living human brain.

Efficient regioselective preparation of monobromo and bromoiodo hydroxy pyridines from dibromoderivatives via bromine-lithium exchange

Annular dibromination of hydroxypyridines with NBS in acetonitrile followed by bromine-lithium exchange with RLi and subsequent trapping with H2O or I2 afforded monobromo and bromoiodo derivatives in a completely regioselective way. Iodination of bromo hydroxypyridines with NIS is totally regioselective.