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CS-W001157 4
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1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one

  • CAS No. 66108-85-8

  • Cat. No. CS-0127675
  • Purity≥97%
  • MDL No.MFCD18157683

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

1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0127675

Structure of 66108-85-8

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General Information

  • CAS No. 66108-85-8
  • Cat. No. CS-0127675
  • Purity ≥97%
  • MDL No. MFCD18157683
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃O₃
  • Molecular Weight 193.16
  • Synonym(s) 1-methyl-5-nitro-2,3-dihydro-1H-1,3-benzodiazol-2-one
  • SMILES O=C1NC2=CC([N+]([O-])=O)=CC=C2N1C

Description

1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one features a fused benzimidazole core with electron-deficient character from the para-nitro group and enhanced stability via N-methylation. This bench-stable heterocycle integrates readily into bioactive molecule scaffolds, serving as a key building block in medicinal chemistry for targeted compound libraries.

Application

1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to biologically active scaffolds. Its structure combines a nitro group for potential reduction and functionalization, alongside a stable benzimidazolone core with predictable reactivity. The molecule exhibits good bench stability and facilitates straightforward derivatization under standard conditions, supporting its use in parallel synthesis campaigns and target-oriented drug discovery workflows.

Synthesis

  • Route1
    • null|null
      530-62-1
    • In-stock
      N1-Methyl-4-nitrobenzene-1,2-diamine|CS-W022917
      41939-61-1
    • ~69%
    • In-stock
      1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0127675
      66108-85-8

    References

    • AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SENGUPTA, Saumitra; RAJAGOPALAN, Srinivasan; BELAVAGI, Ningaraddi; RAMACHANDRA, Muralidhara Patent: WO2012/59932 A1, 2012 ; Location in patent: Page/Page column 163 ; WO 2012/059932 A1
  • Route2
    • null|null
      2044-88-4
    • ~%
    • In-stock
      1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0127675
      66108-85-8

    References

    • AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SENGUPTA, Saumitra; RAJAGOPALAN, Srinivasan; BELAVAGI, Ningaraddi; RAMACHANDRA, Muralidhara Patent: WO2012/59932 A1, 2012 ; WO 2012/059932 A1
  • Route3
    • null|null
      97-00-7
    • ~%
    • In-stock
      1-Methyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0127675
      66108-85-8

    References

    • AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SENGUPTA, Saumitra; RAJAGOPALAN, Srinivasan; BELAVAGI, Ningaraddi; RAMACHANDRA, Muralidhara Patent: WO2012/59932 A1, 2012 ; WO 2012/059932 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   80.93
  • LogP   0.7748
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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