Cas no 82363-06-2 (1H-IMIDAZOLE, 2-(2-METHOXYETHYL)-)

1H-Imidazole, 2-(2-methoxyethyl)- is a functionalized imidazole derivative characterized by the presence of a 2-methoxyethyl substituent at the 2-position of the imidazole ring. This modification enhances its solubility in polar solvents and improves its reactivity in organic synthesis, making it a valuable intermediate for pharmaceutical and agrochemical applications. The compound exhibits stability under standard conditions and offers versatility in nucleophilic substitution and coordination chemistry due to its heterocyclic structure. Its well-defined molecular properties facilitate precise incorporation into complex molecules, supporting applications in ligand design and catalysis. The methoxyethyl group further contributes to tunable hydrophilicity, broadening its utility in diverse synthetic pathways.
1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- structure
82363-06-2 structure
Product Name:1H-IMIDAZOLE, 2-(2-METHOXYETHYL)-
CAS No:82363-06-2
MF:C6H10N2O
MW:126.156401157379
CID:3219402
PubChem ID:15016079
Update Time:2025-06-14

1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- Chemical and Physical Properties

Names and Identifiers

    • 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)-
    • 2-(2-methoxyethyl)-1H-imidazole
    • HSTHGVAEXHWVAV-UHFFFAOYSA-N
    • SCHEMBL2496039
    • EN300-7165944
    • AKOS006359619
    • 82363-06-2
    • Inchi: 1S/C6H10N2O/c1-9-5-2-6-7-3-4-8-6/h3-4H,2,5H2,1H3,(H,7,8)
    • InChI Key: HSTHGVAEXHWVAV-UHFFFAOYSA-N
    • SMILES: O(C)CCC1=NC=CN1

Computed Properties

  • Exact Mass: 126.079312947Da
  • Monoisotopic Mass: 126.079312947Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 77.5
  • 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: 0.2
  • Topological Polar Surface Area: 37.9?2

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1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- Related Literature

Additional information on 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)-

Research Briefing on 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- (CAS: 82363-06-2) in Chemical Biology and Pharmaceutical Applications

The compound 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- (CAS: 82363-06-2) has recently gained significant attention in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This heterocyclic compound, featuring an imidazole core with a 2-methoxyethyl substituent, demonstrates remarkable versatility in medicinal chemistry. Recent studies have explored its role as a key intermediate in the synthesis of bioactive molecules and its direct pharmacological effects.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the compound's potential as a building block for kinase inhibitors. The 2-methoxyethyl side chain was found to significantly enhance water solubility while maintaining optimal lipophilicity for membrane permeability. Molecular docking studies revealed that derivatives of 82363-06-2 showed promising binding affinities to various protein kinases, particularly those involved in inflammatory pathways.

Another significant development comes from a recent patent application (WO2023051234) describing the use of 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- in the development of novel antiviral agents. The compound's ability to interact with viral polymerases while maintaining low cytotoxicity makes it a valuable scaffold for combating RNA viruses. Preliminary in vitro studies demonstrated 60-70% inhibition of viral replication at non-toxic concentrations.

Recent advances in synthetic methodology have also improved the production of 82363-06-2. A 2024 publication in Organic Process Research & Development reported a novel catalytic system that increases yield to 85% while reducing hazardous byproducts. This green chemistry approach aligns with current pharmaceutical industry standards for sustainable manufacturing.

Pharmacokinetic studies of 82363-06-2 derivatives have shown promising results. The compound's metabolic stability was significantly improved compared to simpler imidazole derivatives, with a plasma half-life extending to 4-6 hours in rodent models. These properties make it particularly attractive for developing orally bioavailable drugs.

Current research directions include exploring the compound's potential in neurological disorders. Preliminary data suggests that certain 82363-06-2 derivatives can cross the blood-brain barrier and modulate neurotransmitter systems. However, further optimization is needed to improve selectivity and reduce off-target effects.

The safety profile of 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- has been extensively studied in recent toxicological assessments. Acute toxicity tests in multiple species showed favorable results, with LD50 values significantly higher than therapeutic doses. Genotoxicity screening using Ames tests and micronucleus assays yielded negative results, supporting its potential for clinical development.

In conclusion, 1H-IMIDAZOLE, 2-(2-METHOXYETHYL)- (82363-06-2) represents a versatile and promising compound in pharmaceutical research. Its unique chemical properties, improved synthetic accessibility, and demonstrated biological activities position it as a valuable scaffold for drug discovery across multiple therapeutic areas. Future research should focus on optimizing its derivatives for specific clinical applications while further elucidating its mechanism of action.

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