55717-40-3

Basic information

• Product Name: 2-Bromo-5-hydroxypyridine
• Synonyms: 6-Bromopyridin-3-ol;2-Bromo-5-hydroxypyridine;2-BroMo-5-hydroxypyr;2-Bromo-5-hydroxypyridine radical ion(1+);2-BROMO-5-HYDROXYPYRIDINE(RS20006810)
• CAS NO: 55717-40-3
• Molecular Formula: C5H4BrNO
• Molecular Weight: 174
• EINECS: -0
• Mol File: 55717-40-3.mol

Chemical Properties

• Boiling Point: 373 °C at 760 mmHg
• Flash Point: 179.4 °C
• Appearance: /
• Density: 1.789 g/cm³
• Vapor Pressure: 4.3E-06mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: 2-Bromo-5-hydroxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-5-hydroxypyridine(55717-40-3)
• EPA Substance Registry System: 2-Bromo-5-hydroxypyridine(55717-40-3)

Safety Data

• Hazardous Substances Data: 55717-40-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-5-hydroxypyridine is used as an intermediate in organic synthesis for the preparation of pharmaceuticals. Its unique structure and reactivity make it a key component in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
2-Bromo-5-hydroxypyridine is used as an intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Organic Chemistry Research:
As a building block for the synthesis of various heterocyclic compounds, 2-Bromo-5-hydroxypyridine is utilized in organic chemistry research to explore new reactions and develop innovative synthetic pathways.
Used in Biological and Pharmacological Studies:
2-Bromo-5-hydroxypyridine has been studied for its potential biological and pharmacological activities, indicating its potential use in the discovery of new therapeutic agents and understanding its interactions with biological systems.

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

Upstream product

• 4487-59-6 2-bromo-5-nitropyridine 
• 186593-28-2 5-acetoxy-2-bromopyridine 
• 624-28-2 2,5-dibromopyridine 
• 214360-62-0 2-[(6-bromo)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane 
• 223463-14-7 6-bromopyridin-3-ylboronic acid 
• 42834-01-5 2-bromo-5-ethoxy-pyridine 
• 13534-97-9 6-bromopyridine-3-amine 

Downstream Products

• 1620685-11-1 C₂₂H₂₉N₃O₃ 
• 1432129-23-1 C₁₄H₁₅NOS 
• 1620691-18-0 2-bromo-5-(3,3,3-trifluoro-propoxy)-pyridine 
• 1144110-15-5 2-bromo-5-propoxy-pyridine 
• 1593701-07-5 methyl 2-(5-(4-methoxybenzyloxy)pyridin-2-yl)thiazole-5-carboxylate 
• 1381947-85-8 2-bromo-5-(4-methoxybenzyloxy)pyridine 
• 68692-50-2 2-tert-butyl-5-hydroxypyridine 
• 1114235-30-1 2-bromo-4-formyl-5-tosyloxypyridine 
• 857992-23-5 2-bromo-5-isopropoxypyridine 
• 713526-59-1 6-(8-hydroxy-1,4-dioxaspiro[4.5]dec-8-yl)pyridin-3-ol 
• 857429-81-3 4,6-dibromo-pyridin-3-ol 

Relevant articles and documents

Highly efficient heterogeneous V2O5@TiO2 catalyzed the rapid transformation of boronic acids to phenols

A V2O5@TiO2 catalyzed green and efficient protocol for the hydroxylation of boronic acid into phenol has been developed utilizing environmentally benign oxidant hydrogen peroxide. A wide range of electron-donating and the electron-withdrawing group-containing (hetero)aryl boronic acids were transformed into their corresponding phenol. The methodology was also applied successfully to transform various natural and bioactive molecules like tocopherol, amino acids, cinchonidine, vasicinone, menthol, and pharmaceuticals such as ciprofloxacin, ibuprofen, and paracetamol. The other feature of the methodology includes gram-scale synthetic applicability, recyclability, and short reaction time.

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Provided herein is a process for the preparation of 4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-oxoethyl)pyridin-3-yl)oxy)benzonitrile.

4-((6-(2,4-DIFLUOROPHENYL)-1,1-DIFLUORO-2-HYDROXY-3-(1H-1,2,4-TRIAZOL-1-YL)PROPYL)PYRIDIN-3-YL)OXY)BENZONITRILE AND PROCESSES OF PREPARATION

Provided herein is a process for the preparation of 4-((6-(2-(2,4-difluorophenyl)-1,1- difluoro-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)pyridin-3-yl)oxy)benzonitrile.

4-((6-2-(2,4-DIFLUOROPHENYL)-1,1-DIFLUORO-2-HYDROXY-3-(1H-1,2,4-TRIAZOL-1-YL)PROPYL)PYRIDIN-3-YL)OXY)BENZONITRILE AND PROCESSES OF PREPARATION

Provided herein is a process for the preparation of 4-((6-(2-(2,4-difluorophenyl)-1, 1- difluoro-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)pyridin-3-yl)oxy)benzonitrile.

Synthesis of 9,9′-Spirobifluorenes and 4,5-Diaza-9,9′-spirobifluorenes and Their Application as Affinity Materials for Quartz Crystal Microbalances

Two different classes of aza analogues of 9,9′-spirobifluorenes have been synthesized. These were obtained by either furnishing the spirobifluorene with additional pyridyl moieties or by installing the aza function directly into the spirobifluorene core. These structurally rigid compounds were then evaluated as affinity materials for quartz crystal microbalances and proved to be highly potent for the detection of volatile organic compounds.

HEDGEHOG ANTAGONISTS HAVING ZINC BINDING MOIETIES

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Synthesis of pyridine-N-oxide-borane intramolecular complexes by palladium-catalyzed reaction of 2-bromopyridine-N-oxides with alkynyltriarylborates

Pyridine-N-oxide-borane intramolecular complexes having an aza-stilbene π-framework were synthesized by the palladium-catalyzed reaction of 2-bromopyridine-N-oxides with alkynyltriarylborates.

Catalytic chain-breaking pyridinol antioxidants

(Chemical Equation Presented) The synthesis of 3-pyridinols carrying alkyltelluro, alkylseleno, and alkylthio groups is described together with a detailed kinetic, thermodynamic, and mechanistic study of their antioxidant activity. When assayed for their capacity to inhibit azo-initiated peroxidation of linoleic acid in a water/chlorobenzene two-phase system, tellurium-containing 3-pyridinols were readily regenerable by N-acetylcysteine contained in the aqueous phase. The best inhibitors quenched peroxyl radicals more efficiently than α-tocopherol, and the duration of inhibition was limited only by the availability of the thiol reducing agent. In homogeneous phase, inhibition of styrene autoxidation absolute rate constants kinh for quenching of peroxyl radical were as large as 1 x 107 M-1 s -1, thus outperforming the best phenolic antioxidants including α-tocopherol. Tellurium-containing 3-pyridinols could be quantitatively regenerated in homogeneous phase by N-tert-butoxycarbonyl cysteine methyl ester, a lipid-soluble analogue of N-acetylcysteine. In the presence of an excess of the thiol, a catalytic mode of action was observed, similar to the one in the two-phase system. Overall, compounds bearing the alkyltelluro moiety ortho to the OH group were much more effective antioxidants than the corresponding para isomers. The origin of the high reactivity of these compounds was explored using pulse-radiolysis thermodynamic measurements, and a mechanism for their unusual antioxidant activity was proposed. The tellurium-containing 3-pyridinols were also found to catalyze reduction of hydrogen peroxide in the presence of thiol reducing agents, thereby acting as multifunctional (preventive and chain-breaking) catalytic antioxidants.

COMPOUNDS COMPRISING A 3-PYRIDINOL OR 5-PYRIMIDINOL RING HAVING AN ORGANOSELENO OR ORGANOTELLURO SUBSTITUENT FOR USE AS ANTIOXIDANTS

Compounds comprising a 3-pyridinol or 5-pyrimidinol ring carrying an organoseleno- or organotelluro- substituent on the pyridine or pyrimidine ring, exhibit useful antioxidant properties. The compounds may for example be in accordance with the following formula (I) as defined herein. Catalytic chain-breaking and hydroperoxide decomposing antioxidant properties are also disclosed. Furthermore the compounds may be used in combination with a reducing agent. The compounds are useful for the stabilization of man-made and natural materials, or for the prevention or treatment of disorders caused by or involving free radical-mediated or oxidative tissue damage.

Catalytic chain-breaking pyridinol antioxidants

(Chemical Equation Presented) When assayed for their capacity to inhibit azo-initiated peroxidation of linoleic acid in a water/chlorobenzene two-phase system, tellurium-containing 3-pyridinols were readily regenerable by N-acetylcysteine contained in the aqueous phase. The best inhibitors quenched peroxyl radicals more efficiently than α-tocopherol, and the duration of inhibition was limited only by the availability of the thiol reducing agent. The compounds were also found to catalyze reduction of hydrogen peroxide in the presence of thiol reducing agent.