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Isoquinoline-5-carboxylic acid

  • CAS No. 27810-64-6

  • Cat. No. CS-0006098
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD03788744

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

Isoquinoline-5-carboxylic acid|CS-0006098

Structure of 27810-64-6

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General Information

  • CAS No. 27810-64-6
  • Cat. No. CS-0006098
  • Purity ≥95%
  • MDL No. MFCD03788744
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight None
  • Synonym(s) ine-5-carboxyL
  • SMILES O=C(C1=CC=CC2=C1C=CN=C2)O

Description

Isoquinoline-5-carboxylic acid features a rigid heteroaromatic core with a carboxylic acid group at the 5-position, enabling direct conjugation in bioactive molecule design. This configuration supports hydrogen bonding and dipole interactions in target binding sites. The compound exhibits enhanced solubility in polar solvents compared to unsubstituted analogs and maintains stability under standard bench conditions.

Application

Isoquinoline-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its carboxylic acid group facilitates amide bond formation and derivatization, while the isoquinoline core provides a rigid, aromatic scaffold with favorable pharmacokinetic properties. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Tyson Journal of the American Chemical Society, 1939 , vol. 61, p. 183
  • Route2
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      63927-20-8
    • ~%
    • In-stock
      Isoquinoline-7-carboxylic acid|CS-0039143
      221050-96-0
    • In-stock
      Isoquinoline-5-carboxylic acid|CS-0006098
      27810-64-6

    References

    • Tyson Journal of the American Chemical Society, 1939 , vol. 61, p. 183
  • Route3

    References

    • Tyson Journal of the American Chemical Society, 1939 , vol. 61, p. 183

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-H319
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.933
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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