Cas no 1805322-91-1 (3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine)

3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine is a halogenated pyridine derivative with a reactive amino group and difluoromethyl substituent, making it a versatile intermediate in organic synthesis. Its dichloro substitution pattern enhances electrophilic reactivity, facilitating nucleophilic aromatic substitution reactions, while the difluoromethyl group introduces unique electronic and steric properties. This compound is particularly valuable in agrochemical and pharmaceutical research, where it serves as a key building block for the development of active ingredients. The presence of both electron-withdrawing and electron-donating groups allows for selective functionalization, enabling precise modifications in complex molecular frameworks. Its stability under standard conditions ensures reliable handling and storage.
3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine structure
1805322-91-1 structure
Product Name:3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine
CAS No:1805322-91-1
MF:C6H4Cl2F2N2
MW:213.012166023254
CID:4849495
Update Time:2025-05-21

3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine
    • Inchi: 1S/C6H4Cl2F2N2/c7-3-1-2(6(9)10)4(11)5(8)12-3/h1,6H,11H2
    • InChI Key: SQUUNNZUNBNDJT-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(C(F)F)C=C(N=1)Cl)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 159
  • XLogP3: 2.7
  • Topological Polar Surface Area: 38.9

3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029074379-250mg
3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine
1805322-91-1 97%
250mg
$494.40 2022-04-01
Alichem
A029074379-500mg
3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine
1805322-91-1 97%
500mg
$782.40 2022-04-01
Alichem
A029074379-1g
3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine
1805322-91-1 97%
1g
$1,460.20 2022-04-01

Additional information on 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine

Introduction to 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine (CAS No. 1805322-91-1)

3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine (CAS No. 1805322-91-1) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This pyridine derivative is characterized by its unique structural features, including an amino group, two chlorine atoms, and a difluoromethyl moiety, which collectively contribute to its diverse chemical and biological properties.

The synthesis of 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine has been extensively studied due to its potential as a building block in the development of novel drugs. The difluoromethyl group, in particular, has gained attention for its ability to enhance the metabolic stability and bioavailability of drug candidates. Recent research has highlighted the importance of fluorinated compounds in drug discovery, as they often exhibit improved pharmacokinetic profiles and reduced toxicity compared to their non-fluorinated counterparts.

In the context of medicinal chemistry, 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine has been explored as a scaffold for the design of inhibitors targeting various enzymes and receptors. For instance, studies have shown that derivatives of this compound can effectively inhibit kinases, which are key enzymes involved in cellular signaling pathways and are often implicated in diseases such as cancer and inflammatory disorders. The amino group provides a functional handle for further derivatization, allowing researchers to tailor the compound's properties to specific therapeutic needs.

The chlorine atoms in 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine also play a crucial role in its biological activity. Chlorinated pyridines have been shown to exhibit potent antiviral and antibacterial properties, making them valuable candidates for the development of new antimicrobial agents. Additionally, the presence of chlorine atoms can influence the compound's lipophilicity and solubility, which are important factors in drug delivery and absorption.

Recent advancements in synthetic methods have facilitated the efficient production of 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine. Techniques such as transition-metal-catalyzed cross-coupling reactions and electrophilic aromatic substitution have been employed to synthesize this compound with high yields and purity. These methods not only improve the scalability of production but also reduce the environmental impact associated with traditional synthetic routes.

In preclinical studies, 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine has demonstrated promising results in various disease models. For example, it has shown efficacy in inhibiting tumor growth in xenograft models of cancer and has exhibited anti-inflammatory effects in animal models of arthritis. These findings underscore the potential of this compound as a lead molecule for further drug development.

The safety profile of 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine is another important aspect that has been investigated. Toxicity studies have indicated that this compound is well-tolerated at therapeutic doses and does not exhibit significant adverse effects on major organs or systems. However, ongoing research is necessary to fully understand its long-term safety and potential side effects.

In conclusion, 3-Amino-2,6-dichloro-4-(difluoromethyl)pyridine (CAS No. 1805322-91-1) represents a promising compound with a wide range of applications in medicinal chemistry and pharmaceutical research. Its unique structural features make it an attractive candidate for the development of novel drugs targeting various diseases. As research continues to advance our understanding of this compound's properties and potential uses, it is likely to play an increasingly important role in the field of drug discovery.

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