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CS-W001157 4
Total: USD 88.00

1-Methyl-4-nitroimidazole

  • CAS No. 3034-41-1

  • Cat. No. CS-W018929
  • Purity≥98%
  • MDL No.MFCD00159683

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

1-Methyl-4-nitroimidazole|CS-W018929

Structure of 3034-41-1

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General Information

  • CAS No. 3034-41-1
  • Cat. No. CS-W018929
  • Purity ≥98%
  • MDL No. MFCD00159683
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅N₃O₂
  • Molecular Weight 127.10
  • Synonym(s) None
  • SMILES CN1C=NC([N+]([O-])=O)=C1

Description

1-Methyl-4-nitroimidazole delivers a robust, electron-deficient imidazole scaffold ideal for medicinal chemistry and bioconjugation applications. This bench-stable compound features a para-nitro group that enhances reactivity in nucleophilic substitution processes, while the methyl substituent improves solubility and metabolic stability.

Application

1-Methyl-4-nitroimidazole serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization protocols. Its nitro group facilitates reduction to amine intermediates, while the imidazole core provides a rigid, polar scaffold suitable for hydrogen bonding interactions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • 5-Nitroimidazole Metronidazole  Impurity|CS-0229038
      3034-38-6
    • null|null
      74-88-4
    • ~76%
    • In-stock
      1-Methyl-4-nitroimidazole|CS-W018929
      3034-41-1

    References

    • Su, Qibin; Ioannidis, Stephanos; Chuaqui, Claudio; Almeida, Lynsie; Alimzhanov, Marat; Bebernitz, Geraldine; Bell, Kirsten; Block, Michael; Howard, Tina; Huang, Shan; Huszar, Dennis; Read, Jon A.; Rivard Costa, Caroline; Shi, Jie; Su, Mei; Ye, Minwei; Zinda, Michael Journal of Medicinal Chemistry, 2014 , vol. 57, # 1 p. 144 - 158
  • Route2
    • 5-Nitroimidazole Metronidazole  Impurity|CS-0229038
      3034-38-6
    • null|null
      616-38-6
    • ~55%
    • In-stock
      1-Methyl-4-nitroimidazole|CS-W018929
      3034-41-1

    References

    • Lissel, Manfred Liebigs Annalen der Chemie, 1987 , p. 77 - 80
  • Route3
    • null|null
      553-90-2
    • 5-Nitroimidazole Metronidazole  Impurity|CS-0229038
      3034-38-6
    • ~57%
    • In-stock
      1-Methyl-4-nitroimidazole|CS-W018929
      3034-41-1
    • In-stock
      1-Methyl-5-nitroimidazole|CS-W002392
      3034-42-2

    References

    • Bergman, Jan; Sand, Peter Tetrahedron Letters, 1984 , vol. 25, # 18 p. 1957 - 1960

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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   60.96
  • LogP   0.3283
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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