Cas no 51564-92-2 (6-chloro-4-methyl-pyridin-2-amine)

6-Chloro-4-methyl-pyridin-2-amine is a heterocyclic organic compound featuring a pyridine core substituted with a chloro group at the 6-position and a methyl group at the 4-position, with an amine functionality at the 2-position. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of active ingredients and fine chemicals. Its high purity and stability under standard conditions ensure reliable performance in reactions such as nucleophilic substitutions or cross-coupling processes. The compound’s well-defined reactivity profile and compatibility with diverse synthetic routes enhance its utility in research and industrial applications.
6-chloro-4-methyl-pyridin-2-amine structure
51564-92-2 structure
Product Name:6-chloro-4-methyl-pyridin-2-amine
CAS No:51564-92-2
MF:C6H7ClN2
MW:142.586179971695
MDL:MFCD09839256
CID:366442
PubChem ID:19814842
Update Time:2025-10-31

6-chloro-4-methyl-pyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-Chloro-4-methylpyridin-2-amine
    • 2-Amino-6-chloro-4-methylpyridine
    • 2-AMINO-6-CHLORO-4-PICOLINE
    • 2-Pyridinamine,6-chloro-4-methyl-
    • PubChem5757
    • NWQCZHMVYZDGQJ-UHFFFAOYSA-N
    • 6-Chloro-4-methyl-2-pyridinamine
    • 6-chloro-4-methyl-pyridin-2-amine
    • HP13074
    • AB53542
    • RP01339
    • AB0025223
    • ST2418928
    • W6644
    • BB 0261480
    • A7603
    • CS-0046974
    • SY110133
    • EN300-128647
    • 51564-92-2
    • MFCD09839256
    • DTXSID90600250
    • AKOS006280735
    • J-518573
    • FT-0660064
    • DS-11874
    • SCHEMBL2034856
    • DB-027789
    • 6-Chloro-2-amino-4-picoline
    • MDL: MFCD09839256
    • Inchi: 1S/C6H7ClN2/c1-4-2-5(7)9-6(8)3-4/h2-3H,1H3,(H2,8,9)
    • InChI Key: NWQCZHMVYZDGQJ-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C)=CC(N)=N1

Computed Properties

  • Exact Mass: 142.03000
  • Monoisotopic Mass: 142.03
  • 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: 1.8
  • Topological Polar Surface Area: 38.9

Experimental Properties

  • Density: 1.260±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 280.2±35.0 oC (760 Torr),
  • Flash Point: 123.2±25.9 oC,
  • Refractive Index: 1.592
  • Solubility: Slightly soluble (3.7 g/l) (25 o C),
  • PSA: 38.91000
  • LogP: 2.20680

6-chloro-4-methyl-pyridin-2-amine Security Information

6-chloro-4-methyl-pyridin-2-amine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 6-chloro-4-methyl-pyridin-2-amine

Introduction to 6-chloro-4-methyl-pyridin-2-amine (CAS No. 51564-92-2)

6-chloro-4-methyl-pyridin-2-amine, identified by the chemical abstracts service number 51564-92-2, is a significant intermediate in the realm of pharmaceutical and agrochemical synthesis. This compound belongs to the pyridine family, a heterocyclic aromatic structure that has garnered considerable attention due to its versatile applications in medicinal chemistry. The presence of both chloro and amine functional groups on the pyridine ring enhances its reactivity, making it a valuable building block for the development of novel bioactive molecules.

The structural configuration of 6-chloro-4-methyl-pyridin-2-amine imparts unique chemical properties that make it particularly useful in synthetic chemistry. The chloro substituent at the 6-position and the methyl group at the 4-position contribute to its ability to participate in various nucleophilic substitution reactions, while the amine group at the 2-position allows for further functionalization via reductive amination, acylation, or diazotization reactions. These characteristics have positioned this compound as a key intermediate in the synthesis of more complex molecules.

In recent years, there has been a growing interest in exploring the pharmacological potential of pyridine derivatives. 6-chloro-4-methyl-pyridin-2-amine has been investigated for its role in developing drugs targeting various therapeutic areas, including oncology, neurology, and infectious diseases. Its structural motif is reminiscent of several known bioactive agents, suggesting that it may serve as a scaffold for designing new therapeutic entities.

One of the most compelling aspects of 6-chloro-4-methyl-pyridin-2-amine is its utility in constructing kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and dysregulation of these pathways is often associated with diseases such as cancer. By incorporating the 6-chloro-4-methyl-pyridin-2-amine moiety into kinase inhibitors, researchers can fine-tune binding interactions with target proteins, potentially leading to more effective treatments. Recent studies have demonstrated that derivatives of this compound exhibit promising activity against specific kinases, highlighting its significance in drug discovery efforts.

The agrochemical industry has also recognized the value of 6-chloro-4-methyl-pyridin-2-amine as a precursor for developing novel pesticides and herbicides. Pyridine-based compounds are known for their efficacy in crop protection, and modifications to the core structure can lead to enhanced biological activity. Researchers have leveraged the reactivity of 6-chloro-4-methyl-pyridin-2-amine to create compounds that exhibit potent insecticidal and fungicidal properties, contributing to sustainable agricultural practices.

The synthesis of 6-chloro-4-methyl-pyridin-2-amine typically involves multi-step organic reactions starting from readily available pyridine derivatives. Advances in synthetic methodologies have enabled more efficient and scalable production processes, making this compound more accessible for industrial applications. Catalytic processes and green chemistry principles have been increasingly employed to minimize waste and improve yields, aligning with global efforts towards sustainable chemical manufacturing.

From a computational chemistry perspective, virtual screening and molecular docking studies have been instrumental in identifying how 6-chloro-4-methyl-pyridin-2-amine interacts with biological targets. These computational approaches allow researchers to predict binding affinities and optimize lead structures before conducting costly wet-lab experiments. The integration of machine learning algorithms has further accelerated this process, enabling high-throughput screening of potential drug candidates derived from this scaffold.

The future prospects for 6-chloro-4-methyl-pyridin-2-amine are promising, with ongoing research exploring its potential in emerging therapeutic areas such as immunotherapy and anti-inflammatory drugs. Its adaptability as a molecular scaffold makes it a valuable asset for medicinal chemists seeking to develop next-generation therapeutics. As our understanding of disease mechanisms continues to evolve, compounds like 6-chloro-4-methyl-pyridin-2-amine will likely play an increasingly important role in addressing unmet medical needs.

In conclusion, 6-chloro-4-methyl-pyridin-2-amine (CAS No. 51564-92) is a versatile intermediate with broad applications in pharmaceuticals and agrochemicals. Its unique structural features and reactivity make it an indispensable tool for synthetic chemists and drug developers. With continued advancements in synthetic methodologies and computational chemistry, this compound is poised to remain at the forefront of innovation in chemical biology and medicine.

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