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CS-W001157 4
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5-Methyl-1H-benzo[d]imidazol-2-amine

  • CAS No. 6285-68-3

  • Cat. No. CS-0152915
  • Purity≥97%
  • MDL No.MFCD01658297

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

5-Methyl-1H-benzo[d]imidazol-2-amine|CS-0152915

Structure of 6285-68-3

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General Information

  • CAS No. 6285-68-3
  • Cat. No. CS-0152915
  • Purity ≥97%
  • MDL No. MFCD01658297
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 5-Methyl-1H-benzimidazol-2-amine
  • SMILES CC1=CC2=C(C=C1)N=C(N)N2

Description

5-Methyl-1H-benzo[d]imidazol-2-amine features a fused benzimidazole core with a methyl group at the 5-position and a primary amine at the 2-position. This electron-rich scaffold serves as a key building block in bioactive molecule synthesis, offering enhanced solubility and stability under standard conditions.

Application

5-Methyl-1H-benzo[d]imidazol-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. Its moderate basicity and bench-stable nature facilitate straightforward handling and purification, while the methyl group enhances metabolic stability in downstream drug candidates. Functions effectively as a core motif in kinase inhibitor and CNS-targeted compound development.

Synthesis

  • Route1

    References

    • Frachey, Giuseppe; Crestini, Claudia; Bernini, Roberta; Saladino, Raffaele; Mincione, Enrico Heterocycles, 1994 , vol. 38, # 12 p. 2621 - 2630
  • Route2

    References

    • Saladino, Raffaele; Crestini, Claudia; Occhionero, Francesca; Nicoletti, Rosario Synthetic Communications, 1996 , vol. 26, # 17 p. 3241 - 3251
  • Route3
    • null|null
      506-68-3
    • In-stock
      3,4-Diaminotoluene|CS-W013550
      496-72-0
    • ~94%
    • In-stock
      5-Methyl-1H-benzo[d]imidazol-2-amine|CS-0152915
      6285-68-3

    References

    • Frei, Reto; Breitbach, Anthony S.; Blackwell, Helen E. Angewandte Chemie - International Edition, 2012 , vol. 51, # 21 p. 5226 - 5229

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318-H402
Precautionary Statements : P264-P270-P273-P280-P330-P501

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   1.45352
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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