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1-Methyl-1H-benzo[d]imidazole-5-carbaldehyde

  • CAS No. 279226-70-9

  • Cat. No. CS-0209771
  • Purity≥98%
  • MDL No.MFCD09261052

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

1-Methyl-1H-benzo[d]imidazole-5-carbaldehyde|CS-0209771

Structure of 279226-70-9

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General Information

  • CAS No. 279226-70-9
  • Cat. No. CS-0209771
  • Purity ≥98%
  • MDL No. MFCD09261052
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.18
  • Synonym(s) None
  • SMILES CN1C=NC2=C1C=CC(=C2)C=O

Description

1-Methyl-1H-benzimidazole-5-carboxaldehyde features a benzimidazole core with a methyl group at the nitrogen and a formyl substituent at the 5-position, enabling direct integration into heterocyclic scaffolds. This electron-deficient aldehyde facilitates nucleophilic additions and condensation reactions under mild conditions, offering high reactivity and compatibility in synthetic transformations.

Application

1-Methyl-1H-benzimidazole-5-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically active heterocycles. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and Ugi-type multicomponent reactions. The benzimidazole core provides metabolic stability and favorable pharmacophoric properties, while the methyl group enhances solubility and synthetic handle availability. This compound offers bench-stable, high-purity utility for scaffold diversification in API discovery workflows.

Synthesis

  • Route1

    References

    • WO2003/99814 A1, ; Page 30 ;

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-H332-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   34.89
  • LogP   1.3858
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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