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CS-W001157 4
Total: USD 88.00

2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid

  • CAS No. 36729-27-8

  • Cat. No. CS-0140368
  • Molecule weight215.25
  • Purity≥98%
  • MDL No.MFCD00458819

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

2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid|CS-0140368

Structure of 36729-27-8

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General Information

  • CAS No. 36729-27-8
  • Cat. No. CS-0140368
  • Purity ≥98%
  • MDL No. MFCD00458819
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₃NO₂
  • Molecular Weight 215.25
  • Synonym(s) 6,7,8,9-tetrahydro-5H-carbazole-3-carboxylic acid
  • SMILES O=C(C1=CC2=C(NC3=C2CCCC3)C=C1)O

Description

2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid features a rigid, electron-rich carbazole core with a carboxylic acid group at the 6-position, enabling direct conjugation or derivatization. This scaffold offers enhanced solubility and stability in polar solvents, making it suitable for synthetic intermediates in medicinal chemistry and materials science applications.

Application

2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid serves as a versatile scaffold for medicinal chemistry campaigns, enabling direct incorporation into bioactive molecules via standard amide coupling and decarboxylation protocols. Its stable tetrahydrocarbazole core exhibits favorable solubility and functional group tolerance, facilitating downstream derivatization in peptide-like and heterocyclic conjugates. The carboxylic acid functionality provides a reliable handle for conjugation and prodrug design, making it a practical building block in the synthesis of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1
    • null|null
      108-94-1
    • 4-Hydrazinylbenzoic acid Lamivudine  Impurity|CS-0229071
      619-67-0
    • ~99%
    • In-stock
      2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid|CS-0140368
      36729-27-8

    References

    • WO2006/82409 A2, ; Page/Page column 24-25 ;
  • Route2
    • In-stock
      4-Hydrazinylbenzoic acid hydrochloride|CS-W015985
      24589-77-3
    • null|null
      108-94-1
    • ~%
    • In-stock
      2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid|CS-0140368
      36729-27-8

    References

    • WO2009/103022 A1, ; Page/Page column 29 ;
  • Route3
    • 4-Hydrazinylbenzoic acid Lamivudine  Impurity|CS-0229071
      619-67-0
    • ~%
    • In-stock
      2,3,4,9-Tetrahydro-1H-carbazole-6-carboxylic acid|CS-0140368
      36729-27-8

    References

    • US6175015 B1, ; US 6175015 B1

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

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.7449
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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