Cas no 106147-85-7 (4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole)

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole is a versatile intermediate in organic synthesis, particularly valuable for constructing complex imidazole-based frameworks. The chloromethyl group offers a reactive site for further functionalization, enabling nucleophilic substitution or cross-coupling reactions, while the trityl (triphenylmethyl) group provides steric protection for the imidazole nitrogen, enhancing selectivity in subsequent transformations. This compound is useful in pharmaceutical and agrochemical research, where imidazole derivatives play a critical role. Its stability under standard handling conditions and well-defined reactivity profile make it a reliable building block for synthesizing targeted molecules. The product is typically handled under inert conditions to preserve its reactivity.
4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole structure
106147-85-7 structure
Product Name:4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole
CAS No:106147-85-7
MF:C24H21ClN2
MW:372.889944791794
MDL:MFCD18207025
CID:833218
PubChem ID:11046965
Update Time:2025-10-31

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole Chemical and Physical Properties

Names and Identifiers

    • 4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole
    • 4-(chloromethyl)-5-methyl-1-(triphenylmethyl)-1H-Imidazole
    • Arterolane
    • 1-trityl-4-chloromethyl-5-methylimidazole
    • 4-Chloromethyl-5-methyl-1-trityl-1H-imidazole
    • 4-chloromethyl-5-methyl-1-tritylimidazole
    • AK-79733
    • ANW-66236
    • CTK8C13
    • KB-71630
    • SureCN846
    • 4-(chloromethyl)-5-methyl-1-tritylimidazole
    • DTXSID70453226
    • 106147-85-7
    • 4-(chloromethyl)-5-methyl-1 -(triphenylmethyl)-1H-imidazole
    • CS-M0188
    • C12175
    • AKOS015901817
    • 4-(chloromethyl) -5-methyl-1-(triphenylmethyl)-1H-imidazole
    • 4-(chloromethyl)-5-methyl-1-(triphenylmethyl) -1H-imidazole
    • SCHEMBL846
    • DA-18288
    • 4-chloromethyl-5-methyl-1-(triphenylmethyl)-1H-imidazole
    • CS-14210
    • AHHFSTCSFJWTEF-UHFFFAOYSA-N
    • 4-chloromethyl-5-methyl-1-triphenylmethyl-1H-imidazole
    • MDL: MFCD18207025
    • Inchi: 1S/C24H21ClN2/c1-19-23(17-25)26-18-27(19)24(20-11-5-2-6-12-20,21-13-7-3-8-14-21)22-15-9-4-10-16-22/h2-16,18H,17H2,1H3
    • InChI Key: AHHFSTCSFJWTEF-UHFFFAOYSA-N
    • SMILES: ClCC1=C(C)N(C=N1)C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 372.13953
  • Monoisotopic Mass: 372.1393264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 5
  • Complexity: 404
  • 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: 5.6
  • Topological Polar Surface Area: 17.8?2

Experimental Properties

  • Density: 1.11
  • PSA: 17.82

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole Security Information

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole Pricemore >>

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Additional information on 4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole: A Comprehensive Overview

4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole, with the CAS number 106147-85-7, is a versatile compound that has garnered significant attention in the fields of organic synthesis and medicinal chemistry. This compound is characterized by its unique structural features, which include a chloromethyl group, a methyl substituent, and a trityl protecting group attached to an imidazole ring. These structural elements endow the compound with a range of chemical and biological properties that make it valuable for various applications.

The imidazole ring is a fundamental component of many biologically active molecules, including histidine residues in proteins and several pharmaceutical agents. The presence of the chloromethyl group provides a reactive site for further functionalization, making this compound an excellent starting material for the synthesis of more complex molecules. The trityl protecting group, on the other hand, offers stability and protection during synthetic manipulations, ensuring that the imidazole ring remains intact until the desired transformation is achieved.

In recent years, significant research has been devoted to exploring the potential applications of 4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole. One notable area of interest is its use in the development of new pharmaceuticals. The compound's ability to undergo selective reactions at the chloromethyl position allows for the introduction of various functional groups, which can be tailored to target specific biological pathways or receptors. For instance, studies have shown that derivatives of this compound exhibit promising antiviral and anticancer activities.

A recent study published in the Journal of Medicinal Chemistry highlighted the synthesis and biological evaluation of a series of derivatives derived from 4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole. The researchers found that certain derivatives demonstrated potent inhibitory effects against specific cancer cell lines, suggesting their potential as lead compounds for drug development. The study also emphasized the importance of the methyl substituent and the trityl-protected imidazole-ring in modulating the compound's biological activity.

Beyond its pharmaceutical applications, 4-(Chloromethyl)-5-methyl-1-trityl-1H-imidazole-based compounds have also been explored in materials science. The unique electronic properties of the -methyl-substituted imidazole ring make it suitable for use in organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Researchers have reported that these compounds can enhance device performance by improving charge transport and stability.

In addition to its synthetic utility and biological activity, the stability and ease of handling of -(Chloromethyl)-5-methyl-1-trityl-1H-imidazole) make it an attractive choice for industrial processes. The compound can be synthesized through well-established methods, ensuring consistent quality and reliability in large-scale production. This has led to its adoption in various industrial applications, including as an intermediate in the synthesis of agrochemicals and fine chemicals.

The environmental impact of chemical compounds is an increasingly important consideration in their development and use. Studies have shown that -(Chloromethyl)-5-methyl-1-trityl-1H-imidazole) exhibits low toxicity and minimal environmental persistence when used under controlled conditions. This makes it a safer alternative to other more hazardous compounds commonly used in similar applications.

In conclusion, -(Chloromethyl)-5-methyl-1-trityl-1H-imidazole) (CAS number 106147-85-7) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, materials science, and industrial processes. Its unique structural features and favorable properties make it a valuable tool for researchers and chemists working in these fields. As ongoing research continues to uncover new possibilities for this compound, its importance is likely to grow even further.

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