Cas no 1909318-67-7 (6-Chloro-5-methoxypyrimidin-4-amine hydrochloride)

6-Chloro-5-methoxypyrimidin-4-amine hydrochloride is a versatile heterocyclic compound widely used in pharmaceutical and agrochemical research. Its pyrimidine core, functionalized with chloro and methoxy substituents, makes it a valuable intermediate in the synthesis of bioactive molecules. The hydrochloride salt enhances solubility and stability, facilitating handling and storage. This compound is particularly useful in medicinal chemistry for developing kinase inhibitors and other therapeutic agents due to its reactive sites for further derivatization. Its high purity and consistent quality ensure reliable performance in synthetic applications. Researchers favor it for its well-defined structure and compatibility with various coupling reactions, making it a key building block in drug discovery and development.
6-Chloro-5-methoxypyrimidin-4-amine hydrochloride structure
1909318-67-7 structure
Product Name:6-Chloro-5-methoxypyrimidin-4-amine hydrochloride
CAS No:1909318-67-7
MF:C5H7Cl2N3O
MW:196.034578561783
MDL:MFCD29060365
CID:4628968
PubChem ID:121553439
Update Time:2025-06-10

6-Chloro-5-methoxypyrimidin-4-amine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 6-chloro-5-methoxypyrimidin-4-amine hydrochloride
    • 6-chloro-5-methoxypyrimidin-4-amine;hydrochloride
    • 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride
    • MDL: MFCD29060365
    • Inchi: 1S/C5H6ClN3O.ClH/c1-10-3-4(6)8-2-9-5(3)7;/h2H,1H3,(H2,7,8,9);1H
    • InChI Key: ALUCNIFCRCXSCV-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(N)=NC=N1)OC.Cl

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 113
  • Topological Polar Surface Area: 61

6-Chloro-5-methoxypyrimidin-4-amine hydrochloride Pricemore >>

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Additional information on 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride

Introduction to 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride (CAS No. 1909318-67-7)

6-Chloro-5-methoxypyrimidin-4-amine hydrochloride (CAS No. 1909318-67-7) is a significant compound in the realm of pharmaceutical chemistry, featuring a pyrimidine core structure that has garnered considerable attention for its versatile applications in drug development. This compound, characterized by its hydrochloride salt form, exhibits unique chemical and biological properties that make it a valuable intermediate in the synthesis of various therapeutic agents.

The molecular structure of 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride consists of a pyrimidine ring substituted with a chlorine atom at the 6-position, a methoxy group at the 5-position, and an amine group at the 4-position. The hydrochloride salt enhances its solubility in aqueous solutions, making it more suitable for pharmaceutical formulations. This structural configuration not only contributes to its stability but also allows for facile functionalization, enabling the development of a wide range of derivatives with enhanced pharmacological activity.

In recent years, 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride has been extensively studied for its potential in medicinal chemistry. Its pyrimidine scaffold is a common motif in many biologically active molecules, including antiviral, anticancer, and antimicrobial agents. The chlorine and methoxy substituents provide reactive sites for further chemical modifications, allowing researchers to tailor the compound’s properties to specific therapeutic needs.

One of the most promising applications of 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride is in the development of antiviral drugs. Pyrimidine derivatives have shown efficacy against various viral infections due to their ability to interfere with viral replication processes. For instance, studies have demonstrated that compounds structurally related to 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride can inhibit viral polymerases by competing with natural nucleobases or by inducing structural changes in viral proteins. This mechanism of action makes them attractive candidates for treating emerging viral threats.

Furthermore, 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride has been explored as a precursor in the synthesis of anticancer agents. The pyrimidine ring is a key component in many kinase inhibitors, which are used to target specific pathways involved in cancer cell proliferation. By modifying the substituents on the pyrimidine core, researchers can develop molecules that selectively inhibit aberrant signaling pathways in cancer cells while minimizing toxicity to healthy tissues. The chlorine and methoxy groups on 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride provide ample opportunities for such modifications.

The antimicrobial potential of 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride has also been investigated. Antibacterial and antifungal drugs often utilize pyrimidine derivatives due to their ability to disrupt essential microbial processes such as DNA replication and metabolism. The structural features of 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride, including its chlorine and methoxy substituents, contribute to its interaction with microbial targets, making it a viable candidate for developing novel antimicrobial agents.

Recent advancements in computational chemistry have further enhanced the utility of 6-Chloro-5-methoxypyrimidin-4-amine hydrochloride in drug discovery. Molecular modeling techniques allow researchers to predict the binding affinity and specificity of this compound towards various biological targets with high accuracy. This has facilitated the rapid design and optimization of derivatives with improved pharmacokinetic properties and reduced side effects.

The synthesis of 6-Chloro-5-methoxypyrimidin-4-amino hydrochloride involves multi-step organic reactions that require precise control over reaction conditions and reagent selection. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that pharmaceutical-grade material is obtained for further applications. These synthetic routes often involve palladium-catalyzed cross-coupling reactions, which provide efficient access to complex pyrimidine derivatives.

In conclusion, 6-Chloro-pyrimidinyloxy-pyridine-amino-hydro-chloride (CAS No. 1909318) represents a versatile intermediate with significant potential in pharmaceutical research and development. Its unique structural features and reactivity make it an invaluable building block for designing novel therapeutic agents targeting various diseases. As research continues to uncover new applications for this compound, its importance in drug discovery is likely to grow even further.

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