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CS-W001157 4
Total: USD 88.00

6-Chloroquinoline-2-carboxylic acid

  • CAS No. 59394-30-8

  • Cat. No. CS-0099704
  • Purity≥97%
  • MDL No.MFCD09834123

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

6-Chloroquinoline-2-carboxylic acid|CS-0099704

Structure of 59394-30-8

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General Information

  • CAS No. 59394-30-8
  • Cat. No. CS-0099704
  • Purity ≥97%
  • MDL No. MFCD09834123
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO₂
  • Molecular Weight 207.61
  • Synonym(s) None
  • SMILES O=C(C1=NC2=CC=C(Cl)C=C2C=C1)O

Description

6-Chloroquinoline-2-carboxylic acid features a chlorine-substituted quinoline core with a carboxylic acid group at the 2-position, enabling direct conjugation or derivatization in synthetic routes. This electron-deficient heterocycle serves as a key scaffold for pharmaceutical intermediates and functional materials. The molecule exhibits enhanced stability and solubility under standard conditions, facilitating handling in medicinal chemistry workflows.

Application

6-Chloroquinoline-2-carboxylic acid serves as a versatile building block for medicinal chemistry and materials science, enabling efficient access to quinoline-based scaffolds. Its ortho-chloro and carboxylic acid functionalities offer complementary reactivity for Suzuki-Miyaura coupling, amide formation, and electrophilic substitution. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development and functionalized heterocycle design.

Synthesis

  • Route1
    • 6-Chlorochinoline-2-aldehyde|CS-0021483
      59394-26-2
    • ~84%
    • In-stock
      6-Chloroquinoline-2-carboxylic acid|CS-0099704
      59394-30-8

    References

    • Glacera Contour, Marie-Odile; Sidhu, Alban; Roubert, Pierre; Thurieau, Christophe Patent: US2005/154039 A1, 2005 ; Location in patent: Page/Page column 11 ;
  • Route2

    References

    • Yoshikawa, Kenji; Kobayashi, Shozo; Nakamoto, Yumi; Haginoya, Noriyasu; Komoriya, Satoshi; Yoshino, Toshiharu; Nagata, Tsutomu; Mochizuki, Akiyoshi; Watanabe, Kengo; Suzuki, Makoto; Kanno, Hideyuki; Ohta, Toshiharu Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 24 p. 8221 - 8233
  • Route3

    References

    • Norwich Eaton Pharmaceuticals, Inc. Patent: US4461896 A1, 1984 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.5864
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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