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2-Amino-5-methoxy-1-methylbenzimidazole

  • CAS No. 1805-02-3

  • Cat. No. CS-0151138
  • Molecule weight177.20
  • Purity≥95%
  • MDL No.MFCD01658296

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

2-Amino-5-methoxy-1-methylbenzimidazole|CS-0151138

Structure of 1805-02-3

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General Information

  • CAS No. 1805-02-3
  • Cat. No. CS-0151138
  • Purity ≥95%
  • MDL No. MFCD01658296
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N₃O
  • Molecular Weight 177.20
  • Synonym(s) 5-methoxy-1-methyl-benzimidazol-2-amine
  • SMILES CN1C2=CC=C(OC)C=C2N=C1N

Description

2-Amino-5-methoxy-1-methylbenzimidazole features a benzimidazole core functionalized with amino, methoxy, and methyl groups, enabling strong π-stacking and hydrogen-bonding interactions. This electron-rich scaffold enhances solubility in polar solvents and provides stability under standard bench conditions, making it ideal for synthesizing bioactive heterocycles and fluorescent probes.

Application

2-Amino-5-methoxy-1-methylbenzimidazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of biologically active scaffolds. Its well-defined functional groups—amino, methoxy, and methyl—support diverse downstream modifications, including Suzuki-Miyaura coupling and amide formation. The compound exhibits excellent bench stability and facilitates straightforward purification, making it suitable for high-throughput screening and process-scale applications.

Synthesis

  • Route1

    References

    • Simonow; Uglow Zhurnal Obshchei Khimii, 1951 , vol. 21, p. 884,886; engl. Ausg. S. 971, 973

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

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Computational Chemistry Data

  • TPSA   53.07
  • LogP   1.1641
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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