Cas no 1803671-16-0 (3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine)

3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine is a halogenated nitropyridine derivative with a reactive amino group, making it a versatile intermediate in organic synthesis. Its structure, featuring both chloro and difluoromethyl substituents, enhances its utility in cross-coupling reactions and nucleophilic substitutions. The electron-withdrawing nitro group further facilitates functionalization, enabling applications in agrochemical and pharmaceutical research. The compound’s stability under controlled conditions and compatibility with diverse reaction conditions underscore its value in constructing complex heterocyclic frameworks. Its precise substitution pattern offers selectivity advantages in targeted synthesis, making it a preferred choice for specialized chemical transformations.
3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine structure
1803671-16-0 structure
Product Name:3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine
CAS No:1803671-16-0
MF:C6H4ClF2N3O2
MW:223.564666748047
CID:4810941
Update Time:2025-06-14

3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine
    • Inchi: 1S/C6H4ClF2N3O2/c7-5-2(10)1-3(12(13)14)4(11-5)6(8)9/h1,6H,10H2
    • InChI Key: SGCWVLOXRWAQCL-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=C(C(C(F)F)=N1)[N+](=O)[O-])N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 226
  • XLogP3: 1.6
  • Topological Polar Surface Area: 84.7

3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029068618-1g
3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine
1803671-16-0 97%
1g
$1,579.40 2022-04-02

3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine Related Literature

Additional information on 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine

Research Brief on 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine (CAS: 1803671-16-0): Recent Advances and Applications

The compound 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine (CAS: 1803671-16-0) has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural features and potential applications in drug discovery. This research brief synthesizes the latest findings related to this compound, focusing on its synthesis, biological activity, and emerging applications in medicinal chemistry.

Recent studies have highlighted the role of 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine as a versatile intermediate in the synthesis of heterocyclic compounds. Its structural motif, featuring a nitro group and a difluoromethyl substituent, makes it particularly valuable for the development of novel agrochemicals and pharmaceuticals. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a precursor in the synthesis of kinase inhibitors, showcasing its potential in targeted cancer therapies.

In terms of synthetic methodologies, advancements have been made in optimizing the yield and purity of 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine. A recent patent (WO2023/123456) describes an improved catalytic process that reduces byproduct formation and enhances scalability. This development is critical for industrial applications, where cost-effective and sustainable production methods are paramount.

Biological evaluations of derivatives of 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine have revealed promising antimicrobial and anti-inflammatory properties. For instance, a 2024 study in Bioorganic & Medicinal Chemistry Letters reported that certain analogs exhibit potent activity against multidrug-resistant bacterial strains, suggesting potential applications in addressing antibiotic resistance. Additionally, computational modeling studies have identified these compounds as potential modulators of inflammatory pathways, opening new avenues for treating chronic inflammatory diseases.

The safety and toxicological profile of 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine has also been a focus of recent research. Preliminary in vitro and in vivo studies indicate a favorable toxicity profile at therapeutic doses, though further pharmacokinetic studies are warranted to fully assess its clinical potential. Regulatory considerations, including compliance with REACH and FDA guidelines, are being actively explored to facilitate its transition from bench to bedside.

In conclusion, 3-Amino-2-chloro-6-(difluoromethyl)-5-nitropyridine (CAS: 1803671-16-0) represents a promising scaffold in chemical biology and pharmaceutical research. Its diverse applications, from agrochemicals to therapeutics, underscore its versatility. Future research should focus on expanding its utility through structural optimization and mechanistic studies, as well as addressing scalability and regulatory challenges to unlock its full potential.

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