19959-77-4

Basic information

• Product Name: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine
• Synonyms: 3-Methyl-5-(2-pyridyl)pyrazole;2-(5-Methyl-1H-pyrazol-3-yl)
• CAS NO: 19959-77-4
• Molecular Formula: C₉H₉N₃
• Molecular Weight: 159.19
• EINECS: 200-589-5
• Mol File: 19959-77-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 113.0-116.5 °C(Solv: carbon tetrachloride (56-23-5))
• Boiling Point: 352.3±27.0 °C(Predicted)
• Appearance: /
• Density: 1.172
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Deuterated Chloroform, DMSO
• PKA: 11.92±0.10(Predicted)
• CAS DataBase Reference: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine(19959-77-4)
• EPA Substance Registry System: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine(19959-77-4)

Safety Data

• Statements: 43
• Safety Statements: 26-36/37
• TSCA: No
• Hazardous Substances Data: 19959-77-4(Hazardous Substances Data)

Usage

Description

2-(5-Methyl-1H-pyrazol-3-yl)pyridine is an organic compound characterized by its unique molecular structure, which features a pyridine ring fused with a methyl-substituted pyrazole ring. 2-(5-Methyl-1H-pyrazol-3-yl)pyridine is known for its potential applications in various chemical and pharmaceutical processes due to its versatile chemical properties.

Uses

Used in Chemical Synthesis:
2-(5-Methyl-1H-pyrazol-3-yl)pyridine is used as an intermediate in the synthesis of ligand-metal-chelate complexes. Its unique structure allows it to form stable complexes with metal ions, which can be utilized in various applications such as catalysts, sensors, and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine is used as a building block for the development of new drugs. Its ability to form chelate complexes with metal ions can be exploited to design drugs with enhanced bioavailability, stability, and targeted delivery.
Used in Catalyst Development:
2-(5-Methyl-1H-pyrazol-3-yl)pyridine can also be used in the development of catalysts for various chemical reactions. Its chelating properties make it a promising candidate for designing catalysts that can improve the efficiency and selectivity of industrial processes.
Used in Sensor Technology:
The compound's ability to form stable complexes with metal ions can be utilized in the development of sensors for detecting specific metal ions in various environments. This application can be particularly useful in environmental monitoring, food safety, and medical diagnostics.

Upstream product

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Relevant articles and documents

New functionalised C,C-pyridylpyrazoles: Synthesis and cation binding properties

The synthesis of two new C,C-pyridylpyrazole isomers with a functionalised arm is described. The complexation capabilities of these ligands compared to their homologues towards bivalent metals (Hg2+, Cd2+, Pb2+, Cu2+, Zn2+) and alkali metal ions (K +, Na+, Li+) were investigated using a liquid-liquid extraction process. The percentage limits of extraction were determined by atomic absorption measurements.

Discovery of phenylaminopyridine derivatives as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

We identified a novel class of aryl-substituted triazine compounds as potent non-nucleoside reverse transcriptase inhibitors (NNRTIs) during a high-throughput screening campaign that evaluated more than 200000 compounds for antihuman immunodeficiency virus (HIV) activity using a cell-based full replication assay. Herein, we disclose the optimization of the antiviral activity in a cell-based assay system leading to the discovery of compound 27, which possessed excellent potency against wild-type HIV-1 (EC50 = 0.2 nM) as well as viruses bearing Y181C and K103N resistance mutations in the reverse transcriptase gene. The X-ray crystal structure of compound 27 complexed with wild-type reverse transcriptase confirmed the mode of action of this novel class of NNRTIs. Introduction of a chloro functional group in the pyrazole moiety dramatically improved hERG and CYP inhibition profiles, yielding highly promising leads for further development.

Regioselective formation of N-alkyl-3,5-pyrazole derived ligands. A synthetic and computational study

New N-alkyl-3,5-pyrazole derived ligands were synthesized by reaction between 3,5-pyrazole derived ligands and the appropriate haloalkane in toluene or THF using NaOEt or NaH as base. When the precursor ligand bears a pyridyl substituent the alkylation reaction presents a large regioselectivity. Theoretical calculations have been carried out to rationalize the experimental observations. It has been shown that regioselectivity is governed by the formation of Na+-pyrazolide chelate complexes.