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CS-W001157 4
Total: USD 88.00

5-Hydroxy-1,6-naphthyridine

  • CAS No. 23616-31-1

  • Cat. No. CS-B1057
  • Purity≥98%
  • MDL No.MFCD08567947

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

5-Hydroxy-1,6-naphthyridine|CS-B1057

Structure of 23616-31-1

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General Information

  • CAS No. 23616-31-1
  • Cat. No. CS-B1057
  • Purity ≥98%
  • MDL No. MFCD08567947
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight 146.15
  • Synonym(s) 1,6-naphthyridin-5-ol
  • SMILES OC1=C2C=CC=NC2=CC=N1

Description

5-Hydroxy-1,6-naphthyridine is a heterocyclic scaffold featuring a hydroxyl group at the 5-position and nitrogen atoms at the 1- and 6-positions. This configuration imparts enhanced solubility and hydrogen-bonding capacity, enabling its use in medicinal chemistry and ligand design. The compound serves as a versatile core for synthesizing bioactive molecules, particularly in kinase inhibitor development and metal coordination studies.

Application

5-Hydroxy-1,6-naphthyridine serves as a versatile scaffold for medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the hydroxyl group and C5 position. Its stability under standard reaction conditions facilitates coupling, derivatization, and transition-metal-catalyzed transformations. The molecule functions as a key building block in constructing bioactive naphthyridine derivatives, offering favorable solubility and purification characteristics for high-throughput screening campaigns.

Synthesis

  • Route1
    • 2-(2,2-Dimethoxyethyl)nicotinamide|CS-0680171
      97308-56-0
    • ~64%
    • In-stock
      5-Hydroxy-1,6-naphthyridine|CS-B1057
      23616-31-1

    References

    • Sunovion Pharmaceuticals Inc. Patent: US2012/178748 A1, 2012 ; Location in patent: Page/Page column 45 ; US 20120178748 A1
  • Route2

    References

    • Showalter, H. D. Hollis Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 5 p. 1311 - 1317
  • Route3
    • 2-((Trimethylsilyl)ethynyl)nicotinonitrile|CS-0096077
      97308-49-1
    • ~%
    • In-stock
      5-Hydroxy-1,6-naphthyridine|CS-B1057
      23616-31-1

    References

    • Chemical & Pharmaceutical Bulletin, , vol. 33, # 2 p. 626 - 633

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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