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1H-Indole-2-carbothioamide

  • CAS No. 63071-71-6

  • Cat. No. CS-0199191
  • Molecule weight176.24
  • Purity≥97%
  • MDL No.None

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

1H-Indole-2-carbothioamide|CS-0199191

Structure of 63071-71-6

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General Information

  • CAS No. 63071-71-6
  • Cat. No. CS-0199191
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂S
  • Molecular Weight 176.24
  • Synonym(s) 1H-Iodole-2-carbothioamide
  • SMILES NC(C1=CC2=CC=CC=C2N1)=S

Description

1H-Indole-2-carbothioamide features a fused indole core with a thiocarbonyl-amide functional group at the 2-position, enabling robust coordination in metal-ligand systems. This scaffold integrates readily into bioactive molecule design due to its planar geometry and hydrogen-bonding capacity, offering enhanced solubility and stability under standard bench conditions.

Application

1H-Indole-2-carbothioamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via cyclization and coupling reactions. Its thiocarbonyl group exhibits predictable reactivity in nucleophilic additions and condensation processes, while the indole core provides structural rigidity and π-systems beneficial for target engagement. The compound demonstrates bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • Martelli, Alma; Testai, Lara; Citi, Valentina; Marino, Alice; Pugliesi, Isabella; Barresi, Elisabetta; Nesi, Giulia; Rapposelli, Simona; Taliani, Sabrina; Da Settimo, Federico; Breschi, Maria C.; Calderone, Vincenzo ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 10 p. 904 - 908
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 19 p. 5897 - 5900
  • Route3

    References

    • Journal of the Chemical Society, , p. 2853,2856

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   41.81
  • LogP   1.8021
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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