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CS-W001157 4
Total: USD 88.00

4-Nitroimidazole

  • CAS No. 3034-38-6

  • Cat. No. CS-W019995
  • Purity≥97%
  • MDL No.MFCD00005196

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

4-Nitroimidazole|CS-W019995

Structure of 3034-38-6

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General Information

  • CAS No. 3034-38-6
  • Cat. No. CS-W019995
  • Purity ≥97%
  • MDL No. MFCD00005196
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃N₃O₂
  • Molecular Weight 113.07
  • Synonym(s) 5-Nitroimidazole
  • SMILES O=[N+]([O-])C1=CNC=N1

Description

4-Nitroimidazole is an intermediate during the synthesis of 1-methyl-2,4,5-trinitro imidazole.4-Nitroimidazole was used in a study to investigate the catalytic efficiency of heterocyclic compounds in the peroxyoxalate chemiluminescence reaction using bis(2,4,6-trichlorophenyl)oxalate as reagent.

Application

4-Nitroimidazole serves as a versatile building block in medicinal chemistry, enabling the synthesis of antimicrobial and antiparasitic agents. Its electron-deficient imidazole core facilitates nucleophilic substitution and metal-catalyzed coupling reactions, while the nitro group enhances metabolic stability and bioavailability. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows in drug discovery programs.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • ~81%
    • In-stock
      4-Nitroimidazole|CS-W019995
      3034-38-6

    References

    • Dynamit Nobel GmbH Explosivstoff - und Systemtechnik; Asahi Kasei Chemicals Corporation; OTSUKA PHARMACEUTICAL CO., LTD.; WUELLNER, Guido; HERKENRATH, Franz-Willi; JUELICH, Alexander; YAMADA, Yoshinori; KAWABE, Shuji Patent: WO2010/21409 A1, 2010 ; Location in patent: Page/Page column 75-76 ;
  • Route2
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • ~72%
    • In-stock
      4-Nitroimidazole|CS-W019995
      3034-38-6
    • In-stock
      4-Nitroimidazole|CS-W019995
      3034-38-6

    References

    • Samant, Bhupesh S.; Sukhthankar, Mugdha G. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 3 p. 1015 - 1018
  • Route3

    References

    • Journal of Chemical Research - Part S, , # 5 p. 244 - 245

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   0.3179
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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