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Methyl 4-methyl-1H-indole-3-carboxylate

  • CAS No. 858515-77-2

  • Cat. No. CS-0148700
  • Purity≥98%
  • MDL No.MFCD09841614

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

Methyl 4-methyl-1H-indole-3-carboxylate|CS-0148700

Structure of 858515-77-2

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General Information

  • CAS No. 858515-77-2
  • Cat. No. CS-0148700
  • Purity ≥98%
  • MDL No. MFCD09841614
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₂
  • Molecular Weight 189.21
  • Synonym(s) 4-Methyl-1H-indole-3-Carbocylic acid methyl ester
  • SMILES O=C(C1=CNC2=C1C(C)=CC=C2)OC

Description

Methyl 4-methyl-1H-indole-3-carboxylate features a sterically hindered indole core with a methyl-substituted C4 position and a carboxylate ester at C3. This configuration enhances stability and solubility in organic solvents, enabling efficient incorporation into synthetic routes for bioactive heterocycles and pharmaceutical intermediates.

Application

Methyl 4-methyl-1H-indole-3-carboxylate serves as a versatile building block in medicinal chemistry and natural product synthesis, enabling efficient access to indole-based scaffolds. The methyl ester group facilitates downstream transformations such as hydrolysis, reduction, or coupling reactions, while the 4-methyl substituent enhances metabolic stability and modulates electronic properties. This compound exhibits good bench stability and is compatible with standard cross-coupling and functionalization protocols, making it valuable for constructing complex heterocyclic architectures.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   2.26292
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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