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CS-W001157 4
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3-Amino-4-pyridinecarboxaldehyde

  • CAS No. 55279-29-3

  • Cat. No. CS-0019220
  • Purity≥95%
  • MDL No.MFCD06410684

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

3-Amino-4-pyridinecarboxaldehyde|CS-0019220

Structure of 55279-29-3

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General Information

  • CAS No. 55279-29-3
  • Cat. No. CS-0019220
  • Purity ≥95%
  • MDL No. MFCD06410684
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O
  • Molecular Weight 122.12
  • Synonym(s) 3-Aminopyridine-4-carboxaldehyde, 3-Amino-4-formylpyridine
  • SMILES O=CC1=C(N)C=NC=C1

Description

3-Amino-4-pyridinecarboxaldehyde features a pyridine ring bearing both an amino group and a formyl substituent in close proximity, enabling direct participation in cross-coupling and condensation reactions. This bifunctional scaffold integrates readily into heterocyclic frameworks, offering high reactivity under mild conditions. The aldehyde functionality facilitates efficient derivatization while the amine provides a handle for conjugation or further functionalization.

Application

3-Amino-4-pyridinecarboxaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via condensation and cyclization reactions. Its ortho-amino-aldehyde functionality facilitates efficient imine formation and subsequent ring closure, particularly in the construction of pyridine-based pharmacophores. The compound exhibits good bench stability and is compatible with common functional group manipulations, supporting its use in multi-step synthetic sequences for API development.

Synthesis

  • Route1

    References

    • Australian Journal of Chemistry, , vol. 46, # 7 p. 987 - 993
  • Route2
    • null|null
      1352037-93-4
    • ~88%
    • In-stock
      3-Amino-4-pyridinecarboxaldehyde|CS-0019220
      55279-29-3

    References

    • Journal of Heterocyclic Chemistry, , vol. 48, # 6 p. 1383 - 1387
  • Route3

    References

    • Tetrahedron Letters, , vol. 41, # 42 p. 8053 - 8057

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.98
  • LogP   0.4763
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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