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CS-W001157 4
Total: USD 88.00

6-Methoxyindole-3-carboxaldehyde

  • CAS No. 70555-46-3

  • Cat. No. CS-B1235
  • Purity≥98%
  • MDL No.MFCD03848058

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

6-Methoxyindole-3-carboxaldehyde|CS-B1235

Structure of 70555-46-3

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General Information

  • CAS No. 70555-46-3
  • Cat. No. CS-B1235
  • Purity ≥98%
  • MDL No. MFCD03848058
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 3-Formyl-6-methoxy-1H-indole; 6-Methoxy-1H-indole-3-carboxaldehyde; 6-Methoxy-1H-indole-3-carbaldehyde
  • SMILES O=CC1=CNC2=C1C=CC(OC)=C2

Description

6-Methoxyindole-3-carboxaldehyde features a benzene-fused indole core with a methoxy group at the 6-position and a formyl substituent at C3. This electron-rich scaffold enables direct integration into heterocyclic synthesis, serving as a key building block for bioactive molecule design. The aldehyde functionality supports facile derivatization via nucleophilic addition or condensation reactions under standard conditions.

Application

6-Methoxyindole-3-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling direct access to substituted indole scaffolds via classic condensation reactions. Its aldehyde functionality facilitates efficient imine formation and reductive amination, while the 6-methoxy group enhances solubility and modulates electronic properties. Bench-stable and compatible with standard purification protocols, it functions reliably in multistep syntheses requiring orthogonally protected heterocyclic intermediates.

Synthesis

  • Route1
    • In-stock
      NSC 92517|CS-D1149
      3189-13-7
    • null|null
      68-12-2
    • ~97%
    • In-stock
      6-Methoxyindole-3-carboxaldehyde|CS-B1235
      70555-46-3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 21, # 15 p. 4541 - 4549
  • Route2
    • In-stock
      NSC 92517|CS-D1149
      3189-13-7
    • null|null
      100-61-8
    • ~64%
    • In-stock
      6-Methoxyindole-3-carboxaldehyde|CS-B1235
      70555-46-3

    References

    • Journal of the American Chemical Society, , vol. 133, # 31 p. 11924 - 11927
  • Route3
    • null|null
      143702-29-8
    • ~%
    • In-stock
      6-Methoxyindole-3-carboxaldehyde|CS-B1235
      70555-46-3

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 25 p. 6270 - 6282

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   42.09
  • LogP   1.989
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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