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CS-W001157 4
Total: USD 88.00

5-Methoxy-1H-indole-3-carbonitrile

  • CAS No. 23084-36-8

  • Cat. No. CS-0142084
  • Purity≥98%
  • MDL No.MFCD06654845

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

5-Methoxy-1H-indole-3-carbonitrile|CS-0142084

Structure of 23084-36-8

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General Information

  • CAS No. 23084-36-8
  • Cat. No. CS-0142084
  • Purity ≥98%
  • MDL No. MFCD06654845
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O
  • Molecular Weight 172.18
  • Synonym(s) 3-CYANO-5-METHOXYINDOLE
  • SMILES N#CC1=CNC2=C1C=C(OC)C=C2

Description

5-Methoxy-1H-indole-3-carbonitrile features a sterically accessible indole core functionalized with a methoxy group at the 5-position and a nitrile moiety at C3. This electron-deficient scaffold integrates readily into heterocyclic architectures, enabling efficient coupling in transition-metal-catalyzed transformations. The compound exhibits bench-stable handling and enhanced solubility in polar organic solvents, streamlining its use in synthetic medicinal chemistry campaigns.

Application

5-Methoxy-1H-indole-3-carbonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to indole-based scaffolds through standard functional group transformations. Its nitrile group facilitates nucleophilic additions and cyclizations, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified, it functions effectively in coupling reactions and transition-metal-catalyzed processes common to medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      73930-99-1
    • ~7%
    • null|null
      1310481-74-3
    • null|null
      1310481-75-4
    • In-stock
      5-Methoxy-1H-indole-3-carbonitrile|CS-0142084
      23084-36-8

    References

    • Tetrahedron, , vol. 67, # 20 p. 3603 - 3611
  • Route2
    • In-stock
      5-Methoxyindole|CS-W007328
      1006-94-6
    • null|null
      140-29-4
    • ~41%
    • In-stock
      5-Methoxy-1H-indole-3-carbonitrile|CS-0142084
      23084-36-8

    References

    • Tetrahedron, , vol. 69, # 21 p. 4236 - 4240
  • Route3

    References

    • European Journal of Organic Chemistry, , # 11 p. 2513 - 2516

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   48.81
  • LogP   2.04818
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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