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CS-W001157 4
Total: USD 88.00

2-(1H-Imidazol-1-yl)ethanamine

  • CAS No. 5739-10-6

  • Cat. No. CS-0045185
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-(1H-Imidazol-1-yl)ethanamine|CS-0045185

Structure of 5739-10-6

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General Information

  • CAS No. 5739-10-6
  • Cat. No. CS-0045185
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉N₃
  • Molecular Weight 111.15
  • Synonym(s) N-(2-Aminoethyl)imidazole
  • SMILES NCCN1C=CN=C1

Description

2-(1H-Imidazol-1-yl)ethanamine features a bioactive imidazole ring linked to an ethylamine side chain, enabling versatile coordination in catalysis and ligand design. This bench-stable, moisture-tolerant amine integrates readily into functionalized architectures, offering robust reactivity in synthetic transformations and metal-complex formation.

Application

2-(1H-Imidazol-1-yl)ethanamine serves as a versatile bifunctional building block in medicinal chemistry and catalysis, enabling efficient construction of imidazole-containing scaffolds. Its amine functionality facilitates conjugation and derivatization, while the pendant imidazole ring provides strong hydrogen-bonding capacity and metal coordination sites. The compound exhibits good bench stability and solubility, supporting straightforward purification and integration into standard synthetic workflows.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • 2-Chloroethanamine hydrochloride Ifosfamide  Impurity|CS-0229451
      870-24-6
    • ~33%
    • In-stock
      2-(1H-Imidazol-1-yl)ethanamine|CS-0045185
      5739-10-6

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2006/20415 A1, 2006 ; Location in patent: Page/Page column 154 ; WO 2006/020415 A1
  • Route2
    • null|null
      558441-67-1
    • ~%
    • In-stock
      2-(1H-Imidazol-1-yl)ethanamine|CS-0045185
      5739-10-6

    References

    • US2003/220341 A1, ; Page/Page column 17-19 ; US 20030220341 A1
  • Route3
    • 2-[2-(1h-imidazol-1-yl)ethyl]-2,3-dihydro-1h-isoindole-1,3-dione|CS-0258504
      72459-53-1
    • ~76%
    • In-stock
      2-(1H-Imidazol-1-yl)ethanamine|CS-0045185
      5739-10-6

    References

    • Bergstrom, Carl P.; Sloan, Charles P.; Lau, Wai-Yu; Smith, David W.; Zheng, Ming; Hansel, Steven B.; Polson, Craig T.; Corsa, Jason A.; Barten, Donna M.; Felsenstein, Kevin M.; Roberts, Susan B. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 2 p. 464 - 468

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.84
  • LogP   -0.1582
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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