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CS-W001157 4
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4-Chloroquinoline-8-carboxylic acid

  • CAS No. 216257-37-3

  • Cat. No. CS-0131931
  • Purity≥97%
  • MDL No.MFCD21340244

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

4-Chloroquinoline-8-carboxylic acid|CS-0131931

Structure of 216257-37-3

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General Information

  • CAS No. 216257-37-3
  • Cat. No. CS-0131931
  • Purity ≥97%
  • MDL No. MFCD21340244
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO₂
  • Molecular Weight None
  • Synonym(s) 4-chloro-8-quinolinecarboxylic acid
  • SMILES O=C(C1=C2N=CC=C(Cl)C2=CC=C1)O

Description

4-Chloroquinoline-8-carboxylic acid features a rigid quinoline scaffold with a chlorine substituent at the 4-position and a carboxylic acid group at the 8-position. This configuration imparts enhanced electronic polarization and facilitates direct conjugation in bioactive molecule design. The carboxylic acid enables facile derivatization via amide or ester formation, while the chlorinated heterocycle supports metal-catalyzed coupling reactions. This compound serves as a key intermediate in medicinal chemistry for developing kinase inhibitors and antimalarial agents.

Application

4-Chloroquinoline-8-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling reactions. Its ortho-chloro and carboxylic acid functionalities offer complementary reactivity for palladium-catalyzed cross-couplings and amide bond formation, with demonstrated stability under routine bench handling. The scaffold is well-suited for constructing quinoline-based pharmaceutical candidates and exhibits favorable solubility profiles for solution-phase synthesis.

Safety Information

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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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