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CS-W001157 4
Total: USD 88.00

Isoquinoline-4-carboxylic acid

  • CAS No. 7159-36-6

  • Cat. No. CS-W003960
  • Molecule weight173.17
  • Purity≥98%
  • MDL No.MFCD00094344

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

Isoquinoline-4-carboxylic acid|CS-W003960

Structure of 7159-36-6

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General Information

  • CAS No. 7159-36-6
  • Cat. No. CS-W003960
  • Purity ≥98%
  • MDL No. MFCD00094344
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) 4-Isoquinolinecarboxylic acid
  • SMILES OC(=O)c1cncc2c1cccc2

Description

Isoquinoline-4-carboxylic acid delivers a rigid, electron-deficient heteroaromatic scaffold ideal for constructing bioactive molecules. This bench-stable derivative features a carboxylic acid group at the 4-position, enabling direct coupling reactions or derivatization under standard conditions. The para-substituted quinoline core enhances metabolic stability and facilitates π-stacking interactions in target binding.

Application

Isoquinoline-4-carboxylic acid serves as a versatile scaffold in medicinal chemistry and synthetic organic chemistry, enabling access to bioactive heterocycles through established functionalization pathways. Its carboxylic acid group facilitates direct derivatization via amide bond formation, esterification, or activation for coupling reactions. The isoquinoline core exhibits favorable stability and orthogonal reactivity, making it a practical building block for constructing complex pharmaceutical intermediates and target-oriented libraries.

Synthesis

  • Route1

    References

    • LUPIN LIMITED; KULKARNI, Sanjeev, Anant; MADAN, Sachin; JANA, Nirmal, Kumar; TALE, Prashant, Vitthalrao; CHEEMALA, Narasimha, Murthy; MAHANGARE, Sachin, Jaysing; VIDHATE, Prashant, Popatrao; KULKARNI, Chaitanya, Prabhakar; PATEL, Sapana, Suresh; PATIL, Amolsing, Dattu; ZADE, Seema, Prabhakar; SHINDE, Rohan, Mahadev; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar Patent: WO2013/5168 A2, 2013 ; Location in patent: Page/Page column 40 ; WO 2013/005168 A2
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 22, p. 565
  • Route3
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      93830-64-9
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      60-29-7
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      124-38-9
    • ~%
    • In-stock
      Isoquinoline-4-carboxylic acid|CS-W003960
      7159-36-6

    References

    • Journal of Organic Chemistry, , vol. 22, p. 565

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

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