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CS-W001157 4
Total: USD 88.00

2,3,3-Trimethyl-3H-indole-5-carboxylic acid

  • CAS No. 84100-84-5

  • Cat. No. CS-0567122
  • Purity≥95%
  • MDL No.None

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

2,3,3-Trimethyl-3H-indole-5-carboxylic acid|CS-0567122

Structure of 84100-84-5

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General Information

  • CAS No. 84100-84-5
  • Cat. No. CS-0567122
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃NO₂
  • Molecular Weight 203.24
  • Synonym(s) 5-Carboxy-2,3,3-trimethyl-3H-indole, 2,3,3-Trimethylindolenine-5-carboxylic acid
  • SMILES CC1=NC(C=C2)=C(C(C)1C)C=C2C(O)=O

Description

2,3,3-Trimethyl-3H-indole-5-carboxylic acid features a sterically hindered indole core with a carboxylic acid at the 5-position, enabling direct conjugation in bioconjugation workflows. The trimethyl substitution enhances solubility and metabolic stability, while the electron-rich indole scaffold supports efficient coupling under mild conditions. This derivative serves as a robust platform for developing fluorescent probes and targeted therapeutics.

Application

2,3,3-Trimethyl-3H-indole-5-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling the construction of indole-based scaffolds with enhanced metabolic stability. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization under standard conditions. The trimethyl substitution pattern confers improved bench stability and solubility in organic media, supporting efficient purification and scalability in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      563-80-4
    • 4-Hydrazinylbenzoic acid Lamivudine  Impurity|CS-0229071
      619-67-0
    • ~92%
    • In-stock
      2,3,3-Trimethyl-3H-indole-5-carboxylic acid|CS-0567122
      84100-84-5

    References

    • Tomasulo, Massimiliano; Kaanumal, Sireesha L.; Sortino, Salvatore; Raymo, Francisco M. Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 595 - 605
  • Route2
    • null|null
      563-80-4
    • In-stock
      4-Hydrazinylbenzoic acid hydrochloride|CS-W015985
      24589-77-3
    • ~95%
    • In-stock
      2,3,3-Trimethyl-3H-indole-5-carboxylic acid|CS-0567122
      84100-84-5

    References

    • Oushiki, Daihi; Kojima, Hirotatsu; Terai, Takuya; Arita, Makoto; Hanaoka, Kenjiro; Urano, Yasuteru; Nagano, Tetsuo Journal of the American Chemical Society, 2010 , vol. 132, # 8 p. 2795 - 2801
  • Route3
    • null|null
      126442-84-0
    • ~69%
    • In-stock
      2,3,3-Trimethyl-3H-indole-5-carboxylic acid|CS-0567122
      84100-84-5

    References

    • Lindsey, Jonathan S.; Brown, Philip A.; Siesel, David A. Tetrahedron, 1989 , vol. 45, # 15 p. 4845 - 4866

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.66
  • LogP   2.7684
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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