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CS-W001157 4
Total: USD 88.00

2-Hydroxynicotinaldehyde

  • CAS No. 36404-89-4

  • Cat. No. CS-W003412
  • Purity≥97%
  • MDL No.MFCD07698588

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

2-Hydroxynicotinaldehyde|CS-W003412

Structure of 36404-89-4

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General Information

  • CAS No. 36404-89-4
  • Cat. No. CS-W003412
  • Purity ≥97%
  • MDL No. MFCD07698588
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NO₂
  • Molecular Weight 123.11
  • Synonym(s) 2-Oxo-1,2-dihydropyridine-3-carbaldehyde
  • SMILES O=CC1=CC=CN=C1O

Description

2-Hydroxynicotinaldehyde features a strategically positioned aldehyde and hydroxyl group on a pyridine ring, enabling versatile coordination in metal complexes and facilitating efficient cyclization reactions. This bench-stable heterocycle integrates readily into synthetic pathways for bioactive scaffolds and functional materials.

Application

2-Hydroxynicotinaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoline and isoquinoline derivatives via condensation and cyclization protocols. Its dual aldehyde and phenolic hydroxyl functionalities provide orthogonal reactivity for sequential functionalization, while its bench stability facilitates handling in multi-step sequences. The compound functions effectively in transition-metal-catalyzed coupling reactions and is compatible with common protecting group strategies, making it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • WO2006/135323 A1, ; Page/Page column 60 ; WO 2006/135323 A1
  • Route2
    • null|null
      114951-38-1
    • ~74%
    • In-stock
      2-Hydroxynicotinaldehyde|CS-W003412
      36404-89-4

    References

    • Nagano, Hiroyuki; Nawata, Yoshiharu; Hamana, Masatomo Chemical & Pharmaceutical Bulletin, 1987 , vol. 35, # 10 p. 4068 - 4077
  • Route3
    • null|null
      14265-48-6
    • ~%
    • In-stock
      2-Hydroxynicotinaldehyde|CS-W003412
      36404-89-4

    References

    • Journal of the American Chemical Society, , vol. 110, # 7 p. 2257 - 2263

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   50.19
  • LogP   0.5997
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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