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CS-W001157 4
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5-(Hydroxymethyl)picolinic acid

  • CAS No. 39977-41-8

  • Cat. No. CS-W022262
  • Molecule weight153.14
  • Purity≥98%
  • MDL No.MFCD11520014

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

5-(Hydroxymethyl)picolinic acid|CS-W022262

Structure of 39977-41-8

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General Information

  • CAS No. 39977-41-8
  • Cat. No. CS-W022262
  • Purity ≥98%
  • MDL No. MFCD11520014
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) 5-Hydroxymethyl-pyridine-2-carboxylic acid
  • SMILES O=C(O)C1=NC=C(CO)C=C1

Description

5-(Hydroxymethyl)picolinic acid features a pyridine ring bearing both carboxylic acid and hydroxymethyl groups at positions 2 and 5, respectively. This configuration enables direct conjugation to biomolecules via the hydroxymethyl moiety while maintaining solubility and stability under standard bench conditions. The molecule integrates readily into bioconjugation workflows requiring polar, functionalized linkers.

Application

5-(Hydroxymethyl)picolinic acid serves as a versatile building block for heterocyclic synthesis and bioactive molecule development. Its pyridine ring provides a stable scaffold for functionalization, while the pendant hydroxymethyl group enables selective oxidation, etherification, or coupling reactions. The carboxylic acid moiety facilitates amide bond formation and salt crystallization, enhancing solubility and purification. This compound exhibits good bench stability and compatibility with standard synthetic protocols, making it valuable in medicinal chemistry and process R&D workflows.

Synthesis

  • Route1

    References

    • Galley, Guido; Kitas, Eric Argirios; Jakob-Roetne, Roland Patent: US2006/14945 A1, 2006 ; Location in patent: Page/Page column 40 ;
  • Route2

    References

    • Dawson, Marcia I.; Chan, Rebecca; Hobbs, Peter D.; Chao, Wan-ru; Schiff, Leonard J. Journal of Medicinal Chemistry, 1983 , vol. 26, # 9 p. 1282 - 1293
  • Route3
    • 2,5-Pyridinedicarboxylic acid Nicotinic Acid  Impurity|CS-0229402
      100-26-5
    • ~%
    • In-stock
      5-(Hydroxymethyl)picolinic acid|CS-W022262
      39977-41-8

    References

    • Dawson, Marcia I.; Chan, Rebecca; Hobbs, Peter D.; Chao, Wan-ru; Schiff, Leonard J. Journal of Medicinal Chemistry, 1983 , vol. 26, # 9 p. 1282 - 1293

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

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Computational Chemistry Data

  • TPSA   70.42
  • LogP   0.2721
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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