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CS-W001157 4
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6-Methylindole-3-carboxyaldehyde

  • CAS No. 4771-49-7

  • Cat. No. CS-W007833
  • Purity≥98%
  • MDL No.MFCD00049347

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

6-Methylindole-3-carboxyaldehyde|CS-W007833

Structure of 4771-49-7

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General Information

  • CAS No. 4771-49-7
  • Cat. No. CS-W007833
  • Purity ≥98%
  • MDL No. MFCD00049347
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.19
  • Synonym(s) 6-Methylindole-3-carboxaldehyde
  • SMILES C1=CC(=CC2=C1C(=C[NH]2)C=O)C

Description

6-Methylindole-3-carboxyaldehyde features a sterically hindered indole core with a reactive aldehyde group at the 3-position, enabling direct conjugation in bioconjugation and heterocyclic synthesis. The methyl substituent enhances electron density at the aromatic ring, improving stability under standard conditions while maintaining high reactivity toward nucleophiles. This compound serves as a key building block for functionalized indole derivatives in medicinal chemistry and materials science.

Application

6-Methylindole-3-carboxyaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-aldehyde functionality enables efficient aldol condensations, reductive aminations, and Ugi-type reactions, while the methyl group enhances metabolic stability. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

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   32.86
  • LogP   2.28882
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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