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CS-W001157 4
Total: USD 88.00

2-(Quinolin-3-yl)acetic acid

  • CAS No. 21168-40-1

  • Cat. No. CS-0270308
  • Purity≥95%
  • MDL No.MFCD03412554

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

2-(Quinolin-3-yl)acetic acid|CS-0270308

Structure of 21168-40-1

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General Information

  • CAS No. 21168-40-1
  • Cat. No. CS-0270308
  • Purity ≥95%
  • MDL No. MFCD03412554
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₂
  • Molecular Weight 187.19
  • Synonym(s) 3-Quinolineacetic acid
  • SMILES C1=CC=C2C(=C1)C=C(CC(=O)O)C=N2

Description

2-(Quinolin-3-yl)acetic acid features a quinoline core linked to a carboxylic acid via a methylene bridge, enabling integration into bioactive scaffolds. The electron-deficient quinoline ring enhances π-stacking interactions, while the acidic moiety supports derivatization and metal chelation. This compound serves as a key intermediate in medicinal chemistry for targeting kinase pathways and modulating receptor binding.

Application

2-(Quinolin-3-yl)acetic acid serves as a versatile building block for medicinal chemistry and materials science, enabling efficient access to bioactive heterocyclic scaffolds. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization under standard conditions, while the quinoline core provides inherent metabolic stability and π-stacking potential. Bench-stable and readily purified by recrystallization, it functions reliably in peptide conjugation, Suzuki couplings, and functionalization of macrocyclic systems.

Synthesis

  • Route1

    References

    • US2003/199458 A1, ; Page/Page column 49 ;
  • Route2
    • null|null
      80999-03-7
    • ~0%
    • In-stock
      2-(Quinolin-3-yl)acetic acid|CS-0270308
      21168-40-1
    • null|null
      74497-02-2

    References

    • Konno; Shiraiwa; Yamanaka Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 12 p. 3554 - 3560
  • Route3
    • null|null
      70437-03-5
    • ~%
    • In-stock
      2-(Quinolin-3-yl)acetic acid|CS-0270308
      21168-40-1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 29, # 12 p. 3554 - 3560

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   1.8619
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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