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CS-W001157 4
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1-Methyl-1H-benzo[d]imidazol-6-amine

  • CAS No. 26530-93-8

  • Cat. No. CS-W021347
  • Purity≥97%
  • MDL No.MFCD09764050

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

1-Methyl-1H-benzo[d]imidazol-6-amine|CS-W021347

Structure of 26530-93-8

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General Information

  • CAS No. 26530-93-8
  • Cat. No. CS-W021347
  • Purity ≥97%
  • MDL No. MFCD09764050
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 1-Methyl-1H-benzimidazol-6-amine
  • SMILES NC1=CC=C2C(N(C)C=N2)=C1

Description

1-Methyl-1H-benzo[d]imidazol-6-amine features a methylated imidazole core fused to a benzene ring, delivering enhanced solubility and metabolic stability. This electron-rich heterocycle serves as a key scaffold in bioactive molecule design, particularly in kinase inhibitors and antiviral agents. The para-amino substitution enables facile derivatization via coupling reactions.

Application

1-Methyl-1H-benzo[d]imidazol-6-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its moderate basicity and amine functionality facilitate straightforward derivatization via alkylation, acylation, or coupling reactions. The molecule exhibits good bench stability and solubility in common organic solvents, supporting its use in multi-step synthesis and process development workflows.

Synthesis

  • Route1

    References

    • Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 13 p. 3821 - 3830
  • Route2
    • null|null
      103248-15-3
    • ~86%
    • In-stock
      1-Methyl-1H-benzo[d]imidazol-6-amine|CS-W021347
      26530-93-8

    References

    • Kumar, B. Vijaya; Rao, A. Bhaskar; Reddy, V. Malla Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 889 - 892
  • Route3
    • In-stock
      1-Methyl-6-nitro-1H-benzimidazole|CS-0204792
      5381-79-3
    • 1-Methyl-5-nitro-1H-benzo[d]imidazole|CS-0314716
      5381-78-2
    • ~%
    • N-Methyl-1H-benzo[d]imidazol-6-amine|CS-1663732
      1224685-22-6
    • In-stock
      1-Methyl-1H-benzo[d]imidazol-6-amine|CS-W021347
      26530-93-8

    References

    • F2G LTD Patent: WO2006/123145 A1, 2006 ; Location in patent: Page/Page column 53 ;

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   43.84
  • LogP   1.1555
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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