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CS-W001157 4
Total: USD 88.00

4-Hydroxynicotinic acid

  • CAS No. 609-70-1

  • Cat. No. CS-W007951
  • Purity≥98%
  • MDL No.MFCD00040286

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

4-Hydroxynicotinic acid|CS-W007951

Structure of 609-70-1

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General Information

  • CAS No. 609-70-1
  • Cat. No. CS-W007951
  • Purity ≥98%
  • MDL No. MFCD00040286
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NO₃
  • Molecular Weight 139.11
  • Synonym(s) None
  • SMILES O=C(O)C1=CN=CC=C1O

Description

4-Hydroxynicotinic acid features a strategically positioned hydroxyl group on the pyridine ring, enabling direct functionalization in synthetic routes. This electron-rich moiety enhances reactivity in coupling reactions and supports integration into bioactive scaffolds. The compound exhibits excellent solubility in polar solvents and maintains stability under standard bench conditions, facilitating straightforward handling in process development workflows.

Application

4-Hydroxynicotinic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via cyclization or coupling reactions. Its ortho-hydroxyl group facilitates metal chelation and enhances solubility, while the carboxylic acid functions as a key handle for amide bond formation and derivatization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of bioactive molecules and functionalized pyridine derivatives.

Synthesis

  • Route1

    References

    • CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS; INSTITUT CURIE; UNIVERSITE MONTPELLIER 2 SCIENCES ET TECHNIQUES Patent: US2011/53975 A1, 2011 ; Location in patent: Page/Page column 60 ;
  • Route2
    • null|null
      92404-84-7
    • ~70%
    • In-stock
      4-Hydroxynicotinic acid|CS-W007951
      609-70-1

    References

    • Shiotani, Shunsaku; Morita, Hiroyuki; Inoue, Masatoshi; Ishida, Toshimasa; Iitaka, Yoichi; Itai, Akiko Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 725 - 736
  • Route3

    References

    • Archiv der Pharmazie, , vol. 318, # 6 p. 481 - 486

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   70.16
  • LogP   0.0731
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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