Cas no 261765-60-0 (6-chloro-2-methyl-N-propylpyrimidin-4-amine)

6-Chloro-2-methyl-N-propylpyrimidin-4-amine is a pyrimidine derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a chloro substituent at the 6-position and a propylamino group at the 4-position, offering reactivity for further functionalization. The compound serves as a versatile intermediate in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors or antimicrobial agents. Its moderate lipophilicity, conferred by the propyl chain, may enhance membrane permeability in drug design. The chloro group provides a handle for nucleophilic substitution reactions, enabling diversification of the pyrimidine core. This compound is typically handled under controlled conditions due to its reactive functional groups.
6-chloro-2-methyl-N-propylpyrimidin-4-amine structure
261765-60-0 structure
Product Name:6-chloro-2-methyl-N-propylpyrimidin-4-amine
CAS No:261765-60-0
MF:C8H12ClN3
MW:185.653980255127
CID:1425885
PubChem ID:11074100
Update Time:2025-10-31

6-chloro-2-methyl-N-propylpyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Pyrimidinamine, 6-chloro-2-methyl-N-propyl-
    • 6-chloro-2-methyl-N-propylpyrimidin-4-amine
    • 261765-60-0
    • 4-Chloro-2-methyl-6-(n-propylamino)pyrimidine
    • AKOS011770616
    • F1967-4620
    • Inchi: 1S/C8H12ClN3/c1-3-4-10-8-5-7(9)11-6(2)12-8/h5H,3-4H2,1-2H3,(H,10,11,12)
    • InChI Key: MIWPXVCZYYXQAE-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=NC(C)=N1)NCCC

Computed Properties

  • Exact Mass: 185.07216
  • Monoisotopic Mass: 185.0719751g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 132
  • 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: 2.8
  • Topological Polar Surface Area: 37.8?2

Experimental Properties

  • PSA: 37.81

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Additional information on 6-chloro-2-methyl-N-propylpyrimidin-4-amine

Introduction to 6-chloro-2-methyl-N-propylpyrimidin-4-amine (CAS No: 261765-60-0)

6-chloro-2-methyl-N-propylpyrimidin-4-amine, identified by the Chemical Abstracts Service Number (CAS No) 261765-60-0, is a significant compound in the realm of pharmaceutical and agrochemical research. This pyrimidine derivative has garnered attention due to its structural versatility and potential biological activities, making it a valuable scaffold for the development of novel therapeutic agents. The compound's unique chemical properties, characterized by the presence of a chloro substituent at the 6-position, a methyl group at the 2-position, and an N-propylamino group at the 4-position, contribute to its reactivity and functionalization potential.

The synthesis of 6-chloro-2-methyl-N-propylpyrimidin-4-amine involves multi-step organic transformations that highlight the compound's synthetic accessibility. The chloro group at the 6-position of the pyrimidine ring enhances its reactivity in nucleophilic substitution reactions, allowing for further functionalization. This feature is particularly useful in medicinal chemistry, where selective modifications can lead to compounds with enhanced pharmacological profiles. The presence of the methyl group at the 2-position and the N-propylamino group at the 4-position introduces steric and electronic effects that influence the compound's interactions with biological targets.

In recent years, 6-chloro-2-methyl-N-propylpyrimidin-4-amine has been explored as a key intermediate in the synthesis of various biologically active molecules. Its pyrimidine core is a common motif in many pharmacologically relevant compounds, including antiviral, anticancer, and antimicrobial agents. The structural framework of this compound provides a basis for designing molecules that can modulate specific biological pathways. For instance, pyrimidine derivatives have been shown to interact with enzymes and receptors involved in cell proliferation, DNA replication, and signal transduction.

One of the most compelling aspects of 6-chloro-2-methyl-N-propylpyrimidin-4-amine is its potential application in drug discovery programs. Researchers have leveraged its structural features to develop inhibitors targeting enzymes such as kinases and phosphodiesterases. These enzymes play crucial roles in numerous diseases, making them attractive therapeutic targets. The ability to modify various positions on the pyrimidine ring allows for fine-tuning of pharmacokinetic and pharmacodynamic properties, which is essential for developing effective drugs.

Recent studies have demonstrated the utility of 6-chloro-2-methyl-N-propylpyrimidin-4-amine in designing molecules with enhanced binding affinity and selectivity. By employing structure-based drug design strategies, researchers have been able to optimize the compound's interactions with biological targets. For example, computational modeling has been used to predict how different substituents on the pyrimidine ring can influence binding affinity and specificity. These insights have guided the synthesis of analogs with improved pharmacological profiles.

The agrochemical sector has also shown interest in 6-chloro-2-methyl-N-propylpyrimidin-4-amine due to its potential as a precursor for crop protection agents. Pyrimidine-based compounds are known for their efficacy in controlling pests and diseases that affect agricultural crops. The structural features of this compound make it a promising candidate for developing novel agrochemicals that offer improved performance while minimizing environmental impact.

In conclusion, 6-chloro-2-methyl-N-propylpyrimidin-4-amine (CAS No: 261765-60-0) represents a versatile and valuable compound in pharmaceutical and agrochemical research. Its unique structural features and synthetic accessibility make it an attractive scaffold for developing novel biologically active molecules. Ongoing research continues to uncover new applications for this compound, underscoring its importance in modern chemical biology and drug discovery efforts.

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