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CS-W001157 4
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1-Methyl-1H-imidazol-2-amine

  • CAS No. 6646-51-1

  • Cat. No. CS-W004745
  • Purity≥97%
  • MDL No.MFCD01646103

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

1-Methyl-1H-imidazol-2-amine|CS-W004745

Structure of 6646-51-1

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General Information

  • CAS No. 6646-51-1
  • Cat. No. CS-W004745
  • Purity ≥97%
  • MDL No. MFCD01646103
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇N₃
  • Molecular Weight None
  • Synonym(s) 1H-imidazol-2-amine, 1-methyl-
  • SMILES NC1=NC=CN1C

Description

1-Methyl-1H-imidazol-2-amine is a bench-stable, nitrogen-rich heterocycle featuring a primary amine at the C2 position and a methyl group at the N1 site. This configuration enhances nucleophilicity while maintaining solubility in polar solvents. The compound serves as a key building block in medicinal chemistry and catalyst design, where its dual donor functionality enables robust coordination to metal centers and facilitates coupling reactions under mild conditions.

Application

1-Methyl-1H-imidazol-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of imidazole-based scaffolds. Its primary amine functionality facilitates direct coupling reactions and derivatization, while the methyl group enhances metabolic stability and solubility. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • null|null
      51081-36-8
    • ~43%
    • In-stock
      1-Methyl-1H-imidazol-2-amine|CS-W004745
      6646-51-1

    References

    • Hassner, Alfred; Munger, Paul; Belinka, A. Benjamin, Jr Tetrahedron Letters, 1982 , vol. 23, # 7 p. 699 - 702
  • Route2
    • null|null
      506-68-3
    • null|null
      122-07-6
    • ~%
    • In-stock
      1-Methyl-1H-imidazol-2-amine|CS-W004745
      6646-51-1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 12, # 13 p. 3443 - 3450
  • Route3
    • In-stock
      2-Aminoimidazole|CS-0054070
      7720-39-0
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-Methyl-1H-imidazol-2-amine|CS-W004745
      6646-51-1

    References

    • Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 45, # 12 p. 1055 - 1064

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H290-H302-H314
Precautionary Statements : P234-P260-P264-P270-P280-P301+P310-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P363-P390-P405-P406-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.84
  • LogP   0.0023
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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