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CS-W001157 4
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1H-Imidazo[4,5-b]pyridine-2(3H)-thione

  • CAS No. 29448-81-5

  • Cat. No. CS-0043982
  • Molecule weight151.19
  • Purity≥98%
  • MDL No.None

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

1H-Imidazo[4,5-b]pyridine-2(3H)-thione|CS-0043982

Structure of 29448-81-5

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General Information

  • CAS No. 29448-81-5
  • Cat. No. CS-0043982
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃S
  • Molecular Weight 151.19
  • Synonym(s) 3H-Imidazo[4,5-b]pyridine-2-thiol
  • SMILES S=C1NC2=NC=CC=C2N1

Description

1H-Imidazo[4,5-b]pyridine-2(3H)-thione features a fused heterocyclic core with a thione functionality that enables robust coordination in metal-ligand systems. This bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced solubility and electronic tuning for applications in medicinal chemistry and materials science.

Application

1H-Imidazo[4,5-b]pyridine-2(3H)-thione serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its fused imidazopyridine-thione core enables robust functionalization at multiple positions, facilitates transition metal-catalyzed coupling reactions, and exhibits favorable stability under standard synthetic conditions. The thione functionality enhances reactivity in nucleophilic substitution and coordination chemistry, supporting efficient access to complex scaffolds and potential ligand design.

Synthesis

  • Route1
    • null|null
      75-15-0
    • In-stock
      Pyridine, 2,3-diamino-|CS-D1498
      452-58-4
    • ~97%
    • In-stock
      1H-Imidazo[4,5-b]pyridine-2(3H)-thione|CS-0043982
      29448-81-5

    References

    • Yutilov, Yu.M.; Svertilova, I.A. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988 , p. 653 - 658 Khimiya Geterotsiklicheskikh Soedinenii, 1988 , vol. 24, # 6 p. 799 - 804
  • Route2

    References

    • Yutilov, Yu.M.; Svertilova, I.A. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988 , p. 653 - 658 Khimiya Geterotsiklicheskikh Soedinenii, 1988 , vol. 24, # 6 p. 799 - 804
  • Route3
    • In-stock
      Pyridine, 2,3-diamino-|CS-D1498
      452-58-4
    • null|null
      17356-08-0
    • ~88%
    • In-stock
      1H-Imidazo[4,5-b]pyridine-2(3H)-thione|CS-0043982
      29448-81-5

    References

    • Liu, Yahua; Zhang, Weihan; Sayre, Lawrence M. Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 2 p. 426 - 433

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

Quality Control

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Computational Chemistry Data

  • TPSA   44.47
  • LogP   1.62049
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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