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CS-W001157 4
Total: USD 88.00

1H-Indole, 6-fluoro-2-methyl-

  • CAS No. 40311-13-5

  • Cat. No. CS-0027056
  • Molecule weight149.16
  • Purity≥97%
  • MDL No.MFCD09027714

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

1H-Indole, 6-fluoro-2-methyl-|CS-0027056

Structure of 40311-13-5

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General Information

  • CAS No. 40311-13-5
  • Cat. No. CS-0027056
  • Purity ≥97%
  • MDL No. MFCD09027714
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈FN
  • Molecular Weight 149.16
  • Synonym(s) 6-FLUORO-2-METHYLINDOLE
  • SMILES CC(N1)=CC2=C1C=C(F)C=C2

Description

6-Fluoro-2-methyl-1H-indole is a fluorinated indole scaffold featuring a methyl group at the 2-position and a fluoro substituent at the 6-position, conferring enhanced metabolic stability and altered electronic properties. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and CNS-targeted therapeutics. The fluorine atom improves membrane permeability and modulates pKa, while the methyl group provides steric control during coupling reactions. Its bench-stable nature enables reliable handling under standard conditions.

Application

6-Fluoro-2-methyl-1H-indole serves as a valuable building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard electrophilic substitution and transition-metal-catalyzed coupling reactions. The fluorine at the 6-position enhances metabolic stability and modulates electronic properties, while the methyl group provides a site for further functionalization. Its bench-stable nature and compatibility with common reaction conditions facilitate efficient synthesis of indole-based scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1
    • null|null
      39616-99-4
    • ~97%
    • In-stock
      1H-Indole, 6-fluoro-2-methyl-|CS-0027056
      40311-13-5

    References

    • Nissan Chemical Industries, LTD. Patent: US2007/83053 A1, 2007 ; Location in patent: Page/Page column 7 ;
  • Route2
    • null|null
      1383976-65-5
    • ~%
    • In-stock
      1H-Indole, 6-fluoro-2-methyl-|CS-0027056
      40311-13-5

    References

    • SANOFI; Brollo, Maurice; Carry, Jean-Christophe; Certal, Victor; Didier, Eric; Doerflinger, Gilles; EL Ahmad, Youssef; Filoche-Romme, Bruno; Halley, Frank; Karlsson, Karl Andreas; Schio, Laurent; Thompson, Fabienne Patent: US2013/274253 A1, 2013 ; Location in patent: Paragraph 1393-1398 ;
  • Route3
    • null|null
      39616-99-4
    • In-stock
      o-Phenanthroline|CS-W004544
      66-71-7
    • ~93%
    • In-stock
      1H-Indole, 6-fluoro-2-methyl-|CS-0027056
      40311-13-5

    References

    • Nissan Chemical Industries, LTD. Patent: US2007/83053 A1, 2007 ; Location in patent: Page/Page column 7 ;

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   15.79
  • LogP   2.61542
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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