76349-07-0

Basic information

• Product Name: N-(2-Hydroxypyridin-3-yl)acetamide
• Synonyms: N-(2-Hydroxypyridin-3-yl)acetamide;N-(2-Oxo-1,2-dihydropyridin-3-yl)acetaMide
• CAS NO: 76349-07-0
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.15062
• Mol File: 76349-07-0.mol

Chemical Properties

• Boiling Point: 496.5°C at 760 mmHg
• Flash Point: 246.6°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 5.36E-10mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(2-Hydroxypyridin-3-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Hydroxypyridin-3-yl)acetamide(76349-07-0)
• EPA Substance Registry System: N-(2-Hydroxypyridin-3-yl)acetamide(76349-07-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 76349-07-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
N-(2-Hydroxypyridin-3-yl)acetamide is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its potential to form the backbone of drug molecules, contributing to the development of new therapeutic agents and pesticides.
Used in the Development of Novel Materials:
In the field of materials science, N-(2-Hydroxypyridin-3-yl)acetamide is used as a component in the creation of new materials, leveraging its chemical properties to enhance or introduce specific functionalities.
Used in Medicinal Chemistry Research:
N-(2-Hydroxypyridin-3-yl)acetamide is utilized as a subject of study in medicinal chemistry, where its biological activities and therapeutic potential are explored for possible applications in drug discovery and the treatment of various diseases.
Used in Drug Discovery:
N-(2-Hydroxypyridin-3-yl)acetamide serves as a valuable target in drug discovery, where its unique structure and properties are investigated for the development of new pharmaceutical agents with improved efficacy and selectivity.

InChI:InChI=1/C7H8N2O2/c1-5(10)9-6-3-2-4-8-7(6)11/h2-4H,1H3,(H,8,11)(H,9,10)

Upstream product

• 33630-99-8 2-hydroxy-3-aminopyridine 
• 108-24-7 acetic anhydride 
• 6332-56-5 3-nitropyridone 
• 142-08-5 2-Pyridone 
• 33630-99-8 3-amino-2-pyridone 
• 6332-56-5 2-hydroxy-3-nitropyridine 

Relevant articles and documents

A VERSATILE LIGAND FOR PALLADIUM-CATALYZED META-C-H FUNCTIONALIZATIONS

A class of mono-protected 3-amino-2- hydroxypyridine (MPAHP) ligands that enable the meta- C-H arylation of anilines, phenols, phenylacetic acids, and biologically relevant heterocyclic compounds using norbornene as a transient mediator is disclosed. The applicability of this meta-arylation methodology in the pharmaceutical industry is illustrated for heteroaryl substrates and heteroaryl iodide coupling partners, a feat made possible by using the MPAHP ligand. The enabling nature of MPAHP ligands to achieve other meta-C-H functionalization processes is also illustrated by the development of a meta-C-H amination reaction and a meta-C-H alkynylation reaction.

Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles

Here we report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative. The first steps toward a silver-free protocol for this reaction are also demonstrated.

Pyridones as potential antitumor agents II: 4-pyridones and bioisosteres of 3-acetoxy-2-pyridone

Pyridone structural requirements for activity against murine P-388 leukemia have been extended to isosteric analogs of 3-hydroxy-4-pyridone, a compound previously found to have activity. An amino group can be substituted for the 3-hydroxyl function with retention of activity. A sulfur, but not an amino function, can replace the lactam oxygen in the 2-position. Relocation of the lactam oxygen from the 2- to the 4-position in the pyridine ring also produces active pyridones, including 2-methyl-3-acetoxy-4-pyridone. This compound, which has a T/C value of 179%, is the most active material discovered thus far in the pyridone studies.