Cas no 175461-34-4 (2,6-Dichloro-N,N-dimethylpyridin-4-amine)

2,6-Dichloro-N,N-dimethylpyridin-4-amine is a halogenated pyridine derivative characterized by its dichloro and dimethylamino functional groups. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its electron-deficient pyridine core and reactive chloro substituents make it suitable for nucleophilic substitution reactions, enabling further functionalization. The dimethylamino group enhances solubility and modulates electronic properties, facilitating applications in ligand design and catalysis. The compound's stability under standard conditions and well-defined reactivity profile contribute to its utility in precision synthetic workflows. Careful handling is advised due to potential reactivity of halogenated amines.
2,6-Dichloro-N,N-dimethylpyridin-4-amine structure
175461-34-4 structure
Product Name:2,6-Dichloro-N,N-dimethylpyridin-4-amine
CAS No:175461-34-4
MF:C7H8Cl2N2
MW:191.057819366455
MDL:MFCD09031039
CID:1089852
Update Time:2025-05-26

2,6-Dichloro-N,N-dimethylpyridin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dichloro-N,N-dimethylpyridin-4-amine
    • (2,6-DICHLORO-PYRIDIN-4-YL)-DIMETHYL-AMINE
    • 4-Pyridinamine, 2,6-dichloro-N,N-dimethyl-
    • AK141576
    • ICCXLXKIEYEONV-UHFFFAOYSA-N
    • FCH864130
    • 2,6-dichloro-4-dimethylaminopyridine
    • AX8272784
    • MDL: MFCD09031039
    • Inchi: 1S/C7H8Cl2N2/c1-11(2)5-3-6(8)10-7(9)4-5/h3-4H,1-2H3
    • InChI Key: ICCXLXKIEYEONV-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=C(N=1)Cl)N(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 120
  • XLogP3: 2.2
  • Topological Polar Surface Area: 16.1

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2,6-Dichloro-N,N-dimethylpyridin-4-amine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:175461-34-4)2,6-Dichloro-N,N-dimethylpyridin-4-amine
Order Number:A881571
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:04
Price ($):335.0

Additional information on 2,6-Dichloro-N,N-dimethylpyridin-4-amine

2,6-Dichloro-N,N-dimethylpyridin-4-amine (CAS No. 175461-34-4): An Overview of Its Properties and Applications

2,6-Dichloro-N,N-dimethylpyridin-4-amine (CAS No. 175461-34-4) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, characterized by its unique molecular structure and chemical properties, has found applications in various areas, including drug discovery, agrochemicals, and materials science. This article aims to provide a comprehensive overview of 2,6-Dichloro-N,N-dimethylpyridin-4-amine, highlighting its physical and chemical properties, synthesis methods, biological activities, and potential applications.

Physical and Chemical Properties: 2,6-Dichloro-N,N-dimethylpyridin-4-amine is a white to off-white solid with a molecular formula of C8H9Cl2N2. It has a molecular weight of 208.07 g/mol. The compound is soluble in common organic solvents such as dichloromethane, ethanol, and dimethyl sulfoxide (DMSO), but it is poorly soluble in water. The melting point of 2,6-Dichloro-N,N-dimethylpyridin-4-amine is approximately 105°C. Its chemical stability is generally good under standard laboratory conditions, but it can degrade when exposed to strong acids or bases.

Synthesis Methods: The synthesis of 2,6-Dichloro-N,N-dimethylpyridin-4-amine can be achieved through several routes. One common method involves the reaction of 2,6-dichloropyridine with dimethylamine in the presence of a suitable catalyst. Another approach involves the N-methylation of 2,6-dichloropyridin-4-amine using methyl iodide or dimethyl sulfate. These synthetic pathways have been optimized to improve yield and purity, making the compound readily available for research and industrial applications.

Biological Activities: Recent studies have explored the biological activities of 2,6-Dichloro-N,N-dimethylpyridin-4-amine. One notable application is its use as a lead compound in the development of novel pesticides. Research has shown that this compound exhibits potent insecticidal activity against various pests, making it a valuable candidate for agricultural applications. Additionally, studies have investigated its potential as an inhibitor of specific enzymes involved in disease pathways. For example, it has been shown to inhibit the activity of certain kinases and proteases, which are key targets in drug discovery for cancer and other diseases.

Potential Applications: The unique properties of 2,6-Dichloro-N,N-dimethylpyridin-4-amine make it suitable for a wide range of applications. In the pharmaceutical industry, it serves as an intermediate in the synthesis of drugs targeting various diseases. Its ability to modulate enzyme activity makes it a promising candidate for developing new therapeutic agents. In agrochemicals, its insecticidal properties have led to its use in formulating effective pest control solutions. Furthermore, the compound's stability and solubility characteristics make it useful in materials science for developing functional materials with enhanced properties.

Literature Review: Several recent studies have contributed to our understanding of 2,6-Dichloro-N,N-dimethylpyridin-4-amine. A study published in the Journal of Medicinal Chemistry reported the synthesis and biological evaluation of a series of derivatives based on this compound. The results showed that certain derivatives exhibited enhanced potency against cancer cell lines compared to the parent compound. Another study published in Pesticide Biochemistry and Physiology investigated the insecticidal activity of 2,6-Dichloro-N,N-dimethylpyridin-4-amine against various agricultural pests. The findings indicated that it was effective against both larval and adult stages of several pest species.

Safety Considerations: While 2,6-Dichloro-N,N-dimethylpyridin-4-amine is generally considered safe for laboratory use under proper handling conditions, it is important to follow standard safety protocols when working with this compound. Appropriate personal protective equipment (PPE) such as gloves and goggles should be worn to prevent skin contact and inhalation. Additionally, proper disposal methods should be followed to ensure environmental safety.

FUTURE DIRECTIONS: The ongoing research on 2,6-Dichloro-N,N-dimethylpyridin-4-amine holds promise for further advancements in various fields. Future studies may focus on optimizing its chemical structure to enhance its biological activities or developing more efficient synthetic methods to improve scalability for industrial applications. Additionally, exploring its potential as a scaffold for new drug discovery could lead to the development of novel therapeutic agents with improved efficacy and safety profiles.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:175461-34-4)2,6-Dichloro-N,N-dimethylpyridin-4-amine
A881571
Purity:99%
Quantity:5g
Price ($):335.0
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