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CS-W001157 4
Total: USD 88.00

5-Methoxyindoline

  • CAS No. 21857-45-4

  • Cat. No. CS-W022403
  • Molecule weight149.19
  • Purity≥95%
  • MDL No.None

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

5-Methoxyindoline|CS-W022403

Structure of 21857-45-4

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General Information

  • CAS No. 21857-45-4
  • Cat. No. CS-W022403
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO
  • Molecular Weight 149.19
  • Synonym(s) 5-METHOXYLINDOLINE
  • SMILES COC1=CC2=C(NCC2)C=C1

Description

5-Methoxyindoline features a planar indoline core with a methoxy group at the 5-position, enhancing electron density and modulating reactivity. This bench-stable heterocycle serves as a key scaffold in medicinal chemistry, enabling efficient incorporation into bioactive molecules through direct functionalization or coupling reactions.

Application

5-Methoxyindoline serves as a versatile building block in medicinal chemistry, enabling the synthesis of indole-based scaffolds with enhanced solubility and metabolic stability. Its ortho-substituted aromatic core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The methoxy group provides moderate electron donation, improving reactivity in C–H functionalization and Pd-catalyzed cross-coupling protocols. Bench-stable and easily purified, it functions reliably in multi-step syntheses of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1

    References

    • Kulkarni, Aditya; Zhou, Weihong; Toeroek, Bela Organic Letters, 2011 , vol. 13, # 19 p. 5124 - 5127
  • Route2

    References

    • Pfizer Inc. Patent: US5736534 A1, 1998 ;
  • Route3

    References

    • Pandey; Sridhar; Bhalerao Tetrahedron Letters, 1990 , vol. 31, # 37 p. 5373 - 5376

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   21.26
  • LogP   1.6632
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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