5-(2-Pyridyl)-1,2-dihydropyridin-2-one
[CAS# 381233-78-9]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound
• Name: 5-(2-Pyridyl)-1,2-dihydropyridin-2-one
• Synonyms: [2,3'-Bipyridin]-6'(1'H)-one; 5-(Pyridin-2-yl)-2(1H)-pyridone
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18
• CAS Registry Number: 381233-78-9
• EC Number: 691-966-8
• SMILES: C1=CC=NC(=C1)C2=CNC(=O)C=C2

Properties

• Solubility: Sparingly soluble (33 g/L) (25 ºC), Calc.^*
• Density: 1.221±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H315-H319-H332-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H332
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302

Discovory and Applicatios

5-(2-Pyridyl)-1,2-dihydropyridin-2-one is a chemical compound that has gained attention in organic chemistry for its versatile structure and potential applications in medicinal chemistry and materials science. The compound consists of a dihydropyridinone ring, a bicyclic structure with a pyridyl group attached at the 5-position. The presence of the pyridyl group plays a key role in the compound's electronic properties, influencing its reactivity and interaction with biological targets.

The discovery of 5-(2-pyridyl)-1,2-dihydropyridin-2-one arose from the ongoing efforts to explore the chemistry of pyridine derivatives, which are known for their biological activity and use in pharmaceuticals. Pyridine-based structures have been shown to possess a variety of pharmacological properties, such as antimicrobial, antiviral, and anticancer activities. The introduction of the dihydropyridinone ring into this system enhances its potential, as it is a structure commonly found in a number of biologically active compounds.

The synthesis of 5-(2-pyridyl)-1,2-dihydropyridin-2-one typically involves the functionalization of pyridine derivatives through condensation reactions. One common approach is the reaction of a 2-pyridyl aldehyde with a suitable precursor containing a keto group, followed by cyclization to form the dihydropyridinone ring. The reaction conditions, including temperature, solvent, and catalyst, must be carefully optimized to achieve the desired product with high yield and purity. The ability to modify the pyridine and dihydropyridinone components of the molecule allows for the synthesis of a variety of derivatives with tailored properties for specific applications.

The applications of 5-(2-pyridyl)-1,2-dihydropyridin-2-one are diverse, particularly in the development of new pharmacological agents. The compound and its derivatives have been investigated for their potential as inhibitors of enzymes involved in various diseases. For example, some studies have explored their activity as protein kinase inhibitors, which can be useful in treating cancer and other diseases related to abnormal cell growth. The compound's structure also suggests it may have antioxidant properties, which could make it useful in the treatment of oxidative stress-related conditions, such as neurodegenerative diseases and cardiovascular disorders.

In addition to its biological applications, 5-(2-pyridyl)-1,2-dihydropyridin-2-one has potential uses in materials science. The pyridine group in the molecule can interact with metals, making it useful in the development of coordination compounds for use in catalysis or as sensors. Its ability to form stable complexes with various metal ions could lead to the development of new catalysts for organic reactions, particularly in areas such as hydrogenation or carbon-carbon bond formation. Additionally, the compound's electronic properties make it a candidate for incorporation into organic electronic devices, such as organic light-emitting diodes (OLEDs) or solar cells.

In conclusion, 5-(2-pyridyl)-1,2-dihydropyridin-2-one is a compound with promising potential in both medicinal chemistry and materials science. Its versatile structure allows for a wide range of chemical modifications, opening the door for the development of novel therapeutic agents and advanced materials. As research continues, this compound may find further applications in drug design, catalysis, and electronic devices, demonstrating its utility as a building block for future innovations.