Cas no 1211399-74-4 (4-Chloro-2-methylpyridin-3-amine)

4-Chloro-2-methylpyridin-3-amine is a heterocyclic organic compound featuring a pyridine core substituted with a chloro group at the 4-position, a methyl group at the 2-position, and an amine group at the 3-position. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients and fine chemicals. Its reactive sites allow for further functionalization, enabling the construction of complex molecular frameworks. The compound exhibits stability under standard conditions and is compatible with a range of synthetic transformations. Its well-defined purity and consistent performance make it suitable for research and industrial applications requiring precise chemical modifications.
4-Chloro-2-methylpyridin-3-amine structure
1211399-74-4 structure
Product Name:4-Chloro-2-methylpyridin-3-amine
CAS No:1211399-74-4
MF:C6H7ClN2
MW:142.586179971695
MDL:MFCD16606134
CID:1036073
PubChem ID:20200289
Update Time:2025-05-21

4-Chloro-2-methylpyridin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-2-methylpyridin-3-amine
    • 3-AMINO-4-CHLORO-2-METHYLPYRIDINE
    • 4-CHLORO-2-METHYL-3-AMINOPYRIDINE
    • AB70877
    • AK114428
    • KB-241356
    • SureCN1967708
    • EN300-170620
    • 1211399-74-4
    • BIGIJBBFOOLCJA-UHFFFAOYSA-N
    • CS-0146755
    • SCHEMBL1967708
    • O11210
    • AKOS006352000
    • chloro-aminopicoline
    • DTXSID10603440
    • DB-358007
    • MDL: MFCD16606134
    • Inchi: 1S/C6H7ClN2/c1-4-6(8)5(7)2-3-9-4/h2-3H,8H2,1H3
    • InChI Key: BIGIJBBFOOLCJA-UHFFFAOYSA-N
    • SMILES: ClC1C=CN=C(C)C=1N

Computed Properties

  • Exact Mass: 142.0297759g/mol
  • Monoisotopic Mass: 142.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 97.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 38.9?2

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Additional information on 4-Chloro-2-methylpyridin-3-amine

4-Chloro-2-Methylpyridin-3-Amine: A Comprehensive Overview

4-Chloro-2-Methylpyridin-3-Amine (CAS No. 1211399-74-4) is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound, also referred to as Cl-pyridinamine, is characterized by its pyridine ring substituted with a chlorine atom at the 4-position and a methyl group at the 2-position, along with an amine group at the 3-position. The unique combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it a valuable building block in various chemical syntheses and applications.

The synthesis of 4-Chloro-2-Methylpyridin-3-Amine typically involves multi-step processes that often include nucleophilic aromatic substitution or coupling reactions. Recent advancements in catalytic methods have enabled more efficient and selective pathways for its preparation. For instance, the use of palladium-catalyzed cross-coupling reactions has been reported to facilitate the construction of this compound with high yields and purity. These methods not only enhance the scalability of production but also align with green chemistry principles by minimizing waste and reducing energy consumption.

In terms of applications, 4-Chloro-2-Methylpyridin-3-Amine has found utility as an intermediate in the synthesis of bioactive compounds. Its role as a precursor in drug discovery has been particularly notable, where it serves as a key component in the development of potential therapeutic agents targeting various diseases. For example, recent studies have highlighted its use in the design of inhibitors for kinase enzymes, which are implicated in cancer progression. The compound's ability to act as a scaffold for attaching diverse functional groups makes it highly versatile in medicinal chemistry.

Moreover, 4-Chloro-2-Methylpyridin-3-Amine exhibits interesting electronic properties that make it a candidate for applications in materials science. Its conjugated aromatic system and nitrogen functionality contribute to its potential use in organic electronics, such as in the development of conductive polymers or semiconducting materials. Emerging research has explored its integration into polymer frameworks to enhance charge transport properties, paving the way for its application in advanced electronic devices.

The structural versatility of 4-Chloro-2-Methylpyridin-3-Amine also extends to its role in supramolecular chemistry. The compound's ability to form hydrogen bonds and π–π interactions makes it a promising candidate for self-assembling systems. Recent investigations have demonstrated its utility in constructing ordered nanostructures, which hold potential for applications in sensing, catalysis, and drug delivery systems.

In conclusion, 4-Chloro-2-Methylpyridin-3-Amine (CAS No. 1211399-74-4) stands out as a multifaceted compound with diverse applications across various scientific domains. Its unique chemical properties, coupled with recent advancements in synthetic methodologies and application-oriented research, underscore its significance as both a fundamental building block and a platform for innovation. As ongoing studies continue to unravel new potentials for this compound, it is poised to play an increasingly important role in advancing modern chemical sciences.

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