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CS-W001157 4
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6-(Hydroxymethyl)picolinic acid

  • CAS No. 1197-10-0

  • Cat. No. CS-W022435
  • Purity≥98%
  • MDL No.MFCD09032021

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

6-(Hydroxymethyl)picolinic acid|CS-W022435

Structure of 1197-10-0

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General Information

  • CAS No. 1197-10-0
  • Cat. No. CS-W022435
  • Purity ≥98%
  • MDL No. MFCD09032021
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) 6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID
  • SMILES O=C(C1=NC(CO)=CC=C1)O

Description

6-(Hydroxymethyl)picolinic acid features a pyridine ring bearing both carboxylic acid and hydroxymethyl functional groups at adjacent positions, enabling versatile conjugation and coordination chemistry. This bifunctional scaffold integrates readily into bioconjugates, metal chelators, and polymer architectures under standard conditions. The pendant hydroxyl group enhances solubility and provides a handle for derivatization, while the acidic proton facilitates salt formation and pH-responsive behavior.

Application

6-(Hydroxymethyl)picolinic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its ortho-carboxylic acid and hydroxymethyl groups enable sequential functionalization, including oxidation to aldehyde or carboxylic acid, esterification, and coupling reactions. The molecule exhibits good bench stability and facilitates purification via standard chromatographic or crystallization methods, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Vergopoulos, Vassilios; Jantzen, Sven; Julien, Nathalie; Rose, Eric; Rehder, Diether Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1994 , vol. 49, # 8 p. 1127 - 1136
  • Route2

    References

    • Wang, Shuai; Cuesta-Seijo, Jose A.; Lafont, Dominique; Palcic, Monica M.; Vidal, Sebastien Chemistry - A European Journal, 2013 , vol. 19, # 45 p. 15346 - 15357
  • Route3
    • 6-(Hydroxymethyl)picolinaldehyde|CS-0103607
      39621-11-9
    • ~79%
    • In-stock
      6-(Hydroxymethyl)picolinic acid|CS-W022435
      1197-10-0

    References

    • Moehlmann, Lennart; Ludwig, Stefan; Blechert, Siegfried Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 602 - 607

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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