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2-(6-Aminopyridin-3-yl)acetic acid

  • CAS No. 39658-45-2

  • Cat. No. CS-0156808
  • Purity≥95%
  • MDL No.MFCD09757480

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

2-(6-Aminopyridin-3-yl)acetic acid|CS-0156808

Structure of 39658-45-2

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General Information

  • CAS No. 39658-45-2
  • Cat. No. CS-0156808
  • Purity ≥95%
  • MDL No. MFCD09757480
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) 3-pyridineacetic acid, 6-amino-
  • SMILES O=C(O)CC1=CC=C(N)N=C1

Description

2-(6-Aminopyridin-3-yl)acetic acid features a pyridine ring bearing an electron-rich amino group at the 6-position, paired with a carboxylic acid functionality at the 3-position. This arrangement enables direct conjugation to biomolecules and facilitates integration into bioactive scaffolds. The molecule exhibits enhanced solubility in aqueous systems and maintains stability under standard bench conditions.

Application

2-(6-Aminopyridin-3-yl)acetic acid serves as a versatile building block for medicinal chemistry and process development, enabling the synthesis of pyridine-based pharmacophores. Its amino and carboxylic acid functionalities offer orthogonal reactivity for amide coupling, derivatization, and metal-catalyzed transformations. The compound exhibits good bench stability and facilitates purification via standard techniques, supporting scalable synthesis of API intermediates and heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      74405-05-3
    • ~92%
    • In-stock
      2-(6-Aminopyridin-3-yl)acetic acid|CS-0156808
      39658-45-2

    References

    • Wachi, Kazuyuki; Terada, Atsusuke Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 2 p. 465 - 472

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   76.21
  • LogP   0.2909
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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