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CS-W001157 4
Total: USD 88.00

1,5-Naphthyridin-4-ol

  • CAS No. 5423-54-1

  • Cat. No. CS-W005347
  • Purity≥95%
  • MDL No.MFCD00234402

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

1,5-Naphthyridin-4-ol|CS-W005347

Structure of 5423-54-1

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General Information

  • CAS No. 5423-54-1
  • Cat. No. CS-W005347
  • Purity ≥95%
  • MDL No. MFCD00234402
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight None
  • Synonym(s) 4-Hydroxy-1,5-naphthyridine
  • SMILES OC1=CC=NC2=CC=CN=C12

Description

1,5-Naphthyridin-4-ol features a fused bicyclic core with a phenolic hydroxyl group at the 4-position, conferring enhanced hydrogen-bonding capacity and planar rigidity. This structural motif enables strong π-stacking interactions and serves as a key scaffold in bioactive heterocycles. The compound exhibits bench-stable behavior under standard conditions and demonstrates favorable solubility in polar organic solvents, facilitating its integration into synthetic workflows for medicinal chemistry and materials applications.

Application

1,5-Naphthyridin-4-ol serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through established functionalization pathways. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate downstream derivatization. The hydroxyl group provides a handle for selective transformations, while the electron-deficient naphthyridine core supports diverse metal-catalyzed cross-couplings and electrophilic substitutions.

Synthesis

  • Route1
    • null|null
      1018812-89-9
    • ~%
    • In-stock
      1,5-Naphthyridin-4-ol|CS-W005347
      5423-54-1

    References

    • WO2007/113548 A1, ; Page/Page column 150 ; WO 2007/113548 A1
  • Route2
    • 2,2-Dimethyl-5-((pyridin-3-ylamino)methylene)-1,3-dioxane-4,6-dione|CS-0163080
      25063-68-7
    • ~48%
    • null|null
      53454-31-2
    • In-stock
      1,5-Naphthyridin-4-ol|CS-W005347
      5423-54-1

    References

    • Liao, Szu-Hung; Shiu, Jin-Ruei; Liu, Shun-Wei; Yeh, Shi-Jay; Chen, Chin-Ti; Chow, Tahsin J.; Chen, Yu-Hung; Wu, Chih-I. Journal of the American Chemical Society, 2009 , vol. 131, # 2 p. 763 - 777
  • Route3
    • null|null
      4901-93-3
    • ~70%
    • In-stock
      1,5-Naphthyridin-4-ol|CS-W005347
      5423-54-1

    References

    • Chien, Ching-Ting; Shiu, Jin-Ruei; Chang, Chih-Ping; Hon, Yung-Son; Huang, Duo-Fong; Chou, Po-Ting; Liu, Ching-Yang; Chow, Tahsin J. Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 357 - 364

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   46.01
  • LogP   1.3354
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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