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CS-W001157 4
Total: USD 88.00

6-(Benzyloxy)-1H-indole-3-carboxylic acid

  • CAS No. 24370-74-9

  • Cat. No. CS-0333500
  • Purity≥98%
  • MDL No.None

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

6-(Benzyloxy)-1H-indole-3-carboxylic acid|CS-0333500

Structure of 24370-74-9

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General Information

  • CAS No. 24370-74-9
  • Cat. No. CS-0333500
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₃NO₃
  • Molecular Weight 267.28
  • Synonym(s) 6-Benzyloxy-1H-indole-3-carboxylic acid
  • SMILES C1=CC=C(C=C1)COC2=CC3=C(C=C2)C(=CN3)C(=O)O

Description

6-(Benzyloxy)-1H-indole-3-carboxylic acid integrates a benzyl ether-functionalized indole core with a carboxylic acid handle, enabling direct conjugation in peptide synthesis and medicinal chemistry. The benzyloxy group enhances solubility and stability under standard conditions, while the electron-deficient indole ring facilitates electrophilic substitution reactions. This scaffold serves as a key building block for bioactive molecule development.

Application

6-(Benzyloxy)-1H-indole-3-carboxylic acid serves as a versatile building block for indole-based pharmaceutical scaffolds, enabling direct functionalization at the C6 position via orthogonal deprotection. The benzyloxy group provides excellent bench stability and can be selectively removed under mild hydrogenolysis conditions, facilitating downstream derivatization. The carboxylic acid functionality supports standard coupling reactions with amines, alcohols, and nucleophiles, making it ideal for constructing bioactive heterocycles and peptide conjugates in medicinal chemistry workflows.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   62.32
  • LogP   3.4451
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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