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CS-W001157 4
Total: USD 88.00

6-Cyano-1H-indole-3-carboxylic acid

  • CAS No. 174500-88-0

  • Cat. No. CS-W022493
  • Purity≥97%
  • MDL No.None

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

6-Cyano-1H-indole-3-carboxylic acid|CS-W022493

Structure of 174500-88-0

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General Information

  • CAS No. 174500-88-0
  • Cat. No. CS-W022493
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆N₂O₂
  • Molecular Weight 186.17
  • Synonym(s) None
  • SMILES O=C(C1=CNC2=C1C=CC(C#N)=C2)O

Description

6-Cyano-1H-indole-3-carboxylic acid features a fused indole core functionalized with a cyano group at the 6-position and a carboxylic acid at the 3-position. This dual functionality enables direct incorporation into diverse synthetic scaffolds, particularly in medicinal chemistry and materials science applications. The electron-withdrawing cyano moiety enhances reactivity in cycloaddition and nucleophilic substitution processes, while the carboxylic acid provides a handle for derivatization via amide or ester formation under standard conditions.

Application

6-Cyano-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based heterocycles through standard functional group transformations. Its dual functionality—cyano and carboxylic acid—supports diverse coupling reactions, including amidation and esterification, while maintaining bench stability and compatibility with common protecting group strategies. This compound facilitates the synthesis of complex scaffolds relevant to kinase inhibitors and other bioactive molecules.

Safety Information

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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   76.88
  • LogP   1.73778
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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