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CS-W001157 4
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5-Ethoxy-1H-benzo[d]imidazole-2-thiol

  • CAS No. 55489-15-1

  • Cat. No. CS-W010648
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD01326487

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

5-Ethoxy-1H-benzo[d]imidazole-2-thiol|CS-W010648

Structure of 55489-15-1

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General Information

  • CAS No. 55489-15-1
  • Cat. No. CS-W010648
  • Purity ≥98%
  • MDL No. MFCD01326487
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂OS
  • Molecular Weight None
  • Synonym(s) 5-Ethoxybenzimidazole-2-thiol
  • SMILES SC1=NC2=CC(OCC)=CC=C2N1

Description

5-Ethoxy-1H-benzo[d]imidazole-2-thiol features a thiol group flanked by an electron-rich benzimidazole core and a polar ethoxy substituent, enabling robust conjugation in bioconjugation workflows. The molecule exhibits enhanced solubility and stability under standard conditions, facilitating efficient incorporation into functionalized scaffolds for probe development and materials engineering.

Application

5-Ethoxy-1H-benzo[d]imidazole-2-thiol serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through established coupling and functionalization reactions. The ethoxy group enhances solubility and modulates electronic properties, while the thiol functionality offers reliable conjugation potential and metal coordination. Bench-stable and amenable to purification via recrystallization or chromatography, it functions effectively in standard synthetic workflows for drug discovery and materials development.

Synthesis

  • Route1
    • null|null
      75-15-0
    • 4-Ethoxybenzene-1,2-diamine|CS-0098624
      1197-37-1
    • ~%
    • In-stock
      5-Ethoxy-1H-benzo[d]imidazole-2-thiol|CS-W010648
      55489-15-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 14 p. 4221 - 4224
  • Route2

    References

    • US5945425 A1, ; US 5945425 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H317-H373
Precautionary Statements : P260-P261-P264-P270-P272-P280-P301+P310-P302+P352-P314-P330-P333+P313-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   2.2503
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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