220616-68-2

Basic information

• Product Name: 2,6-DibroMo-4-hydroxypyridine
• Synonyms: 2,6-DibroMo-4-hydroxypyridine;2,6-dibroMopyridin-4-ol;2,6-dibromo-4-Pyridinol;2,6-Dibromo-4-hydroxypyridine≥ 98% (HPLC)
• CAS NO: 220616-68-2
• Molecular Formula: C₅H₃Br₂NO
• Molecular Weight: 252.89142
• Mol File: 220616-68-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 461.8 °C at 760 mmHg
• Flash Point: 233.1 °C
• Appearance: /
• Density: 2.228 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.29±0.23(Predicted)
• CAS DataBase Reference: 2,6-DibroMo-4-hydroxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DibroMo-4-hydroxypyridine(220616-68-2)
• EPA Substance Registry System: 2,6-DibroMo-4-hydroxypyridine(220616-68-2)

Safety Data

• Hazardous Substances Data: 220616-68-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow powder

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 1192037-24-3 2,6-dibromo-4-(4,4,5,5-tetrameethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 175422-04-5 2,6-dibromo-4-nitropyridine 
• 220616-66-0 4-allyloxypyridine-2,6-dicarboxylic acid 
• 220616-67-1 4-allyloxy-2,6-dibromopyridine 

Downstream Products

• 1055298-00-4 2,6-bis(phenylethynyl)pyridin-4(1H)-one 

Relevant articles and documents

Helix formation in synthetic polymers by hydrogen bonding with native saccharides in protic media

Water-soluble poly(m-ethynylpyridine)s were designed to realize saccharide recognition in protic media. UV/Vis, 1HNMR, and fluorescence measurements revealed that the polymer forms a helical higher order structure by solvophobic interactions between the ethynylpyridine units in the protic medium. The resulting pore in the helix behaves like a binding pocket in proteins, by taking advantage of inwardly directed hydrogen-bonding functional groups of the polymers. Molecular recognition of native saccharides by the polymers was investigated by circular dichroism (CD). The chirality of the saccharide was transferred to the helical sense of the polymers, accompanied by the appearance of induced CDs (ICDs) in the absorptive region of the polymers. In MeOH/water (10/1), mannose and allose showed intense ICDs, and the apparent association constant between the polymer and D-mannose was 14M-1.

Enantiopure substituted pyridines as promising antimalarial drug candidates

We describe the enantioselective synthesis and biological evaluation of 4-(2-amino-1-hydroxyethyl)pyridines (4 AHPs) as new antimalarial drug candidates. In particular, two routes to obtain the key-intermediate 4-vinyl-pyridine were studied. These routes are based on a Kr?hnke-type cyclization or on metal-catalyzed reactions. The Kr?hnke-type cyclization route is faster but only efficient at low scale since this pathway involves a Wittig reaction that requires severe temperature-control. Consequently, we designed a second route based on metal-catalyzed reactions. This way is longer but the 4-vinyl-pyridine can be obtained on a 5 g scale at least. Finally, a regioselective SN2 ring-opening of enantiopure epoxides by alkyl primary amines allowed the synthesis of eight 4-AHPs with global yields up to 41%. These compounds show strong in vitro antimalarial activity against P. falciparum strains and are more active that chloroquine and mefloquine. These results demonstrate that 4-AHPs are promising antimalarial drug candidates.

Rate enhancement of hexose sugar oxidation on an ethynylpyridine- functionalized Pt/Al2O3 catalyst with induced chirality

Rate enhancement of the selective oxidation of hexoses was achieved on an ethynylpyridine (EPy)-functionalized Pt/Al2O3 catalyst. Host-guest interaction between the EPy ligand and a hexose sugar reactant produced a complex with induced chirality on the catalyst surface.