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CS-W001157 4
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5-Methoxy-2,3,3-trimethyl-3H-indole

  • CAS No. 31241-19-7

  • Cat. No. CS-0152762
  • Purity≥98%
  • MDL No.MFCD04972105

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

5-Methoxy-2,3,3-trimethyl-3H-indole|CS-0152762

Structure of 31241-19-7

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General Information

  • CAS No. 31241-19-7
  • Cat. No. CS-0152762
  • Purity ≥98%
  • MDL No. MFCD04972105
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO
  • Molecular Weight 189.25
  • Synonym(s) 2,3,3-Trimethyl-5-Methoxy-indolenine
  • SMILES CC1=NC2=C(C=C(C=C2)OC)C1(C)C

Description

5-Methoxy-2,3,3-trimethyl-3H-indole features a sterically hindered indole core with a methoxy group at the 5-position, enhancing solubility and stability. This electron-rich scaffold integrates readily into complex molecular architectures, serving as a key building block in bioactive molecule synthesis.

Application

5-Methoxy-2,3,3-trimethyl-3H-indole serves as a versatile indole scaffold for medicinal chemistry and natural product synthesis, offering enhanced lipophilicity and metabolic stability. Its trimethyl substitution provides steric shielding, while the methoxy group at C5 enables selective functionalization. The compound exhibits excellent bench stability and facilitates efficient derivatization in standard coupling and cyclization protocols, making it a practical building block for heterocyclic libraries and API intermediates.

Synthesis

  • Route1
    • null|null
      563-80-4
    • null|null
      7664-93-9
    • In-stock
      (4-Methoxyphenyl)hydrazine monohydrochloride|CS-W007694
      19501-58-7
    • ~97%
    • In-stock
      5-Methoxy-2,3,3-trimethyl-3H-indole|CS-0152762
      31241-19-7

    References

    • Corning S.A. Patent: EP1044978 A2, 2000 ;
  • Route2
    • null|null
      563-80-4
    • In-stock
      (4-Methoxyphenyl)hydrazine monohydrochloride|CS-W007694
      19501-58-7
    • ~93%
    • In-stock
      5-Methoxy-2,3,3-trimethyl-3H-indole|CS-0152762
      31241-19-7

    References

    • Zimmermann, Thomas; Hennig, Lothar Journal of Heterocyclic Chemistry, 2002 , vol. 39, # 2 p. 263 - 269
  • Route3
    • null|null
      563-80-4
    • (4-Methoxyphenyl)hydrazine|CS-0099995
      3471-32-7
    • ~83%
    • In-stock
      5-Methoxy-2,3,3-trimethyl-3H-indole|CS-0152762
      31241-19-7

    References

    • Sajjadifar, Sami; Vahedi, Hooshang; Massoudi, Abdolhossien; Louie, Omid Molecules, 2010 , vol. 15, # 4 p. 2491 - 2498

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.59
  • LogP   3.0788
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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