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CS-W001157 4
Total: USD 88.00

Quinoline-8-carboxylic acid

  • CAS No. 86-59-9

  • Cat. No. CS-W007371
  • Purity≥98%
  • MDL No.MFCD00047619

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

Quinoline-8-carboxylic acid|CS-W007371

Structure of 86-59-9

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General Information

  • CAS No. 86-59-9
  • Cat. No. CS-W007371
  • Purity ≥98%
  • MDL No. MFCD00047619
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC2=C1N=CC=C2

Description

Quinoline-8-carboxylic acid features a rigid heteroaromatic scaffold with a carboxylic acid group at the 8-position, enabling direct conjugation in bioactive molecule design. This configuration supports hydrogen bonding and dipole interactions, enhancing solubility and target engagement in medicinal chemistry applications. The electron-deficient quinoline ring facilitates π-stacking in protein-ligand interfaces.

Application

Quinoline-8-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via amide bond formation or decarboxylative functionalization. Its carboxylic acid group provides high reactivity in standard coupling protocols, while the quinoline core offers favorable π-stacking and metabolic stability. Bench-stable and readily purified by recrystallization, it functions efficiently in both solution-phase synthesis and solid-phase workflows.

Synthesis

  • Route1
    • null|null
      611-32-5
    • ~35%
    • In-stock
      Quinoline-8-carboxylic acid|CS-W007371
      86-59-9

    References

    • Sakaguchi, Satoshi; Shibamoto, Akihiro; Ishii, Yasutaka Chemical Communications, 2002 , # 2 p. 180 - 181
  • Route2

    References

    • Listunov, Dimitriy; Popov, Kirill; Tkachuk, Tetyana; Volovenko, Yulian Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 3 p. 660 - 662
  • Route3
    • In-stock
      8-Bromoquinoline|CS-W002501
      16567-18-3
    • null|null
      124-38-9
    • ~62%
    • In-stock
      Quinoline-8-carboxylic acid|CS-W007371
      86-59-9

    References

    • Hoang, Giang T.; Reddy, Venkata Jaganmohan; Nguyen, Huy H. K.; Douglas, Christopher J. Angewandte Chemie - International Edition, 2011 , vol. 50, # 8 p. 1882 - 1884

Safety Information

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

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