Cas no 2260935-98-4 (6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride))

6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) is a heterocyclic compound featuring a chloromethyl group attached to a benzotriazole core. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of functionalized benzotriazole derivatives. The hydrochloride salt enhances its stability and solubility, facilitating handling and storage. Its reactive chloromethyl group allows for further derivatization, enabling applications in pharmaceuticals, agrochemicals, and materials science. The benzotriazole moiety contributes to its utility as a ligand or building block in coordination chemistry and catalysis. This compound is valued for its synthetic flexibility and potential in developing biologically active molecules.
6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) structure
2260935-98-4 structure
Product Name:6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride)
CAS No:2260935-98-4
MF:C7H7Cl2N3
MW:204.056578874588
CID:6038835
PubChem ID:137942246
Update Time:2025-06-12

6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) Chemical and Physical Properties

Names and Identifiers

    • 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride)
    • EN300-6732926
    • 2260935-98-4
    • 5-(Chloromethyl)-2H-benzotriazole;hydrochloride
    • 6-(chloromethyl)-1H-1,2,3-benzotriazole hydrochloride
    • Inchi: 1S/C7H6ClN3.ClH/c8-4-5-1-2-6-7(3-5)10-11-9-6;/h1-3H,4H2,(H,9,10,11);1H
    • InChI Key: ZUMLXLBAVVLNDO-UHFFFAOYSA-N
    • SMILES: C(C1=CC=C2N=NNC2=C1)Cl.Cl

Computed Properties

  • Exact Mass: 203.0017026g/mol
  • Monoisotopic Mass: 203.0017026g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 142
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 41.6?2

6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) Pricemore >>

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Additional information on 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride)

6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) and its Significance in Modern Chemical Biology

6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride), with the CAS number 2260935-98-4, is a compound of considerable interest in the field of chemical biology and pharmaceutical research. This heterocyclic organic molecule, featuring a benzo[d][1,2,3]triazole core, has garnered attention due to its unique structural and functional properties. The presence of a chloromethyl group and the hydrochloride salt form further enhance its potential as a versatile intermediate in the synthesis of biologically active molecules.

The benzo[d][1,2,3]triazole scaffold is a privileged structure in medicinal chemistry, known for its ability to interact with biological targets in diverse ways. This scaffold is found in several FDA-approved drugs, highlighting its therapeutic relevance. The introduction of a chloromethyl group at the 6-position of the triazole ring introduces reactivity that can be exploited for further functionalization, making it a valuable building block for drug discovery efforts.

In recent years, there has been a surge in research focused on developing novel heterocyclic compounds with potential therapeutic applications. The 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) has been explored in various contexts, particularly in the design of small-molecule inhibitors targeting enzymes and receptors involved in critical biological pathways. Its structural features allow for the development of molecules with high selectivity and potency.

One of the most compelling aspects of this compound is its utility in the synthesis of kinase inhibitors. Kinases are enzymes that play a pivotal role in cell signaling pathways and are frequently implicated in diseases such as cancer. By modifying the benzo[d][1,2,3]triazole core with the chloromethyl group, researchers can introduce sites for further derivatization to create inhibitors with specific binding affinities. Recent studies have demonstrated the effectiveness of derivatives of this compound in inhibiting aberrantly active kinases associated with tumor growth and progression.

The hydrochloride form of 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole enhances its solubility in aqueous solutions, which is a critical factor for pharmaceutical applications. Improved solubility often translates to better bioavailability and pharmacokinetic properties, making it more suitable for formulation into drugs. This has spurred interest in developing novel formulations that leverage this compound's solubility advantages.

Another area where this compound has shown promise is in the development of antimicrobial agents. The rise of antibiotic-resistant pathogens has necessitated the discovery of new antimicrobial compounds. The structural motifs present in 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) have been found to exhibit activity against a range of bacterial and fungal strains. Researchers are exploring its derivatives as potential candidates for next-generation antimicrobial therapies.

The synthesis of this compound involves multi-step organic reactions that showcase the ingenuity of synthetic chemists. The process typically begins with the formation of the triazole ring through cycloaddition reactions between appropriate precursors. Subsequent functionalization at the 6-position introduces the chloromethyl group, which can then be further modified to achieve desired biological activity. These synthetic routes highlight the compound's versatility as a chemical probe.

In academic research circles, 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) has been used as a starting material for exploring novel reaction pathways and methodologies. Its unique reactivity allows chemists to develop innovative synthetic strategies that can be applied to other complex molecules. This has led to several publications detailing new synthetic approaches and transformations involving this compound.

The pharmaceutical industry has also taken note of this compound's potential. Several companies have included derivatives of 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) in their pipeline for drug development. These efforts are part of broader initiatives to discover new treatments for various diseases by leveraging heterocyclic compounds like this one. The ongoing research suggests that this compound will continue to be a valuable asset in medicinal chemistry.

The future directions for research involving 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride) are multifaceted. One area of focus is the exploration of its pharmacological properties through structure-activity relationship (SAR) studies. By systematically modifying different parts of its structure, researchers aim to optimize its biological activity and reduce any potential side effects.

Another exciting avenue is the use of computational methods to predict and design new derivatives of this compound. Advances in computational chemistry have enabled researchers to model molecular interactions with high precision. This allows for the virtual screening of thousands of potential derivatives before synthesizing them in the lab.

The integration of machine learning techniques into drug discovery processes has also opened new possibilities for utilizing compounds like 6-(Chloromethyl)-1H-benzo[d][1,2,3]triazole (hydrochloride). By training algorithms on large datasets containing known drug structures and their biological activities, researchers can predict new molecular structures that may exhibit desirable therapeutic properties.

In conclusion,6-(Chloromethyl)-1H-benzo[d][1、2、3]triazole (hydrochloride), CAS number 2260935-98-4,is a multifaceted compound with significant potential in chemical biology and pharmaceutical research。Its unique structural features,combined with its reactivity,make it an invaluable tool for developing new therapeutic agents。The ongoing research into this compound underscores its importance as a building block for innovative drug discovery efforts。As our understanding of biological systems continues to grow,compounds like this one will play an increasingly crucial role in addressing complex diseases。

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