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CS-W001157 4
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5-(Aminomethyl)picolinic acid

  • CAS No. 53397-80-1

  • Cat. No. CS-0188352
  • Molecule weight152.15
  • Purity≥95%
  • MDL No.None

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

5-(Aminomethyl)picolinic acid|CS-0188352

Structure of 53397-80-1

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General Information

  • CAS No. 53397-80-1
  • Cat. No. CS-0188352
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) 5-(Aminomethyl)pyridine-2-carboxylic acid
  • SMILES O=C(O)C1=NC=C(C=C1)CN

Description

5-(Aminomethyl)picolinic acid features a strategically positioned aminomethyl group on the pyridine ring, enabling direct conjugation or metal coordination in bioconjugation and catalyst design. This bench-stable derivative combines enhanced solubility with predictable reactivity, facilitating integration into peptide scaffolds and functional materials.

Application

5-(Aminomethyl)picolinic acid serves as a versatile building block for bioactive heterocycles and peptide conjugates, enabling efficient functionalization at the pyridine ring. Its amine functionality facilitates coupling reactions with carboxylic acids, isothiocyanates, or aldehydes, while the picolinic acid core provides inherent metal-chelating capacity and metabolic stability. The compound exhibits excellent bench stability and ease of purification, making it suitable for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
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      24202-68-4
    • ~%
    • In-stock
      5-(Aminomethyl)picolinic acid|CS-0188352
      53397-80-1

    References

    • Isoda, Sumiro; Yamaguchi, Hitoshi; Satoh, Yoshinari; Miki, Tosaku; Hirata, Miyoshi Chemical & Pharmaceutical Bulletin, 1980 , vol. 28, # 5 p. 1408 - 1414
  • Route2

    References

    • Isoda, Sumiro; Yamaguchi, Hitoshi; Satoh, Yoshinari; Miki, Tosaku; Hirata, Miyoshi Chemical & Pharmaceutical Bulletin, 1980 , vol. 28, # 5 p. 1408 - 1414

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   76.21
  • LogP   0.2385
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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